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25 Exciting Things to Do in Chicago at Night

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Though it’s pretty easy to find activities to do in Chicago during the day, perhaps you’re wondering about the things to do in Chicago at night?

Known as one of the United States’ most fun and exciting entertainment hubs, there is plenty to keep you occupied well into the night in Chicago.

After a day at the Field Museum, seeing Cloud Gate at Millennium Park, or spending time on the shores of Lake Michigan, here’s our list of evening activities to complete your fun-filled day.

From amazing restaurants, bars, theaters, and activities, find out how to embrace all that the city has to offer – no matter the time of day.

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Table of Contents

Things to Do in Chicago at Night

Located on the shore of Lake Michigan in the United States, Chicago, Illinois is a glorious city with a population of 3 million people.

Perfectly blending the hustle and bustle of city life with a degree of friendliness that you’d expect from a small town, this diverse area is a must-visit metropolitan wonder.

With so many things to do here, luckily you have plenty of hours in a day!

After all, Chicago is a city that stays alive even as the daytime descends.

Oh, and psst…We LOVE Chicago so much, that we’ve written several other guides to help you plan your trip!

• Our Complete 3-Day Chicago Family Vacation Itinerary
• What to do in Chicago in Winter (+ 3-Day Itinerary)
• What to Wear in Chicago: A Visitor’s Guide to Every Season
• Top 5 Kid-Friendly Restaurants in Downtown Chicago
• A Complete List of Things to do at Navy Pier Chicago
• Famous Chicago Food: 5 Iconic Chicago Foods to Try!

1. Stroll Navy Pier

Navy Pier is home to a large outdoor green space, called Polk Bros Park, as well as a 3,300-foot pier that stretches out from Chicago’s shoreline into Lake Michigan.

The pier is located at 600 E. Grand Avenue and is easily accessible via walking paths, car, or public transportation.

Attractions at Navy Pier include restaurants, shopping, outdoor carnival rides, a Ferris wheel, Navy Pier events, scenic boat tours, and  even its own hotel .

Navy Pier is, by far, one of the best things to do in Chicago during both the day and at night, as guests are free to visit until 9:00 PM on weeknights and 10:00 PM on Fridays and Saturdays.

Take note, however, that Navy Pier guests under the age of 18 must be accompanied by a parent or legal guardian on Fridays, Saturdays, and Sundays after 5 PM.

2. Ride the Centennial Wheel

While visiting Navy Pier at night, take a ride on Chicago’s iconic Centennial Wheel .

The gigantic Centennial Wheel Ferris wheel stretches over 200 feet up into the Chicago skyline and provides riders with a 360 degrees view of Chicago and Lake Michigan.

You’ll love the safe feeling of the completely enclosed 8-passenger gondolas that reach high into the sky.

Centennial Wheel rides are available until 8 PM from Sunday through Thursday, and until 10 PM on Fridays and Saturdays.

3. Visit the Alder Planetarium

The Alder Planetarium is a museum located in Chicago’s Museum Campus that is dedicated to astronomy and space.

Though the museum typically closes at 4 PM, if you’re lucky enough to be in town on a Wednesday night, check out Alder at Night!

Alder Planetarium is open until 10 PM on Wednesdays, as well as is free to Illinois residents on Wednesdays too!

Buy your tickets online before heading over for an evening under the stars for date night, after-work fun, or to let loose after a long day.

4. Experience the Chicago Symphony Orchestra

Experience one of the greatest orchestras in the world and catch an evening with the Chicago Symphony Orchestra .

Chicago Symphony Orchestra, located in Orchestra Hall, is home to dozens of various world premieres and musical masterpieces.

Though some shows begin in the afternoon, most of the classical performances begin at 7:30 or 8:00 PM.

They do over 150 concerts every year, so you always have a good chance of scoring last-minute tickets to one of their events.

5. Cheer on the Chicago Cubs

Stop by Wrigley Field and cheer on the Chicago Cubs Major League Baseball team at their home stadium!

The Chicago Cub’s season runs from the end of April to the beginning of October with most evening home games starting between 6:40 and 7:05 PM.

The stadium itself is worth visiting, even without seeing a game.

Take a picture under the red marquee entrance and enjoy one of the oldest ballparks in the National League.

6. Stroll the Chicago Riverwalk

The Chicago Riverwalk is a 1.25-mile paved path and waterfront park space found along the south bank of the Chicago River.

The Riverwalk is located in the heart of Downtown Chicago and extends from Lake Shore Drive and Lake Michigan to Lake Street.

It is home to bars, restaurants, lookout points, boat rentals, tours, and theater-style seating for outdoor performances. 

Once the sun goes down, the Chicago Riverwalk becomes one of the best places in the city for an outdoor stroll.

Catch some live music or enjoy a glass of wine while taking in the view of the glistening river.

7. Visit Buckingham Fountain in Grant Park

Grant Park is a large urban green space located along Lake Michigan in Downtown Chicago.

Grant Park is home to Millenium Park, Maggie Daley Park, Chicago’s Museum Campus, and Buckingham Fountain.

As one of the largest fountains in the world, the Buckingham Fountain runs from early May to mid-October (when temperatures are above freezing).

Every twenty minutes until 11:00 PM, the fountain performs an amazing water display that is free of charge to watch.

At dusk, lights and music accompany the 150 feet water jets, making it a warm evening must-do.

8. Check out a Chicago Bears Game

If baseball isn’t your thing, try seeing a Chicago Bears football game at Soldier Field.

In addition to hosting NFL games, Solider Field is also the home of the Chicago Fire (Major Soccer League).

You’re sure to find a fun evening of entertainment at either game.

9. Eat at Magnificent Mile

Located on Michigan Avenue, the Magnificent Mile shopping district is one of the best places to grab a bite to eat in the evening.

With over 275 restaurants, you’re sure to find something to eat for every tastebud.

Yes, you can even find some authentic Chicago deep-dish pizza – one of Chicago’s famous foods that you don’t want to miss!

Afterward, stroll among the beautifully lit shops of Mag Mile while admiring the year-round twinkling white lights that decorate the outdoor trees.

In addition, be sure to check out these kid-friendly Chicago restaurants if you’re visiting with kids in tow.

10. Visit Skydeck Chicago

Formerly known as the Sears Tower, Willis Tower is one of the most notable skyscrapers of the Chicago skyline.

For 41 years, it was the tallest building in the Western Hemisphere!

As one of the absolute things to do in Chicago, visitors can enjoy the spectacular views of the city from the 103 rd floor of Willis Tower at Chicago’s Skydeck attraction.

A ticket to visit Skydeck includes a 30-60 minute interactive queue area where you can learn all about “the best of” Chicago.

Afterward, you’ll ride the elevator up to the 103rd floor of Willis Tower where the most spectacular views of the city await.

Next, you’ll have an opportunity to stand and take photos on The Ledge, which is a glass balcony that extends four feet  outside the walls of the building .

Being suspended over the city in this way is both terrifying and amazing at the same time!

Skydeck is open until 10 PM 7-days a week with the last entry being 30-minutes prior to closing.

11. Go to The Chicago Theatre

Chicago has a booming arts scene!

Located in the heart of downtown Chicago, The Chicago Theatre, for instance, is one of the country’s most iconic venues and a great place to experience the city’s history.

As one of the first lavish movie palaces in the United States, it became a model for many others.

Now at The Chicago Theatre, you can see everything from musicians to comedians perform in the venue.

Check out The Chicago Theatre’s website for performances, showtimes, and prices.

12. Hit up The Signature Lounge

If you’re feeling like an extra special night out, stop by The Signature Lounge for cocktails and light fare.

Located on the 96 th floor of 875 North Michigan Avenue (formerly known as the John Hancock Center), you can watch the sun go down while you enjoy a world-class drink.

What makes this cocktail lounge such a unique Chicago experience is the incredible panoramic views of the city!

Ranked among the best restaurants in Chicago, The Signature Room is an experience you don’t want to miss.

13. Book a Boat Tour

Everyone who visits Chicago needs to see the skyline at night.

One of the best ways to see this is by booking an evening tour on one of the many boat companies that offer themed cruises down the Chicago River.

Glide up the river and along Lake Michigan while you take in the sights and scenes of Chicago while enjoying a beverage or two on a dinner cruise, sightseeing cruise, or more…

Learn about Chicago’s many boat tour options here.

14. Go to The Green Mill

Speakeasies are one of the most infamous aspects of Chicago’s past and remain a major attraction today.

While no longer a hidden bar, The Green Mile was run by a notorious gangster (and known Al Capone associate) ‘Machine Gun’ Jack McGurn.

Today, The Green Mill remains almost identical to what it was back in the prohibition days.

It has live performances of jazz music every night and tasty cocktails.

Hours are: Sunday – Thursday, open until 1 AM; Fridays and Saturdays, open until 2 AM.

15. Get Tickets for The Second City

Looking to laugh and let off some steam?

Every night at The Second City, you can catch live shows from up-and-coming comedians as well as some of the best names in the comedy biz.

The most famous alumni from The Second City school include Bill Murray, Eugene Levy, Mike Meyers, Steve Carrell, Bill Hader, and many more!

Check out The Second City website for current shows and showtimes.

16. Relax at a Rooftop Bar

Overlook the city, enjoy the fresh air, and sip a cocktail at one of these popular rooftop bars in Chicago!

A popular destination for Chicago locals, Cindy’s atop the Chicago Athletic Association Hotel offers views over Millennium Park and Lake Michigan.

At Raised , you can sit inside or outside on the third floor of the Renaissance Chicago Downtown.

On Friday and Saturday nights, head to Cerise Rooftop on the 26 th floor of the Virgin Hotel and listen to a live DJ while you mingle with friends.

17. Master The Escape Game

Escape rooms are one of the great options to do with kids when you’re trying to fill a quiet or rainy evening.

One of the best in the city, The Escape Game , is open until midnight.

It has five different adventures to choose from – take a trip to Mars, escape the prison bars, search for gold, return a lost painting, or uncover the truth as a field agent.

18. See a Broadway Show

If you love live entertainment, don’t miss out on one of the best things to do in the evening in Chicago…catch a Broadway show!

At any time, there are always multiple performances happening in Chicago from some of the most sought-after and Tony award-winning shows.

Grab last-minute tickets or look in advance at all the shows performing while you’re in town .

19. Check for Special Events at Lincoln Park Zoo

Check the event calendar in order to catch an adult’s night at the Lincoln Park Zoo !

Complete with alcoholic beverages, you can enjoy one of these ticketed events right in the heart of the city.

Note that the zoo is normally free except for these special events that include craft brew festivals, adult-night-out summer block parties, and holiday parties.

20. Go to a Chicago Blackhawks Game

Chicago is blessed with so many sports teams.

If you’re a hockey lover, then you won’t want to miss seeing the Chicago Blackhawks play in their home arena, United Center.

One of the original six NHL teams, you’ll be watching a good game for sure!

21. Head to a Skating Rink

If you’re visiting Chicago in the winter, one of the most fun things to do is enjoy one of Chicago’s many seasonal ice skating rinks.

Typically, most are open mid-November through March, with some hosting evening hours.

You can see all of the ice skating rinks ( as well as our cold-weather Chicago itinerary ) in my list of things to do in Chicago during the winter !

22. Check out Topgolf Chicago

Swing the club year-round at Topgolf in Schaumburg.

While it’s a little bit out of the way from the city center, it’s well worth the effort for golf fans and has operating hours that last well into the night.

(Topgolf Chicago is open until 11 PM Sunday – Thursday and until 12 AM on Fridays and Saturdays.)

Enjoy Topgolf’s three floors’ worth of entertainment whether it be golfing from one of their over 100 climate-controlled bays or watching sports via the 200 HDTVs.

After golfing, enjoy the rooftop terrace and its fire pits, sit at the sports bar, and/or catch a bite to eat.

Reservations are recommended, but not required.

23. Do a Chicago Crimes Tour

Many know the windy city for its notorious past.

At night, take a bus ride with Chicago Crimes Night Tour to experience life with some of the world’s most famous gangsters.

You’ll see some of the most iconic landmarks as well as crime scenes.

If you’re a true crime junkie, this nighttime Chicago activity is a must-do.

24. Spend the Early Evening at Shedd Aquarium

Open until 6:00 pm, head to the Shedd Aquarium for late afternoon and early evening gazing at creatures found beneath the deep blue waters.

In addition, watch out for newly released Shedd After Hours dates and times!

Shedd After Hours is a time for adults 21+ to relax, take in spectacular skyline views and experience special events such as sought-after DJs or bands, animal encounters, and science stories.

25. Try a New Brew

An experience that can be enjoyed any time during the afternoon and evening, be sure to check out some of Chicago’s many breweries.

After all, Chicago is a favorite hidden-gem beer city by many!

With over 230 breweries in the Chicagoland area, there is truly something for everyone – from traditional European styles, to experimental American styles, and everything in between.

Popular Chicago breweries include:

• Dovetail Brewery
• Marz Community Brewing
• Half Acre Beer Company
• Corridor Brewery & Provisions

Best Month to Visit Chicago

The best time for a Chicago getaway is during the months of May, June, September, and October.

In other words, plan a trip to Chicago when the weather is mild during the late spring, early summer, and early fall.

In addition, be sure to consider  what to wear in Chicago  depending on when you visit, as the weather varies drastically.

Though Chicago in summer can be hot and humid, many are drawn to the area during this time in order to take advantage of its lake activities and outdoor events.

Keep in mind, however, that Chicago gets very busy with tourists over the weekends and holidays.

Where to Stay in Chicago

If you’re planning a vacation in Chicago, IL, there are several options on  where to stay in Chicago .

Regardless, be sure to stay downtown so that you can do as little driving around as possible.

Choices downtown include staying within the Magnificent Mile, The Loop, or River North neighborhoods.

The Magnificent Mile is close to the John Hancock Building, Navy Pier, and upscale shopping.

The Loop is close to the Willis Tower and Millennium Park.

On the other hand, River North hotels are still within walking distance of major attractions but provide more budget-friendly options that often include pools and free breakfast.

Here are some of our favorite  Chicago hotels for families:

• Embassy Suites Chicago Downtown Magnificent Mile
• Embassy Suites Chicago Downtown
• Courtyard Chicago Downtown/Magnificent Mile
• Homewood Suites Chicago Downtown/Magnificent Mile

Getting to Chicago

If you’re heading to Chicago, visitors typically travel there via plane, train, bus, or personal vehicle.

Chicago’s central location and the fact that it is accessible by many major interstates and highways make it easy to get there by car.

Be aware that there are several Illinois tollways as you drive into the city, so be sure to have spare dollar bills on hand.

If traveling from a farther distance, however, search for flights into either O’Hare International Airport or Chicago Midway International Airport.

O’Hare (ORD) is a gigantic international airport that services multiple airlines, while Midway (MDW) offers more convenient access to the city but with far fewer choices of flights.

How to Get Around Chicago

Chicago is a walkable city meaning that when staying downtown, the majority of the popular restaurants, sites, and attractions are all within walking distance of one another.

If staying downtown you simply do not need a car to get around once there.

For longer stretches, Uber vehicles are highly prevalent and can typically be found within 2 – 3 minutes of any given address.

In addition, Chicago is well-known for its convenient street system and its fantastic  public transit system .

There you have it! What are some of your tips for visiting Chicago, or favorite things to do in Chicago at night? I’d love to hear about it in the comments… Jen

If you liked reading about our favorite things to do in Chicago at night, check out our other guides on visiting Chicago!

• Chicago 3-Day Itinerary for Summer
• Chicago 3-Day Itinerary for Winter
• Famous Chicago Food: 5 Foods You Must Try During Your Visit
• Top 5 Kid-Friendly Downtown Chicago Restaurants that Your Family Will Love
• What to Wear in Chicago: A Visitor’s Guide For All Seasons
• Top 10 Things to do at Navy Pier Chicago with Kids
• Our United States Bucket List: 15 Exciting Places For Families to Go

*Before leaving, be sure to check our  Travel Resources Page  to find exclusive travel discounts and to book hotels, rental cars, and guided tours.*

Jen Brommer is a family travel expert. She has been featured as an authority on several notable travel websites and is a member of the Family Travel Association (FTA), Midwest Travel Network, and TravMedia global media network.

A prominent content creator and influencer on Instagram, Jen has over 150K unique monthly blog readers from countries all over the world. She has spent the last 16 years planning fun, and hassle-free family vacations for her family of 5.

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20 Fun Things to Do in Chicago at Night

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Just because the sun has gone down doesn’t mean it’s time to call it a day—that’s why I’ve rounded up this list of the 20 best things to do in Chicago at night.

From a romantic stroll along Navy Pier to dancing all night long at one of Chicago’s hottest nightclubs, there are all kinds of nighttime activities to enjoy throughout the city.

Pssst, heading to Chicago? Don’t miss these travel guides to help you plan your trip!

Where to Stay in Chicago Chicago 3 Day Itinerary Day Trips From Chicago Famous Chicago Food You Have To Try

Anytime I take a trip to Chicago, the city brings out my inner night owl and makes me want to get out and have some after-dark fun! 

Whether you’re looking for a laid-back nighttime activity or feel like partying it up, there are plenty of fun things to do in Chicago at night, so let’s jump into this list of my top 20 recommendations.

Planning a trip to the Windy City? Book my fav Chicago activities below through GetYourGuide

1. Visit Willis Tower Skydeck

Willis Tower Skydeck isn’t just one of the best indoor activities in Chicago —it’s also an incredible experience when you visit at night.

Towering over the downtown Chicago skyline, this Illinois landmark is the third-tallest building in the country, so you know the views are amazing. 

Standing over 1,300 feet tall, the Willis Tower Skydeck is America’s highest observation deck and draws over 1.7 million visitors annually.

One of the most incredible features of the Skydeck is The Ledge. This glass box juts several feet out into the air to provide views of four states (Michigan, Wisconsin, Indiana, and Illinois) and the sparkling lights of downtown Chicago at night.

Purchase a Skip-the-Line ticket through GetYourGuide to head straight to the observation deck.

2. Embark on a Ghost Tour

If you love the idea of hunting for spirits at some of Chicago’s most haunted spots, then a ghost tour is the perfect nighttime activity for you.

Several ghost tour options in Chicago will take you to infamous landmarks throughout the city, where paranormal activity is said to be a common occurrence. 

This Gangsters and Ghosts tour , available through GetYourGuide, highlights some of Chicago’s dark history as you walk around the Chicago Loop district. 

Another good tour option available on GetYourGuide is Windy City Ghosts , which focuses on spooky locations in the Northside area of the city.

3. Take an Architecture River Cruise

Try taking an after-dark architecture river cruise for a fun and unique way to see Chicago’s most iconic and beautiful buildings. 

These river cruise tours will take you past some of the city’s famous landmarks like the John Hancock Center, Tribune Tower, Wrigley Building, and more. 

You’ll learn about Chicago’s local history and culture as your boat cruises down the Chicago River.

As a bonus, an evening architecture river cruise provides the perfect opportunity to watch the sunset and enjoy the city skyline transition from day to night.

4. See Buckingham Fountain

Paying a nighttime visit to Clarence F. Buckingham Memorial Fountain is a must-do for anyone exploring Chicago after dark. 

With its colorful lights and dazzling water shows, this iconic landmark has earned a reputation as one of Chicago’s top tourist destinations.

From May to mid-October, you can get the complete Buckingham Fountain experience by watching an evening show where music and lights accompany impressive displays of water shooting 150 feet up into the air.

Buckingham Fountain is one of the largest in the world, and the area surrounding it is the perfect location for a romantic stroll or a night out with friends.

5. Head to the Art Institute of Chicago

The Art Institute of Chicago is an iconic spot both day and night, and you can enjoy the museum until 8:00 PM on Thursdays.  

Established in 1879, the Art Institute of Chicago is one of America’s oldest and largest art museums, containing a stunning collection of art from various countries throughout history.

The Chicago Art Institute has an impressive number of artwork and artifacts that reflect a range of periods, styles, and cultures. 

This museum is a must-see for any visitor to Chicago and an attraction you can return to time and again. 

Make the most of your visit with a Skip-the-Line ticket from GetYourGuide.

6. Get a 360-Degree View of Downtown

Enjoy remarkable downtown Chicago and Lake Michigan views from 94 stories up at 360 Chicago Observation Deck in the John Hancock Center. 

The Observation Deck has several interactive displays and exhibits that teach visitors about local Chicago history. 

For an unforgettable experience that will get your blood pumping, take a ride on 360 Chicago’s TILT ride, an enclosed moving platform that extends from the building and tilts at a 35° angle.

After conquering your fear of heights, you can relax with a cocktail or snack at CloudBar, located right next door.

Skip the line by purchasing a ticket in advance through GetYourGuide.

7. Indulge in a Late-Night Bite

Chicago has many delicious late-night eats, from Giordanos’ classic deep-dish pizza to tasty tacos at Big Star and mouthwatering burgers from Kuma’s Corner .

This city has over 20 Michelin-star restaurants, and several of them are open late into the night. 

If you prefer a casual dining experience, there’s always a great variety of food trucks serving delicious food throughout town. 

GetYourGuide has several guided food tour options highlighting the best Chicago eats, like this Taste of Chinatown tour , where you’ll spend an evening walking from one delicious restaurant to the next.

8. Explore Navy Pier

Navy Pier is one of those can’t-miss Chicago attractions, and visiting at night makes the experience all the more memorable.

This 3,300-foot-long pier is located right along beautiful Lake Michigan, making it the perfect spot for an evening stroll with friends or family.

From seasonal ice skating rinks to the Centennial Wheel and all kinds of yummy restaurants and fun shops, there’s something for everyone to enjoy at Navy Pier.

9. Spend a Night at the Museum

Chicago is full of world-class museums, and what better way to experience them than by attending an after-hours or even an overnight event?

The Museum of Contemporary Art offers private evening tours to learn about the background behind some of the museum’s most iconic artists and pieces.

Another option is the American Writers Museum which hosts monthly Get Lit happy hours that combine drinks, music, open mics, and book swaps. 

For a truly immersive experience that little ones will love, check out the Field Museum’s Dozin’ with the Dinos and the Shedd Aquarium’s Asleep with the Fishes overnight events.

10. Cheer On Your Favorite Sports Team

Chicago has a notoriously vibrant sports scene, and catching a game is one of the most classic things to do in Chicago at night.

Basketball fans can catch a Bulls game at the United Center —if baseball is your thing, head to Wrigley Field to cheer on the Cubs. 

Whatever your favorite sport is, there’s a game to fit the bill! Going to a Bulls or Blackhawks game would be on my list of fun Chicago winter date ideas since you’ll be nice and warm inside!

11. Watch a Show at Chicago Theatre

The Chicago Theatre is the place to be for a great night of entertainment, thanks to its captivating decor and top-of-the-line production value for theatrical shows and performances.

From comedy shows to live music, there’s always something fun and exciting happening at Chicago Theatre.

You can stop by to admire the grandeur of the theatre’s spacious lobby, exquisite staircase, and magnificent auditorium—plus, the iconic marquis lit up at night is the perfect place to snap some Insta pics! 

With its wealth of nearby dining and nightlife spots, the Chicago Theatre is the perfect destination for a fun evening out on the town.

12. Enjoy Tunes at a Jazz Bar

Chicago is known for its deep jazz roots, so enjoying some tunes at a local jazz bar is a great way to experience the city’s authentic nightlife scene. 

The Green Mill cocktail lounge is a classic speakeasy-style bar with live jazz music and a fun atmosphere that comes to life after dark. 

For something more modern, you can try one of the many other iconic jazz bars around the city, such as Andy’s Jazz Club or Blue Chicago .

13. Grab a Nightcap at a Rooftop Bar

To end your night of exploring Chicago on a high note, I recommend visiting one of the city’s lively rooftop bars.

A rooftop bar provides the perfect excuse to sip on a tasty cocktail while overlooking the twinkling city lights of downtown Chicago.

There are fantastic options all around town, including Cindy’s Rooftop , a stylish spot atop The Chicago Athletic Association Hotel that boasts views of Millennium Park. 

Another fun choice for a rooftop bar is Raised Bar Chicago , located at the Renaissance Chicago Downtown Hotel.

These rooftop bars get busy on the weekends, so set up a reservation in advance if you plan to go.

14. Catch a Musical Performance

One of the classiest things to do in Chicago at night is enjoy a musical performance by the Chicago Symphony Orchestra .

The Chicago Symphony Orchestra, founded in 1891, hosts a variety of classical and contemporary concerts at their home venue, the historic Symphony Center.

What better way to end your night in Chicago than with a live performance by one of the world’s greatest orchestras? 

Whether you prefer the classics, like Vivaldi and Tchaikovsky, or want to check out new and diverse music by living composers, you’re in for a treat when you visit Chicago’s Symphony Center.

15. Be Amazed at Art on the Mart

Art on the Mart is an innovative way for global artists to present their works on a massive public platform.

This exhibition spans almost two city blocks and towers up to 25 stories high, making it the world’s largest permanent digital art projection.

Everyone from renowned local talent to internationally-celebrated artists has hosted exhibits on this giant public art display since it launched in 2018.

The best part is Art on the Mart’s captivating projections are located along Chicago’s Riverwalk jetty between Wells and Franklin Streets—we love a fun activity that doesn’t cost a dime!

16. Journey to Space at Adler Planetarium

Every Wednesday night , Adler Planetarium (the world’s first planetarium) keeps its doors open until 10:00 PM to welcome late-night visitors.

Families, couples, friends, coworkers, and more can enjoy exploring the exhibits, galleries, and shows at Adler Planetarium.

It’s hard to beat the experience of learning about space after dark when you can step outside and see the stars with your own eyes!

17. Stroll Along the Magnificent Mile

The Magnificent Mile is an all-in-one shopping, dining, and entertainment destination along Chicago’s iconic Michigan Avenue.

This mile-long stretch of road is one of the most famous streets in the city and features luxury boutiques, restaurants, bars, hotels, and more. 

Regardless of your style or budget preference, there’s always something fun to discover while strolling down the Magnificent Mile.

This area is excellent for people watching or taking in breathtaking views of the downtown skyline, especially at night.

18. Dance the Night Away

For a fun night out, it’s hard to beat dancing the night away at one of Chicago’s fabulous nightclubs.

The city nightlife has something for everyone, from old-school hip-hop to edgy EDM and funky Latin beats.

My favorite is The Underground , a stylish and star-studded hotspot with yummy cocktails and fun DJs that’ll get you on your feet.

Other spots include Smart Bar , a Chicago classic since the ‘80s, and Sound-Bar , a massive space with two levels, nine full-service bars, and an enormous 4,000-square-foot dance floor.

19. Sample Local Brews

One of the best ways to experience a city’s culture is through its local beers, and Chicago is home to some exceptional breweries.

I’m not always the biggest beer fan, but I love trying new ones when traveling.

Lagunitas Brewing Company is a favorite for delicious brews and live music, and I love the warehouse vibes of Old Irving Brewing Company .   

If you’d prefer someone else to plan your evening, hop on a Bikes, Bites, and Brews Hiking Tour . 

20. Take a Walk Along the Chicago Riverwalk

My last recommendation for fun things to do in Chicago at night is to walk along the beautiful Chicago Riverwalk . 

You’ll pass scenic parks, unique art installations, and charming cafes that line the edge of the Chicago River.

Turn this into a romantic Chicago night out by packing a blanket and a bottle of wine to enjoy a peaceful picnic under the stars.

Add a jacket to your packing list regardless of the time of year you’re headed to Chicago since the nights can get windy and chilly!

Don’t forget to save this list of the best things to do in Chicago at night before your next trip!

If you visit any of these spots, I’d love to see your Chicago photos, so tag me on Insta (@ wtfab ).

Planning a trip to the Windy City? Find more Chicago content here

Famous Chicago Food You Have to Try

Chicago 3-Day Itinerary

Where to Stay in Chicago: The Best 12 Chicago Airbnbs

Chicago Itinerary: The Ultimate Travel Guide

The Gwen Hotel Chicago

Day Trips From Chicago: 10 of the Best Places to Visit

Top 11 Chicago Black-Owned Restaurants

22 Best Indoor Activities Chicago Has to Offer

18 Most Instagrammable Places in Chicago

Yes, Chicago has a lot of fun and unique nighttime activities to offer.

Most areas of Chicago are safe if you stay aware of your surroundings and travel with a friend or group, if possible.

Chicago is an excellent place to vacation for couples, families, solo travelers, and everyone in between!

Elise Armitage is an entrepreneur and founder of  What The Fab , a travel + lifestyle blog based in California. At the beginning of 2019, Elise left her corporate job at Google to chase her dreams: being an entrepreneur and helping women find fabulous in the everyday. Since then, she’s launched her SEO course Six-Figure SEO, where she teaches bloggers how to create a passive revenue stream from their website using SEO. Featured in publications like Forbes, Elle, HerMoney, and Real Simple, Elise is a firm believer that you can be of both substance and style.

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28 Fun Things to Do in Chicago At Night!

• Posted by by Elle-Rose
• Updated: September 19, 2023
• 11 minute read

Are you looking for the best things to do in Chicago at night? Well, you’ve come to the right place!

If you’re searching for fun and interesting evening activities in Chiacgo, then keep reading because I’ve got some amazing ideas for you.

As the sun dips below the iconic skyline of the Windy City, it becomes alive with a vibrant energy, offering a myriad of exciting experiences for night owls and adventurers alike.

Whether you’re a local seeking to explore your city’s after-hours magic or a visitor eager to discover the hidden gems that glitter in the night, Chicago has something for everyone.

From world-class dining and electrifying entertainment to moonlit strolls along the lakefront and speakeasy-style cocktail bars, the nocturnal pulse of Chicago is undeniable, and there are so many fantastic things to do at night in Chicago to get involved with.

Join me on a journey through the enchanting nocturnal landscape of Chicago, where we’ll unveil the most captivating evening plans in Chicago, ensuring that your nights in this remarkable metropolis are as unforgettable as your days.

Now, let’s get into it!

Here are my favorite things to do in Chicago at night!

Enjoy some jazz music.

To kick off our list, we’ve got a few of the city’s most famous jazz clubs!

