plan a trip to chicago on a budget

How to visit Chicago on a budget, from budget eats to discount seats

Jul 27, 2023 • 7 min read

With tons of public transport and entertainment passes available, Chicago makes budget travel easy © Tempura / Getty Images

You don’t need a booming bank account to revel in Chicago ’s cultural coolness. Accommodation will cost you, but oodles of free things to do, discount ticket schemes, and relatively low cost of food and transportation help keep overall expenses in check. 

Here are our top tips for stretching your dollars in the Windy City.

Figure out which Chicago airport is the cheapest to fly to

Chicago has two airports: O’Hare and Midway. Budget airlines fly into both, and transport costs to the city center are similar, though Midway is slightly cheaper since it is a few miles closer. In general, budget airlines Spirit and JetBlue fly to O’Hare, Southwest and Allegiant fly to Midway, and Frontier flies to both. O’Hare is also a hub for United and American Airlines, and they often have low-priced flights to the city.

Take the L train from the airport

Both airports have easy links to downtown via public transportation — specifically the L train — which costs about US$5 and takes 40 minutes from O'Hare, and about $3 and 30 minutes from Midway.

O’Hare has its own Blue Line station, while Midway has its own Orange Line station; trains depart from both every 10 minutes or so. This option is much cheaper than taxis, Uber or Lyft, which can cost 10 times more and take almost as long given Chicago’s heavy traffic. 

Use Chicago’s public transit system to get around

Parking costs will drain your budget quickly. Downtown street meters charge about $7 per hour, with garages averaging around $40 per day. Plus, driving in the traffic-packed city is maddening – public transit is the way to go. 

Chicago’s L train system has eight color-coded lines that get you to most sights and neighborhoods. Buses pick up the slack in areas that the L misses. 

Ready for a bargain? An unlimited-ride day pass costs $5, valid on all trains and buses. Buy it at any L station (including the airports) or via the Ventra app . You can also buy a rechargeable Ventra Card , which saves around $0.50 per ride over disposable fare tickets for one-off rides. 

Hop on a water taxi

Chicago’s architectural boat tours are wildly popular, and no wonder. It’s awesome to glide along the river and stare up at the skyscrapers. But if you can’t afford to drop over $50 on a guided tour, don’t fret. The Chicago Water Taxi plies the river and charges around $10 for a day pass.

The boats travel from the Michigan Avenue Bridge to Madison Street and onward to Chinatown, so you’ll still get that wind-in-your-hair experience.

Visit in spring or fall to save money

Summer (June through August) is Chicago’s peak season, when lodging is typically more expensive. Winter (December through March) is the cheapest time to go, but the cold and snow aren’t very inviting. Spring and fall are the shoulder seasons when sweet deals and decent weather coincide.

Consider staying at a hostel

Chicago has a number of quality hostels. The stalwart HI-Chicago is right in the heart of downtown. Wrigley Hostel parties hard near the north side baseball park, and  Chicago Getaway Hostel has been hosting travelers for years in the good-time Lincoln Park neighborhood.

Meanwhile, Freehand Chicago , Found Hotel and Selina Chicago are bar-laden, hostel-hotel hybrids recently opened at downtown’s northern edge. 

Top 7 winter day trips from Chicago  

Look for lodging beyond the core

Move away from the Loop, Near North, Gold Coast and West Loop — Chicago’s hotel-loaded central districts — and prices tend to be lower. Try neighborhoods like Lincoln Park and Lake View, both just north of downtown and filled with bars and restaurants, and Wicker Park, northwest of downtown, near buzzy nightlife and shops. 

Cool areas that are even cheaper include Logan Square, Pilsen, Ukrainian Village and Andersonville. Most accommodations in these outlying districts are apartment rentals, so you can save additional money by self-catering some of your meals. It's key to be near an L station, though, so check this before booking.

Graze through a market

From May to October, farmers markets pop up citywide and offer inexpensive meals. Green City Market lays out the largest spread, from pies to pickles to pastas, on Wednesdays and Saturdays in Lincoln Park. The Logan Square market adds live music to its array of fruits, veggies and prepared foods on Sundays. Downtown’s Daley Plaza erupts in fresh produce and Amish baked goods on Thursdays.

And while it’s more of a junk market than farmers market, Sunday’s Maxwell Street Market has become a hot spot for foodies craving homemade churros, tamales and other Mexican fare.

Best healthy food spots in Chicago  

Browse for cheap eats in Pilsen, Chinatown, Uptown and Humboldt Park 

Several neighborhoods are especially great for cheap eats, with lots of high-quality cafes and mom-and-pop restaurants to choose from within walking distance of each other. In Pilsen along 18th Street, Mexican bakeries and taquerias mix with hipster coffee shops and barbecue joints. Chinatown along Wentworth Avenue offers a smorgasbord of tart-filled bakeries and dim sum places. 

In Uptown along Argyle Street, Thai and Vietnamese noodle houses steam up the corridor known as “Little Saigon.” And in Humboldt Park along Division Street, homey spots serve strong coffee, roasted pork, spiced rice and other Puerto Rican specialties.

Find the food trucks

Chicago has a relatively small fleet of food trucks, but the ones that do roll serve lip-smacking tacos, Vietnamese sandwiches, soul food and more for modest prices. They generally prowl office-worker-rich zones like the Loop and Near North around lunchtime, and then nightlife-focused Wicker Park and Lake View in the evening. 

On summer Fridays, trucks congregate at Daley Plaza during lunch. Check Street Food Finder for locations.

The best things to do in Chicago 

Buy a discount pass to save on attractions

There are a couple of options that can save 30% or more on admission fees. CityPass gives access to five of the city's top draws, including the Art Institute , Shedd Aquarium and Willis Tower Skydeck , over nine consecutive days. 

The Go Chicago Pass offers some 25 sights, including all museums (except the Art Institute) and various bus and boat tours. You pay a flat fee for one, two, three or five consecutive days, and visit as many attractions as you want during that time frame. 

Check Hot Tix for cheap theater tickets

Hot Tix sells same-week theater tickets for half-price. Drama, comedy and performing-arts venues citywide have seats on offer, including big-name venues such as the Lyric Opera and Steppenwolf Theatre . Book online or in person at the Hot Tix outlets downtown at 72 E Randolph Street and 108 N State Street. The earlier in the week you visit, the better the selection.

Know your baseball options 

Chicago has two pro baseball teams. The Cubs play on the city’s north side at historic Wrigley Field , which charms with its hand-turned scoreboard, neon entrance sign and other old-timey bits. The White Sox play on the city’s south side at Guaranteed Rate Field, a modern ballpark. 

Tickets to Cubs game are usually much more expensive, though the Upper Reserved Infield seats can be moderately priced. They're high up but have decent views. For the White Sox, tickets on Sunday and Monday typically offer the best deals.

Take advantage of free things to do

Chicago has a ton of sights and activities that are 100% gratis . You won’t pay a dime to hear summer concerts at Millennium Park , view terrific art exhibitions at the Chicago Cultural Center , wave to the animals at Lincoln Park Zoo , smell the flowers at Garfield Park Conservatory , tour the city with Chicago Greeter and much more.

Daily costs in Chicago

• Hostel room: $35-55 (dorm bed)
• Basic room for two: $150-275
• Self-catering apartment (including Airbnb): $80-175
• Public transport ticket: $5 day pass
• Hot dog: $4-5
• Dinner for two: $30-60
• Pint of microbrew at the bar: $7-8

This article was first published May 26, 2022 and updated Jul 27, 2023.

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BUDGET TRAVEL , CHICAGO , NORTH AMERICA , UNITED STATES · March 4, 2024 Last Updated on March 13, 2024

THE ULTIMATE BUDGET TRAVEL GUIDE FOR CHICAGO

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Chicago is a midwest metropolis that comes alive in the summer. With a bustling downtown that sits along 26 miles of shoreline, Chicago is a vibrant city that makes for a perfect weekend getaway. Chicago is the third largest city in the US next to New York and L.A., but easily wins among the three in affordability.