Chicago has a rich history of jazz music, and there are several jazz clubs in the city where you can enjoy live performances.

There are so many wonderful jazz bars in Chicago, and we’ve listed a few of them below for you!

My personal favorites have to be Andy’s Jazz Club & Restaurant or Winter’s Jazz Club , but there are so many choices for jazz in Chicago, it only seemed right to list out a few more options on top of those!

• Jazz Showcase
• Constellation
• The California Clipper
• Fitzgerald’s Nightclub

Head on a sunset river cruise

There are so many river cruises in the city, and they all deserve a spot on this list of the best things to do in Chicago in the evening.

This 90-Minute River and Lakefront Cruise is one of our favorites, as it takes you past all of Chicago’s finest skyscrapers.

To make things even better, you’ll pass Buckingham Fountain’s light display while an expert guide tells you everything you need to know about the city.

Considering how much the tour covers, it’s an absolute bargain and is definitely one of the best nighttime activities in Chicago.

See the city from above

Our next pick for the best things to do in Chicago at night is seeing the city from above!

The Skydeck at Willis Tower is probably the most popular place to visit for excellent views, but 360 Chicago which is home to BAR 94 also offers incredible vistas over the city.

Wherever you choose to visit, make sure you take a few photographs to jazz up your Instagram grid!

Watch some live comedy

If you fancy a few belly laughs while you’re in Chi-Town, why not add a few comedy gigs to your list of evening plans?

Second City is probably the best place to visit for excellent comedy as it started the careers of stars like Eugene Levy, Bill Murray, and Steve Carrell.

And really, what could be better than that?

Explore the Chicago Riverwalk

If you’re on the hunt for things to do in Chicago at night, then you’ll want to add the Chicago Riverwalk to your list.

It’s a 1.25-mile stretch of pathway that takes you right along the Chicago River, and there are so many gorgeous views and skyscrapers to see along the way.

But it’s not just a gorgeous walk – it’s home to bars, outdoor performances, restaurants, and much more.

And plenty of places to stop for a photo too!

Not only will you be able to check out the amazing city lights, but you’ll be able to stop for a few cocktails as you “drink” it all in (pun intended!).

Read more about Chicago: 20 festive things to do in Chicago at Christmas time

Visit Lincoln Park Zoo

You might want to head to Lincoln Park Zoo while it’s still light out, but it also happens to be one of the best things to do at night in this amazing city.

You’ll have to plan your visit during the summertime, as this is when the zoo opens late on Fridays for craft brew tastings and late-night exhibits.

Go shopping at the Magnificent Mile

The Magnificent Mile is one of the most impressive shopping areas in the city and certainly deserves a spot on our list!

This enormous region includes more than 450 stores, so you can easily spend an entire day (and night!) indulging in a spot of retail therapy.

Although many of the stores close around 9 pm, there are a few shops that hang on until 10 pm during weekends and holidays!

Read more about shopping in Chicago: Where to find the best toy stores in Chicago

Visit one of the many rooftop bars

If you’re looking for things to do in Chicago at night, then you’ll totally want to swing by a few rooftop bars.

Cindy’s is one of the best spots to visit for views of Millennium Park, but Château Carbide and Nobu Chicago are the perfect pitstops for couples.

Failing that, swing by Z Bar for great drinks and even better views!

And remember – in the summer months, it stays light well into the evening, so you’ll be able to enjoy views way into the night!

Read more travel ideas: 15 best places to travel in your 20s, in the USA

Try and get out of an Escape Room

Is there anything more radical than an Escape Room? 

We don’t think so, which is why we’ve included one on our list of the best things to do in Chicago at night!

Although there are a few options dotted around Chicago, we suggest heading to Redline’s Virtual Reality Escape Rooms as they’re just so unique.

You’ll receive a headset for an hour and be able to choose between several different experiences.

And once you’re done, you’ll be able to hit the bar for a few pours!

Ride the Centennial Wheel

The Centennial Wheel is one of the most impressive attractions in the city, so it certainly deserves a place on our list of things to do in Chicago in the evening!

The wheel is an amazing 200 feet tall and it offers unbeatable views over the skyline and beautiful Lake Michigan.

The wheel is open during the day, but you can ride until 8 pm between Sunday and Thursday, and until 10 pm on Fridays and Saturdays.

Read more about Chicago: 28 fun things to do alone in Chicago

Head to the Alder Planetarium

The Alder Planetarium is tucked away in Chicago’s Museum Campus and it’s one of our all-time favorite things to do in Chicago at night.

Realistically, who doesn’t love stars?

The Planetarium is open throughout the day and usually shuts around 4 pm, but you can hang around until 10 pm on Wednesdays when Alder at Night runs! I suggest grabbing a ticket in advance as queues can get gnarly.

Head to a Bears game

Whether you’re a true-blue Bears fan or just want a taste of the Windy City’s sports culture, you’re bound to agree that heading to a Bears game is one of the best things to do in Chicago at night!

Getting a ticket for Soldier Field during peak periods (between August and September) can be tricky. 

But if you’re visiting during the cooler months, you should be able to nab a ticket.

Oh, and make sure you pick up a couple of beers and a few snacks while you’re taking in the atmosphere!

Next up, it’s a nighttime kayaking tour!

This is such a fun and unique way to spend the evening, and seeing the city’s skyscrapers from the water is so unique and different!

It’s a gorgeous way to spend the evening and such a great choice for spending an evening in Chicago!

Check out Buckingham Fountain

Next on my list of things to do in Chicago at night, is checking out the beautiful Buckingham Fountain.

Nestled in the heart of Grant Park, Chicago, the Buckingham Fountain is an iconic landmark that captivates both locals and tourists alike.

Known for its impressive water displays, the fountain takes on a whole new level of grandeur when the sun sets.

The nighttime shows at Buckingham Fountain are nothing short of magical, offering a mesmerizing experience that showcases the beauty of art and engineering combined.

Go ice skating

Next on our list of things to do in Chicago at night, it’s ice skating!

Although this is one of thethings one this list only open during the wintertime, you can usually sneak in a cheeky skate as late as March.

There are several skating rinks open throughout the city, but we suggest heading to Winterland at Gallagher Way or Light Up the Lake at Navy Pier for the best experience.

Check out Navy Pier

Speaking of Navy Pier , it takes the next spot on our list of the best things to do in Chicago at night!

In addition to an incredible range of bars and restaurants, you’ll be able to ride the Centennial Wheel, head on a classic carousel, and even catch a firework show if you’re visiting at the right time.

It spans an impressive 3,300 feet, so there’s plenty to enjoy along the pier up to 9 pm on weeknights and 10 pm on Fridays and Saturdays!

Read more about Chicago: Where to find the best desserts in Chicago

Watch the Chicago Symphony Orchestra

We love a bit of classical music over here, which is why we had to include a trip to the Chicago Symphony Orchestra on our list.

You’ll want to grab a bite to eat before taking your seat, but an average show should keep you occupied for at least a couple of hours from 7:30 pm.

The orchestra runs an incredible number of performances each year (over 120!), meaning you should be able to catch something during your visit.

Grab a few craft brews

We couldn’t write a list of the best things to do in Chicago at night without mentioning a bar crawl!

Bordel in Wicker Park is a fabulous place to visit for a few craft cocktails and pours, but you can also check out Crushed by Giants , Dovetail Brewery , or Pilot Project Brewing if you’re strictly on a beer run.

See the Bean at night time

Next on my list of things to do in Chicago at night, it’s seeing the iconic Bean.

This huge sculpture is a classic location in Chicago, but most people head over to it in the daytime, rather night.

But it’s so magical at nighttime too – so make sure you see it at both times of day.

Hop on the Chicago Night Crimes Bus Tour

Next on our list of things to do in Chicago at night, it’s the Chicago Night Crimes Bus Tour !

This is one of the more unique evening activities in Chicago, as it essentially takes you through the city as you uncover its spooky and crime-ridden past.

You’ll learn about famous characters like Al Capone and Bugs Moran, but you’ll also cover a few local massacres and haunted buildings as you move through the city.

The Green Mill Cocktail Lounge

Next on my list of things to do in Chicago at night, it’s some more jazz. Experience live jazz in a historic setting, and visit the Green Mill Cocktail Lounge.

The Green Mill Cocktail Lounge, is nestled in one of Chicago’s Uptown neighborhoods, and it is a timeless gem that has been enchanting patrons for over a century.

Stepping into this historic jazz club feels like a journey back in time, with its vintage decor, dimly lit ambiance, and an air of speakeasy mystique.

Known for its rich musical heritage, the Green Mill has hosted legendary jazz performers like Al Capone’s favorite, Joe E. Lewis, and contemporary artists who continue to serenade audiences with soulful melodies.

It’s a great choice for things to do at night in Chicago.

Grab food at Portillo’s

Next on my list of things to do in Chicago at night, it’s the famous Portillo’s!

Why am I recommending Portillos to you? Well, this little food court is home to TWO of my all-time favorite food items.

First of all, the best chocolate cake I have ever eaten. Ever. Apparently the secret ingredient is mayonnaise, but don’t let that put you off!

Portillo’s is also home to my favorite hotdog in the world too!

Museum of Science and Industry

The Museum of Science and Industry in Chicago is not just a place for daytime exploration; it truly comes alive during its special evening events featuring interactive exhibits. Which makes it a great choice for things to do in Chicago at night.

As the sun sets over the city, the museum transforms into a captivating playground of science and wonder, and it’s such a fun choice for things to do at night in Chicago.

These unique events allow visitors to engage with science in a whole new way, often featuring hands-on experiments, immersive displays, and interactive demonstrations that spark curiosity and ignite the imagination.

It’s a perfect blend of education and entertainment that appeals to both the young and the young at heart.

Chicago Botanic Garden

Next on my list of fun things to do in Chicago at night, is enjoying evening garden walks at the Botanic garden.

Many people don’t even realise the Botanic garden is open past sunset, so this might come as a pleasant surprise!

As twilight descends over the meticulously manicured gardens, the garden’s allure takes on a whole new dimension, and exploring at night (only during the warmer months) gives the gardens even more appeal.

From late spring to early fall, visitors can partake in a variety of evening events that showcase the garden’s natural beauty and serenity under the moon and stars.

Go for deep-dish pizza

Chicago is renowned for its deep-dish pizza, so that’s my next suggestion!

Find yourself a pizzeria and dig in!

There are several iconic pizzerias in the city that serve up this delicious, hearty dish that Chicago is so famous for! Here’s a short list of some of the best places to enjoy deep-dish pizza in Chicago:

• Lou Malnati’s : A Chicago institution, Lou Malnati’s is famous for its buttery, flaky crust, tangy tomato sauce, and generous cheese toppings. Their “Lou Malnati’s Special” is a must-try.
• Giordano’s : Known for its stuffed deep-dish pizza, Giordano’s offers a thick layer of cheese encased in buttery crust and topped with a chunky tomato sauce. It’s a cheese lover’s dream.
• Pequod’s Pizza : What sets Pequod’s apart is its caramelized crust, which forms a deliciously crispy edge.
• Art of Pizza : This pizzeria offers a variety of deep-dish options, from classic to creative. Their stuffed spinach and mushroom pizza is a favorite among locals.
• My Pi Pizza : My Pi Pizza specializes in “authentic Chicago-style pizza,” offering a dough recipe that originated in the 1950s. A perfect choice for things to do in Chicago at night!

Read more about Chicago: 13 of the best places to get pizza in Chicago

Late-night bowling

Next up on my list of fun things to do in Chicago in the evening, it’s nighttime bowling! Who doesn’t love a game or two?

This is one of my personal recommendations and favorites, because I love visiting a bowling alley like Lucky Strike, and have a few games of bowling during the evening!

During a busy sight-seeing vacation, a game or two of bowling can be a nice change of pace too!

Late-night food trucks

Next in my list of things to do in Chicago at night, it’s one for the foodies!

Satisfy your cravings for tacos, pierogies, and more… and head to one of Chicago’s many famed late-night food trucks.

Maybe you didn’t know, but this city is kind of famous for their late-night food truck scene, and you can get some seriously incredible eats this way!

Some great food trucks to look out for are:

• The Fat Shallot
• 5411 Empanadas
• Chicago Pizza Boss
• The Roost Carolina Kitchen
• Aztec Dave’s Food Truck
• Yum Dum Truck

Late-night karaoke

Next on my list of nighttime activities in Chicago, it’s sing your heart out at a karaoke bar.

Whether you’re sober (or not), karaoke is one of those night-time activities that is fun, breaks the ice, and gets everyone in a great mood.

Lucky for you, Chicago has some fantastic Karaoke bars right in the heart of the city too!

• Brando’s Speakeasy – Located in the Lakeview neighborhood, Brando’s Speakeasy offers private karaoke rooms in addition to the main bar area. It’s a popular spot for both casual karaoke nights and special occasions.
• Lincoln Karaoke – Situated in Lincoln Park, Lincoln Karaoke is a spacious karaoke lounge with a vast song selection and private rooms for groups of various sizes. They also serve drinks and Korean cuisine.
• The Globe Pub – This North Center sports bar hosts karaoke nights that are beloved by locals. It’s a friendly, neighborhood spot with a wide range of songs to choose from and a welcoming atmosphere.
• Blue Frog’s Local 22 – Located in the River North neighborhood, Blue Frog’s Local 22 offers karaoke along with a menu of bar food and a diverse drink selection. It’s a lively place for both singing and socializing.
• Beauty Bar – Nestled in the West Town neighborhood, Beauty Bar is a unique venue that combines a beauty salon and a bar. They often host karaoke nights, adding an extra layer of fun to your evening out.

Remember to check the specific days and times for karaoke events at these venues, as they may vary.

Take a swing at Topgolf Chicago

To round off our list, we have Topgolf Chicago which is always a huge crowd-pleaser!

Although it’s a small trek from the center of Chicago, it’s well worth the extra time.

This impressive complex boasts over 200 enormous TVs for watching sports, firepits for cozy catchups, and of course, plenty of competitive golf games!

Whether you choose to take a swing or take it easy at the bar, this is so much fun!

I hope this list of things to do in Chicago at night was useful!

Which of these activities are you most excited for?

Read more abut Chicago: Top 12 Christmas-themed restaurants in Chicago

Elle-Rose is the owner and editor of The World and Then Some! She has been a professional travel writer for over 12 years, writing for many different publications, including this one. Elle-Rose is a city break expert, and she specializes in popular locations such as NYC, London, Las Vegas and Dubai, regularly visiting to stay on top of new attractions, restaurants and hotels. Elle-Rose is super active on TikTok (@theworldandthensome), and loves filming video content in the cities she visits - so go and say hello!

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15 Best Things To Do In Chicago At Night

August 8, 2022 by //  by  Midwest Explored

If you’re looking for the best things to do in Chicago at night, then you’ve come to the right place!

Chicago is one of the best cities to explore for a few days in Illinois.

Planning your trip to Chicago last minute?

Make sure to book ahead. Hotels and tours often sell out the closer you get to your trip. Here are our top pics for Chicago!

Top Experiences And Tours In Chicago:

• Chicago River Architecture Cruise (Skip the Ticket Office!)
• Willis TowerSkydeck & The Ledge Ticket (Elevator express entry!)
• Navy Pier Centennial Wheel Ticket (Panoramic views of Chicago!)
• Big Bus Hop on Hop Off Sightseeing Tours (24, 48, or 72-hour options available.)

Hop Hotels In Chicago:

• Eurostars Magnificent Mile (In the heart of Chicago!)
• The Peninsula Chicago (Near museums)
• Club Quarter Hotels Wacker (Overlooking the Chicago River!)
• Hotel Blake (Close to Millennium Park.)

When the sun goes down, the fun doesn’t stop in Chicago. In fact, Chicago nights are just as lively as Chicago days!

Chicago at night offers rooftop bars, museum experiences after dark, and so much more.

Whether you’re exploring things to do in Chicago at night with family, your significant other, or a group of friends, I guarantee there’s something on this list for you!

There are not just Chicago date night activities on this list, but also great family-friendly Chicago night activities for you to explore!

On this list, I’ve made sure to include something for everyone looking for night events in Chicago.

So, let’s take a look at some of the best things to do in Chicago at night!

Take A Chicago Big Bus Open-Top Panoramic Night Tour

One of the best ways to see Chicago at night is by riding on the Big Bus Open-Top Panoramic Night Tour .

You’ll start this tour at the Magnificent Mile and ride around for about an hour and a half exploring the city.

As you make your way to Michigan Avenue, where your tour ends, you’ll pass plenty of Chicago’s top sites.

From the Big Bus, you’ll see the Chicago Theater, and Buckingham Fountain, and stop to see the current Art on the Mart show.

While you’re on the Big Bus, you’ll also hear an audio commentary that gives you some information about the history of Chicago as you ride.

It’s a great way to explore Chicago at night and an experience you won’t forget!

Book Your Tour Here: Getyourguide.com

Seeing A Live Performance Is One Of The Best Things To Do In Chicago At Night

Chicago is a city that is full of live music venues and there are easily over 30 different venues.

So, it’s really easy to see a live performance when you’re looking for night events in Chicago.

If you want to listen to live Jazz performances, consider stopping by one of the many Jazz clubs in the Blue River entertainment district.

The Chicago Cultural Center typically has a pretty full schedule of unique live performances throughout the year that you can take part in.

Or, see a live performance at one of the larger music venues in the city like the Thalia Hall, The House of Blues, or the iconic Chicago Theater.

Chicago is a city that never really sleeps, so you’ll be able to find any number of music venues putting on a live performance when you’re visiting.

Chicago is so full of fun things to do and see like enjoying the Chicago fall foliage .

See The City All Lit Up At Night From The SkyDeck

You’ll find the SkyDeck at the Willis Tower, in the heart of Chicago, if you are wondering where to stay in Chicago when you are visiting.

The SkyDeck is up 103 floors and also has the Ledge attached to it.

The Ledge is a glass box that has 360 views and you can see straight down to the ground below.

If you’re afraid of heights, you may want to skip out on this attraction in Chicago at night.

However, it’s a beautiful way to see the city all lit up at night if you don’t mind being up that high.

It’s a very popular attraction, so you may want to book tickets in advance.

There are also ticket packages that include a nighttime cruise on the river. It’s a great date night in Chicago activity, especially if you purchase the bundled ticket package!

Book Your Ticket Here: Getyourguide.com

Stay After Hours At A Museum In Chicago

Many of the museums in Chicago offer after-hours events that are super fun.

How often do you get to stay in a museum and explore it without the crowds?

The Field Museum of Natural History offers a great activity that is a great family thing to do in Chicago at night.

Your family can take part in their ‘Dozin with the Dinos’, where you’ll be able to camp out in the museum and sleep with the exhibits.

Kids will get to do fun hands-on activities, stay up late and learn from the museum scientists, and of course, explore the many cool exhibits.

If you’re looking for something for the adults, head to the Museum of Science and Industry.

They offer an adults-only evening where you’ll sip cocktails, explore the exhibits without the crowds, and talk with the museum’s scientists.

Exploring one of Chicago’s museums after dark is a really unique and fun night event in Chicago.

If you plan to sleep in late, there are plenty of options for brunch in Chicago.

Go On A River Or Lake Cruise And See Chicago’s Skyline At Night

If you want to see beautiful views of Chicago’s skyline at night, then I suggest going on a lake or river cruise.

There are a variety of cruises available, including Chicago River cruises or cruises on the lake.

You can take a romantic dinner cruise, or simply take a cruise where you’ll get to enjoy Chicago’s skyline lit up at night.

If you take the Chicago River Night Cruise , you’ll get to see some of the best views of Chicago.

The cruise is about 90 minutes, which is plenty of time to fully enjoy the view of Chicago at night.

A Chicago river cruise is one of the best ways to view Christmas lights in Chicago!

While you’re on the boat, you’ll see the dramatic skyscrapers all lit up and the light show at the Buckingham Fountain.

As you float along, you’ll also get a lively commentary where you’ll learn all about Chicago’s nighttime history.

Book Your Cruise Here: Getyourguide.com

A Walk Along The River Is One Of The Best Things To Do In Chicago At Night

One of the best free things to do in Chicago at night is to take a walk along the Chicago River.

The Chicago Riverwalk at night is a truly picturesque Chicago nighttime activity, plus, it’s completely free!

However, the city does offer self-guided tours where you’ll learn about the history of the Riverwalk for a small fee.

It’s also a really romantic Chicago date night activity and a perfect way to wind down the evening.

There are several spots along the Riverwalk where you can stop and sit to admire the view.

You’ll also find spots where live musicians are playing and there are riverfront patios where you can enjoy a glass of wine.

Even just walking along the river is a beautiful and romantic Chicago at night activity.

You and your partner will remember this thing to do in Chicago at night for years to come!

Visit The Green Mill

The Green Mill is a famous cocktail lounge in Chicago that comes alive every night.

You can find everything from big-name musicians to locals jamming late into the night at The Green Mill.

Bands play nightly from 8 pm to midnight, and each night there is a different theme.

On Tuesday and Thursdays, you’ll be able to break out your dancing shoes. Those are the nights that the bands play dancing music!

They also offer poetry slams on the third Sunday of every month, which is a cool Chicago night event.

There are a few things to keep in mind when you visit The Green Mill.

They don’t accept reservations, they don’t make mojitos or drinks with egg whites, and they are strictly cash only.

So, you’ll need to hit the ATM before you arrive.

This is one of the best tours in Chicago because The Green Mill is easily one of the coolest things to do in Chicago at night.

Go On A Walking Gangsters And Ghosts Tour Through The City

Chicago is a city that has a history steeped in the gangster and mob scene in the early 20th century.

It’s a city where bootleggers, mobsters, and all sorts of other criminals made a name for themselves thanks to prohibition.

Today, you can explore that unique history and see if you see any ghosts along the way.

On the Gangsters and Ghosts Walking Tour , you’ll spend about 2 hours exploring the city on foot.

The tour is based on historical facts, so it’s a great way to learn about the dark history of the city.

While you learn about the city’s gangsters, you’ll also hear the notorious ghost stories that Chicago locals love to tell.

You’ll spend most of the tour walking through the Historic Loop District.

When you walk through it during the daytime after this tour, you’ll look at it in a different way!

Experience A Concert Under The Stars In Chicago At Night

Every summer, the city of Chicago hosts a unique concert series called the “Concerts Under The Stars”.

The Concerts Under The Stars series typically features musical styles like Jazz, Big Band, and Swing, as well as some more contemporary artists.

In the past, they have hosted concerts featuring music by Ella Fitzgerald, Amy Winehouse, Frank Sinatra, and more.

They also take place in a variety of different venues throughout the city.

You can listen to Sinatra at the rooftop bar of The Loop Hotel Chicago, or Ella Fitzgerald at the Guilded Row Rock Garden.

If you’re visiting Chicago in the summer months, this is easily one of the best night events in Chicago.

In the winter, there are so many festive ways to celebrate Christmas in Chicago.

Explore The Navy Pier In Chicago At Night

The Navy Pier is one of the best things to do when you are spending a few days exploring Chicago.

Many people only think to visit during the day, but I suggest you also visit this attraction in Chicago at night too!

During the week, the Navy Pier is open until 9 pm. On weekends, the Navy Pier is open until 10 pm.

One of the best things about the Navy Pier is that is a completely free thing to do in Chicago at night!

On the Navy Pier, you’ll find tons of things to do that are still open when the sun goes down.

You can get tickets to ride the Centennial Wheel and see the city all lit up, you can grab a bite to eat, or you can even do some shopping.

Just because the sun has gone down, doesn’t mean there aren’t still tons of ways to enjoy exploring this iconic attraction in Chicago at night!

Book Your Tickets Here: Getyourguide.com

Visit The Adler Planetarium After Dark Weekly Event

Every Wednesday, the Adler Planetarium is open late.

The Adler at Night event takes place from 4 pm to 10 pm, and it’s a perfect Chicago date night activity .

During the after dark hours you’ll be able to experience hands-on exhibits, participate in unique activities, and more.

They also host their award-winning sky shows, where you’ll take an up close look at our solar system.

Their state of the art theater shows amazing planetary programs where you’ll be able to learn more about the sky over Chicago and fly through the stars.

If you’re an Illinois resident, entrance to the Wednesday Adler at Night program is completely free. You just have to bring your license for proof of residency.

For non-Illinois residents, the entrance fee is $19. Either way, you’ll need to book your entry tickets in advance, and they sell out fast!

See A Free Summer Fireworks Show At The Navy Pier

Every Wednesday night in Chicago from Memorial Day to Labor Day, the Navy Pier puts on a free fireworks show.

It’s a completely free thing to do in Chicago at night, you just have to find a good spot on the Navy Pier.

You’ll be able to see the show from a variety of different locations in the city too.

However, if you view them from the Navy Pier, there are some added benefits.

The first benefit is obviously that you’ll get the best view.

But the second benefit is that when you’re on the Navy Pier, you’ll be able to hear the soundtrack that goes along with the show.

The soundtrack often features popular music, dramatic music, and even special occasion music if it’s a holiday.

So, if you want the full effect of this free fireworks show, view it from the Navy Pier!

Head To Grant Park To See The Buckingham Fountain Water Display

The famous Buckingham Fountain is located in Chicago’s Grant Park.

It was originally installed in 1937 and it is massive.

However, because of the cold climate in Chicago, the fountain only runs from May to Mid October.

During that time, starting at 9 am, the fountain puts on a specatular water show every hour for 20 minutes.

Starting at dusk, the water show adds lights and music to make a specatular show.

The final water show of the evening starts at 10:35 pm, so you’ll have plenty of time to see it through out the night.

It’s a super unique thing to do in Chicago at night!

And if you get hunger you can find some of the best pizza in Chicago!

Visiting A Rooftop Bar Is One Of The Best Things To Do At Night In Chicago

Chicago is a city that never really sleeps.

You can see that in the sheer amount of rooftop bars that are scattered throughout the city.

Grabbing a drink at one of the many rooftop bars is an excellent activity in Chicago at night to enjoy.

Not only will you get to enjoy a delicious beverage, but most of the rooftop bars also feature some stunning views of the city skyline.

Many of the rooftop bars are located at hotels in Chicago, but there are independent businesses as well.

There are also rooftop bars for just about every budget and in every Chicago neighborhood.

So, no matter where you’re staying in Chicago, you probably won’t be far from an excellent rooftop bar.

There are so many great Chicago breweries to explore!

Get Immersed In Art At The WNDR Museum After Dark

The WNDR Museum is an interactive and immersive museum that aims to challenge the way we interact with art.

It’s a really unique museum in Chicago, and they have a great After Dark program.

At least once a month, the museum opens up after hours with a unique immersive exhibit that is frequently changing.

Themes have included ‘Pop Night’, ‘The Monster Bash’, and the ‘Ugly Sweater Party II’.

But the themes aren’t always centered around a holiday.

Sometimes it is just the current exhibit that is open for extended hours for more people to enjoy.

If you’re looking for a truly unique Chicago at night activity, then head to the WNDR Museum after dark!

Packing List When Visiting Chicago At Night

If you are searching, here are some  tips on how to pack lightly when packing to experience night in Chicago.

A  concealed travel pouch  may be one of the most important items you bring along when experiencing Chicago at night..

It is always important to protect your personal information. Identity thieves are everywhere.

This  unisex RFID blocking concealed travel pouch is  lightweight and comes in several colors. It has lots of organization to give you peace of mind.

If you have a pouch already that does not come with the RFID protection, as I do, these  RFID  sleeves are  the perfect solution.

This configuration comes with enough credit card sleeves that the entire family would be protected. They are slim too, so they will easily fit into your pouch or wallet.

If you are planning on taking a lot of pictures with your phone you will definitely want to consider an  external charging battery . This  Anker high-speed phone charging battery  is  the exact one  I carry with me on all of my trips.

It can be used on a variety of phones, not just an iPhone like I have. And wow is it fast!

I like that it holds its charging capabilities for several uses so I do not have to worry about it while out and about, and if I forget to recharge it at night, it will still be good to go the next day.

My daughter gifted me with this  FugeTek selfie stick and tripod   setup for my birthday. I absolutely love it! It is made of lightweight aluminum and is so easy to use.

It has Bluetooth connectivity and is a breeze to use for taking selfies with family and friends during your nights in Chicago.

Hydration is so important when traveling. You want to remain hydrated throughout your travels to support your immune system which in turn will be stronger to fight off any germs you will encounter during your travels.

You will want to bring your own  refillable water bottle  with you.

I never leave home on a trip without my  Bobble filtration bottle .  The 18.5-ounce size is perfect for hiking and it fits nicely in the pocket of a backpack.

When filled with water, it is not too heavy to carry. And the charcoal filter ensures fresh clean water whenever you fill the Bobble.

Perhaps you are traveling a long distance and packing space is a premium in your suitcase, or in your car.

Then this  set of collapsible silicone foldable water bottles  would work well for you. Would not take up much space at all.

You will want a  backpack or daypack  with you to store snacks, your water bottle, phone, extra clothes, etc.. then this   foldable water-resistant backpack   would be great.

There are so many cool and fun things to do in Chicago at night!

Like New York City, Chicago really never sleeps, so there is always something to do and see during the late Chicago nights.

It is such a cool Midwest city!

Whether you’re looking for family-friendly activities, fun rooftop bars, or cool museum experiences, I guarantee there’s a Chicago night event or activity on this list for you!

32 Best Things To Do In Chicago At Night

T he bustling urban city of Chicago is brimming with things to do in the daytime. I mean, it’s one of the best world-class cities in the United States–how could you be bored?

From taking selfies at The Bean in Millennium Park to munching on deep-dish pizzas to exploring large and epic museums all around town, visitors can easily fill their days up with exciting activities.

But what is there to do in Chicago at night exactly? Well, we’re here to tell you that Chicago at night is something else!

In a city as large and magical as Chicago, it’s easy to see why Chicago comes even more alive in the nighttime! From karaoke bars and rooftop bars to speakeasies and museums after dark, there is no shortage of nighttime activities in The Windy City!

If you’re ready to keep the exploration going even after dark, here are the top things to do in Chicago at night.

This post may contain affiliate links. You won’t be paying a cent more, but in the event of a sale, the small affiliate commission I receive will help keep this blog running/pumping out useful and free content. Thanks a lot!

WHAT IS CHICAGO KNOWN FOR?

If you know nothing about Chicago, let’s start with the basics. Chicago is the third most populated city in the United States. It is a Midwest city that sits adjacent to Lake Michigan and is famed for its architecture.

Chicago is best known for the following:

• The Bean, which is officially known as Cloud Gate at Millennium Park
• Impressive architecture and skyscrapers
• Chicago deep-dish pizza
• Chicago-style hot dogs
• Navy Pier, one of Chicago’s most famous landmarks and a popular tourist destination
• Wrigley Field, home to the Chicago Cubs
• The Chicago Riverwalk, a pedestrian area lining the Chicago River that features plenty of restaurants and resting spots to enjoy the river

CHICAGO IN A NUTSHELL

Here’s a quick overview of all the useful info you need to plan an awesome trip!

When To Go : During the late spring, early summer, and early fall months: May, June, September, and October. Summers can be very hot and humid, but you’ll find plenty of outdoor events and festivals during this time.

Where To Stay : Near the center of all the action is best! I recommend The Westin Chicago River North or Pendry Chicago   for more luxe vibes; Virgin Hotels Chicago for hip boutique hotel vibes at an affordable price!

Nearest Airport : O’Hare International Airport (ORD)

How to Get Around : Chicago is well-known for its convenient public transit system. It’s also a very walkable city! For longer distances, opt for rideshare before choosing to rent a car. Parking in downtown Chicago can be difficult and expensive — many hotels charge a daily fee for parking, and street parking can be limited and expensive.

Must-Do’s : See The Bean (Cloud Gate) at Millennium Park, take an architecture boat tour, visit Navy Pier, try a Chicago-style hotdog, and get a deep-dish pizza at Pequod’s (I recommend the spinach and garlic).

Before You Go : Pick up Go City’s Chicago All-Inclusive Pass if you plan on sightseeing and going into museums. It’ll save you so much money on attraction tickets!

32 BEST THINGS TO DO IN CHICAGO AT NIGHT

Now that you have the download on Chicago’s most iconic attractions and features, let’s dive into the best things to do in Chicago at night!

1. SEE THE CITYSCAPE FROM ABOVE

Time to enjoy some quintessential cityscape views at a staple Chicago landmark! Chicago is one of the best places (if not the best place) in the USA to enjoy cityscape views. And nighttime is one of the best times to view the city’s twinkling lights from above!

The two most popular observation decks in Chicago are:

• SkyDeck Chicago – Located on the 103rd floor of the Willis Tower (formerly known as the Sears Tower)
• CHICAGO 360 – From the top, you’ll be able to see Lake Michigan, Navy Pier, Soldier Field, and the Magnificent Mile.

Both feature spectacular views of Chicago’s skyline!

Save with Go City’s Chicago All-Inclusive Pass

Save up to 51% on tickets to Chicago’s most popular attractions, including Shedd Aquarium, CHICAGO 360, Skydeck Chicago, Shoreline Architecture River Cruise, Museum of Science and Industry, and more. You can choose from 25+ different attractions in total.

We explored Chicago with this pass and got to see a lot more than we usually do in big cities — while saving a ton of money!

Pro Tip: Don’t want to pay for views? For similar skyline views, head to The Signature Room at the 95th.  This restaurant/lounge offers guests a dining experience with sweeping 360-degree views. All you have to do is pay for your meal or drinks!

2. SEE A LIVE PERFORMANCE

If you’re into Broadway shows, plays, and productions, Chicago’s got an entire area that’s made for just that. The Chicago Theatre District offers a variety of top-billing performances and concerts held across many renowned venues.

Take, for example, The Goodman Theatre . This venue is the largest and oldest non-profit theatre in Chicago, and if you find a show you like there, we highly recommend booking tickets!

Pro Tip: Looking to save on ticket costs? At 10 am each performance day, remaining mezzanine seats at The Goodman are available at half-price online !

Here are a few other theatres you might want to check the events calendar for:

• Cadillac Palace Theatre
• Briar Street Theatre
• Steppenwolf Theatre
• Auditorium Theatre

3. TAKE A SUNSET RIVER CRUISE

Architecture river cruises in Chicago are an absolute must. Not only will taking a river cruise help you get your bearings and help you better understand the layout of the city, but you’ll also learn so much about the city’s inspiring past.

And did we mention you’re going to be an architecture pro after your cruise? Trust us, they are a lot of fun.

While a daytime river cruise is a fun activity, the architecture river cruises at night , held after dark or at sunset, are even more beautiful. You’ll get the added perk of seeing the city skyline lit up, from a really unique perspective!

There are also dinner cruises available which include either a 3-course meal or a buffet, music, drinks, and more.

4. TAKE THE GANGSTERS AND GHOST TOUR

Want to learn about Chicago from a truly unique perspective? With a historian as your guide on the Gangsters and Ghosts Tour , you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone.

Not only will you get to hear about the wild stories of the past, but you’ll also visit previous gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.

In our opinion, the Gangsters and Ghosts Tour in Chicago is one of the most fun things to do in Chicago at night! This historic tour is a walking tour so be prepared to walk.

5. TAKE THE CHICAGO NIGHT CRIMES BUS TOUR

It’s no secret that Chicago has a colorful history related to crime. If you’re intrigued by all the crime history that’s tied to the city, then the Chicago Night Crimes Bus Tour is for you.

On this 2.5-hour tour, you’ll hop on a bus to discover the ‘dark side’ of the Windy City. Explore the lives of notorious mobsters like Al Capone, Frank Nitti, Bugs Moran, and more as you learn about things like the St. Valentine’s Day Massacre and ‘The Enforcer’s Safe’ and stop by local watering holes.

In addition to learning about a super intriguing topic, you can expect your guide to be funny, informative, and engaging!

6. VISIT A MUSEUM AFTER HOURS

When a museum closes for the day, they don’t really always stay closed. Many of the top museums in Chicago offer adults-only after-hours events that run until 10pm!

These events are usually themed differently each week, featuring nighttime cocktails, tours, and special exhibits. Some even include dancing or game nights!

Here are just a few examples:

• Adler After Dark
• Art Institute After Dark
• Museum of Science and Industry After Hours
• Museum of Contemporary Art Prime Time
• Shedd After Hours
• Chicago History Museum Happy Hour

7. DO THE CHICAGO RIVERWALK

Open 24/7, the Chicago Riverwalk is a really enjoyable activity in Chicago at night. Since it’s only about 1.25 miles, you can enjoy a peaceful, flat stroll along a beautifully manicured path along the Chicago River.

Grab a bite to eat at one of the many cafes, bistros, and restaurants that line the water. Stop for drinks or even for some souvenir shopping along the way!

8. SEE THE NAVY PIER FIREWORKS

Navy Pier stretches more than six city blocks and offers incredible views of the Chicago skyline, parks and Lake Michigan. One of the best things to do at Navy Pier is just to take a stroll through the whole thing!

If you happen to be traveling in the summertime, Navy Pier is not to be missed. There is a fireworks show that takes place on Wednesday and Saturday nights from Memorial Day weekend through Labor Day weekend.

Secondly, if you’re visiting Chicago during the holiday season, don’t miss Navy Pier’s holiday event, Light Up the Lake . This holiday event runs from late November to early January.

At the event, you can expect massive light sculptures, an ice rink, an authentic holiday beer garden, kiddie train rides, a gift market, and other family-friendly and date-night activities!

While there is no admission fee to enter Navy Pier, some of the rides and attractions within Navy Pier do cost extra. For example, the Ferris wheel costs $15 for adults. There are also other ride passes for sale.

Want to see the fireworks from the water on your own private boat? Check out this 2-hour boating excursion and enjoy the private sail ending with The Navy Pier Fireworks.

9. LINCOLN PARK ZOO

Similar to the museum after-hours events, the Lincoln Park Zoo also has its own adults-only program after dark!

Throughout the year, the Lincoln Park Zoo is open late on some Friday nights (during the summer, holidays, and other special events) for adults-only events that offer alcohol. These events typically include unique animal chats, educational entertainment, a live DJ, and multiple bars throughout the zoo.

While the zoo is normally free, tickets for nighttime events are usually required. Check their calendar for the latest nighttime events.

10. CATCH A COMEDY SHOW

You will easily find comedy shows dotted all throughout the city of Chicago. If you’re looking for a festive night out filled with laughter, you definitely can’t miss a comedy show in the city.

If you’re looking for pointers, on where to go, check out Laugh Factory Chicago , where you can enjoy laughs and cocktails 6 nights a week.

Second City, The Comedy Bar, and Annoyance Theater are all other great options that sell affordable tickets!

The comics will range from local headliners to up-and-comers to well-known comedy stars–and you never know, but celebrities tend to drop in for surprise performances a lot!

11. GO TO AN ICONIC JAZZ CLUB

Step back in time and visit one of the oldest clubs in the US!  Green Mill is a classic Chicago establishment known for its jazzy live music and poetry performances, along with its connections to Chicago mob history (Al Capone used to frequent this spot back in the day).

Even today, you’ll still find this place maintaining its old-timey atmosphere, with jazz music straight from the 1930s and 1940s. It’s quite an authentic experience, meaning it can get crowded, smoky, and loud. But what’s not to love about that?

Pro Tip: Depending on the night you go, there could be a small cover charge for the nighttime jazz. It definitely gets busy, so we recommend getting there early as they do not take reservations. The place usually fills up before 11pm.

12. VISIT A SPEAKEASY OR ROOFTOP BAR

Chicago has its fair share of speakeasies, given its mobster history. It might take a little extra work to track down these “secret” Chicago bars, but once you find them, they’re so completely worth it!

Local favorites include Blind Barber in Fulton Market (fun bar behind an actual barbershop), Bordel in Wicker Park (craft cocktails and cabaret), Violet Hour in Wicker Park, and Chicago Magic Lounge in Andersonville.

In addition to the many speakeasies you can visit, be sure to check out a rooftop bar or two during the warmer seasons. Cabra, Rooftop at Nobu, Cabana Club, Cindy’s Rooftop, and Z Bar are all great options for good drinks and views!

13. DO AN ESCAPE ROOM

Escape rooms have exploded in popularity these days. They make for some of the best indoor entertainment for groups, and one of the best features about them is the fact that they are open late. If you and your group are looking for things to do in Chicago at night and are willing to flex those brain muscles, you should definitely consider doing an escape room!

The Escape Game is the most popular escape room company in Chicago. You can pick from themed rooms such as Gold Rush, Mission Mars, Special Ops, The Heist, and Prison Break.

Once you arrive, you and your friends/family members must work together to find clues and solve puzzles in a set amount of time to ultimately escape!

Pro Tip: The Escape Game experience is included in some tourist passes like the Go City Chicago Card .

14. GO DANCING AT A NIGHTCLUB

There is no shortage of nightclubs in Chicago for dancing the night away. A lot of these nightclubs not only feature energetic dancefloors but also spinning DJs and bottle service if that’s how you want to roll!

Depending on which neighborhood you’re staying in, you’ll want to check out the following:

• Smart Bar (Wrigleyville)
• Tao Chicago (River North)
• Electric Hotel (River North)
• Sound-Bar (River North)
• Disco (River North)
• PRYSM Nightclub (Lincoln Park)
• Beauty Bar (Chicago West)
• Le Nocturne (Uptown)

15. GO BAR HOPPING

Just as there is no shortage of nightclubs or speakeasies, there also is no shortage of bars in Chicago. One of the best times to visit these bars is after nightfall when the atmosphere picks up and the liveliness is at its peak!

For cool, hipster bars, check out Sparrow in the Near North Side area, Debonaire in Wicker Park, or Emporium Arcade Bar (has locations in Logan Square, Wicker Park, the Fulton Market District).

For brewery hopping, don’t miss Revolution Brewing in Logan Square, Goose Island in Lincoln Park, or Half Acre in Lincoln Square.

And when you’re done barhopping, end your night with a few Chicago-style hot dogs or a pan of late-night deep-dish pizza!

16. VISIT A KARAOKE BAR

For the ultimate judgment-free nighttime activity in Chicago, hit up a karaoke bar! Karaoke bars in Chicago come in all shapes and sizes, from dive bars where you perform in front of others to more intimate settings where you can sing in the comfort of your own karaoke room.

Alice’s Lounge, Trader Todd’s, and Brando’s Speakeasy will be great options if you want to belt out tunes in public, while Sakura Karaoke Lounge in Chinatown is the one if you’re looking to rent a private room.

If you want to switch between bowling, playing arcade games, and karaoke-ing, head straight for Punch Bowl Social (they offer 2 small, private karaoke rooms for rent by the hour).

17. ATTEND A SPORTING EVENT OR CONCERT

Because Chicago is a major metropolitan city, a lot of artists tend to do shows here. Aside from big stadium shows, popular music venues in Chicago include House Of Blues, The Empty Bottle, The Green Mill Cocktail Lounge, and Smartbar . You can do a quick Google search for ‘events in Chicago’ and usually the music events will pop up at the top of your search results.

And of course, Chicago is home to the Chicago Cubs! If you’re a baseball fan, catching a game at Wrigley Field is one of the most iconic things to do in Chicago. You can also catch a Chicago Bears football game at Soldier Field.

Since there won’t be a show or sporting event guaranteed every night, you will have to do some research while planning your trip for your best chances at catching a concert or game!

18. VISIT THE ADLER PLANETARIUM

Enjoy a live, guided tour of Chicago’s night sky in Chicago’s oldest planetarium! Every month, Adler Planetarium holds a 21-and-up after-hours event that invites adults to explore the Museum Campus while enjoying themed drinks and live entertainment.

Usually, the drinking is paired with music and featured vendors, all while guests learn about space, the future of deep space exploration, and a featured topic of the month.

With after-hours admission, you’ll get full access to museum exhibits and galleries, unlimited sky shows in their state-of-the-art theaters, access to special guest lectures, and hands-on educational activities.

Consider grabbing the Go City: Chicago Explorer Pass to visit any 2 to 7 of the most popular attractions of your choice and save your money and time.

19. SEE A DINNER AND MAGIC SHOW

In the mood for dinner, comedy, and a magic show? Then you’ll need to prioritize a visit to Chicago Magic Lounge , a true hidden gem in Chicago! This wonderful venue is dedicated to bringing back the classic magic-bar scene in Chicago.

There’s a lot that happens when you reserve a seat at the Chicago Magic Lounge. The first hour is for food, cocktails, and magic of course! The second hour is dedicated to enjoying the opening act and main act. The magic will be impressive, and you can expect acts to include fun card tricks, hypnotizing, and mind-reading.

If you want to get a good laugh in and have a very entertaining night, definitely do not miss this one!

20. TAKE A HISTORICAL GHOST TOUR

Embark on a ghost-themed walking tour through Northside Chicago! On the Ghosts of Lincoln Park Walking Tour , you’ll visit some of the city’s most chilling locations and learn about the ghosts of gangsters and serial killers who haunt the streets.

This one probably sounds more terrifying than it really is, but one thing is for sure–you will sure learn a lot about Chicago’s crime history!

21. ARGYLE NIGHT MARKET

​Since 2013, the Argyle Night Market has been keeping locals entertained with music, culture and food!

This seasonal event is held on Thursdays from June to September and features a variety of food trucks, local vendors, and live entertainment. Visitors can enjoy street foods from around the world, shop for handmade goods, and listen to live music.

The market also has a beer garden, where visitors can relax with a cold drink in hand while enjoying the warm summer night. After a two-year hiatus due to the pandemic, it’s finally back!

The Argyle Night Market is free to enter.

22. EXPERIENCE THE CHICAGO SYMPHONY ORCHESTRA

A night out listening to the Chicago Symphony Orchestra is a perfect thing to do in Chicago for music lovers. The Chicago Symphony Orchestra is EASILY one of the best orchestras in the world, and their performances are renowned for their exceptional quality and artistry.

The Orchestra performs at Orchestra Hall, which is a beautiful venue with excellent acoustics. The building itself is an architectural masterpiece, with Art Deco design elements and a grand entrance that sets the tone for an unforgettable evening.

If you attend a performance by the Chicago Symphony Orchestra, expect a truly immersive experience that engages all of the senses! We’re talking powerful and moving music where the Orchestra’s world-class musicians bring each piece to life with their skill and passion!

23. VISIT BUCKINGHAM FOUNTAIN IN GRANT PARK

As one of the largest fountains in the world, the water action that Buckingham Fountain produces from early May to mid-October (when temperatures are above freezing) is a must-see.

Every 20 minutes until 11:00 PM, the fountain puts on an amazing water display that is free of charge to watch.

At dusk, the fountain show is especially nice! Lights and music accompany the 150 feet water jets, making it a must-do if you’re even remotely in the area.

In addition to the fountain itself, Grant Park is a beautiful and expansive green space that offers a variety of activities for visitors. The park is known as “Chicago’s Front Yard” and is home to many iconic landmarks, including the Art Institute of Chicago, Millennium Park, and the Museum Campus. Visitors can take a leisurely walk through the park either before or after the fountain show and enjoy the beautiful scenery!

If you’re looking for something to eat or drink, there are plenty of options in the area. The nearby neighborhoods of South Loop and Printer’s Row offer a variety of restaurants, cafes, and bars that cater to a range of tastes and budgets. 

24. PLAY A ROUND OF GOLF AT TOPGOLF CHICAGO

Topgolf Chicago is a fun and unique activity to enjoy in Chicago at night — no matter if you’re traveling solo or with a large group. Located slightly out of the way in Schaumburg, Topgolf is a golfing range with a twist.

Instead of hitting balls into a traditional range, players aim for targets that are spread out across the range. Players score points based on how close they get to the targets, making for a fun and competitive experience.

Topgolf Chicago is open late, making it a great option for a night out. The venue is open until 11pm on weekdays and midnight on weekends.

In addition to the driving range, Topgolf also features a full-service restaurant and bar, making it a great spot to grab a drink or a bite to eat while enjoying the game.

In total, there are three floors worth of entertainment whether it be golfing from one of their over 100 climate-controlled bays, watching a game on one of their 200 TVs, grubbing on some food, or enjoying the rooftop terrace and its fire pits!

Whether you’re a seasoned golfer or a beginner, Topgolf Chicago is a fun and entertaining activity that is perfect for a night out with friends or family. The venue is open rain or shine, so even if the weather isn’t great, you can still enjoy a fun and competitive game of golf!

25. GO ICE SKATING IN THE WINTER

If you’re visiting Chicago in the winter, one of the most fun things to do at night is to enjoy one of Chicago’s many seasonal ice skating rinks.

During the winter season, the city has several outdoor ice skating rinks that are open during the winter months, providing a fun and festive atmosphere for visitors and locals alike. A few to check out include:

• The McCormick Tribune Ice Rink in Millennium Park – Located in the heart of downtown, this rink is surrounded by cool architecture and offers beautiful views of the city skyline. The rink is typically open from mid-November to mid-March and offers free admission.
• Maggie Daley Park Skating Ribbon – This unique rink is shaped like a winding ribbon and offers a fun and challenging skating experience. The rink is open from mid-November to mid-March and offers skate rentals for a fee.
• Lincoln Park Zoo – The zoo also offers an ice skating rink during the winter months. The rink is located in the zoo’s Farm-in-the-Zoo area and is open from late November to late February.

26. ATTEND AN INTIMATE CANDLELIGHT CONCERT

Chicago’s Candlelight Concerts is a series of special classical music concerts that take place in beautiful, intimate venues bathed in candlelight.

Current offerings include shows such as A Tribute To Taylor Swift, The Best of Hans Zimmer, Bach to The Beatles, A Tribute To Adele, and so much more. You’ll want to book as soon as possible because there are limited tickets for these shows!

Click here to see all the candlelight concerts offered at this moment.

27. The Roar: A Prohibition Era Speakeasy

Go back in time to Chicago’s Prohibition Era at The Roar on Rush!

The Roar is a unique Speakeasy and cocktail-tasting experience set during the jazz age of Chicago. Grab a delicious 1920s drink and enjoy live music, food, and more.

This limited-time event features a lively Speakeasy that lights the way to a hidden 4-room cocktail experience where you will meet quirky characters from the elaborate web of a Roaring Twenties bootlegging operation.

Each room tells a story and is paired with a cocktail tasting from Prohibition times! Afterward, take a seat in the Speakeasy for more cocktails, food, and live music with special performances.

You’re gonna want to break out your best flapper dresses and linen jackets, this cocktail party at The Roar is not to be missed!

28. GRAND CABARET AFTER DARK

Enjoy an intimate evening filled with good music paired with a 3-course meal at Grand Cabaret After Dark !

Located at The Grand Cabaret inside Porkchop, prepare to be mesmerized by the live jazz, bluegrass, and country music from the Chris Ussery Trio while savoring an exquisite three-course meal.

Standard Admission includes entry to the experience, reserved table seating, and a three-course meal. Since doors open at 6:00 pm and the live music and dinner service starts at 6:45 pm, you’ll have time after the show to continue the night out elsewhere!

29. MAKE CUTE DRINKS AT MAD HATTER’S GIN & TEA PARTY

Mad Hatter’s (Gin &) Tea Party is the perfect event for Alice In Wonderland fans and all fantasy lovers in general! They’ve had 100,000+ tickets sold in other cities like NYC, LA, London, Paris — and they’ve finally made it to Chicago!

At this limited-time event , you’ll get to immerse yourself in the classic story of Alice in Wonderland at this themed pop-up bar! Bring out your crazy side as you interact with characters from the beloved fairytale and treat your taste buds to a menu of tantalizing tea party cocktails crafted with the most curious components. All of this while wearing a Mad Hatter top hat!

The 1.5-hour cocktail experience includes 1 small welcome drink, 3 original cocktails served in tea cups, small pastries and bite-sized snacks, and a Mad Hatter Hat to wear during the experience! Too much fun!

30. HAVE GAME NIGHT AT MIDLANE

Fancy a game night with your date, friends, or family members? Call up your favorite gamer friends and head on down to Midlane Esports for a night of fun!

At Midlane Esports, you pay by the hour so you can play unlimited games. Yes, unlimited!

Whether you are a casual gamer or take gaming seriously – there will be something here for you! With the Wombo Combo , you get two hours of gaming along with a game-themed cocktail, or bottomless soda and an appetizer – the choice is all yours.

Have a night of Nintendo nostalgia or a mainstream Fortnite party on the PS5 at the click of a button. They also have tabletop games too!

31. Drunk Shakespeare Chicago!

Looking for a unique and hilarious way to watch Shakespeare? Then get tickets to Drunk Shakespeare Chicago!

This magical stage where great things happen is set in a hidden speakeasy located behind the Chicago Theater. Guests enter to find a glam cocktail bar and library with over 10,000 books.

Five classically-trained actors meet as members of “The Drunk Shakespeare Society”. One of them has at least 5 shots of whiskey and then they (quite over-confidently) attempt to perform a major role in a Shakespearean play!

Hilarity and mayhem will ensue while the four sober actors try and keep the script on track. Every show is different depending on who is drinking… and what they’re drinking!

32. CATCH LIVE MUSIC THROUGHOUT THE CITY

Chicago’s music scene is a whole lotta fun, and there are many venues and restaurants where you can listen to live music at night. Here are a few options:

• The Green Mill: We mentioned this one before, but this legendary jazz club in Uptown has been around since 1907 and has hosted some of the biggest names in jazz! It’s a great spot to catch live music in an intimate setting.
• Kingston Mines : This blues club in Lincoln Park is known for its lively atmosphere and great music. There are two stages, so you can catch multiple acts in one night.
• Buddy Guy’s Legends : This blues club in the South Loop is owned by legendary blues musician Buddy Guy. It features live music seven nights a week and has a menu of Southern-style food.
• Andy’s Jazz Club : This jazz club in River North has been around since 1951 and features live music every night of the week. They also have a full dinner menu.
• The Chicago Theatre : This historic theater in the Loop hosts a variety of concerts and shows throughout the year. It’s a great place to catch big-name acts in a beautiful setting.
• The Hideout : This dive bar in Bucktown is known for its eclectic lineup of live music, including indie rock, country, and more. It’s a great spot to catch up-and-coming acts.
• The Promontory : This restaurant and music venue in Hyde Park features live music in a variety of genres, including jazz, R&B, and hip-hop. They also have a full menu of Southern-inspired food.

CONSIDER GETTING THE GO CITY CHICAGO ATTRACTION PASS

On my last trip to Chicago, I used  Go City’s Chicago All-Inclusive Pass . This easy-to-use mobile attraction pass really helped us see a lot of Chicago in a really short amount of time,  and  it helped us save a ton of money!

The Go City Chicago Pass is a digital attraction pass that provides easy access and admission to some of Chicago’s most popular museums and excursions. With certain excursions, you’re even able to skip the line, saving you both money and time.

There are two types of passes–the  All-Inclusive Pass  and the  Explorer Pass .

The  Go City All-Inclusive Pass  is really great for travelers who want to see as much as possible while they’re in Chicago. With the All-Inclusive Pass, you can choose between a 1, 2, 3, 5, 6 or 7-day pass that will give you free admission to 25+ museums and attractions throughout Chicago.

The pass includes admission to the following heavy-hitters:

• Architecture River Cruise
• Skydeck Chicago
• 360 Chicago
• Shedd Aquarium
• Field Museum
• Museum Of Science And Industry
• Adler Planetarium
• Skyline Lake Tour

If you don’t plan on visiting a ton of different attractions, Go City also has an  Explorer Pass  which will still save you a lot of money. With the Explorer Pass, you’ll pay one flat fee for a 2, 3, 4, 5, 6, or 7-choice pass.

You’ll then have 60 days to use the Explorer Pass on whichever attractions you’d like. There is also no need to pick attractions ahead of time, so you’ll have the flexibility to choose attractions as you go.

You can buy the pass online here. Be sure to use a promo code before buying!

DEAL ALERT: For a limited time, use the above link + the promo code AFFGOALL for an additional 5% off your Go City pass. This code is valid for any Go City pass in any destination!

OTHER POPULAR ACTIVITIES IN CHICAGO

• Chicago Pizza Tour : Chicago’s only bus guided neighborhood pizza tour, includes 4 stops in different neighborhoods.
• Bikes, Bites, and Brews – Chicago’s Signature Dishes Bike Tour : Half-day bike tour featuring classic eats like Chicago dogs, deep-dish pizza, cupcakes and craft beer!
• Chicago Crime and Mob Bus Tour : Explore Chicago while hearing stories about Chicago’s most notorious criminals and mobsters including Al Capone and John Dillinger.
• Chicago Architecture River Cruise : A must-do for first timers! We did this tour and loved every minute of the cityscape views and the storytelling our guide used to teach us the history of Chicago.
• Prince: The Immersive Experience : Lose yourself on an interactive trip through the music and life of Prince. Journey through 10 multidimensional spaces
• Harry Potter: Magic at Play : A unique, hands-on experience that will bring out the young witch or wizard in all of us. Explore, climb, and play your way through three floors of fun packed with playful celebrations of your favorite places and moments!

ANNUAL EVENTS IN CHICAGO

If your travel dates fall within the dates of a festival or event, try to work it into your 4-day Chicago itinerary! Some of our favorite memories of travel destinations are from special local events that we happened to just stumble upon.

• SoxFest  (Jan) – celebrating all things baseball
• Winter Brew  (Jan) – beer festival
• Chicago Ale Fest  (Feb) – beer festival
• Chicago Auto Show  (Feb)
• Chicago Theatre Week  (Feb)
• St. Patrick’s Day  (March) – includes an annual dyeing of the Chicago River and huge parade
• Windy City BREWHAHA  (March) – beer festival
• Chicago Restaurant Week  (March)
• Chicago Comic and Entertainment Expo  (April) – largest pop culture convention in the Midwest
• Chicago Memorial Day Parade  (May)
• Maifest Chicago  (May) – honors German heritage and the start of spring
• Gay Pride Chicago  (June)
• Chicago Blues Festival  (June)
• Taste of Chicago  (July) – the world’s largest  free-admission  food festival
• Pitchfork Music Festival  (July)
• Air and Water Show  (August)
• Lollapalooza  (August)
• Chicago Jazz Festival  (September)
• Hyde Park Jazz Festival  (September)
• Oktoberfest Chicago  (September) – beer festival
• Chicago International Film Festival  (October)
• Chicago Marathon  (October)
• The Magnificent Mile Lights Festival  (November)
• McDonald’s Thanksgiving Parade  (November) – free parade featuring large marching bands, inflatable floats, and performance acts
• Christkindlmarket  (December) – inspired by the epic German market in Nuremberg
• Fifth Third Bank Winter Wonderfest  (December)

And there you have it–our top recommended things to do in Chicago at night! We hope this post helped you discover a new thing or two about Chicago’s nightlife scene. Happy traveling and adventuring!

You might also like:

4 Days In Chicago: Itinerary For An Epic Long Weekend

1 Day Chicago Itinerary For First Timers: The Must-Do Highlights

The Ultimate Lollapalooza Packing List: 21 Festival Essentials To Bring

40 Fun Things to Do in Chicago at Night — The Best Night Activities!

By: Author Cole Evans

Posted on Published: December 7, 2022  - Last updated: August 10, 2023

With over 150,000 acres, Chicago is among the largest cities in the country.

That means you won’t run out of things to do here–from exploring museums to going on nature walks.

And that holds true even after the sun sets.

But with the many options you have, it can be a challenge to decide what to do during your getaway.

I know because I experienced that every time I’d planned my numerous family trips to the Windy City.

I experienced the same thing when creating my itinerary for my visits professionally as a writer.

But that was then.

Now, I’ve learned from all these experiences.

So, I’m sharing my review of the most fun things to do in Chicago at night.

I also rated the attractions according to accessibility, entertainment value, and affordability.

Now make planning your trip a breeze with my comprehensive roundup:

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Fun Things To Do In Chicago At Night Compared 

From going on a river cruise to watching theatrical performances, Chicago has no shortage of activities. Here are our top picks:

Editor’s Choice

Chicago River

This gorgeous river has a length of 156 miles, including its canals. It runs through Chicago, including the city center.

• Accessibility: 4/5
• Entertainment Value: 4.5/5
• Affordability: 4.5/5
• Atmosphere: 4.5/5
• Unique Appeal: 4.5/5

#2nd Best Choice

This observation deck is on the 103rd floor of the Willis Tower. It also features a glass balcony extending outside the building.

• Entertainment Value: 4/5

#3rd Best Choice

360 Chicago Observation Deck

This observation deck is on the 94th floor of the former John Hancock Center. It offers panoramic views of the famed Magnificent Mile.

• Atmosphere: 4/5
• Unique Appeal: 4/5

Here are the 40 fun things to do in Chicago at night.

1. Chicago River (Editor’s Choice)

Chicago, IL 6054 (312) 744-5000 Visit Website Social Media Open in Google Maps

Ratings Criteria

• Unobstructed views of Chicago landmarks
•  Knowledgeable guides
• Limited duration

Why We Recommend This Night Activity

The river is beautiful as it is.

But when you tour it at night, it’s even more incredible.

The lights from nearby establishments reflect on the body of water, giving it a soft glow.

With the Chicago sky right above, you’re in for a delightful visual experience.

Don’t try and explore the river on your own at night.

There are tour companies that offer these services.

Mercury Cruises, for instance, offers a Chicago nightlife cruise with snacks available for purchase.

Children under five are also free of charge.

So if you have a kid within that age range, you can save big time.

Recommended Hotel Nearby: Hyatt Centric The Loop Chicago

233 South Wacker Drive Chicago, IL 60606 (312) 875-9447 Visit Website Social Media Open in Google Maps

• Panoramic views from above of Chicago
• Interactive displays

Don’t know what to do in Chicago at night just yet?

Head to this popular tourist spot.

You can get spectacular views of the city from The Ledge.

The ledge is a balcony with a glass floor.

So, if you stand on it, you’ll feel like you’re floating above the city at the height of 1,353 feet.

Spend your Saturday night the right way by dining on The Ledge.

Enjoy a deep-dish Chicago pizza while soaking in the gorgeous night views.

It’s the perfect date for couples looking to enjoy each other’s company during the weekend.

Reserve your restaurant tickets at least three business days before your planned dinner.

Recommended Hotel Nearby: Eurostars Magnificent Mile

3. 360 Chicago Observation Deck

875 N Michigan Avenue, 94 th Floor Chicago, IL 60611 (888) 875-8439 Visit Website Social Media Open in Google Maps

• 360-degree views of the Chicago skyline and Lake Michigan
• Bar on-site
• Slightly expensive

If you’re looking for places to visit in Chicago at night, this should be on your list.

Soak in the sights of beautiful Chicago from 1000 feet above.

If you’re up for some thrill, ride TILT.

You get downward-facing views of the city and Lake Michigan.

And you’ll feel like you’re falling face-down from 1030 feet up.

Don’t forget to visit the walk-through exhibit on the ground floor of the building.

The exhibit tells you about Chicago’s history and three of its 77 culturally rich neighborhoods.

Use the touch screens to view Chicago’s skyline from different angles.

Recommended Hotel Nearby: Viceroy Chicago

4. Briar Street Theatre

3133 North Halsted Street Chicago, IL 60657 (773) 348-4000 Visit Website Open in Google Maps

With its larger-than-life performances featuring The Blue Man Group, Briar Street Theatre is an excellent alternative to Chicago River and the 360 Chicago Observation Deck.

Watch a spectacular show from a talented cast painted in blue.

The cast’s work has been described as “ground-breaking” and “hilarious.”

So you can expect a visual treat on so many levels here.

Make sure you book your show tickets online.

There are usually no on-site tickets sold.

Also, get to the venue early so you can secure a parking space.

And by early, I mean at least an hour before the show.

There’s limited parking.

Recommended Hotel Nearby: Thompson Chicago

5. Chicago History Museum

1601 North Clark Street Chicago, IL 60614 (312) 642-4600 Visit Website Social Media Open in Google Maps

This museum boasts 23 million items showcasing Chicago and American history. It also holds events after museum hours.

Although you can see the museum exhibits, you can’t do that at night.

The museum, after all, closes at 4:30 p.m. from Tuesday to Saturday.

On Saturdays, it closes at 5 p.m.

It doesn’t open on Monday.

However, what you can do here at night are the many events the museum holds.

Why not watch a movie entry for the Chicago International Festival?

Or enjoy trivia night?

It’s one late night in Chicago you’ll enjoy.

Getting to the museum can be tricky if you don’t know your way.

If you’re traveling from the north, take the Kennedy (1-90/94) to the North Avenue exit.

Travel east on North Avenue until you get to Clark Street.

You’ll find the museum in a few minutes.

Recommended Hotel Nearby: Trump International Hotel & Tower Chicago

Related: Activities in Chicago

6. Adler Planetarium

1300 South DuSable Lake Shore Drive Chicago, IL 60605 (312) 922-7827 Visit Website Social Media Open in Google Maps

This planetarium was first opened to the public in 1930. It features science exhibitions, a space capsule, and antique scientific instruments.

Explore the 35 stars visible to the naked eye in the Chicago night sky.

See how stargazers of ancient Greece practiced astronomy.

Take the kids to the Clark Family Welcome Gallery, too.

Here they can enjoy interactive motion-sensing displays with colorful lights at night.

No wonder visiting this museum is one of the best Chicago night activities you can’t miss.

Schedule your visit to the museum on a Wednesday if you want to enjoy it at night.

The museum closes at 10 p.m. on that day.

On the remaining days of the week, except for Tuesdays and Thursdays, the museum closes at 4 p.m.

Recommended Hotel Nearby: Sofitel Chicago Magnificent Mile

7. Museum of Science & Industry

5700 South DuSable Lake Shore Drive Chicago, IL 60637 (773) 684-1414 Visit Website Social Media Open in Google Maps

This museum is in Jackson Park, in the Hyde neighborhood. It features exhibits that aim to showcase science and industry artifacts.

Ever wondered what it feels like to be alone in a museum on Thursday night?

You’ll know that soon enough with Science Snoozeum.

Spend the night in the Museum of Science & Industry, and participate in a scavenger hunt.

Catch a film alone in the Giant Dome Theater.

It’s undoubtedly an incredible way to spend a Friday night.

Snoozems start at 5:30 p.m. and end at 8:30 a.m. the following day.

So, make sure you have everything you need to ensure your comfort during those hours.

Bring extra clothes because it can get cold inside the museum at night.

Also, bring an inflatable mattress so you can sleep soundly.

There are outlets for air pumps you can use throughout the museum.

Recommended Hotel Nearby: Sophy Hyde Park

8. Shedd Aquarium

1200 South DuSable Lake Shore Drive Chicago, IL 60605 (312) 939-2438 Visit Website Social Media Open in Google Maps

This indoor public aquarium is on Lake Michigan. It’s home to around 32.000 animals, including 1500 species.

Spend the night with the beautiful marine animals.

Shedd has an Asleep with the Fishes program.

It allows participants to enjoy the animals’ company after sunset.

Come face-to-face with the animals.

Watch a diver feed the beautiful animals in the Caribbean Reef.

Your kids won’t get enough of the experience.

Take public transport to get to the museum.

This way, you can avoid the hassle of having to look for parking if you bring a car.

Take the Chicago Transit Authority’s #146 bus if you’re coming from State Street or North Michigan Avenue.

Make sure the bus specifies it’s going to the Museum Campus.

The #146 bus (Harrison/State) won’t take you all the way to Shedd.

Recommended Hotel Nearby: The Langham Chicago

9. Lincoln Park Zoo

2001 North Clark Street Chicago, IL 60614 (312) 742-2000 Visit Website Social Media Open in Google Maps

Founded in 1868, this zoo is the fourth oldest in the country. It boasts nearly 200 unique species from around the world.

The zoo hosts many activities that take place way beyond its operating hours.

Why not go on a haunted history tour?

Or enjoy an adults night out where you can enjoy unique animal chats?

And drink cocktails while wearing your favorite costume.

Zoo tickets are not refundable.

If you can’t make it to your event, you can give it to someone else who might be interested.

They can use the ticket for the next event session.

Recommended Hotel Nearby: Nobu Hotel Chicago

Related: Free Things to Do in Chicago

10. Navy Pier

600 East Grand Avenue Chicago, IL 60611 (312) 595-7437 Visit Website Social Media Open in Google Maps

This pier is 3300-feet-long, on the shoreline of Lake Michigan. It’s home to eateries, shops, and public events.

Experience Chicago’s nightlife at its finest here.

Enjoy live music in Chicago tonight as talented musicians perform on the streets.

Savor exquisite food in any of the restaurants here to recharge.

Then explore the shops for good deals.

You might find yourself a souvenir.

Ride the Centennial Wheel with your significant other.

At 200 feet from the ground, you get incredible views of the city and the lake.

It’s a romantic experience you’ll never forget.

Recommended Hotel Nearby: Waldorf Astoria Chicago

11. Wrigley Field

1060 West Addison Street Chicago, IL 60613 (800) 843-2827 Visit Website Social Media Open in Google Maps

This Major League Baseball stadium first opened in 1914 as Weegham Park. It’s now home to the Chicago Cubs.

Watch the Cubs as they slug it out with another team in an exciting baseball game.

If you’re not into baseball, there are other night activities just for you.

You can sing your heart out in an electrifying concert, for instance.

Or marvel at the beautiful neoclassical architecture at night.

Wrigley Field is huge, so it can be challenging to find your seat inside during an event.

Use Major League Baseball’s 3D seat map.

You click on a seat, which will show you the section, seat, and row number.

Recommended Hotel Nearby: Hotel Lincoln, part of JdV by Hyatt

12. The Green Mill

4802 North Broadway Chicago, IL 60640 (773) 878-5552 Visit Website Social Media Open in Google Maps

This popular hangout serves delicious cocktails, wine, and beer. It also features live performances.

Enjoy Chicago nightlife like no other in this establishment, even Al Capone frequented.

Listen to beautiful jazz or soul music.

You can even delight your senses with swing orchestra music.

The people here sure know how to jam.

If you love to dance, Tuesdays and Thursdays are the best days to go to this place.

These are the days you’ll hear bands play rhythmic dance music live.

Dance the night away.

Recommended Hotel Nearby: Hotel Zachary, Chicago, a Tribute Portfolio Hotel

13. Kingston Mines

2548 North Halsted Street Chicago, IL 60614 (773) 477-4646 Visit Website Social Media Open in Google Maps

This famous blues nightclub is in Lincoln Park. It whips up exquisite comfort food with wine, beer, and cocktails.

Savor exquisite food in this hangout operating since 1968.

But it’s not just the food that makes it a go-to night spot.

It’s also the spectacular music performances people love.

And why wouldn’t they love them?

The musicians are talented.

And the musical genre, the blues, is always a treat.

Buying tickets online in advance is advisable.

It can help you avoid the hassle of paying on-site.

But purchasing the tickets in advance still doesn’t guarantee a slot to a show.

So, make sure you arrive early.

If the show starts at 7:30 p.m., be there at least an hour before.

Recommended Hotel Nearby: The Peninsula Chicago

Related: Activities with Kids in Chicago

14. Blue Chicago

536 North Clark Street Chicago, IL 60654 (312) 661-0100 Visit Website Open in Google Maps

This establishment in River North serves delicious beer and cocktails. It also features live Chicago blues performances.

There’s a reason this place remains a go-to spot even after over 30 years.

The drinks are divine.

Ask the locals, and they’ll tell you they’re one of the best in the area.

Then there are the live performances, of course.

The musicians here aren’t just talented.

They sing a unique kind of blues, given a Chicago twist.

It’s the electric style of blues you love.

Want to maximize your musical experience?

Get to the venue before 9 p.m.

The first musical set begins at 9 p.m.

And the last set ends at 1:30 a.m. on Wednesdays, Thursdays, and Sundays.

On Saturdays, the last set ends at 2:30 a.m.

Recommended Hotel Nearby: Club Quarters Hotel Wacker at Michigan, Chicago

15. Buddy Guy’s Legends

700 South Wabash Chicago, IL 60605 (312) 427-1190 Visit Website Social Media Open in Google Maps

This eatery and music venue in one whips up superb Southern-inspired fare. It also features live blues performances.

No less than the Grammy Award-winning Buddy Guy owns and runs this establishment.

This means you can expect the musical performances to pass his high standards.

What does this mean?

That you should expect the musical experience of a lifetime.

Check out this night spot in January.

This is the month Buddy Guy himself takes out his trusted guitar.

And plays his beautiful music for everyone on stage.

16. Skylark

2149 South Halsted Street Chicago, IL 60608 (312) 624-8583 Visit Website Social Media Open in Google Maps

This bar with retro decor whips up exquisite pub fare. It also features craft beer and live musical performances.

Have the time of your life in this dining and entertainment spot in one.

You won’t just enjoy excellent plates.

You’ll enjoy great music, too.

You can even challenge your friends to an arcade game while waiting for your food.

Don’t forget to memorialize your bonding moment with friends.

Use the eatery’s photo booth to take pictures.

There are props you can use to complement your wacky poses, too.

Recommended Hotel Nearby: citizenM Chicago Downtown

17. Revolution Brewing

2323 North Milwaukee Avenue Chicago, IL 60647 (773) 227-2739 Visit Website Social Media Open in Google Maps

This popular dining establishment churns out fantastic pub fare. It also serves draft beer, cocktails, and wine.

Engage in fun conversations with friends over a superb beer.

If you’re not a big talker, watch a sports match on any of the eatery’s TVs.

And cheer for your respective teams over incredible comfort food.

The pub sometimes hosts live performances for its diners.

These performances vary.

They can be comedy acts or musical shows.

Check out Revolution Brewing’s Facebook page for a schedule of these events.

Then plan your visit accordingly.

Recommended Hotel Nearby: The Robey

18. Lincoln Square

4505 North Lincoln Avenue Chicago, IL 60625 (872) 806-0685 Visit Website Social Media Open in Google Maps

Founded by German immigrants, this neighborhood is on the north side of Chicago. It’s home to German restaurants, pubs, and cocktail bars.

Enjoy an authentic German meal in a restaurant like Himmel’s.

Then walk the streets of the neighborhood at night.

And marvel at the gorgeous lights that make it such a visual delight.

Check out Timeless Toys nearby.

The shop is home to retro wooden toys, board games, and even puppets.

There are books, and Sesame Street stuffed toys, too.

You’re bound to find something for you here.

Recommended Hotel Nearby: The Guesthouse Hotel

19. Alice’s Lounge

3556 West Belmont Avenue Chicago, IL 60618 (773) 279-9382 Social Media Open in Google Maps

This dining spot with a bustling vibe offers excellent pub grub. It also features karaoke singing and a pool table.

There are many things to do here in one night.

Enjoy great conversations with friends while eating delicious plates.

Challenge them to a game of pool while waiting for the food.

If you get tired of playing, unwind by singing your favorite song on stage.

How about if you’re the shy type?

You can listen to the night’s performers.

The eatery doesn’t host karaoke nights every day.

So, to maximize your stay here, visit on the day it hosts one.

Alice’s Lounge hosts karaoke nights on Wednesday, Thursday, Friday, and Saturday.

On all days, karaoke starts at 11 p.m.

Pick a day from that list and eat, play pool and sing on stage or listen.

Recommended Hotel Nearby: The Hotel & Athletic Club at Midtown

20. The Magnificent Mile

North Michigan Avenue Chicago, IL 60611 (312) 744-5000 Visit Website Social Media Open in Google Maps

This famous commercial area encompasses a 13-block stretch of the avenue. It’s home to 460 stores and 60 hotels .

Experience Chicago city life at its finest.

Walk the streets, always teeming with people at night.

You’ll love the bustling vibe that makes the area a standout.

And the colorful night lights.

You should check out the area in November.

The area serves as the venue for the annual Lights Festival.

The event usually kicks off with the lighting of a tree.

A grand parade also takes place at the end of the day.

Look at the Magnificent Mile’s website for the specific dates of the festival.

Recommended Hotel Nearby: Club Quarters Hotel Central Loop, Chicago

21. Water Tower Place Mall

835 Michigan Avenue Chicago, IL 60611 (312) 440-3580 Visit Website Social Media Open in Google Maps

This commercial center first opened its doors to the city in 1976. Now, it’s one of Chicago’s premier dining, shopping, and entertainment spots.

You don’t have to love shopping to enjoy this place.

The mall itself is a visual delight.

Picture towering skyscrapers and gorgeous marble columns.

You’ll appreciate the mall’s bustling vibe, too.

Visit the mall’s website to see the events it’s hosting.

The events can range from magic shows to even concerts.

Then plan your visit according to your pick.

Recommended Hotel Nearby: Acme Hotel Company Chicago

22. Tribune Tower

435 N Michigan Avenue Chicago, IL 60611 (312) 967-3700 Visit Website Social Media Open in Google Maps

This tower, built between 1923 and 1925, is 463 feet high. It’s a contributing property to the Michigan-Wacker Historic District.

The tower already turns heads as it is during the day.

But at night, it becomes even more visually appealing.

The lights make the structure’s neo-Gothic design stand out amid a sea of buildings.

With the gorgeous stars above, you’re in for an Instagram-worthy scene.

Take a close look at the lower levels of the tower.

And you’ll find rocks with corresponding labels.

These rocks come from the places that figure on the labels.

So let’s say you find a rock and the text “Edinburgh castle” on top.

That means that the rock was part of Edinburgh castle.

Stones from the Taj Mahal, the Palace of Westminster, and the Great Wall of China are incorporated into the tower.

How cool is that?

Recommended Hotel Nearby: River Hotel

23. Chicago Theatre

175 North State Street Chicago, IL 60601 (312) 462-6300 Visit Website Social Media Open in Google Maps

Madison Square Garden Entertainment manages this landmark theater. It features stage plays, magic shows, and sporting events.

The theater’s architectural beauty stands out even more at night.

Visualize a 1920s building filled with lights announcing the theater’s latest musical performance.

It’s not just the theater’s exterior that’s worthy of praise.

Even the shows it hosts are spectacular.

Imagine the likes of jazz legend Sarah Vaughn and Liza Minnelli performing here.

One of the easiest ways to get to the theater is through the Metro South Shore Line.

Get off at the Millennium Station.

You should end up on the southwest corner of Randolph and Michigan Streets.

That’s two blocks east of the theater.

All you need to do now is walk.

Recommended Hotel Nearby: Hilton Chicago Magnificent Mile Suites

24. Empty Bottle

1035 North Western Avenue Chicago, IL 60622 (773) 276-3600 Visit Website Social Media Open in Google Maps

This music venue and bar traces its roots back to 1992 in the Ukrainian Village. It features delicious pizzas and live performances.

You won’t get enough of the sounds made by musicians here.

And it’s not just because they’re complementary notes that make for beautiful melodies.

It’s because the venue itself is sound-friendly.

The venue’s minimalist space works to its advantage.

It allows notes to reverberate across the hall.

And ensure they sound like heaven to guests’ ears.

Attend the venue’s annual Soul Summit Dance Party.

You can check out the Empty Bottle’s website for a schedule of this event.

Dance to R&B, funk, and soul music.

You’ll have a blast.

Recommended Hotel Nearby: Hotel Chicago Downtown, Autograph Collection

25. Riverwalk

Chicago, IL 60601 (312) 744-5000 Visit Website Social Media Open in Google Maps

This multi-use public space is on the south bank of the Chicago River. It’s home to restaurants , bars, and parks.

The Riverwalk comes to life at night.

You’ll see a stretch of dazzling lights from open establishments.

And many people going around.

With the gorgeous night sky of Chicago, you’re in for a picture-perfect treat.

Check out the nearby Vietnam Veterans Memorial.

The memorial consists of 250-feet-long black walls in the countryside.

It pays tribute to American soldiers who died during the Vietnam War.

Recommended Hotel Nearby: Central Loop Hotel

26. Goodman Theatre

170 North Dearborn Street Chicago, IL 60601 (312) 443-3800 Visit Website Social Media Open in Google Maps

This theater started operations in 1925. It features classic and contemporary works of art, such as The Young Man From Atlanta.

The theater is an architectural gem.

And this is even truer at night when yellow lights flood its facade.

Visualize the spotlight on gorgeous arches and the iconic red Goodman sign.

It’s a visual masterpiece.

Take your vehicle to the Government Center Self Park.

Goodman patrons receive special offers when they park their cars here.

Don’t park anywhere else.

Goodman Theatre doesn’t subsidize other parking garages.

This means you will have to pay a full fee if you park there.

Recommended Hotel Nearby: Hotel Blake, an Ascend Hotel Collection Member

27. Cadillac Palace Theatre

151 West Randolph Street Chicago, IL 60601 (312) 977-1700 Visit Website Social Media Open in Google Maps

Broadway in Chicago operates this theater. It first opened to the public in 1926 as the New Palace Theatre.

You don’t have to be an art buff to admire this theater’s architectural design.

Marvel at its gorgeous French Baroque-style interior.

The enormous decorative mirrors, white marble, and gold leafing combine to create a visual delight.

With the dim lighting from the elegant chandeliers, expect a visual masterpiece.

Craving Italian plates after watching a show?

Check out Trattoria No. 10 on North Dearborn Street.

Try the hand-made ravioli.

It’s the restaurant’s specialty.

Recommended Hotel Nearby: W Chicago – Lakeshore

28. Art Institute of Chicago

111 South Michigan Avenue Chicago, IL 60603 (312) 443-3600 Visit Website Social Media Open in Google Maps

This museum downtown is home to paintings and other forms of art that span centuries. It was opened to the public in 1879.

If you’re an art buff, drop by this place.

Marvel at the works of art of famous painters, such as Vincent Van Gogh, on weeknights.

If you’re not into painting, don’t worry.

You can find other forms of art here, too.

How about the Coronation Stone of Motecuhzoma II?

Or Richard Hunt’s Hero Construction sculpture made of old pipes, metal, and automobile parts?

Visit the museum on a Thursday.

That’s the only time you can explore it at night.

The museum closes at 8 p.m. on that day.

On Mondays and from Fridays to Sundays, the museum closes at 5 p.m.

Recommended Hotel Nearby: JW Marriott Chicago

29. Steppenwolf Theatre

1650 North Halsted Street Chicago, IL 60614 (312) 335-1650 Visit Website Social Media Open in Google Maps

This performing arts theater is home to the Steppenwolf Theatre Company. It features live performances from artists of the troupe.

The Steppenwolf Theatre Company takes pride in its rendition of completely new plays.

And so you’ll rarely find plays you’re already familiar with, even if they’re supposed to be different versions of the original.

So, probably no reruns of Lion King or Beauty and the Beast.

But that’s the good thing about it.

Since the plays are new, you never know what to expect.

Want to save money when buying tickets?

Go to the theater at least an hour before a show on the same day of that performance.

If there are still tickets, the theater staff usually sells these at half their price.

Recommended Hotel Nearby: Hyatt Regency Chicago

30. Auditorium Theatre

50 East Ida B. Wells Drive Chicago, IL 60605 (312) 341-2300 Visit Website Social Media Open in Google Maps

This theater officially opened in 1889. It features dance performances, speaker series, and rock concerts.

The theater serves up an eclectic lineup of live performances.

That easily makes it the go-to place for people looking to satisfy their entertainment needs.

But the auditorium is still a must-see even if you’re not into shows.

It has historical and architectural value, too.

Imagine its history dating back to the 1800s.

And its Richardsonian Romanesque interior.

You can take public transportation to get to the venue.

This is so you don’t have to think about how and where to park your car.

If you’re taking the CTA red line, go to the Jackson stop.

Exit to Van Buren and then walk one block east to Wabash.

Head south, and you’ll find the theater.

Recommended Hotel Nearby: 21c Museum Hotel Chicago

110 West Illinois Street Chicago, IL 60654 (312) 644-0500 Visit Website Social Media Open in Google Maps

This restaurant whips up exquisite Southeast Asian cuisine. It also features Japanese sake, wine, and cocktails.

The dishes here ooze with authentic Southeast Asian cuisine.

Whether it’s a chicken inasal or a pad thai dish you eat, it doesn’t matter.

You’ll get transported to the continent instantly with every bite without leaving Chicago.

The Crispy Pata is perfect for dinner.

The meat is exquisite, with its crispy outside and soft and juicy inside.

With the garlic vinaigrette on the side, the dish is a gastronomic delight.

Recommended Hotel Nearby: Hyatt Place Chicago Medical/University District

32. The Underground Cocktail Club

56 West Illinois Street Chicago, IL 60654 (312) 644-7600 Visit Website Social Media Open in Google Maps

This bar serves delicious vintage-inspired and vibrant cocktails in a lounge setting. It also features live performances.

Listen to beautiful music while you sip on exquisite cocktails on a comfortable couch.

It’s the perfect way to unwind after a busy day.

And the ideal way to experience Chicago at its best.

Savor delicious dinner in nearby RPM Italian before you head to the club.

Stuff yourself with Italian favorites because you won’t get to eat when you get to the club.

The club doesn’t offer any kind of food.

Recommended Hotel Nearby: Staypineapple, An Iconic Hotel, The Loop

33. Millennium Park

201 East Randolph Street Chicago, IL 60602 (312) 742-1168 Visit Website Social Media Open in Google Maps

This park is in the Loop community in Chicago. It’s home to public art, a skating rink, and a pavilion.

This is one of the best places to go in Chicago at night for many reasons.

You can explore the park and admire the beautiful sculptures.

Check out Cloud Gate, also called The Bean, because of its legume-like structure.

Or the Crown Fountain, designed by Catalan artist Jaume Plensa.

Then cap off your day with a picnic with the kids under the stars.

It’s one of the incredible things to do in Chicago at night under 21.

Visit the park between June and August.

This is also when the park serves as the venue for Chicago’s annual Summer Music Series.

Listen to live reggae, R&B, and jazz music at the Jay Pritzker Pavilion,

If you opt to sit on the lawn, enjoy a picnic under the stars while at it.

Admission is free.

34. Humboldt Park

1440 North Humboldt Boulevard Chicago, IL 60622 (312) 742-7549 Visit Website Social Media Open in Google Maps

This park spans 197.26 acres of land. It is home to a fitness center, two gymnasiums, and a historic fieldhouse.

Immerse in beautiful nature here.

Your kids will love the huge green lots they can run around on.

You can get your daily dose of exercise here, too.

Just bike along the paved pathways.

Take in the beautiful sights in the process.

Play a baseball game with your kids on the Little Cubs Field.

The field is a replica of the Chicago Cubs stadium.

You might just be training the next star of the Major League.

Recommended Hotel Nearby: Hyatt House Chicago Medical/University District

35. Bucktown

Chicago, IL 60614 (312) 744-5000 Open in Google Maps

This neighborhood is in the Logan Square community. It features popular night spots, bars, and restaurants.

The neighborhood is probably one of the trendiest in Chicago.

At night, you can explore the many establishments teeming with activity.

The colorful lights add to the bustling atmosphere.

And make you appreciate this fun side of Chicago.

Explore the neighborhood with a bike.

Didn’t bring your bike?

Don’t worry.

There are many bike rental stations across the neighborhood.

Biking is an incredible way to get around because bikes are small and easy to park. Please take advantage of them.

Recommended Hotel Nearby: Hyatt Place Chicago Wicker Park

36. Golf Coast

Chicago, IL 60610 (312) 744-5000 Open in Google Maps

This neighborhood is a historic district in Chicago. It features fancy boutiques and picturesque streets.

The neighborhood will stimulate your visual sense.

Its red-bricked structures stand out, with their gorgeous arches and Victorian-style balconies.

It’s a beautiful Bohemian feel that will keep you coming back for more.

Visit the original Playboy mansion nearby.

When it was already up and running, Hugh Heffner incorporated a game room and a theater room inside.

So when you stay for one night in the mansion, you’ll get to redeem those tickets.

Recommended Hotel Nearby: Ambassador Chicago, part of JdV by Hyatt

37. The Comedy Clubhouse

1462 North Ashland Avenue Chicago, IL 60622 (773) 312-3861 Visit Website Social Media Open in Google Maps

This comedy venue features standup and group improv shows. It also whips delicious comfort food with cocktails, wine, and beer.

The venue’s name gives away the types of performances it offers the public.

But comedy shows aren’t the only ones you can watch here.

You can watch magic shows.

You can catch jugglers and rappers on stage, too.

So whatever you’re looking for, the venue has you covered.

Secure a drink card from the staff.

This will allow you to use the venue’s 8-tap self-serve drink wall.

Recommended Hotel Nearby: Ivy Boutique Hotel

38. The Lincoln Lodge

2040 North Milwaukee Avenue Chicago, IL 60647 (773) 251-1539 Visit Website Social Media Open in Google Maps

This entertainment venue features comedy shows. Locals believe it is the longest-running independent comedy showcase.

You’ll laugh out loud as performers do their thing on stage.

And I’m not just talking about comedians who have already made a name for themselves.

I’m also talking about rising stars looking for a break in comedy.

Whoever is on stage, you won’t stop laughing.

Take a class or workshop to hone your comedy skills.

The Lincoln Lodge offers these classes.

And according to the Lincoln Lodge, they’re great classes that will allow you to learn the fundamentals of standup comedy.

You might be the next Chris Rock.

Recommended Hotel Nearby: The Hoxton, Chicago

39. Chicago Magic Lounge

5050 North Clark Street Chicago, IL 60640 (312) 366-4500 Visit Website Social Media Open in Google Maps

This lounge features performances by talented magicians. The magicians can be in-house or guest performers.

Let’s face it.

Magic is fun.

And if experienced magicians perform the tricks, it becomes even more fun.

Are you using public transport to get here?

You should.

Get off Argyle Red and walk down Winnemac to the lounge.

Or take the number 50 bus and get off at Ashland and Forester.

Then walk to the venue.

Recommended Hotel Nearby: Hotel Versey Days Inn by Wyndham Chicago

40. Pequod’s

2207 North Clybourn Avenue Chicago, IL 60614 (773) 327-1512 Visit Website Social Media Open in Google Maps

This eatery has been operating since 1970. It features delicious pan-style pizza in a casual space.

Pequod’s is home to pan-style pizza with a caramelized crust or edge.

With every bite of the pizza, you’ll ask for more.

Ask the eatery’s loyal customers.

Eating here is undoubtedly one of the fun things to do in Chicago at night.

Sign up for the eatery’s email list to save money on your first pizza.

After you sign up online, you’ll get your discount code.

Recommended Hotel Nearby: Courtyard Chicago Downtown/Magnificent Mile

Activity Guide

Comparing attractions: which one is right for you.

Before choosing an attraction, contrast and compare each of your options.

Then pick according to your own preferences.

The Chicago River cruise is perfect for those seeking a nature immersion.

But the activity lasts for only 90 minutes.

Skydeck is great for soaking in panoramic views of Chicago from 1,353 feet.

The site is pretty popular, though, so expect crowds, especially during peak seasons.

Meanwhile, 360 Chicago Observation Deck also offers breathtaking views of the city from above, at 1,000 feet.

But it comes with a bar where you can eat.

Its drawback?

Be prepared to shell out a bit more since the attraction is slightly expensive.

Are you looking to experience something out-of-this-world?

The Briar Street Theatre is an excellent option.

It features the funny and vibrant performances of The Blue Man Group.

Its only limitation is that the venue is small.

How I Picked The Activities

In choosing the activities on this list, I considered my personal experiences in Chicago as a parent and a writer.

I also gathered insights from fellow travelers during my visits.

To ensure my review is holistic, I researched each activity using trusted sites.

My review is in line with the commentaries made by travelers about each activity on trusted sites such as Yelp.

Our Rating Method 

I rate these activities based on the following criteria: 

• Accessibility: I use this criterion to evaluate the accessibility of every attraction. Is it close to the major transport hubs? Is it easy to find? Are there plenty of parking spaces available? I ask myself these questions when assessing the attraction’s accessibility.
• Entertainment Value: This evaluates the entertainment value of the activity. Is it fun, engaging, and exciting? Does it offer hands-on activities and interactive experiences? Does it feature live shows, events, or concerts? Does it cater to various preferences and interests? I consider these factors when assessing this criterion.
• Affordability: This is used to assess the activity’s affordability. Is it free or a low-cost option compared to the other attractions? Does it offer special promotions, free entry, or discounted rates? Will visitors get a lot of bang for their buck? I ask myself these questions when rating affordability.
• Atmosphere: I use this criterion to assess the overall ambiance. Is it fun and welcoming? Does the environment match the activities offered? Is there a good vibe and energy? These are the questions I ask myself when I evaluate the atmosphere criterion. 
• Unique Appeal: This criterion evaluates the unique appeal of the activity. What sets it apart from the other activities? Does it provide a memorable experience? Does it have the wow factor? I consider these questions when looking into the attraction’s unique appeal. 

Frequently Asked Questions 

Does chicago have a good nightlife.

Yes, Chicago is known for its vibrant and diverse nightlife scene. The city offers a wide range of entertainment options, including bars, clubs, live music venues, comedy shows, theaters, and more. Popular areas for nightlife in Chicago include River North, Wicker Park, Lincoln Park, and the famous Magnificent Mile.

Can You Walk Downtown Chicago At Night?

Walking in downtown Chicago at night is generally safe, particularly in well-populated and tourist areas. The downtown area, including the Magnificent Mile, Millennium Park, and the Loop, tends to have a significant presence of pedestrians and a good level of security.

Each of the fun things to do in Chicago at night is unique and has something to offer.

At Skydeck, my family and I reveled in the beauty of the illuminated city 1,353 feet above ground.

I enjoyed my meal in the bar at the 360 Chicago Observation Deck.

The stunning Chicago views from the 94th floor of the John Hancock building enhanced my dining experience.

Meanwhile, Briar Street Theatre was a slice of nirvana for the kids.

They couldn’t get enough of The Blue Man Group’s funny acts.

The beautiful lighting and music made the talented performers even more exciting.

But of all these attractions, the Chicago River cruise trumped them all.

For me, it was interesting to hear about more than 130 years of architectural history in just 90 minutes.

And it’s one of my favorite night escapades ever. 

Picture this: Cool night breeze in your hair, the city’s twinkling skyline reflecting on the calm waters, and my kids wide-eyed and captivated by the architectural marvels we passed. 

Our guide was a fountain of knowledge, spilling fascinating historical anecdotes that even hooked my usually restless family. 

And you know what? 

The limited duration of the tour was a blessing. 

It was enough to keep us all enthralled without tiring out the little ones. 

I can still hear their excited chatter about the tour at bedtime.

32 Unique & Fun Things to Do in Downtown Chicago at Night | 2024 (with Photos)

Rosalia Ignatova - Travel Writer

Published: December 11, 2023

Hey there! I'm Rose, a Chicago enthusiast eager to share my favorite nighttime adventures in the bustling downtown area. Discover the vibrancy and excitement of Chicago after dark through my curated list of unique activities and experiences.

In the Windy City, the skyline is lit up by the city lights reflecting off the mighty Chicago River, illuminating the art of the city from the Art Institute to the iconic Willis Tower.

In this article, we're diving into the heart of downtown Chicago, to explore its rich history, vibrant nightlife, and unparalleled cultural offerings, from the soulful sounds of the Chicago Symphony Orchestra to the laughter-filled nights at Second City.

Prepare to be amazed as you discover what Chicago offers after hours.

Most Recommended Thing to Do

• The Art Institute of Chicago

Top Choice Hotel

The Peninsula Chicago

Our Top Choice Restaurant

Our Top Choice Bar for Nightlife

The Green Mill

Best Time to Visit

Summer for festivals, winter for stunning skyline views.

Average Temperature

Cold winters and hot summers in Chicago, USA.

Transportation Options

Trains, buses, taxis, bikes, ride-sharing, walking, scooters.

Average Cost ($, $$, $$$)

My Top Recommendation

If you're looking to spend time in Chicago, be sure to visit Millennium Park for a vibrant and lively experience amidst stunning art and architecture. Explore the Cloud Gate sculpture, also known as "The Bean," and snap some memorable pictures reflecting the city's iconic skyline.

For a unique culinary adventure, head over to the famous deep-dish pizza joints like Lou Malnati's or Giordano's to savor a slice of Chicago's beloved and indulgent pizza. The rich and cheesy layers combined with a thick flaky crust will leave your taste buds amazed, ensuring a truly authentic and mouthwatering dining experience.

What You'll Need to Bring

• Weather-appropriate clothing
• Comfortable walking shoes
• Travel documents (passport, ID, etc.)

What Not to Miss

• Millennium Park
• Willis Tower Skydeck
• The Magnificent Mile

What to Avoid

• High-crime areas
• Rush hour traffic
• Driving without parking arrangements

Table of Contents

1. Admire the Stunning Chicago Skyline at Night

Bathed in a sea of twinkling city lights, the Chicago skyline at night is a mesmerizing spectacle that never fails to take your breath away.

Stand on the south bank of the Chicago River, the reflective waters enhance the city's enchanting night-time visage. Take in the towering giants of the Windy City, from the iconic Willis Tower to the John Hancock Building.

If you dare, ascend the Skydeck Chicago for an unforgettable aerial perspective.

Alternatively, you could enjoy the panoramic skyline from the comfort of a rooftop bar. Let the jazz music flowing from nearby clubs like Green Mill add a melodious soundtrack to your night.

Whether you're a lifelong resident or just visiting Chicago, witnessing the city under the moonlight is a must, an ode to the city's architectural majesty and vibrant nightlife.

2. Stroll Along the Vibrant Chicago River

Take a romantic stroll along the Chicago Riverwalk, where the Windy City's charm shines even brighter.

The river, a glittering ribbon of blue in the heart of downtown Chicago , becomes a bustling hub of activity as night falls. Enjoy the live music filling the air or indulge in a Chicago-style hot dog from a nearby vendor.

Watch the Blackhawks fans making their way to the Center stadium or take a moment to appreciate the craft beer scene that flourishes in this town. You might even catch the seasonal ice skating rinks on your way.

Every step along the river brings you closer to the essence of Chicago, creating a bond that lasts long after the night ends.

3. Visit the Iconic Chicago Theatre for a Show

There's nothing quite like spending a Saturday night at the iconic Chicago Theatre.

Its luminous marquee, a beacon in downtown Chicago, invites you to experience a world of culture, from the spectacular performances of the Chicago Symphony Orchestra to the comedic genius of the Second City troupe.

Join the crowd in the elegant auditorium, beneath the magnificent ceiling fresco, and enjoy the city's vibrant performing arts scene.

Afterward, extend your night with a deep-dish pizza from a local eatery or swing by Blue Chicago for some jazz music.

Whether you're a theater aficionado or simply seeking a taste of Chicago's culture, the Chicago Theatre promises an unforgettable night.

4. Walk Through Millennium Park

There's a certain magic to Millennium Park at night. The lights of the city cast a warm glow over this iconic urban space, making it a perfect spot for a midnight stroll.

Wander by the shimmering façade of the Chicago Art Institute, or marvel at the city's reflection in the sleek surface of the Cloud Gate, also known as "The Bean."

As you walk, you'll pass by the impressive outdoor ice skating rink at McCormick Tribune, and hear the echo of laughter from the nearby Briar Street Theatre.

The park, set against the backdrop of the twinkling Chicago skyline, offers a tranquil escape from the city's bustling energy. It's just another way to appreciate the unique charm of Chicago at night.

5. Experience a Chicago Bears Game at Soldier Field

When the floodlights beam onto Soldier Field, and the roars of anticipation echo from the stands, you know it's time for a Chicago Bears football game.

Experience the electrifying atmosphere of the NFL, the heart of American sports culture, right here in Chicago.

Join Illinois residents and fans from far and wide, wrapped in navy blue and orange, cheering for their beloved Bears.

From the riveting on-field action to the halftime entertainment, there's no dull moment. Post-game, continue your night with a visit to a craft beer joint on Chicago Ave or indulge in a hearty deep-dish pizza to celebrate the team's performance.

A Bears' game night is a quintessential Chicago experience, pulsating with excitement and camaraderie.

6. Enjoy the City from Willis Tower's Skydeck

High above Chicago, the Skydeck at Willis Tower provides a bird's eye view of the magnificent skyline. Step onto the moving platform known as "The Ledge," where you can gaze down from 1,353 feet up.

From this vantage point, take in iconic landmarks such as the Navy Pier, Grant Park, and even the glimmering waters of Lake Michigan. Chicago at night glows, transforming the panoramic view into a stunning sea of twinkling lights.

Whether you're a thrill-seeker or a romantic at heart, the breathtaking vistas from the Willis Tower Skydeck promise a unique and memorable experience in the Windy City.

7. Enjoy the Magic at Chicago Magic Lounge

The Chicago Magic Lounge, located in the Andersonville neighborhood, offers a unique twist to your Saturday evening.

Enter this speakeasy-style venue and step back in time, immersing yourself in Chicago's history with a touch of enchantment.

Witness magicians perform close-up magic, stage illusions, and sleight-of-hand tricks that will leave you astounded.

Grab a cocktail from the bar, enjoy the plush interiors, and let yourself be entertained by the mesmerizing performances.

It's a piece of Chicago's magic history that comes alive, making for an unforgettable night of mystery and delight.

8. Visit Navy Pier and Ride the Centennial Wheel

Chicago's Navy Pier, a bustling hub of entertainment on the shores of Lake Michigan, comes alive at night.

The crown jewel is undoubtedly the Centennial Wheel. Standing 200 feet tall, it offers a thrilling ride and panoramic views of the illuminated Chicago skyline and lake beyond.

From high above, see the Buckingham Fountain's lights dance in Grant Park. After your ride, explore Pier's numerous attractions, from the fun-filled arcade games to the mouthwatering food menu available.

Wrap up your visit with a peaceful stroll, the waves of Lake Michigan echoing in the backdrop.

A night at Navy Pier is a quintessential Chicago experience, promising fun, sights, and memories to last a lifetime.

9. Listen to Live Jazz at Green Mill

Experience the heartbeat of Chicago’s jazz scene at the historic Green Mill in Uptown.

Immersed in the city's history and once a hangout for the likes of Al Capone, this venue has become a beacon for lovers of live jazz.

As you step into the nostalgic interior, you'll be enveloped in the sultry sounds of saxophones and pianos, providing the quintessential soundtrack for your Chicago night.

Savor a crafted cocktail from the bar as you soak in the riveting performances that grace the stage.

Saturday and Wednesday nights are particularly popular, so make sure to arrive early and soak up a piece of Chicago's vibrant music history.

10. Savor a Chicago Style Hot Dog

When you're looking for things to do in Downtown Chicago at night, indulging in a Chicago-style hot dog is a must.

Piled high with yellow mustard, onions, relish, a pickle, tomato slices, sport peppers, and a dash of celery salt, all nestled in a poppy seed bun, this is no ordinary hot dog.

Find a local eatery downtown, order one of these iconic dogs, and relish the explosion of flavors with every bite.

Perfect for a quick dinner or a late night snack, a Chicago-style hot dog is more than just a meal; it's a taste of the city's rich culinary tradition.

11. Explore the Magnificent Mile on Michigan Avenue

When the lights of the city illuminate the Magnificent Mile on Michigan Avenue, Chicago truly shines.

This prestigious stretch in Chicago is home to some of the city's most luxurious shopping and dining experiences.

Enjoy a stroll under the twinkling skyline, where high-end boutiques and iconic department stores vie for attention. Don't miss the John Hancock Building and the historic Water Tower, two significant landmarks on this bustling strip.

Whether you're on a shopping spree or just window shopping, the Magnificent Mile is a vibrant showcase of Chicago at night.

12. Unwind at the Buckingham Fountain in Grant Park

The Buckingham Fountain, nestled in the heart of Grant Park, is a tranquil escape from the city's hustle and bustle.

In the evening, the fountain becomes a spectacle of water, light, and music, drawing visitors for its stunning nightly performances.

Sit on a nearby bench and let the city's skyline, bathed in the fountain's soft glow, be your backdrop. As the jets of water dance in the air, you'll find yourself captivated by this elegant display.

Whether you're ending your day of exploring Chicago or beginning a romantic night out, the Buckingham Fountain offers a moment of calm and beauty in the vibrant Windy City.

13. Visit the McCormick Tribune Ice Rink in Mid October

As the fall winds blow in and mid-October arrives, the McCormick Ice Rink in Chicago becomes a hub of outdoor enjoyment.

Glide under the enchanting lights as you navigate the smooth, icy surface.

Whether you're an experienced skater or strapping on your blades for the first time, the rink offers an exhilarating experience against the backdrop of the stunning Chicago skyline.

Warm up with hot cocoa from the nearby cafe and embrace the joy of winter before it even arrives.

14. Experience a Chicago Cubs Game at Wrigley Field

Nothing encapsulates the spirit of the Windy City quite like a Chicago Cubs game at Wrigley Field. Under the starlit Chicago sky, join a sea of fans in the iconic red and blue to cheer on the home team.

Whether it's a thrilling Saturday showdown or a relaxed Wednesday afternoon game, the electrifying atmosphere at the Wrigley Field is a quintessential Chicago experience.

After the game, explore the surrounding neighborhood bars for a post-game celebration.

15. Sip Craft Beer in Logan Square

Delve into Chicago's thriving craft beer scene with a visit to a local brewery in Logan Square.

Under the inviting glow of twinkling lights, you'll find an array of unique ales and lagers to tantalize your taste buds.

Chicago's beer offerings reflect the city's innovative and diverse spirit, making for a delightful and engaging tasting experience.

Sip a pint, take a tour of the brewing process, or simply soak in the cozy atmosphere as you enjoy your Chicago night.

16. Watch a Comedy Show at Second City

For a night filled with laughs, head to Second City, the birthplace of many comedy legends.

From improv and sketch comedy to satire and headline shows, there's always something to tickle your funny bone.

Nestled in the heart of Chicago, this legendary comedy club has been the launchpad for numerous comedy stars, and its performances live up to its legacy.

Round off your night in Chicago with a belly full of laughs at this comedy club.

17. Dine at the Chicago Athletic Association Hotel

Experience the epitome of sophistication and breathtaking views by dining at the Rooftop Bar of the Chicago Athletic Association Hotel.

Located in the heart of Chicago, this upscale venue offers a unique culinary experience that perfectly complements the city's vibrant atmosphere.

As the sun sets over the stunning Chicago skyline, indulge in delectable cuisine and handcrafted cocktails while savoring the mesmerizing views of Lake Michigan and the surrounding cityscape.

The Rooftop Bar provides an elegant and intimate setting, making it an ideal spot for a romantic date night or a memorable evening with friends.

Immerse yourself in the enchanting ambiance, as the live music sets the perfect mood for a truly unforgettable dining experience.

18. Enjoy the Blue Man Group Show

Get ready for a mind-blowing, avant-garde performance at the iconic Briar Street Theatre, where the world-renowned Blue Man Group takes the stage.

Known for its electrifying blend of music, comedy, and multimedia theatrics, the Blue Man Group delivers an unforgettable show that transcends traditional boundaries.

Prepare to be captivated by their unique artistry, as the enigmatic blue men create a sensory journey that stimulates the imagination and leaves audiences in awe.

From their mesmerizing drumming to their playful interactions, the Blue Man Group delivers an experience that is both visually stunning and incredibly entertaining.

Whether you're a local or a visitor, this show is a must-see in Chicago, providing an evening of sheer delight and unforgettable memories.

19. Visit the Chicago History Museum

Step into the past and uncover the rich history of Chicago at the esteemed Chicago History Museum. Located in Lincoln Park, this renowned institution offers a fascinating exploration of Chicago's captivating heritage.

Delve into the stories of the city's iconic figures, events, and communities through engaging exhibits, artifacts, and multimedia presentations.

From the Great Chicago Fire to the city's role in the Prohibition era, the museum offers a comprehensive narrative that showcases the resilience, creativity, and diversity that defines Chicago.

Discover how the city has evolved and gain a deeper understanding of its cultural significance.

20. Visit a Club for Live Blues Music

Check out the electrifying energy of live blues music at Buddy Guy's Legends.

Located in the heart of Chicago, this legendary blues club pays homage to the city's rich musical heritage.

Step into the iconic venue and feel the vibrant atmosphere as talented musicians take the stage, belting out soul-stirring tunes that resonate with the essence of Chicago's blues scene.

Whether you're a die-hard fan or a first-time listener, the Legends offers an authentic and unforgettable experience.

From the captivating performances to the intimate setting, this renowned club has become a mecca for blues enthusiasts from around the world.

Get lost in the music, let the rhythms carry you away, and create memories that will last a lifetime.

21. Skate in Maggie Daley Park's Ice Skating Rinks

Embrace the winter wonderland of Chicago by gliding across the ice in Maggie Daley Park's ice skating rinks.

Located in the heart of downtown, this picturesque park offers a magical setting for ice skating enthusiasts of all ages.

Strap on your skates and feel the cool breeze as you gracefully slide across the glistening ice.

Surrounded by the stunning Chicago skyline, you'll be immersed in a truly enchanting atmosphere.

Whether you're a seasoned skater or a beginner, the park provides rinks suited for all skill levels.

Take a break from the hustle and bustle of the city and experience the joy of outdoor ice skating with family and friends.

Create cherished memories as you twirl, glide, and laugh amidst the beautiful winter landscape of Maggie Daley Park.

22. Walk Along Lake Street

Sometimes the best things to do in Downtown Chicago at night are the simplest things. Discover the pulsating heartbeat of Chicago by taking a stroll along Lake Street at night.

As the lights illuminate the streets, soak up the vibrant atmosphere and embrace the energy that fills the air.

Marvel at the towering skyscrapers that line the bustling thoroughfare, creating an awe-inspiring backdrop against the night sky.

from the iconic Chicago Theatre to the contemporary art galleries, the street offers a plethora of sights and experiences.

Lose yourself in the rhythm of the city as you encounter street performers, bustling cafes, and the lively buzz of the urban landscape.

Whether you're exploring alone or with a companion, a walk along the iconic street at night allows you to absorb the essence of Chicago and witness the magic that makes it an amazing city.

23. Catch a Chicago Bulls Game at the United Center

Experience the thrill and excitement of professional basketball by catching a Chicago Bulls or Chicago Blackhawks game at the iconic United Center.

Home to the Bulls, this state-of-the-art arena is a must-visit for sports enthusiasts and fans of the game. As you enter the arena, you'll be greeted by the electric atmosphere and the passionate cheers of the crowd.

From the pre-game anticipation to the thrilling moments on the court, watching the Bulls in action is an unforgettable experience.

Join the sea of red and black as you cheer on the team, feel the energy surge through the arena, and witness the incredible talent of the players.

Whether you're a die-hard basketball fan or simply seeking an exhilarating night out, a Bulls game at the center is an essential Chicago experience that will leave you with lasting memories.

24. See the City Skyline from the John Hancock Center

Elevate your Chicago experience with a visit to the iconic John Hancock Center, where you can witness the breathtaking city skyline in all its glory.

Step into the elevators that whisk you up to the observation deck, located on the 94th floor, and prepare to be captivated by the panoramic views that stretch across the vast expanse of the city.

From the shimmering waters of Lake Michigan to the towering skyscrapers that define Chicago, the vista from the Hancock Center is simply awe-inspiring.

Take in the magnificent sights, spot famous landmarks such as Millennium Park and Navy Pier, and gain a newfound appreciation for the architectural marvels that adorn the Chicago skyline.

Whether you visit during the day to see the city in all its vibrant colors or at night when the skyline is illuminated, the center offers a memorable perspective on the city's beauty.

25. Try Deep-Dish Pizza at a Downtown Eatery

Indulge in a true Chicago culinary delight by sinking your teeth into a mouthwatering deep-dish pizza at a renowned downtown eatery.

Chicago is synonymous with this iconic dish, characterized by its thick, buttery crust, generous cheese layer, and rich tomato sauce.

Enter a cozy pizzeria, the aroma of freshly baked pizza filling the air, and feast your eyes on a piping-hot deep-dish masterpiece.

As you take your first bite, savor the explosion of flavors, the perfect harmony between the savory toppings and the delectable crust.

Whether you opt for classic toppings like sausage and pepperoni or venture into unique flavor combinations, every bite is a celebration of Chicago's culinary heritage.

Sit back, enjoy the cozy ambiance, and relish every moment as you embark on a culinary journey through the city's renowned deep-dish pizza scene.

26. Attend an Adults-Only Event at Shedd Aquarium

Experience a unique and enchanting evening at the Shedd Aquarium by attending their adults-only events on Wednesday and Saturday nights.

As the sun sets and the daytime visitors bid farewell, the aquarium transforms into an exclusive playground for adults, offering a serene and immersive experience like no other.

Explore the diverse aquatic habitats, marvel at the vibrant marine life, and engage in captivating educational programs tailored for adults.

Enjoy after-hours access to the mesmerizing exhibits, sip on a refreshing cocktail, and engage in thought-provoking conversations with fellow attendees.

With the tranquil ambiance and the opportunity to appreciate the beauty of the underwater world without the usual crowds, the adults-only events at the aquarium provide a unique opportunity for an unforgettable night of discovery and wonder.

27. Watch the Chicago Symphony Orchestra

Enjoy the world of classical music by attending a captivating performance by the renowned Chicago Symphony Orchestra.

Housed in the magnificent Symphony Center, this world-class ensemble showcases the exceptional talents of its musicians under the guidance of acclaimed conductors.

From timeless symphonies to contemporary compositions, the orchestra's repertoire is a celebration of the rich and diverse classical music tradition.

Sit in the elegant concert hall, feel the anticipation build as the orchestra takes the stage, and let the sweeping melodies and intricate harmonies transport you to a realm of musical brilliance.

Whether you're a seasoned classical music enthusiast or simply seeking a cultural experience that transcends time, a performance by the Chicago Symphony Orchestra promises an evening of enchantment and musical mastery.

28. Visit the Lincoln Park Zoo

Prepare to get involved in a world of natural wonder as you visit the Lincoln Park Zoo, a cornerstone of Chicago's illustrious history.

Nestled in the heart of the city, this gem invites visitors to meet a vast collection of wildlife from around the globe.

From the regal lions to playful monkeys and exotic reptiles, the zoo offers a captivating exploration into the animal kingdom. Stroll through the zoo's beautifully maintained pathways and marvel at the diversity of its residents.

Even after sundown, the zoo transforms into a delightful haven of twinkling lights and fun activities, with special after-hours events that offer unique encounters with nature. 

The Lincoln Park Zoo is more than just a destination; it is an opportunity to connect with wildlife and learn about conservation efforts.

So whether you're a seasoned animal lover or just looking for a fun day out, the Lincoln Park Zoo promises an unforgettable experience.

29. Admire the Art Institute with Free Admission

Immerse yourself in the world of artistic masterpieces by visiting the Art Institute of Chicago and take advantage of the free admission offered to Illinois residents on Thursday nights.

Explore the vast collection of artworks spanning centuries and continents, from iconic paintings to thought-provoking sculptures.

Wander through the museum's hallowed halls and encounter renowned works by celebrated artists such as Van Gogh, Monet, and Picasso.

With free access on Thursday nights, you have the perfect opportunity to indulge in the beauty and creativity that the Art Institute has to offer.

Whether you're an art enthusiast or simply looking for inspiration, the Art Institute's no-cost admission on Thursday nights is a chance to connect with artistic brilliance and enrich your cultural experience.

30. Visit the Empty Bottle for a Night of Indie Music

Visit the Empty Bottle, a renowned venue that showcases cutting-edge indie music.

Located in the lively Ukrainian Village neighborhood, this venue has been a pillar of the city's alternative music scene for decades.

Step into the intimate and eclectic space, feel the pulsating energy in the air and prepare to be captivated by the sounds of emerging and established indie artists.

From rock to electronic, experimental to folk, the venue presents a diverse lineup of performers that cater to a variety of musical tastes.

Whether you're a die-hard fan or simply seeking an unforgettable night of live music, this venue promises an immersive and authentic experience that will leave you wanting more.

31. Experience the Moving Platform at Sears Tower

Elevate your Chicago experience by embarking on a thrilling adventure on the enclosed moving platform at the iconic Sears Tower, now known as the Willis Tower.

Ascend to dizzying heights and feel your adrenaline surge as you step onto the glass-bottomed ledge that extends beyond the building's edge.

With the bustling cityscape stretching out beneath your feet, you'll be treated to unparalleled panoramic views of Chicago's magnificent skyline and the vast expanse of Lake Michigan.

The platform provides a unique and exhilarating opportunity to conquer your fear of heights and marvel at the architectural wonders that define this city.

Whether you're a thrill-seeker or simply seeking a new perspective, the moving platform at the tower offers an unforgettable experience that will leave you in awe of Chicago's breathtaking beauty.

32. Dive into Chicago Mob History

Undoubtedly, taking a mob tour is one of the best things to do in Downtown Chicago at night.

Led by knowledgeable guides, this immersive experience delves into the city's dark past, revealing the stories of infamous gangsters and the illicit activities that shaped Chicago's underworld.

Visit historic sites and landmarks associated with the mob, such as former speakeasies, clandestine meeting spots, and notorious crime scenes.

As you walk through the dimly lit streets and alleys of the city center, you'll gain insight into the rise and fall of organized crime in Chicago, from the days of Al Capone to the legends that continue to captivate the imagination.

Whether you're a history buff or simply intrigued by the allure of the criminal underworld, a nighttime city tour exploring Chicago's mob history is an immersive and unforgettable journey into the city's past.

In this section, we provide answers to some of the most common questions that people have regarding things to do in Downtown Chicago at night.

Can you walk in Chicago at night?

Yes, you can walk downtown Chicago at night. It offers a unique experience with illuminated landmarks like the Willis Tower, Art Institute, and the vibrant Chicago Riverwalk. Chicago Tonight often features special after-hours events, outdoor ice skating rinks, and live music along the Chicago River.

What part of Chicago has the best nightlife?

The best nightlife in Chicago can be found in Lincoln Park and the Magnificent Mile. These areas host the Symphony Orchestra, a few other theaters, and Chicago's famous rooftop bars.

What does Chicago offer after hours?

Chicago has a vibrant nightlife. From contemporary art displays at the Art Institute to special classical music concerts at the Chicago Orchestra, to performances at the Blue Man Group, there's always something happening. Not to forget, the Chicago Fire and other sports events that light up the city's spirit.

What is the most famous street in Chicago?

The most famous street in downtown Chicago is Michigan Avenue. Known as the Magnificent Mile, it's home to Buckingham Fountain, Navy Pier, and specialty restaurants offering Chicago-style hot dogs and more, making it a must-visit for anyone visiting Chicago.

Summing Up: Things to do in Downtown Chicago at Night

So, there we have it. As you can see, there is no shortage of fun things to do in Downtown Chicago at night. 

From the unparalleled views from Willis Tower's Skydeck to the hearty flavor of a Chicago-style hot dog, the city keeps you enthralled.

We basked in the glory of the city's Symphony Orchestra, admired the skyline from the Navy Pier, and strolled through the magnificent Millennium Park.

This article has given you a glimpse of Chicago's nighttime magic, offering endless reasons to love the Windy City.

So, what are you waiting for? It's time to visit this famous American city and explore the many things to do in Chicago at night.

Admire the Stunning Chicago Skyline at Night

Stroll Along the Vibrant Chicago River

Visit the Iconic Chicago Theatre for a Show

Walk Through Millennium Park

Enjoy the City from Willis Tower's Skydeck

Visit Navy Pier and Ride the Centennial Wheel

Related articles, featured in.

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Top Things To Do In Chicago At Night

As a resident of Chicago, I can tell you there's plenty to do at night if you know where to look.

Whether it's music, fine dining, theatre, comedy, tours, or more, you'll have your choice of activities.

One of my favorites is to head to Second City to see comedy improv.

There's excitement about the possibly of seeing the next comedy great.

Some of the top comedians from my childhood performed there such as John Candy, Bill Murray, and Chris Farley. More recent favorites have been Steve Carrell, Amy Poehler, and Tina Fey.

As Chicago is the city where "the blues found its voice," I'm always able to find live blues music at venues such as Kingston Mines and Buddy's Guy's Legends.

There are dozens of other things to do at night, so I've written this post to give you some ideas of where to look.

It includes free, family-friendly, and seasonal attractions and activities. 

Check out our Chicago Visitors Guide , with budget advice, travel guides, and information about local Chicago attractions.

And most of all, have a great time in Chicago!

• Free Things to Do

Family-Friendly

• Seasonal and by Month
• Included in Tourist Passes
• Tips from Travelers and Tourists

TOP 10 ACTIVITIES AND EVENTS AT NIGHT IN CHICAGO

Below are our top 10 recommendations for things to do at night in Chicago.

Some of the items here would also fit in the other sections. 

Within each listing, we provide links for a more in-depth exploration of each selection. 

Several of the items below are already included for free with the purchase of a  tourist attraction pass . 

1. Take a Chicago Night Tour

Ghost tours, a stroll on the Riverwalk, and architecture cruises on the Chicago River are just some of the great nighttime tours that you could take. 

Chicago Tours By Foot offers this pay-what-you-like walking tour seasonally, so check out the calendar and see what other tours we have!  

We offer a Chicago Haunted History & Ghost Tour and in nicer weather, you'll find our evening Riverwalk tour.

Be sure to check out our guide to choosing which Chicago boat tours  are best, including a fireworks cruise.

We also list and compare the best night bus tours .

If we don't offer an evening guided tour, our self-guided and audio tours can be taken at any time.

2. See Live Performance

The Chicago Theatre District offers a variety of live performances at renowned venues.

The Chicago Theatre presents top-billing shows and concerts.

The Goodman Theatre is the largest and oldest non-profit theatre in Chicago, and the Broadway in Chicago playhouses present New York’s most popular musicals.*

Other theatres include Cadillac Palace Theatre, Briar Street Theatre, Steppenwolf Theatre, or the Auditorium Theatre.

Tip: On a budget and looking to save on ticket prices? Groupon offers savings on the hottest shows in town!

*The Goodman offers $10 tickets to college students with ID, and half-priced tickets to all US military personnel, veterans,and first responders along with their spouses and children (up to 4). All savings are subject to availability.

3. View the City from Above

See the Chicago skyline from a birds-eye view and marvel at the architecture as the city lights up.

The main Observation Decks in Chicago are the SkyDeck Chicago and the John Hancock 360 Observatory .

Both are included for free on at least a few tourist attraction passes .

If you aren’t sure which to visit, we’ve put together a list of the pros and cons of each of them.    

4. Take a Cruise

Several tour companies in the Chicago area offer cruises throughout and around the city.

Some of these cruises are held after dark or at sunset, allowing you to see the city skyline from a unique perspective as all the buildings begin to light up the night sky.

There are also dinner cruises available which include either a 3-course meal or a buffet, music, dancing, and of course a cruise after dark.

For more details about this activity, please check our post covering Chicago Boat Tours & Cruises .

5. Cheer on a Sports Team

No matter what time of year, there’s a game going on somewhere!

Be part of the Crosstown Classic, where Northsiders cheer on the Cubs at Wrigley Field.

Southsiders root for the White Sox at U.S. Cellular Field.

Is baseball not in season? The Blackhawks hit the ice at the United Center fighting for another Stanley Cup!

And who can deny a chance to see the Chicago Bears play at Soldier Field?

You can get access to games with these teams and many others here.

6. Experience Live Music

There are endless choices for live music in a city as large as Chicago, from local bands at hundreds of bars and restaurants to the Chicago Symphony Orchestra , one of the most renowned symphonies in the world.

For more classical music, The Grant Park Music Festival is the nation’s only free outdoor music series of its kind, hosted at Millennium Park ’s Jay Pritzker Pavilion every year!

You can also see concerts from some of the biggest names in the music industry at some of the following venues:

The Chicago Theatre has plays, musicals, concerts, dance, live storytelling, and so much more.

The Concord Music Hall is a historic mid-sized venue that hosts concerts, comedy shows, and other live entertainment.

The Vic Theatre is another historic theatre, one that hosts live music and comedy shows.

You can also visit the House of Blues which in addition to live music has a bar and a Southern-inspired restaurant, or the United Center which has sports, concerts, musicals, comedy shows, and other entertainment.

7. Stay After Hours at a Museum

Many of the top museums in Chicago offer after-hours, adults-only events with cocktails, special tours, and smaller crowds at the exhibits.

You could look to Adler At Night , MSI After Hours , or Shedd After Hours for nighttime activities.

The Museum of Contemporary Art also offers screenings, talks, theatre, live art, and more.

View this post on Instagram A post shared by Secret Chicago (@secret.chicago)

In the past, the Museum of Contemporary Art Tuesdays on the Terrace offered free concerts from Chicago's music community between June and August. It is hoped that will return this year.

With access to the museum, there are many MCA In Progress Evening Exhibits that are free (or cheap) to visit.

Once in a while the Museum of Science and Industry's Science Snoozeum takes place offering kids a chance to explore the museum, take part in activities, and spend the night.

A similar program can be found st the Field Museum Dozin' with the Dinos , where families and groups with kids ages 6-12 can spend the night.

The Notebaert Nature Museum's Bunking with the Butterflies event allows friends and family to spend a night at the museum, meet live animals, and take part in nature and science activities.

8. Grab a Bite to Eat

What else should you do when visiting a new city? If nothing else, make sure you try some of the famous Chicago Style Deep Dish Pizza . 

But, if you’re still hungry, sample your way with these self-guided food tours of Chicago neighborhoods that can be taken day or night:

Greektown Food Tour

Little Italy Food Tour

Andersonville Food Tour

Mexican Pilsen Food Tour

View this post on Instagram A post shared by Gino's East | Deep Dish Pizza (@ginoseast)

Or if you're looking for something a little stronger...

Chicago has speakeasies – fitting for the mobster history of the Windy City and some of the Best Rooftop Bars .

In our " Guide to Chicago Bars"  you can find out about historic bars, game bars, and where to have a pint while playing some trivia.

If you’re looking for more than just atmosphere and want to find one of the best Craft Beers , we can make sure you find a local pint.

9. Laugh at a Comedy Show

The Windy City is famous for generating some of the biggest legends of comedy.

If you want to some true comedy talent, the Second City , iO , or Annoyance Theater , all offer affordable tickets.

You’re likely to recognize some celebrities, and may even catch them performing!

10. Walk Along the River

No, really! The Chicago Riverwalk is a hidden gem of Chicago Downtown.

Open 24 hours, you can stroll along six blocks of a continuously landscaped path along the Chicago River any time of night.

From State Street to Lake Street, each block has its own identity, separated by overhead bridges.

If you want a romantic spot to take in the twinkling city, you’ll find it at the Riverwalk!  

Join us from April through October on our free Chicago Riverwalk Tour .

FREE THINGS TO DO AT NIGHT

Many of the activities included above in our top 10 section are free, such as walking down the Magnificent Mile or taking a free walking tour . But there is so much more!

Be sure to read our posts on free things to do , both of which include items that are free.

Below are some suggestions on how to spend your evening in Chicago for free. 

Nights Out In a Park

Wherever you might be in the city, you are not far from a local park that is hosting a neighborhood event.

Chicago holds over 2000 unique events at 77 different neighborhood parks throughout the year, and many are free.

View this post on Instagram A post shared by Chicago Bucket List (@chicagobucketlist)

You may find a movie showing, a community bonfire, a seasonally-themed party for the whole family, and even a service project.

Info: For the schedule of events, go to www.chicagoparkdistrict.com/night-out-in-the-parks

Explore the Harold Washington Library

One of the nation’s largest and most impressive libraries is located in downtown Chicago and is open until 8 pm.

Be sure to take in the architecture on the outside and inside of the building, as well as the glass roof of the Winter Garden on the 9 th floor.

View this post on Instagram A post shared by Old American Architecture (@oldamericanarchitecture)

You can also create some art for free in the Maker Lab on the 3 rd floor, and there are usually free art exhibits for the adults and storytimes in the Children’s Library.

Info: Harold Washington Library is located at 400 S. State St. Check out www.chipublib.org/locations/34/ for events and visitor info.

Free Music Mondays at Empty Bottle

One of Chicago’s top locations for indie music is the Empty Bottle, located in the Ukrainian Village neighborhood.

View this post on Instagram A post shared by Empty Bottle (@emptybottle)

There is music every night of the week, and Monday nights are usually free, featuring local and national musical acts.

Info: Empty Bottle is located at 1035 N Western Ave, see the calendar of events at emptybottle.com.

Summer Festivals

Chicago is famous for its free summer festivals.

Throughout the summer, you can find the House Music Festival, Gospel Fest, Blues Fest, the Taste of Chicago, Jazz Fest, and World Music Festival.

Music goes well into the night and features some of the top acts in each genre, taking place on the biggest outdoor stages in downtown Chicago.

On a smaller scale, most of Chicago’s neighborhoods host a local street festival throughout the warmer months, some of which are free admission.

Info: www.cityofchicago.org/ for details about upcoming summer events and festivals throughout the city

Ice Skating in the Winter

From mid-November to mid-March, whenever the weather permits, Millennium Park hosts the McCormick Tribune Ice Rink, free and open to the public.

If you bring your own skates, you won’t have to spend a dime to skate outdoors, well into the night in the beautiful downtown under the lights.

Find out more about ice skating in Chicago in our post

Head to Logan Square for Free Music, Comedy, or DJs

The Logan Square neighborhood is a trendy scene for nightlife, and two bars, in particular, have no-cover events almost nightly.

Cole’s Bar is always free and hosts comedy, DJs, and live music.

View this post on Instagram A post shared by Logan Square Chicago (@logansquarechicago)

Just down the street is the Whistler, which also hosts DJs and music that often caters to the jazz crowd.

Info: Cole’s Bar is located at 2338 N Milwaukee Ave. The Whistler is located at 2421 N Milwaukee Ave

Book Readings

Bookstores, libraries, and cafes in Chicago often host a number of literary events.

Book release parties, book readings, and author readings with local (and even nationally-known) writers are great ways to get to know an author or literary work in an intimate setting.

View this post on Instagram A post shared by Classic Literature Book Quotes (@writtorg)

One unique bookstore to check out is City Lit Books in Logan Square, which hosts these events plus open mic nights.

Info: City Lit Books can be found at 2523 N Kedzie Blvd .

Acoustic Music at Coffeehouses

If you would rather hear music at quieter volumes, many of Chicago’s cafes and coffee shops have acoustic music performed live in the evenings.

Whether it is a small jazz trio or a singer-songwriter with an acoustic guitar, you can discover new local talent almost every night in Chicago.

View this post on Instagram A post shared by The Drunken Bean (@thedrunkenbeanchicago)

Check out the coffee and wine bar Drunken Bean for a relaxing atmosphere of jazz, or Café Mustache for an eclectic mix of beats, karaoke, and live music.

Info: Drunken Bean is located at 400 E South Water St. Café Mustache is located at 2313 N Milwaukee Ave .

Explore Chicago’s Famous Downtown

There is so much architecture and unique landscape to see downtown.

The Bean and nearby Crown Fountain in Millennium Park may be the most well-known attraction, and you can also stroll through Lurie Garden and Maggie Daley Park.

View this post on Instagram A post shared by Navy Pier (@navypierchicago)

Head south a few blocks and visit one of the world’s largest fountains, Buckingham Fountain, in Grant Park.

If you are at or near Navy Pier , you can also enjoy a fireworks display every Wednesday and Saturday night all throughout the summer, and right on the lake!

Get Free Access to Popular Attractions

OK. Admittedly purchasing a tourist attraction pass isn't free, in fact, these passes can seem expensive.

The object of these all-inclusive passes is to experience as many things in a day as you have time for but save money doing it.

These passes are sold in increments of days, and the longer the pass the less the daily cost is.

So, if you plan efficiently, you will end up getting free access to several tours and attractions. 

FAMILY-FRIENDLY NIGHT ACTIVITIES

Many suggestions made in the previous sections are appropriate for families, but there are lots more fun things for kids in Chicago at night.

Many of these attractions are conveniently located in the Loop and are perfect for families and, at the same time, great for night owls.

For family-friendly ideas at any time of the day, check out our guide on things to do with kids in Chicago .

Meet the Blue Man Group

The Blue Man Group mixes music, humor, and technology to create an electric experience that has captured audiences of all ages worldwide for almost 40 years!

Conveniently located at the Briar Street Theatre at 3313 N. Halsted, you and your family/friends can have a wild night you’ll never forget!

Tip: Book early and reserve the Splash Zone seats. Get ready to be covered in neon colors as the group sends paint splattering out of one-of-a-kind instruments while you and your friends dance and shout!

Spend the Night at Museum

Many of the museums offer special events where the kids can spend the night amongst the exhibits - whether it is dinosaurs or butterflies depends on the museum.

View this post on Instagram A post shared by Museum of Science and Industry (@msichicago)

They offer kid-friendly activities and tours of the museums and an unforgettable way to experience some of the iconic sites of Chicago.

See above under #7 for a list of these events.

Try an Escape Room

Escape rooms are one of the most popular forms of group entertainment.

Guests enter into pulse-pounding environments and work together to find clues to escape the room within a certain period of time. 

You and your friends or family must work together to find clues and solve puzzles in a set amount of time. If you succeed, you get the ‘keys’ to get out of the room. 

The Escape Game

42 E. Ontario St.

Closest L stop: Grand/Red Line

Recommended for ages 13 and up

The Escape Game has five themed rooms: Special Ops, The Heist, Gold Rush, Mission Mars, and Prison Break.

If you fail, well, they still let you out and you will have had a great experience!

Tip : Spend the whole afternoon and evening on the Mag Mile! Book our Magnificent Mile walking tour for the afternoon, and then enjoy some shopping, prior to dinner and the escape room at night.

Family-Friendly Improv Comedy

Chicago is a popular destination for comedy lovers, and it is double the fun when the comedy is made up on the spot!

One of Chicago’s top improv comedy options is ComedySportz, in which two comedy teams “compete” for laughs, encouraging the audience’s participation and suggestions.

View this post on Instagram A post shared by Malarkey Comedy (@malarkeycomedy)

The comedy is safe for the whole family; in fact, the comedy teams are penalized in their competition if they accidentally say anything naughty!

Shows take place on Friday at 8 pm and on Saturday at 6 pm.

ComedySportz   1501 N. Kingsbury Drive Closest L stop: North/Clybourn Red Line All Ages Welcome

Tip : the comedians will ask for suggestions from the audience before most skits; be ready to shout out something that will make their next skit crazy!

There are many touring shows in and out of Chicago through Broadway in Chicago or a Hot Tix Booth.

Here are some tips to find less expensive tickets.

You never know when there will be a hit musical or family-friendly show! There are a few fantastic local shows that are consistently here in Chicago.

View this post on Instagram A post shared by Playmakers Laboratory (@playmakers.laboratory)

• PlayMakers Laboratory Theatre often has a family-friendly show called “That’s Weird Grandma” that will get everyone to giggle.
• If your kiddos are very young, try Chicago Children’s Theatre .

Cosmic Bowling

Bowling is always a great option for a family outing, and it is even more fun when the alley goes dark!

When a bowling alley goes “cosmic”, the lights go down, black lights glow, and the music gets everyone dancing in between their turns.

Waveland Bowl is open 9 am to midnight every night of the week.

With snacks and dinner options at Alley Dogs, the family can spend the whole evening eating and bowling under black lights!

Waveland Bowl 3700 N. Western Ave Closest L stop: Addison Brown Line All Ages Welcome

Check out this Yelp review from one recent guest: “Love this Chicago institution! Love the staff, the owners, the facilities. The location is great too.”

Tip : Save money on the kids’ admission by registering at kidsbowlfree.com , and kids 14 and under bowl two games free! Register here to find the dates when this is open.

Paint Your Own Pottery

Young artists will love the opportunity to paint and decorate a piece of pottery.

At Glazed Expressions in Lincoln Park kids and adults can select pottery to paint and explore their artistic sides until their work is perfect for them!

Stop by after taking our Lincoln Park walking tour.

View this post on Instagram A post shared by Glazed Expressions LP (@glazedexpressionslp)

Glazed Expressions  717 W. Armitage Ave Closest L stop: Armitage Brown Line Painters of All Ages (who are careful with breakable pottery) are welcome

Tip : Your artwork will not be ready to take home that night! It will be glazed and heated in the kiln after you are finished.

It will be ready to be picked up after 7 days so make sure you're still going to be in town.

Dinner at a Kid-Friendly Restaurant

Chicago needs no introduction when it comes to food, and some restaurants have created an entire experience for the whole family.

Ed Debevic's is a 50-themed diner where staff will put on a show while serving you breakfast, lunch, or dinner.

View this post on Instagram A post shared by Ed Debevic’s (@ed.debevics)

Burgers, ice cream Sundays, and a sarcastic server will make this a fun experience for all!

Ed Debevic's 159 E. Ohio St. Closest L stop: Lake/Red line

Enjoy a Musical performance

There are a lot of options to see and hear some live music in Chicago.

If you want to bring the kids out in the evening, the Old Town School of Folk Music is kid-friendly, as it is also a music education center.

It has concerts that have reasonable start times. Be on the lookout for Kid Concerts and the frequent Teen Open Mic nights!

Old Town School of Folk Music 4544 N. Lincoln Ave Closest L stop: Western Brown Line Recommended ages 12 and up, all ages for Kid Concerts

There is not a bad seat in the house. 

Watch Loyola Basketball

Everyone knows about Chicago’s major sports teams: the Bears, Bulls, Cubs, White Sox, and Blackhawks.

Why not try a different atmosphere? This is a budget-friendly experience!

The Loyola University Ramblers basketball men’s and women’s teams are sure to make Gentile Arena on the city’s far north side an exciting place to be this upcoming season.

View this post on Instagram A post shared by Loyola Men's Basketball (@loyolambb)

Loyola Ramblers basketball Gentile Arena 6525 N. Sheridan Ave Closest L stop: Loyola Red Line

School spirit is sure to be at an all-time high! Purchase tickets for upcoming games through the Loyola Ramblers website for games that begin in November.

Family Fun at Navy Pier

No list of evening activities for the whole family would be complete without highlighting Navy Pier.

One of the most visible images along Chicago’s lakeshore is the Centennial Wheel, a giant Ferris wheel in Pier Park that gives an incredible view of the city- especially with the glittering lights at night.

There's also a Carousel, tea cup rides, and a wave swinger, amongst other amusement park rides.

Navy Pier hosts the Chicago Children’s Museum and the Chicago Shakespeare Theater .

During the summertime- stick around for the fireworks that are on Wednesdays and Saturdays.

Tip : Admission into Navy Pier is free; each ride will require paid tickets. Parking can be pricey, so be on the lookout for the seasonally-operated Free Navy Pier Trolley Service, which stops at the Grand/State Red Line stop.

ANNUAL NIGHT EVENTS BY MONTH

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NIGHT ACTIVITIES INCLUDED IN TOURIST PASSES

As we mentioned above in the FREE section, getting a tourist attraction pass can save you considerable money, especially when it comes to night activities.

Be sure to read our post  comparing the different tourist attraction savings passes .  

All passes include night attractions and activities, though some passes have more than others.

In general, tourist passes include at least a few, if not nearly all, of these Top Ten nighttime attractions that stay open daily until at least 9 or 10 pm, if not later.

• Navy Pier Centennial Wheel & Ride (hours vary by season)
• The Escape Game Chicago
• SkyDeck Chicago
• 360 Chicago

To find out about tourist passes and to decide if buying one is right for you, see our post, Chicago Attraction Passes: Which One Is the Best to Buy .

TIPS FROM LOCALS AND TRAVELERS

While we've done our best to provide all the information you'll need to have a good time in Chicao at night, you might have specific questions of your own you need help with.

Thankfully, our  Chicago Travel Tips group on Facebook is the perfect place to look for those answers. With more than 21,000 members, there's always someone willing to provide help.

Here are a few examples of interesting and helpful tips provided by members of our group:

• Where is a good place to eat with outdoor seating at night? Folks had a number of suggestions for this traveler.

2. This reader was wondering whether it was safe to stay in or visit certain places in Chicago at night? Members detailed places you can feel save in day or night.

3. This person was also wondering about safety when walking at night? Our members (as well myself) said that populated streets feel pretty safe until midnight. After that, you might want to Uber.

These are just a few of the many questions being asked.

For even more information about Chicago at night, or about the city generally, please feel free to ask for advice on the Chicago Travel Tips Facebook page.

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The Best Things to do at Night in Chicago

By Olivia Cuccaro

With an after-dark culture as vast as its skyline, Chicago is the perfect playground for any elite traveler. The city is home to gourmet restaurants galore, including chef Grant Achatz’s Alinea that topped the Elite Traveler list of Top 100 Restaurants in the World, as well as luxury hotels with suites and spas that rival those in other major cities. Renowned for its eclectic jazz scene, the city boasts numerous music bars with reputations as impressive as their sounds. If jazz isn’t your thing, then head to the high-rise bars, where you can party the night away with staggering views of Chicago’s architecture as a backdrop. These are our picks of the best things to do at night in Chicago.

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BEST Things to do in Chicago at Night in 2024 (From a Local!)

Looking for fun things to do in Chicago tonight? Below are the best things to do in Chicago at night .

Whether you are visiting Chicago or have lived here all your life, you will find something unique and new to do in the city in the evening.

Best Things to do in Chicago at Night (2024)

Disclosure: This article contains affiliate links. I may make a small commission if you make a booking using my links at no extra cost to you . As an Amazon Associate I earn from qualifying purchases.

Below are the top things to do in Chicago in the evening.

Join a Mob or Crime Tour

Chicago is known for its history of organized crime and being the home of mafia figure Al Capone. There are several fun mob tours in the evening for those that want to learn more about the history of organized crime.

Take an Architecture River Cruise

Chicago has amazing architecture and the best way enjoy it is by going on an architecture river cruise . In addition to cruises throughout the day, there are also architecture cruises available in the evening.

Take a Lake Cruise

If your time is short, you can do a combination river and lake cruise .

Listen to Concerts Under The Stars

Enjoy a music concert on a beautiful rooftop with city views. Upcoming Concerts Under The Stars include:

ABBA Under The Stars at AIRE Sinatra Under the Stars at AIRE Amy Winehouse Under The Stars Queen: Rock the Aire! at the Aire Rooftop Piano Men: A Billy Joel & Elton John Tribute at the Aire Rooftop

You can find the full list of Concerts Under The Stars here .

Watch Free Summer Fireworks on Wednesday and Saturday nights

You can see the fireworks on a tour like this fireworks and evening segway tour .

One of the best ways to watch the fireworks is on a fireworks lake or river cruise which will stop on the water for passengers to enjoy the show.

Fireworks shows take place Wednesdays from 9:00-9:10pm and Saturdays from 10:00-10:10pm in the summer

Have Fun at Navy Pier

Navy Pier is a must do if you are visiting Chicago with toddlers or kids. There are fun attractions at Navy Pier including restaurants, bars, rides and games and a large Ferris wheel ( click here to purchase a fast pass ticket and skip the long line).

You can also check out the new Flyover Chicago , an immersive flyover experience.

Make sure to come back or stay for the free fireworks every Wednesday and Saturday night.

Open to 10pm Sunday-Thursdays and midnight on Friday & Saturday

Relax on the Riverwalk

The Chicago Riverwalk , a 1.25-mile long path along the south bank of the Chicago River in downtown Chicago from Lake Michigan to west of Franklin Street. It is one of the best spots in Chicago for boat and people watching. There are restaurants , bars, benches and steps to sit and relax. You can see a map of attractions on the Riverwalk here .

Open until 11 p.m. daily

Watch Digital Art at Art on theMart

Nightly projections run twice nightly through December 30, 2024

Go Kayaking in the River

A fun and active way to explore the city is to go kayaking in the Chicago River. There are several companies that offer kayaking tours in Chicago including Urban Kayaks, Kayak Chicago and Wateriders . There are several tours to choose from including sunset tours, moonlight tours and fireworks tours. Please note that you will get a little wet so bring a waterproof case for your phone and water-resistant or quick-drying clothing.

Listen to Music at an Intimate Candlelight Concert

Chicago’s Candlelight Concerts is a series of special classical music concerts that take place in beautiful venues bathed in candlelight. Upcoming candlelight concerts include:

A Tribute to Taylor Swift A Tribute to Beyoncé at Music Box Theatre A Tribute to Coldplay on Strings Candlelight Concert: The Best of Hans Zimmer Candlelight Concert: Featuring Mozart, Bach, and Timeless Composers Candlelight: Neo-Soul & Hip-Hop Favorites

You can find the full list of candlelight concerts in Chicago here .

Take a Night Tour

If you are visiting Chicago for the first time, you can join a night tour to see a different side of the city. Exploring Chicago after dark is more pleasant when the weather is hot in the summer as you can avoid the heat and strong sun. Check out this 75-minute Night Bus Tour .

Watch a Drunk Shakespeare Play

Join The Drunk Shakespeare Society for an unforgettable evening of Shakespearean revelry. Set within a speakeasy, five actors attempt to perform a Shakespearean play after one of them downs multiple shots of various alcohols. Every show is different depending on who is drinking and what they’re drinking. Must be 21+ with valid ID.

Where: The Lounge At The Lion, 182 North Wabash Avenue

Cost:   Prices start at $29 per person. Click here to purchase tickets.

Enjoy the Views from 360 Chicago

360 CHICAGO (formerly John Hancock Observatory) on the 94th floor of the 875 North Michigan Avenue (the building formerly known as the John Hancock Center) has an observatory with great panoramic views of Chicago. The highlight is TILT an enclosed moving platform that tilts you out over Michigan Avenue. You can also visit BAR 94 which has a full 360-degree view of Chicago.

Click here to buy a skip the line ticket .

Enjoy the Views from the Skydeck at Willis Tower

The Skydeck at Willis Tower (formerly known as the Sears Tower and what locals still call it) is the most well known of Chicago’s two tall skyscrapers with public observatories. The Willis Tower is the tallest building in the Western Hemisphere and was the tallest building in the world from 1974 until 1998. If you are not scared of heights, stand on The Ledge, a glass balcony extending four feet outside the 103rd floor of Willis Tower!

Open until 10pm

Watch Free Outdoor Movies

There are several places you can watch free outdoor movies in Chicago in the evening. You can watch outdoor movies at Gallagher Way in Wrigleyville on select Wednesdays through the end of September. Seating on the grass is free but you can also purchase VIP seating. You can find the full schedule of movies at Gallagher Way here .

This summer you can watch free movies on Tuesday evenings through August 20, 2024 at Millennium Park. Guests can sit at the Jay Pritzker Pavilion or lounge on the Great Lawn as movies are presented on the state-of- the-art, 40-foot LED screen. You can find the full schedule for the Millennium Park Summer Film Series here .

You can also watch free outdoor movies at various public parks throughout the city.

Watch Classic Movies on a Rooftop

Want to watch classic movies against the backdrop of the Chicago skyline? Rooftop Cinema Club’s outdoor screening series on a rooftop located on the fifth floor terrace of The Emily Hotel (311 N Morgan St) in Fulton Market. This is a high end movie experience complete with tropical decor, lawn games, state-of-the-art LED screens, individual wireless headphones and a range of seating options including lounge chairs and loveseats. Guests can also order drinks and snacks.

See the Water Displays at Buckingham Fountain

Buckingham Fountain runs to 11:00 p.m. daily until mid-October.

Spray Paint ‘n’ Sip Urban Art Workshop

Grab some spray paint and unleash your inner street artist at a Spray Paint ‘n’ Sip Urban Art Workshop . This interactive spray paint workshop will teach you the ins and outs of working with spray paint and other elements of graffiti and street Art as you create your own painted mural. Click here to purchase tickets.

6 p.m. & 8:30 p.m. Wednesdays – Sundays

See Famous Works of Art at the Art Institute of Chicago

The Art Institute of Chicago (111 S Michigan Ave) is one of the oldest and largest art museums in the United States and is frequently found on lists of the top museums in the world. In addition to its large permanent collection of art from around the world, you can see rotating exhibitions.

Click here to buy a skip the line ticket if you want to avoid long lines.

The museum is open until 8 p.m. on Thursdays.

Museum of Illusions Chicago

The Museum of Illusions Chicago (25 E Washington St) offers an interactive, immersive and fun experience for both adults and kids. Visitors can engage in over 80 astonishing and mind-bending exhibits that will teach you about vision, perception, the human brain and science. You can buy a timed entry ticket here .

Museum of Illusions Chicago is open until 8 p.m. on Sunday – Thursday and 10 p.m. on Friday and Saturday.

Take a Ghost Tour

Explore Chicago while learning about its haunted past and visiting the sites of some of the most gruesome disasters and murders in Chicago’s history.

This haunted segway tour and Halloween bike tour are only offered in the fall.

Adler at Night

The Adler Planetarium is open late every Wednesday night. Experience hands-on, minds-on activities, experiences, and shows about the universe and see their award-winning sky shows. Every Wednesday is free Museum Entry for Illinois residents with proof of residency. Tickets must be purchased online in advance.

Open late on Wednesdays from 4:00 pm–10:00 pm

Admire Chicago’s Skyline

Chicago has an amazing skyline and it is even more beautiful at night when it is all lit up. Here are the best places to visit in Chicago for skyline views .

See the Skyline from a Helicopter

Looking for a romantic activity in Chicago ? If you are able to splurge one of the best ways to see the beautiful skyline is from a helicopter tour .

Have Dinner and Drinks on a Rooftop

Chicago has several rooftop bars and restaurants with amazing views of Chicago. Here are some of the best rooftops in Chicago:

LH ON 22 (85 East Wacker Drive) – Enjoy classic cocktails and small bites from the outdoor LH terrace of LondonHouse Chicago which offers great views of the Chicago River, Lake Michigan and the Magnificent Mile. Cindy’s (12 S Michigan Ave) – Restaurant and bar on the rooftop of the Chicago Athletic Association Hotel located across Millennium Park which offers panoramic instagram worthy views of Millennium Park and Lake Michigan. The J. Parker (1816 N Clark St) on the rooftop of the Hotel Lincoln with great views of Lincoln Park. Kennedy Rooftop  (1551 W North Ave) on top of the Hyatt Place Wicker Park , has amazing skyline views.

See a Magic Show

Join Trickery Chicago Magic Show (3453 N Halsted Street) and Chicago Magic Lounge (5050 North Clark Street).

Listen to Live Jazz Music

Listen to live jazz music at a historical Chicago spot. The Green Mill Cocktail Lounge (4802 N Broadway) is known for its live jazz and its connection to Chicago mob history. It was a prohibition era speakeasy and one of Al Capones favorite spots to hang out.

Listen to the Blues at Kingston Mines

Kingston Mines is the oldest blues bar in Chicago and has hosted blues legends like Magic Slim, Koko Taylor and Joanna Connor since opening in 1968.

See a Burlesque Show

For adults looking for some sexy fun, a burlesque show is a unique evening activity. Newport Peek-Easy Burlesque Show is one of the best burlesque shows in Chicago.

WNDR After Dark

Visit the WNDR Museum, an immersive art and technology experience, for a special “WNDR After Dark” event where guests can enjoy a live DJ as they walk through the museum during extended hours. All ages are welcome. Alcohol will be available for purchase for guests 21+. Tickets to WNDR Museum must be purchased in advance at https://www.wndrmuseum.com/chicago/events .

Runs one Friday night a month.

Have a Hot Dog at Wieners Circle

Stop by Wieners Circle , the iconic hotdog stand known for its late night verbal abuse and crude humor between the customers and the employees.

Open to 1:00 am Sunday to Tuesday, 2:00 on Wednesdays and Thursdays, and 4:00 on Fridays and Saturday

Play Indoor Mini Golf

Play indoor mini golf at night with drinks in a fun, lively setting at several indoor mini golf courses in and around Chicago .

Play Games at a Barcade

Chicago has several arcade bars where you can combine drinking with arcade games including Logan Arcade (2410 W Fullerton Ave), Emporium Logan Square (2363 N Milwaukee Ave), Emporium Wicker Park (1366 N Milwaukee Ave), Headquarters Beercade (213 W Institute Pl) and Replay Lincoln Park (2833 N Sheffield Ave).

Gamble in Chicago’s Only Casino

Bally’s Casino Chicago (600 N Wabash Ave, Chicago, IL 60611) is the only casino located in the city. It is now open 24-7.

Eat at a 24 Hour Diner

If everything else is closed you can always have a meal at a 24 hour diner. As long as you order food and refill your drinks you can usually stay for several hours. Some of the best 24 hour diners in Chicago include: Diner Grill (1635 W Irving Park Rd) Golden Nugget Pancake House  (2406 W. Diversey) The Golden Apple Grill & Breakfast House (2971 N Lincoln Ave).

Attend an Neighborhood Festival

Enjoy food and music at one of Chicago’s many neighborhood festivals that you can check out in the evening. You can find a list of the top festivals all year here and all the festivals for the upcoming weekend here .

As you can see there are many fun and unique things to do at night in Chicago .

Planning a trip to Chicago? Check out my Chicago guides and itineraries:

• Weekend in Chicago: The Perfect 3 Day Itinerary
• 24 Hours in Chicago: The Perfect One Day Itinerary in Chicago (According to a Local)
• Most Instagrammable Places in Chicago
• 50+ Free Things to Do in Chicago

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25 Things To Do At Night In Chicago

If you are in town and wondering what there is to do in Chicago at night, you will be happy to know that there are loads of after-dark activities in Windy City. Choose from night tours, recreational fun and games, music, museums and so much more! Here are 25 great things to see and do in Chicago at night!

Mar 16, 2023 15 min read

If you are in town and wondering what there is to do in Chicago at night, you will be happy to know that there are loads of after-dark activities in Windy City. Choose from night tours, recreational fun and games, music, museums and so much more!

Here are 25 great things to see and do in Chicago at night!

Top Fun and Unique Things To Do In Chicago At Night

1. be awed by the dazzling chicago skyline.

Chicago’s two skyscraper observation decks are some of the best places to go in Chicago at night for spectacular views. Skydeck is located on the 103rd floor of the Willis Tower, the third tallest building in the Western Hemisphere! The views of the twinkling lights of Chicago will dazzle you. It's open until 10 pm every night of the week.

For equally spectacular views, the 360 Chicago on the 94th floor of the Hancock Tower is open until 11 pm. If you are seeking ideas for romantic things to do in Chicago at night, dine at the Signature Room on the 95th floor. It’s open until 9:30 pm on weeknights and 10 pm on weekends.

One floor above is the Signature Lounge if you’d rather just have drinks. It’s open until midnight on weeknights and until 1 am on weekends.

2. Play an escape game

Looking for an exciting way to spend the night? Playing an escape room at The Escape Game Chicago will do the trick! Put your thinking caps on to solve riddles and crack codes if you want to escape a ‘locked’ room in time. Each game has a unique theme and mission so you can choose one that intrigues you the most. Plus, every game has multiple rooms to hunt for clues.

In The Heist , you must retrieve a priceless Monet painting stolen by an evil museum curator. Mission: Mars challenges you to repair your spaceship that’s broken down on Mars before a deadly solar flare strikes. In Special Ops: Mystery Market , you are a special operations agent tasked with stopping a global attack before it’s too late!

The Escape Game Chicago is open late, with the last game starting at midnight, making this one of the most fun late-night things to do in Chicago!

3. Visit Navy Pier

One of the best things to do in Downtown Chicago at night with kids is to go to Navy Pier , built more than a century ago. At Pier Park, there are amusement rides like the famous Centennial wheel as well as nostalgic rides all with spectacular views of the skyline and the waterfront.

You can also walk along the boardwalk and dine at one of many food establishments, or grab a drink at the Offshore Rooftop & Bar, the nation’s largest rooftop bar! A fireworks display is held during the summer on Wednesday and Saturday nights.

4. Take a Chicago night boat tour

Chicago’s amazing architecture is one of the top sights of the city. Many people take an architecture cruise during the day, but these tours taken at night along the Chicago River are extra special. The sparkling skyline offers you a different perspective of Chicago’s iconic buildings. Any of these night cruises is perfect for a romantic date night in Chicago .

Tours run at sunset, or later depending on the time of the year and tour operator. There are also dinner cruises on the river. Any night cruise is Find out about some of the cruise companies here .

5. Go to a Sports Event

The Windy City has several sports teams so there is always a game going on practically any time of the year, making this one of the top things to do in Chicago at night for visitors. If baseball is your preferred sport you can see the Chicago Cubs at historic Wrigley Field and the White Sox at Guaranteed Rate Field .

From mid-October to mid-April, the incredible Chicago Bulls play basketball at the United Center where legendary Michael Jordan played. The Chicago Blackhawks NHL ice hockey team also plays those months and shares the United Center with the Bulls. From August through December, see a Chicago Bears football game at Soldier Field .

Need an idea for a work party in Chicago ? Take the crew to see a sports event!

6. Learn about Chicago’s ghosts on a night tour

If you want to learn about the city’s dark side, take a spooky ghost tour of Chicago at night! While these tours are also offered during the day, if you take a tour after dark, the atmosphere of these excellent tours is enhanced. Guides genuinely love sharing the true, spine-tingling tales about the city’s lost souls lingering around Chicago.

The 3-hour Original Chicago Hauntings Ghost Tour takes you to the city’s haunted locales by bus. If you like a bit of mob crime thrown in with your ghost stories, try this 2-hour Chicago Gangster and Ghost Tours walking tour where you’ll hear about famous gangster Al Capone and the 1893 World’s Fair serial killer Dr. H.H. Holmes.

Free Tours By Foot offers a pay-what-you-like Chicago Haunted History & Ghost Tour . This is by far one of the best free things to do in Chicago at night.

7. See a show in Chicago’s Theater District

Given the amazing quality of the productions that come through the city, seeing a musical or play is one of the best choices of things to do at night in Chicago. See shows like The Book of Mormon, Into The Woods, Disney's Aladdin, Hadestown, To Kill A Mockingbird, Hamilton, and others.

Not only will you see top-notch performances, but you will also do so in some of the most lavish, historic theaters in the country!

The sumptuous Cadillac Palace Theatre opened in 1926 and was inspired by the palaces of Fontainebleau and Versailles. The equally magnificent CIBC theatre opened in 1906 as the Majestic Theatre and cost over one million dollars - a lot at the time! Other landmarks are the James M. Nederlander Theatre, the Goodman Theatre, and the Auditorium Theatre. See what’s playing here .

8. Pose with The Bean in Millennium Park

You’ll want a photo with this iconic giant lima bean measuring 66 feet long by 33 feet high and weighing 110 tons. Its real name is Cloud Gate, the creation of British artist Anish Kapoor and is made up of polished stainless steel plates. The Chicago night skyline will be reflected off the bean’s surface for an extra special photo. Posing with the Bean is a must if you are traveling to Chicago with teens -- that photo will be on their Instagram feed before you can say 'cheese'!

The Bean is in Millennium Park which is open until 11 pm every night. In the warm months, there are different events to enjoy. Check the calendar for the Jay Pritzker Pavilion which hosts free concerts and other types of performances in the warm months.

9. Go to the Chicago Theatre

Not to be confused with the Chicago Theater District, the Chicago Theatre is a beautiful landmark venue built in 1921. It was the first large, luxurious movie palace in the United States. The French Baroque-style theater is seven stories high, more than one-half of a city block wide, and almost as long! They don't make ‘em like they used to! With a seating capacity of just 3,600, the theater offers an intimate atmosphere as well as performances of all kinds.

Musicians from all genres play here. Some recent headliners have included Natalie Merchant, Seal, Wilco, Bonnie Rait, Gladys Knight, and so many other greats. Top comedians perform there as well. Just a sampling: Steve Martin and Martin Short, Amy Poehler and Tina Fey, Trevor Noah, and Colin Jost. With line-ups like these, you should really consider spending a night at the Chicago Theatre.

10. Take a night bus tour

You may have considered taking a daytime sightseeing bus tour or a hop-on-hop-off bus tour as a means of seeing Chicago in a comfortable fashion. But if you will be seeing the city mainly on foot during the day, why not take a bus tour of Chicago at night?

Panoramic night tours are generally shorter than daytime tours and focus more on taking to the landmarks and sights that are especially attractive at night. Big Bus is the primary operator of night tours in Chicago.

If you want a more focused night bus tour, take the nighttime Chicago Crime Tour Bus tour beginning at 7:30 pm. Hear all about the famous gangsters of the Windy City like the notorious Al Capone, Bugs Moran, and Frank Nitti, and learn about the infamous St. Valentine’s Day Massacre.

By the way, if you get stuck in Chicago on a hot day or a rainy day , look no further than a bus tour to make things right!

11. Head to a comedy club

The stand-up comedy scene in Chicago is one of the best in the country and has given birth to some of the finest comedians ever, many of whom got their start at The Second City . Several Saturday Night Live cast members like Bill Murray, Dan Aykroyd, Tina Fey, and John Belushi, found their early success here.

The iO Theater also has some famous alumni such as Amy Poehler, Chris Farley, and Bill Hader. Zanies is another club with an endless list of top comedians who have performed here.

If you prefer a laid-back, small club, The Lincoln Lodge offers stand-up and variety shows in an intimate setting and the Comedy Clubhouse has very affordable shows in a homey setting.

12. Explore the Magnificent Mile

Magnificent Mile is a vibrant eight-block stretch of Michigan Avenue that is a great destination at night in Chicago. First and foremost, there are a staggering 275 restaurants of every kind of cuisine you can imagine. Next, Magnificent Mile has some of Chicago’s best attractions including more than 50 historic landmarks. There are comedy clubs, theaters, and other night entertainment.

The streets of Magnificent Mile are lined with ‘magnificent’ architecture like the 1920s steel DuSable Bridge, the Gothic Revival style Tribune Tower, and the famous Wrigley Building, inspired by a Spanish Cathedral. Take a night stroll, see a show, and enjoy the dazzling lights.

Chicago Museums Open at Night

13. art institute of chicago.

With over 300,000 pieces of art from around the world spanning over 5,000 years, the Art Institute is extraordinary. Notably, the Art Institute has the largest collection of Impressionist art outside the Louvre. See masterpieces from Monet, Manet, Degas, Seurat, and others. It is open until 8 pm on Thursdays.

14. WNDR Museum

The 30,000-square-foot WNDR Museum showcases contemporary art installations that change periodically to highlight different artists' works. The museum offers guests a multi-sensory interactive experience that combines art and technology. It is open until 8 pm Monday through Friday.

15. Museum of Contemporary Art

In sharp contrast to the Art Institute, Chicago’s Museum of Contemporary Art focuses solely on artwork dated 1945 and after. The goal is to expose the public to the work and ideas of living artists within the societal and cultural context of today. Open Tuesdays until 9 pm.

16. Adler Planetarium

The Adler is open every Wednesday until 10 pm and its hands-on approach to science and space makes a visit here one of the most fun things to do in Chicago at night. Their award-winning sky shows held in the giant domed theater will draw you into the universe like nothing else.

Museums with after-hours events for adults only

17. shedd after hours.

The Shedd holds regularly scheduled house parties where adults 21+ can chill out over food and drinks to the tunes of popular DJs and bands while surrounded by the extraordinary creatures of the aquarium. This is surely one of the most unusual things to do in Chicago for adults over 21! Check the schedule here .

18. Museum of Contemporary Art Prime Time

The MCA’s after-hours series features a diverse mix of live music, performance art, film screenings, and interactive programs. In the summer, the MCA holds “Tuesdays on the Terrace” with evening jazz accompanied by a full bar and food menu. Check the schedule here .

19. Adler After Dark

Every third Thursday of the month, from 4 pm to 10 pm, the Adler Planetarium hosts “Adler After Dark” when visitors ages 21 can enjoy open access to the exhibits, unlimited sky shows in the domed theater, and live entertainment. Check the schedule here .

Chicago’s Music Venues For A Night Of Song

20. riviera theatre.

The Riviera Theatre, which seats 3,600, offers a variety of great acts and performances that appeal to all ages in an intimate atmosphere. Like so many of Chicago’s theatres, it was built in 1917 as a movie palace. Concerts at the Riviera are extra special because of the beauty of the theatre itself, and not just the awesome music you can hear there.

21. The Hideout

This Chicago institution is almost literally a frame house with a bar up front and a stage in the back room. The live music is an eclectic mix. You can also attend dance nights, see live comedy, and enjoy Bingo nights! For a different kind of Girls' Night Out in Chicago , come to The Hideout!

22. Green Mill Cocktail Lounge

This former speakeasy dates back to 1907. Today, it is the longest continuously-running jazz club in the nation. See jazz every night in an atmosphere that harkens back to Prohibition-era speakeasies.

23. Epiphany Center for the Arts

A cultural hub that celebrates the arts in all forms. Nearly every day of the week, from 5 pm to 8 pm, you can hear an array of performers for free! Check out the line-up that includes jazz, blues, rock, pop, house, soul, and more.

24. United Center

This massive venue holds close to 24,000 people and hosts today’s top bands like Jay Z, Rihanna, U2, and other performers of that magnitude. This is also where the Chicago Bulls basketball team and the Chicago Blackhawks ice hockey team play.

25. Allstate Arena

Another of Chicago’s large venues with a seating capacity of just over 18,000 the Allstate Arena also hosts popular bands of all genres. You can also see touring events like the circus and ice shows which are great if you are in Chicago with your family .

Find out about more things to do in Chicago here .

For suggestions on how to plan your time, check out our   2 day Chicago itinerary !

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Nightlife in Chicago – 13 Unexpected Things to Do After Dark

Architecture river cruises, tours of the Willis Tower, and smiling selfies in front of the Bean. Chi-town is most definitely blessed by an abundance of daytime attractions and activities.

From craft beer to house music DJs sets this city of grit and glamor continues to impress. Follow along to discover the best nightlife in Chicago.

Whether you are looking to get rowdy with a live music performance at the House of Vans or swing by Lincoln Park for a swanky rooftop view and creative cocktail libation, Chicago nightlife offers a little something for everyone.

Get sweaty on a dance floor in Lake View or sing along to an encore-worthy ballad at the legendary Chicago Theater.

No matter if you are seeking nocturnal thrills or a dash of Chicago history, a night in the Second City is bound to give you a second wind.

Chicago Hotels

Before you don your glitter and heels for the best of Chicago nightlife tonight, you’ll need to secure some incredible lodgings. Prime for your evening of dance parties and craft beer sampling in style when you book any of our premier Chicago Hotels .

From luxurious boutique lodgings by Lincoln Park to sleeping steps from Magnificent Mile, we offer options for every budget. Enjoy marble-tiled bathrooms by Hyde Park or feast on complimentary hot breakfasts after a big night out.

Wherever you reserve, book with confidence, knowing you are guaranteed our lowest rates online.

Nightlife Chicago

A perfectly mixed martini, a night of nonstop laughs, or a Blues concert that won’t break the bank. Downtown Chicago nightlife proves there’s more than one way to have a night out on the town.

Related Post: Romantic Restaurants in Chicago: 15 Dining Ideas for Couples

From feeling fancy with a custom mixologist creation to old-school Beauty Bar fun, there’s no place we’d rather get down than the Windy City.

Buddy Guy Legends

Want to pay homage to one of Rock and Roll’s greatest legends? Head on over to one of Chi-town’s most beloved venues for a night of live music and New Orleans-inspired grub. Buddy Guy Legends  is the infamous watery hole and venue of Buddy Guy.

A Rock and Roll Hall of Fame inductee, and a major influence on rock icons such as Jimi Hendrix, Eric Clapton, and Stevie Ray Vaughan, Buddy is well known as a godfather of the Chicago west side sound.

If Buddy is in town, you can usually find him hanging out at the bar. However, music fiends should visit Legends, either way, to score tickets to affordable and riveting performances from local acts. Get down to the melodies of a sultry jazz concert, or jam out with rockstar Jimmy Burns.

Don’t forget to fuel up on menu favorites such as Louisiana Gumbo and Catfish Po Boys, which draw inspiration from Buddy’s southern roots.

The Corner Bar

Cheap and cheerful with a perfect Chi-town neighborhood appeal, the Corner Bar is the ideal spot to swing by for a craft beer or a from-scratch Bloody Mary.

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Located near Logan Square, this down-home establishment is nothing fancy but draws in a loyal group of regulars thanks to a wide array of on-tap beers and their pup-friendly policy.

Equal parts tavern and party haven, revelers in the know flock to the Beetle  for a local tavern experience complete with pool tables and a patio. Grab a crisp Allagash White and soak in some sun outside, or stop by over the weekend and be treated to DJs spinning at this Humboldt Park watering hole.

Enjoy the rustic touches of the brick-lined space as you peruse their extensive craft beer list, or fuel up on bar favorites. Their pub pretzels or cheese curds make an excellent snack, or for a full meal, opt for their mouth-watering Figgy Stardust burger, topped with sweet fig jam, smoked bacon, goat cheese, and caramelized onions.

Need a little hair of the dog? The Beetle also whips up a damn good brunch on Sundays.

California Clipper

Sexy red lighting, live music, and a distinctly vintage lounge feel leave both locals and visitors feeling frisky at California Clipper . The longest-standing neighborhood bar in Humboldt Park manages to conjure up the magic of the bygone drinking days of the past with expertly prepared seasonal cocktails, neon signs, and retro-inspired furnishings.

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Liven up your evening with a perfectly lavender Purple Martian house cocktail made with aged rum, Pisco, Concord Grape, lime, and coconut. Or keep things classic with a Cosmopolitan.

Don’t forget to check out their events schedule, as you could be treated to anything from Afro-Caribbean Jazz to Smart Potato Trivia.

The J. Parker

Looking to swank up your Saturday night plans? Take a break from the dive bars and Handshake specials when you throw on a jacket and hightail it to Lincoln Park. Located on the rooftop of Hotel Lincoln, The J. Parker .

Parker oozes both style and scenic city views. While the rooftop does not take reservations, it’s well worth the wait to witness the spectacular unobstructed panoramas of Lake Michigan and the Chicago Skyline.

Cozy up on a couch and warm yourself by the fire, or visit during the summer months to work on that tan. Sample a signature non-alcoholic cocktail made with juniper, sage, raspberry, lemon, and jasmine. Or, cheers to another amazing Chi-town weekend with a glass of sparkling Prosecco.

Feeling peckish? Treat the table to a mess of small plates, including Burrata served with raspberry sauce and the perfectly on-point Chicago-style corn dogs.

Untitled Supper Club

Unbridled entertainment in a gorgeous Prohibition-era setting, yes, please! Throw things back to the roaring 20s and perhaps brush up on your Charleston when you visit this shining gem of Chicago’s River North.

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Part cocktail lounge, park restaurant, and all entertainment, the Untitled Supper Club  is 18,000 square feet of pure party. Indulge in the largest selection of American whiskies in the world as you take in sultry R&B and jazz performances.

For an even greater thrill, feel temperatures climb as you soak in titillating cabaret acts featuring burlesque, acrobatics, and more. Wet your whistle with a delicious Pink Lady cocktail, or keep caffeinated with a creamy Espresso Martini made with Cold Brew Liqueur, La Colombe Cold Brew Concentrate, and sweetened with Demerara.

The Chicago Theater

Once a lush movie palace, the original Theater Chicago was constructed in 1921 for $4 million and featured a 3,600-seat auditorium. Today, the theater is best known for its giant State Street marquee that measures nearly six stories high.

An indelible part of Chicago history, the theater was built in the French Baroque style and contains exterior features modeled after a replica of Paris’ Arc de Triomphe. In addition, the grand lobby and staircase borrow heavily from Parisian architecture and leave many visitors breathless.

Make your Windy City evening unforgettable when you score tickets to headliners such as Lyle Lovett, Jill Scott, Ed Sheeran, and more.

House of Vans

Calling all skater boys (and girls)! For a little alternative flavor, pull on those baggy jeans and beanie for hours of counterculture fun at House of Vans . The third permanent House of Vans location, the Chicago venue, makes its home in the Fulton Market District.

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Housed in a cavernous zone known for warehouse storage, today, this venue keeps the good vibes flowing with DJs, open skate sessions, night markets, and more. Work on mastering your ollie, pick up handmade candles, or jam out to up-and-coming talent with a Next Era show.

Night Crime Tours

Beneath the Second City’s glamorous facade lies a dark history of bloody crime and corruption. Get the 411 on Chi-town’s seedy past, when you embark on an adventure with Night Crime Tours .

Spend 2.5 hours diving into the lives and legends of the city’s most notorious criminals, including Al Capone, John Dillinger, Frank ‘The Enforcer’ Nitti, and Cap George Streeter. Discover the tragic tale behind the St. Valentine’s Day Massacre, and walk the paths from famous crime scenes.

Enjoy the comfort of the luxury bus as you swing by historic landmark buildings and neighborhoods such as the The Biograph Theater, Holy Name Cathedral, Cook County Criminal CourtHouse, River North, Gold Coast, and Lincoln Park. Your tour even includes an interactive crime quiz and souvenir pamphlet with photos.*

*Please note that this Night Crime Tour is suitable for guests 21 and over..

Chicago Nightlife Clubs

Ready to shimmy and shake your way into some of the best clubs in Chicago? Looking to capture that underground dance club spirit? Or want to splash out with bottle service, Windy City Nightlife offers unparalleled nightlife and clubs:

• Smart Bar – edgy, awesome, and alternative. Smart Bar has made a name for itself thanks to lush lineups featuring techno-heavy dance music. For over 40 years, this bar has dazzled the masses with cutting-edge DJs and LGBTQ-friendly events.
• TAO Chicago – searching for a taste of Vegas in Chi-town? Bust out your best sequins and stilettos when you make a splash at TAO Chicago. A dynamic two-level party space, late-night revelers can make their nocturnal debut as they sprawl out on Chinese daybeds or pose in front of the koi pond. Savor Asian-inspired cocktails such as the Bangkok Minute or Coiling Dragon.

Related Post: A Weekend in Chicago: How to Make the Most of 2 Days

• Beauty Bar – combine your primping and partying when you get down in a retro beauty salon-inspired setting. Beauty Bar Chicago offers a roster of high-flying events, including Friday Night Fever, Grrl Power, and Femme Fatale Comedy.
• Berlin – an inclusive, critically acclaimed, pan-cultural dance party is what’s on the menu at Berlin. Ready to keep the merrymaking going all night long? Stop by this late-night art and music club for an all-orientations dance party. Proudly serving the LGBTQ community for over three decades, Berlin is the perfect place to watch a drag show or groove out to New Wave 80s.

Wandering through Magnificent Mile, Ferris wheel rides at the Navy Pier, and more museums than you can count. The Second City is pure paradise for intrepid tourists.

However, after dinner, what are you to do in this dynamic metropolis of deep-dish pizza and multicultural affairs?

Thankfully Chicago nightlife doesn’t skimp on exhilaration.

Tantalize your earbuds with a soul-wrenching jazz performance and a steaming bowl of gumbo at Buddy Legends. Or, splurge on seeing your favorite SNL stars crack jokes and one-liners at the Chicago Theater.

Drink like a local at California Clipper when you order a Chicago handshake special. Or sweat out all the toxins on the dancefloor when you shake what your momma gave you at Berlin.

From crowded clubs where you can let your freak flag fly to stylish rooftops that offer stunning Lake views, there’s endless enchantment to be had in the Windy City after dark.

Tell us, Did we Miss Any of the Best Nightlife in Chicago?

What’s your favorite thing about Chicago nightlife downtown?

Leave a comment below!

Written by Isis Maya Nissman

A New York native, Isis-Maya spent most of her professional life working in TV production until a vacation whisked her away to Central...

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13 Unmissable Things To Do In Chicago At Night

The first things that come to mind when people think of Chicago are Michael Jordan, deep-dish pizza, and The Bean. While these things all have their merits, there is so much more to Chicago. The Windy City is a world-class travel destination. Chicago parks are second-to-none, with Millennium Park, the Lincoln Park Zoo, and Grant Park all hosting thousands of tourists every summer. The Chicago restaurant scene is brimming with Michelin stars and celebrity chefs, and the nightlife is exceptional. Chicago museums also offer late-night events and programming that are all perfect for a night out in Chicago. 

With so much to choose from and explore, dropping your luggage off at a Bounce storage facility in Chicago is the perfect way you can conveniently cram everything into a short stay. Here are the best things to do in Chicago at night:

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Visit A Museum During Their Nighttime Hours

While most museums tend to close up shop around 6 or 7 pm, there’s always the chance that your stay in Chicago coincides with one of the “after hours” events held at one of the world-class museums and institutes. Nearly every museum programs events and exhibits throughout the year that keep the facility open long into the night. And these aren’t stripped-down events either; some of the best exhibits happen after hours. 

Many of these are adults-only events, with full bars offering beverages or food so that the moms and dads (and anyone of drinking age) can enjoy a night out and learn a thing or two. One of the best features of these events is that the crowds are much smaller, so exploring and appreciating the exhibits is easier and more enjoyable. 

Some examples of the exciting nighttime events are Art Institute After Dark, Chicago History Museum Happy Hour, Adler After Dark, Museum of Science and Industry After Hours, Museum of Contemporary Art Prime Time, and Shedd After Hours . Check the museum calendars to find out when events are taking place and how to buy tickets. 

Take In A Show at a Theatre 

You don’t need to travel to Manhattan to see a Broadway show. Chicago has a number of classic theaters that showcase every type of performance. All of the blue-chip touring plays generally make a stop at Chicago’s Auditorium Theatre, and many of the best up-and-coming theater companies are promoted by The Goodman Theatre, CIBC Theatre, Studebaker Theatre , and others. Most of these historic theaters are located in The Loop near the other must-visit attractions like Millennium Park, the Art Institute, and Michigan Avenue (the Magnificent Mile).  

If you want to experience a true Chicago institution, the Steppenwolf Theatre is your best bet. This long-running theater company has counted some of the best and brightest actors among its ranks, and the roster of alumni is truly impressive. Located in nearby Lincoln Park, Steppenwolf is a must-hit for theater lovers!

Hit Up One of Chicago’s Best Music Venues 

Chicago is a world-class live music city. Not only does the city host hundreds of thousands of music fans at festivals like Lollapalooza, Pitchfork, and Riot Fest, the sports stadiums like Wrigley Field host the largest touring acts in the world for unforgettable concert experiences. When you’re in Chicago during the colder months, there are still dozens of music venues across the city that host every type of musical act possible. From gritty rock clubs and jazz bars to historic opera houses, Chicago has it all. Here are the best music venues to catch a show at: 

The Chicago Theatre 

This historic downtown venue is famous for its iconic marquee and incredible baroque interior. It’s walkable from all the best that The Loop has to offer, so it’s perfect for a full night out on the town! Expect blue-chip rock and pop performers to perform here, along with the best standup comedians, at least the ones that aren’t selling out United Center. 

Empty Bottle  

If Blue Man Group and Chicago Symphony Orchestra aren't your things, then the Empty Bottle might be calling your name. This is the epicenter for Chicago hipsters. The garage rock-oriented roster and charmingly shabby decor add to the vibe. The cheap beers and slightly out-of-the-way location only add to the experience. Expect the best up-and-coming bands to play Empty Bottle, but they do get legacy acts, who would normally play larger venues, for special one-off performances! 

Thalia Hall 

Located in ultra-hip Pilsen, Thalia Hall is housed in what might be the coolest building in Chicago. Not only is historic Thalia Hall the premier indie music venue, but the popular Dusek’s Tavern and Punch House cocktail bar are both located downstairs. 

One of the elder statesmen of Chicago’s music scene, The Metro is located down the street from Wrigley Field and hosts everything from indie rock to hip-hop to classic rock shows. 

Green Mill 

Located in the Uptown neighborhood, Green Mill is Chicago’s most iconic jazz club. On weekends, there’s a line out the door for groups pining for a table to watch all-night jazz sets. No tickets are required, but there’s a cover at the door.

Explore Chicago’s Mob History 

Whether it’s Al Capone’s status as a local icon or the prominent mob museum, Chicago proudly displays its sordid history of criminal activity. During Prohibition and the Roaring ’20s, the Windy City was a hotbed for bootleggers and gangsters. There were hundreds of speakeasies, casinos, and brothels throughout the city, all being operated by a truly colorful cast of characters. The larger-than-life Al Capone is still one of the most recognizable Chicago figures. 

Chicago’s near northside areas like River North and Gold Coast have some well-preserved historical buildings that housed the most notorious bootleggers, like the Congress Hotel and Palmer House. There is even a place called Death Alley that can be visited by historians and enthusiasts. There are a few companies that give walking guided tours of these areas, with knowledgeable guides that offer up both informative and chilling tales of Chicago gangster activity during this period. 

The Chicago Night Cromes Bus Tour is another way of seeing these sites and is a great way to get to know the near north side. You’ll see where the St. Valentine's Day Massacre took place and stop at hangouts where Capone, Johnny Torrio, Bugs Moran, Dean O’Bannion, and Frank Nitti all hung out and carried out their nefarious business. 

Enjoy Chicago’s Best Rooftop Dining 

The Chicago skyline is one of the most iconic visuals you can experience, and luckily, there are dozens of rooftop bars where you can sip on a cocktail and enjoy the view. If there is a bar, open air, and views, you can’t go wrong. But here are the best rooftop bars in Chicago: 

Most of the best rooftops are in The Loop, especially hotels located on the roof of LondonHouse, LH On 22 (Wacker Drive) and a number of premier bars on the Magnificent Mile. The Hotel Lincoln’s J Parker Bar is a popular destination for hip 20-somethings. The uber-stylish Cindy’s is the rooftop bar at The Chicago Athletic Association Hotel that has blown up in popularity in recent years. 

Another popular destination for rooftop cocktails is the ultra-trendy West Loop area, where dozens of buzz-worthy restaurants and bars open seemingly every day. The location allows for stunning skyline views, and these bars have some of the best cocktail menus in the city. 

Get Unforgettable Views (and Fireworks) at Navy Pier 

Navy Pier might seem like an obvious destination, but it's popular with tourists for a reason. Stretching more than six city blocks, Navy Pier juts out of downtown Chicago to offer stunning views of the skyline, Lake Michigan, and even the museum campus. 

There are hundreds of activities and attractions along the pier, including an IMAX Theater, a museum chronicling the history of Chicago, and an arcade. The most notable attraction has to be the massive Ferris Wheel that’s perched atop the pier. Given the location, it’s safe to say that the top of the wheel provides the absolute best vantage point of downtown Chicago. Even better, every summer, there are firework shows on Saturday nights and holiday weekends. Passes to the Ferris Wheel for adults are $15. Admission to the Pier is absolutely free, so it’s incredibly convenient to walk from a hotel in The Loop or from the train. 

Take In An Improv Comedy Show 

Almost as quintessentially Chicago as deep-dish pizza and Bulls jerseys, improvised comedy is a beloved tradition. The Second City is a comedy company located in Old Town that focuses on teaching improv and also promoting comedy shows that showcase local and rising talent. Some of the most legendary names in comedy have come through Second City, including Bill Murray, Chris Farley, Tina Fey, and hundreds of others. Second City continues to be a feeder to current SNL casts, and future stars are currently training and performing there. Other improv and comedy shows to check out are Improv Olympics, Zanie’s, and Bye Bye Liver, all of which are the perfect group activity for a night out. 

Hit The Lincoln Park Zoo for Zoo Lights 

During the day, Lincoln Park Zoo is buzzing with families and groups of every sort enjoying the Lake Michigan breeze, sun, and hundreds of different animals. But a few times of the year, the zoo opens its gates for ticketed events at night. Zoo Lights is a popular adults-only event that brings bars, a DJ or a live band, and plenty of cool light fixtures. Check the calendar because this is one of the coolest things to do in Chicago at night every year!

Go Bar Hopping In Chicago’s Hottest Neighborhoods 

Chicago’s neighborhoods are the best way to experience the culture of the city. These are distinctive neighborhoods with their own vibe and character, so there’s something for everyone in Chicago. The city’s nightlife is very eclectic. There are nightclubs, sports bars, craft breweries, cocktail bars, barcades, dive bars, and everything else you can think of. 

If anyone has called you a hipster, head to Pilsen or Logan Square for trendy cocktail bars, incredible restaurants, and ironic and unironic dive bars. Looking to dance until the early hours? River North is the epicenter for luxury nightlife (bottle service included). Lincoln Park and Lakeview, especially Wrigleyville, are great for sports bars and stylish restaurants. 

Check out our neighborhood guide to find the best area to plan an epic night out, and it can also help you find where to stay in Chicago .

Enjoy The Chicago Riverwalk

While the Lake Michigan shoreline gets all the attention, don’t sleep on spending an afternoon kayaking down or strolling by the Chicago River. The Chicago River snakes through the northern neighborhoods, through downtown, and out to the southwest side. While in past decades, the river was largely industrialized, there has been great investment into the Riverwalk to make it one of the best features for travelers to enjoy. The mile-and-a-half stretch off the river near Michigan Avenue and Wacker Drive is bustling with bars, restaurants, and activities. Kayak rentals are popular, and you can even grab one at night, which makes it perfect for appreciating the incredible lit-up architecture. All the action is near the John Hancock Observatory, the Magnificent Mile, and the theatre district. Some of the best street food in Chicago is here, too, so grab a bite before or after your walk or kayak.

Hit Up a Neighborhood Street Festival 

Each summer, just about every Chicago neighborhood closes down its main street, sets up a few stages, and invites the best local businesses to set up tents and stalls to sell their art, food, crafts, and beverages to locals. Each street festival is free to attend, with a suggested donation benefiting the neighborhood chambers of commerce. This is the perfect opportunity to take a break from Millennium Park, Navy Pier, and the Willis Tower, and you'll truly see how locals live.

Local and national touring acts are booked to play these events, with headliners that are big enough to play the proper music festivals! This is a great way to explore the neighborhood, and if you want to see some happy locals, just people-watch at a street fest! Chicago’s best street vendors all open up stands or bring their food trucks to serve the tastiest bites in the city. 

Here are just a few of the best street festivals in Chicago: The Taste of Randolph, Wicker Park Fest, West Fest, Logan Square Arts Fest, and Square Roots.

Take In a Sporting Event 

In any given month, there are at least two sports teams playing in Chicago at night. The Chicago Cubs and White Sox play baseball in the summer, with 82 home games for each team. From spring to fall, there’s a great chance at least one of them will be playing during your stay in Chicago. You can head to the lakefront to see a Chicago Bears football game or Chicago Fire FC Soccer game. During the winter, The United Center hosts either the Chicago Bulls or Blackhawks for games basically every night. 

Chicago is a massive sports town. With passionate fans and iconic sports stadiums, these experiences are perfect for getting to know a city. And Wrigley Field looks pretty nice for that Instagram pic!

Hit The Magnificent Mile for a Nighttime Shopping Spree 

Chicago’s Michigan Avenue, better known as “The Mag Mile,” is one of the best stretches of luxury retailers in the entire country. The most prestigious global brands all have a presence either on Michigan Ave or at nearby John Hancock Center and Chicago Watertower Place . If you're visiting Chicago during the holiday season, this area lights up with gorgeous decorations, lights, and Christmas trees. The best way to experience this is to bundle up (because the breeze off of Lake Michigan is less friendly during the winter) and get all your holiday shopping done! After getting your retail therapy, head to Millennium Park for ice skating or see the lit-up Navy Pier.

Day or night, Windy City has so much to offer. The city is set up for locals and visitors to enjoy the Chicago River, Lake Michigan, and the Chicago skyline, even after the sun goes down. The nightlife, music, and dining scenes are all world-class as well. Even the historic museums and theatres are open and ready to entertain. So drop your luggage with Bounce so you can enjoy your night out in Chicago! 

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9 Stunning Things to Do in Chicago at Night

Chicago is a captivating city in Illinois. It is located in Cook County. This city is a top-rated site for tourists and travelers of all ages. It is a city that never rests. There are multiple types of things to do at night in this beautiful city of Chicago. The best part is to see the hustle in Chicago after the sun sets. Whether looking for enjoyment, culture, adventure, or a holiday, you will encounter something to suit your temper and taste on these windy nights. So if you are planning a trip here, remember to see the sky full of stars.

Table of Contents

Things to Do in Chicago at Night

This article will give you the finest things to do in Chicago at night.

1- Basketball match at Wintrust Arena

You should see a game at the Wintrust Arena if you are a basketball lover. It is the residence of the DePaul University Blue Demons men’s and ladies’ basketball squads. This arena is a modern facility that provides seating up to 10,000 viewers. It presents a variety of comforts, like exceptional seating, club restaurants, discounts, and products.

You can review the program of upcoming matches and buy tickets accordingly. It is located in the South Loop district of the city. Further, you can check out the McCormick Place convention center and the Museum Campus nearby. You can get to such sites by public transport, auto, bicycle, or cab. Celebrate the excitement of a basketball match.

2- Blue Man Group at Briar Street Theater

For a unique dramatic experience, you should visit the Blue Man Group at the Briar Street Theater. The Blue Man Group is a trio of hairless and blue entertainers. They merge tunes, humor, art, and technology to create a dazzling show that appeals to all.

You will be shocked by their creative instruments, laughable interactions, and visuals. It is a cozy and private medium that has been the place of the Blue Man Group since 1997. Get coins with the city pass or other offers. Take edge to see one of the city’s most authentic and famous shows.

3- Fine dining at The Capital Grille

If you are seeking a fine dining event, you can go to The Capital Grille. It is a steakhouse that delivers lean cuts of beef, fresh shrimp, and a crafted wine list. This grill is known for its romantic environment, friendly service, and heavy desserts. You can make a booking online or by landline.

Further, choose from different menus, from breakfast to dinner, dessert, or drinks, as complimentary. Enjoy particular events like wine tastings, vacation celebrations, or dining options. There are two branches in Chicago. It includes North Michigan Avenue and East Wacker Place. Thus, treat yourself to a remarkable meal at this place.

4- Performing arts at American Writers Museum

If you are curious about the performing arts and literature, visit the American Writers Museum. You can praise the lasting mark of American writers on our past, culture, and everyday lives. It offers multiple events yearly for kids, families, and friends. You can appreciate guided family vacation , kid’s fantasy stories, author chats, and an American Writers Festival.

Moreover, see interactive shows about the city’s history and residents. Know more about your famous writers and music genres. It is located on North Michigan Avenue. You can buy tickets at the showroom doorway. Thus, find the charm and passion of writing by the writers.

5- See Sky Shades from 360 CHICAGO Observation Deck

If you want to see the city differently, visit the 360 CHICAGO Observation Deck. It is on the 94th floor of the old John Hancock Center. From this point, you can enjoy astonishingly lovely views of the city’s skyline, lakes, and the states. You can check out TILT, a giant moving venue.

It leans you over the border of the building at a 30-degree bend. Yet, it is not for a heart attack, but it will give you a shocking yet refreshing effect. Relax with a sip of coffee at the Architect’s Corner Café and Bar. Here you can overlook the city from day to night. See Chicago from new peaks from this site.

6- City views from Willis Tower Skydeck

To see the city differently, visit the Skydeck Chicago at Willis Tower. It is the third tallest tower in the Western Hemisphere. Enjoy stunning views of the city’s skies, rivers, and the states on a transparent day. You can also undergo The Ledge. A glass balcony stretches 4.3 feet from the structure and lets you see the road below.

Further, it is not for people who have height issues. Relax with a glass or a meal at the Skydeck Cafe nearby. Yet, purchase tokens online or at the Skydeck door. Thus, visit the city from new heights at this place.

7- Steamworks party at Steamworks Baths

If you want a thrilling party, you should review Steamworks Baths. The gas sauna and bath offer a complete service of spa facilities and occasions. It has lockboxes, huts, video spots, fountains, a gym, a steam chamber, and more. You can enter one of their themed parties to meet and socialize with others.

Apart from all this, it is located in Boystown, the city’s district. You can get there by public transport, auto, bike, or cab. You can purchase a membership card or enjoy deals with vouchers. Thus, have a blast at this site of the city.

8- Lakefront winds at Navy Pier

If you want to see Chicago’s lakefront’s looks and charisma, you should visit Navy Pier. Enjoy cultural events, seasonal festivals, fireworks, and sails. You can dig the different attractions like the Centennial Wheel, the Crystal Gardens, the Children’s Museum, and the Shakespeare Theater.

You can also relish the fresh breeze on one of the boat treks. They depart from the Tall Ship Windy. It presents sailing events on a classic four-masted sailing boat. Thus, you can get beautiful views of Lake Michigan . It is around this site.

9- Art exhibitions at the Art Institute of Chicago

See the Art Institute of Chicago if you are curious about art and culture. This art institute has a pool of around 300,000 paintings. They are almost 5,000 years back in human records. You can see masterworks by famous artists like Monet, Van Gogh, Picasso, and Warhol. See the various exhibits showing diverse art and creativity.

Some of the recent displays are science fiction. It has surreal portraits by a creative female painter. Some portrait drawings show minimalist sketches by a stylish master. The current landscape peeks Van Gogh affected and influenced his drawings. Remember to relax at Grant Park, which is nearby.

10- Laugh at ZANIES Comedy Night Club

If you want to laugh to complete, go to ZANIES Comedy Night Club. It is considered the city’s initial and best comedy club. This platform features the most suitable comedic skills in the country, from national stars to local choices. You can appreciate stand-up comedy. It has been available every night in a relaxing forum hosting laughs since 1978.

You can also have a sip or a bite from their food list. It includes fresh sandwiches and salads, creamy desserts, and more. This forum is located in Old Town, around Lincoln Park. Purchase tickets online or on the platform. Thus, laugh out loud at the artists’ jokes.

Chicago is a beautiful city. This famous city presents both daytime and night activities . These are some of the things you can enjoy in Chicago at night. You can also uncover more options using the website or specific requests. Thus, you can eat, go to the theatre, enjoy a comedy play, and see the sky views of the city’s lights. No matter what you select, you will have a memorable and fun night in Chicago.

FAQs on Things to Do in Chicago at Night

Chicago has many daytime places to enjoy. It includes the Millennium Park, or Crown Fountain. You can also see the Shedd Aquarium to explore aquatic animals. In the Field Museum, you can see dinosaur fossils and more.

If you are looking for cheap playing areas for kids, you can review Maggie Daley Park, Lincoln Park Conservatory, and the Chicago Children’s Museum. All these places present interactive displays and activities for kids of all ages.

Hope so you enjoy our article, do check out more of our  amazing articles .

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Hey there! I'm Jesica, the dedicated writer at The Travel Vibes. With a keen eye for detail and a passion for discovery, I research and write about fascinating places around the world. Whether it's exploring ancient ruins or uncovering the latest urban gems, I bring you engaging and well-researched insights. Join me as we venture beyond the ordinary and discover the wonders of the world together!

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12 Fun Things To Do At Night In Chicago

Chicago ‘s neighborhoods offer late-night entertainment far beyond the city’s skyscrapers, including secret magic shows, small-group improv performances, and pub crawls. Feeling interested? Here are the best things to do at night in Chicago that will make you fall in love with this city.

Cruise the Chicago river

If you’re not in a rush, spend a whole evening on the Chicago River cruise enjoying meals, beautiful vistas, DJ entertainment, and dancing as you take a dinner cruise.

You can savor chef-prepared plated dinners, inventive beverages, exemplary service, and spectacular views of Chicago’s skyline and landmarks from the open-air outdoor deck while onboard.

• Chicago Architecture river cruise
• Chicago sunset cruise
• Chicago dinner cruise
• L ake Michigan sightseeing cruise

The dinner cruises are the ideal way to enhance any occasion and view Chicago from the water, whether for a special supper for two or a romantic evening with friends and family.

Join the Gangster and ghost tour

Chicago can be seen through mystery criminals and ghosts if you choose.

Do you want to learn about this magnificent American city’s history from the beginning, starting with the original sites?

With many 2-in-1 historical guided tours of Chicago’s gangsters and ghost stories , starting from the renowned Chicago Loop Vice District, you may get the best of both worlds!

Since the 1920s and 1930s, when there was murder and mayhem down every alleyway, Chicago has had a colorful gangster history that is well-known worldwide.

With your tour guide, you’ll travel back in time to the Roaring Twenties, when the Chicago Loop was home to speakeasies, bootleggers, and notorious gangsters like Al Capone.

Visit eerie locations, including Death Alley, the Congress Hotel, and the Palmer House, which were once mafia hangouts, or discover the dark past of the Loop, one of Chicago’s most popular neighborhoods.

Get hands-on with Paint’ n’ Sip

Looking for a creative outlet that’s entertaining and original? With Paint ‘n’ Sip workshops , you can let your inner street artist go.

What is your favorite beverage? Bring it with you and cheer while enjoying your painting session.

Get ready to pick up some spray paint and make a unique item during this interactive workshop. Also, you’ll learn the tricks of the trade for using stencils.

Not the most artistically inclined individual? Fear not! Artists and staff from the studio will be curating this session. You get to take your canvas home once the workshop is over!

Try indoor skydiving

Nothing else compares to the sensation of indoor skydiving , and there’s no better option than iFly.

The cutting-edge wind tunnels at iFLY are built to deliver a safe flight experience, lifelong memories, and a distinctive tale to share!

The age range for indoor skydivers is 3 to 103. People of all ages, sizes, and skill levels can fly and have a great time, from novices to seasoned pros. You don’t have to be an athlete or in excellent physical condition, so don’t be worried.

Admire Chicago from observatory decks

What can you see from the Observation Deck? Actually, let’s make this query: What cannot be seen from it?!

In a city known for its architecture and cityscape, you’ll want to discover what’s on the horizon at this must-see attraction.

John Hancock 360 Chicago Observation Deck

You can have astonishing views of downtown Chicago and Lake Michigan from the John Hancock Observation Center’s 49th floor.

The iconic Chicago, Illinois skyline is visible from every angle from John Hancock Center. When the skies are clear, you may see up to 80 kilometers and as far as four states with 360 Chicago Deck . There’re several events to check out, such as photography nights, guided tours, and musical evenings.

Willis Tower Skydeck

Willis Tower is a well-known structure and a fun Chicago trivia treasure trove. It stands 1,450 feet and 110 floors tall, making it the eighth-tallest structure in the world and the tallest in the Western Hemisphere.

The glass boxes of The Ledge, which are 1,353 feet above the ground and extend 4.3 feet from the skyscraper’s 103rd-floor Skydeck, offer never-before-seen views of the city. You don’t want to miss it, trust us!

Enjoy the shows

You can also have a fun night in Chicago with several amazing entertainment shows.

Drunk Shakespeare Performance

Each show at Drunk Shakespeare Performance is unique, depending on the audience’s drinking habits!

After downing five whiskey shots, a professional actor tries to act in a Shakespearean play. The four sober performers struggle to keep the script on track as chaos and humor take over.

Get your tickets now for Drunk Shakespeare if you’re a theater addict because it has a short run!

Trickery Chicago magic show

Be taken away from the ordinary and into a mysterious, enchanting adventure with the Trickery Chicago magic show .

Every time you visit, you can expect a wonderful experience thanks to cocktails, enchantments, and surprises.

Chicago symphony orchestra

The Chicago Symphony Orchestra, founded in 1891, is frequently acknowledged as one of the world’s finest ensembles.

It has a wide variety of music, from Baroque to modern. The CSO’s brilliant players, who perform in over 150 concerts annually, are the heart and soul of the ensemble.

The Chicago Theatre

Chicago Theatre debuted in 1921 and was the country’s first opulent movie palace and home to the renowned, six-story-tall “C-H-I-C-A-G-O” marquee. This historical stage has hosted some of the biggest stars and most glitzy musicals in history.

Sample Chicago’s best eats

Regarding signature meals, Chicago is in a class by itself. Chicago is known for its four signature foods: deep-dish pizza, Chicago-style hot dogs, popcorn, and Italian beef sandwiches.

So whether you’re an experienced or a foodie novice, try them on your visit.

For the best experience, you can join food tours and explore the culinary scene with a guide:

• Chicago food walking tour
• Chicago food bike tour

Explore Navy Pier

You can’t skip the fascinating Navy Pier! The enormous indoor/outdoor facility on Lake Michigan’s beaches has long been a popular attraction in the Midwest.

Recent improvements have changed its status from a lovable tourist hub to a popular destination for local foodies and entertainment.

You want to make the most of the nearly 50 acres, right?

Navy Pier doesn’t have to feel as big as it appears, although it sometimes feels like a city within a city.

Here, at Navy Pier, there’re excursions, activities, gathering spots, dining establishments, and much more that you must not miss.

Solve puzzles in an escape room

Your team may interact in new ways by playing an escape game in Chicago .

It offers fantastic icebreaker opportunities and a mental shift that can help you hone your problem-solving skills. These challenging activities involve solving riddles and clues, and players may want to beat the clock.

Marvel at the Chicago skyline from a helicopter

On this 15-minute helicopter tour , you will see Chicago from above.

Don’t forget to take pictures of the beautiful cityscapes as you soar over Chicago’s downtown. View attractions like Soldier’s Field, Shedd Aquarium, and the Willis Tower (home of the Bears).

Be ready to take a seat in a roomy, comfortable helicopter and feel the rush of taking flight.

Listen to live music

Jazz – green mill cocktail lounge.

The Green Mill Cocktail Lounge, which has been around for more than a century, is the pride of Chicago’s Uptown district and the world’s greatest jazz venue.

You may unwind, sip martinis or Schlitz, and enjoy some of the best music available at Green Mill, featuring anything from swing orchestras to traditional jazz. 

Every Sunday night, it even conducts the oldest poetry slam. The Green Mill, modeled after the Red Mill at the Moulin Rouge in Paris, has played host to many famous people, including Frank Sinatra and Bill Gates.

It was also a location for The Untouchables, High Fidelity, and the Crime Story TV series from the 1980s.

Blues – Kingston Mines

The oldest and biggest blues club in Chicago, Kingston Mines, was established in 1968.

Kingston Mines have received several awards for outstanding performances and passion over the years. Magic Slim, Koko Taylor, Billy Branch, Junior Wells, and numerous other musical legends have performed on its two stages.

Hop on the Chicago night crime bus tour

Throughout the generally two-and-a-half-hour Chicago crime bus tour , you will be able to discover Chicago’s “dark side.”

What is that? The bus delves into great detail into the lives of infamous organized crime figures, including Al Capone, Bugs Moran, and others.

Discover notorious crime scenes like the St. Valentine’s Day Massacre, discover “The Enforcer’s Safe,” and visit neighborhood bars.

Grab your camera for a drive-by shooting of famous historical and architectural monuments, and scout for crime locations, including the Biograph Theatre, Holy Name Cathedral, and St. Valentine’s Day Massacre, one of Chicago’s most infamous murder sites.

Following through the footsteps of notorious Chicago bandits John Dillinger and Hymie Weiss until their demise and exploring the criminal past of the Chicago neighborhoods might be an experience that you will never forget.

Stroll Chicago Riverwalk

Situated on the south bank of the Chicago River, the award-winning, pedestrian-friendly Chicago Riverwalk extends 1.25 miles from Lake Michigan to Lake Street.

Along the route, you’ll come across private coves, airy cafes, wineries, and pubs, as well as public artwork, monuments, museums, and a boatload of water trip options.

See Buckingham fountain at Grant park

Grant Park has something for everyone, including nature lovers, fans of public art, and architecture enthusiasts.

You shouldn’t miss its star, the magnificent Buckingham Fountain, situated in the middle of the park.

Buckingham Fountain comes to life at dusk with breathtaking light and music performances every hour.

Don’t miss the hourly, 20-minute water show, taking place during the day, and features the main jet of the fountain spewing water 150 feet into the air. From May through the middle of October, the fountain is operational.

Sip cocktails from rooftop bars

An outside drinking setting is something Chicagoans adore. The city has dozens of fantastic elevated options every year, including old faves and tantalizing debuts.

Take advantage of the cozy atmosphere, grab a drink, and choose one of Chicago’s best rooftop bars, including Avec, The Up Room, and Devereaux.

FAQs about things to do at night in Chicago

What is chicago famous for.

Chicago is one of the most well-liked tourist attractions in the United States. It has a diverse reputation with its festivals, music, and culture. It would take weeks or perhaps months to see everything this city offers.

What is the nightlife like in Chicago?

Well, Chicago may not be as vibrant as other cities like San Francisco and New York, but it has a different charm after dark. Adventurous, mysterious, and romantic are what we think about this place. 

What area of Chicago is best for nightlife?

Most of Chicago’s nightlife is centered in an area north and northwest of downtown. While there’re nightclubs in every neighborhood in the city, most of them are reserved for locals, so you may not feel at home there.

Hope that you get the idea of what to do in Chicago after reading our recommendation. We cannot wait until your trip to this beautiful city!

Ha is an avid traveler and writer with a background in marketing & hospitality. She's lived in a few countries and traveled to more than 30. When she's not traveling or writing, Ha loves trying new recipes.

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Travel | Bioluminescent bays, where tiny organisms light…

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Travel | bioluminescent bays, where tiny organisms light up the water, add spark to any trip to puerto rico.

It’s well past sunset in Puerto Rico’s La Parguera Bay and the water beneath our boat is as dark as the night sky above. That makes me a bit nervous. But then the light show begins, and all caution is gone.

Down the ladder I go into the warm waters of the Caribbean. As my pals who climbed in before me discovered, the water comes alive with sparks when you kick your legs or push your arms through the dark beneath the surface.

We are in one of Puerto Rico’s three bioluminescent bays, where microscopic organisms called dinoflagellates produce sparks of light when they are agitated. La Parguera, in Puerto Rico’s southwest corner, is the only one of the three to allow swimming. I’ve dreamed of swimming with what I think of as underwater lightning bugs, and actually doing it is thrilling.

With stars overhead, I floated through the water, marveling at my good fortune. It seemed as if I were conducting an underwater symphony of fireworks as I drifted around the boat. Or working on a museum masterpiece with light following my hands, almost like color from a paintbrush, as I twirled in a circle, then chasing my kicking feet as I floated on my back. It was hard to suppress a giggle.

Diamonds, glitter, fireworks are all things that grab your attention, and they’re apt comparisons for the activity of these microorganisms. Even understanding the science behind bioluminescence, there is mystery and wonder in the experience.

Floating in the warm waters as the bugs lit up was joyous and humbling and transformational in a way that made me feel connected to the world and its mysteries. I was a minuscule part of the wonders of the universe, almost as if I were dancing with these tiny life forms.

Marine bioluminescence has been seen in other parts of the world, but three of the five most well-known bio bays are the ones in Puerto Rico.

Mosquito Bay, recognized as the brightest bio bay in the world, is on the island of Vieques, reachable by a short flight or a 45-minute ferry boat ride. The bay has little light pollution and is in a remote natural setting. Visitors can get up close to the glowing plankton in kayaks, some with glass bottoms, offering a better view.

The most visited bio bay in Puerto Rico is Laguna Grande, just a little more than an hour’s drive from the capital of San Juan. Like at Mosquito Bay, tour operators offer multiple time slots per night for kayak outings.

“Our island’s diverse ecosystem offers endless opportunities for outdoor adventures, and the three bio bays — Mosquito Bay, Laguna Grande and La Parguera — are among the top attractions,” said Leah Chandler, chief marketing officer at Discover Puerto Rico. “What makes them truly unique is their year-round bioluminescence, unlike other places where this phenomenon is seasonal. This means visitors can experience the magic of our glowing bays any time of the year.”

La Parguera is the only bio bay in Puerto Rico that currently allows swimming. That’s because its natural formation and the way it connects to the ocean allow for water exchange that helps flush out potentially harmful chemicals left behind by swimmers.

“The decision to restrict swimming in other bio bays is indeed a sustainability measure, aimed at preserving the delicate ecosystems and ensuring that these natural wonders can be enjoyed for generations to come,” Chandler said.

If you’re planning a trip to a bio bay in Puerto Rico, schedule it on nights near a new moon when there’s less light in the sky. Taking a tour later in the evening, when the sky will be darker than just after sunset, will make the sparks appear brighter. But a sunset tour has its benefits as well.

The boat trip I took with Paradise Scuba last year started with a stop to watch the sunset while the group dined on empanadas and cold drinks. After we finished eating and drinking, the captain headed farther into the bay as the sky darkened. That’s when the real fun began.

Paradise Scuba says its $95 sunset snorkeling and bio bay excursion is its most popular tour.

For me, the nighttime swim in La Parguera Bay was a highlight of my trip to Puerto Rico. I’m not alone. Puerto Rico tourism officials say the bays attract visitors from around the world.

But there’s a lot more that draws travelers to this Caribbean island that is a U.S. territory. For Americans, it’s easy to get to and from the U.S. mainland, and some of the hassles of travel are eased with no need for a passport or exchanging money. For those who might not know, the U.S. dollar is the official currency.

The island’s attractions include myriad outdoor activities such as surfing, fishing, paddleboarding, caving, horseback riding, birdwatching and riding one of the longest zip lines in the Americas, the 1.57-mile-long El Monstro in the mountainous Orocovis region in central Puerto Rico.

There are miles of beaches. And then there’s El Yunque National Forest, the only tropical rainforest in the U.S. Forest Service system. Hiking trails, rivers, waterfalls and swimming holes are front and center. It’s near enough to San Juan to make it an easy day trip from the city.

Beyond Puerto Rico’s natural wonders and outdoor activities, there are big-city attractions in San Juan, where history and fine dining set the tone. Spend the day in Old San Juan, wandering streets lined with historic monuments and pastel-colored buildings dating to the time when the island was ruled by the Spanish.

Or head out into the rural areas for agritourism activities at a place like Frutos del Guacabo , where you can milk goats and visit the gardens or the hydroponic greenhouse before dining outdoors in a truly farm-to-table experience.

And then there’s the rum.

Said to be the national drink, the fruity pina colada rum cocktail was invented in Puerto Rico some 70 years ago, but there’s some dispute over who exactly concocted the drink. What’s undisputed, though, is that the local Casa Bacardi is one of the top-selling rums in the world, producing about 21 million cases of the clear spirit annually. Bacardi is one of the island’s three main distilleries, all of which offer tours and tastings.

There’s much to keep all kinds of travelers entertained in Puerto Rico. But if you’re anything like me, you’ll always remember your time spent at a bio bay, like seeing a bit of the Milky Way underwater.

Terri Colby is a freelancer.

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