If you are planning a trip to Chicago on a budget, you can see the best of Chicago without breaking the bank. From the top free things to do in Chicago to the most affordable – yet delicious – meals, we’ll help you save without skimping on  an unforgettable weekend in Chicago .

Where To Stay In Chicago On A Budget

Chicago is made up of 178 official neighborhoods, all as vibrant and diverse as the next. The most popular neighborhoods to stay in and explore in Chicago are the most central:

• River North / Streeterville 

Lincoln Park

• Lakeview / Wrigleyville
• Wicker Park

The highest concentration of hotels is within the Loop, River North, Gold Coast, and West Loop. Gold Coast and West Loop hotels are the most expensive, while The Loop and River North have a wide range of budget options.

Some of the best affordable hotel options in Chicago are:

Budget Chicago Hotels

• The Westin Michigan Avenue Chicago – Located close to Michigan Avenue and the Chicago Riverwalk, this luxury hotel has 752 rooms, including studio suites, executive suites, king rooms and queen rooms – making it an ideal place to stay for families and groups of friends.
• Hilton Garden Inn Chicago Downtown Riverwalk – Within a five-minute walk from this hotel you could be at the Chicago Riverwalk and Millennium Park. This centrally located hotel is a great option for exploring this city.
• Hotel Felix – Situated close to Holy Name Cathedral and Chicago Water Tower, this hotel is a great budget option for a stay in the city. The hotel offers guests the use of a 24-hour health facility and also has a bar in the lobby.
• Freehand Chicago – With a range of rooms from four-bedroom dorms to private female dorms and king rooms, this is an excellent option for a group stay in the city. The hotel also has an onsite restaurant, a bar, and a 24-hour gym.

Mid-Range Chicago Hotels

• Chicago Athletic Association Hotel – This 4.5-star hotel is located just two minutes from Millennium Park and offers rooms with park views. Additionally, the hotel features a rooftop terrace, a coffee shop, and two onsite restaurants.
• LondonHouse Chicago – A 4.5-star hotel featuring two bars, a terrace, two on-site restaurants, and a spa. The 452 rooms are equipped with premium bedding and all the necessary amenities to ensure a comfortable stay.
• Eurostars Magnificent Mile – This hotel has a luxurious ambiance and features high-quality Egyptian cotton sheets. Where is the best place to lay your head?

Luxury Chicago Hotels

If you are looking to splurge on a nice hotel, here are some great luxury hotel options in Chicago:

• Virgin Hotels Chicago – For an ideal getaway, look no further than this venue with two restaurants and a nightclub.
• JW Marriott Chicago -This hotel features suites and city-view rooms that accommodate two to five guests. In addition to its onsite Italian restaurant, the hotel also offers a spa to unwind and relax with your friends.
• The St Regis Chicago – Located in the heart of downtown Chicago, this hotel offers a luxurious stay just steps away from Millennium Park and Michigan Avenue.
• Langham Hotel – This luxurious 5-star hotel boasts 316 distinctively decorated rooms, including suites that can accommodate up to four guests and club view rooms. Certain rooms also offer stunning views of the river and the city.

House rentals via AirBnB or VRBO may be more cost-effective if traveling with a group. Home rentals are a great way to stay in a neighborhood that doesn’t have as many hotels and experience Chicago like a local. You can also check out our guide to the best Airbnbs and vacation rentals in Chicago .

Best Tours To Take In Chicago

Chicago offers a variety of enjoyable tours for exploring the area, taking to the water and visiting natural wonders. Here are five great options:

• Enjoy a 1.5-hour architecture cruise with a comprehensive tour with a live, fun guide as you navigate through the city’s heart, covering all three branches of the Chicago River.
• Visit the Chicago Observation Deck with a skip-the-ticket purchase desk to enjoy the best panoramic views of Chicago, 94 stories above the Windy City.
• Spend the morning or afternoon exploring the city with your girls on a hop-on hop-off bus tour , allowing you to stop at different attractions in the city or enjoy drinks at different bars.

The Best Affordable Restaurants In Chicago

Chicago is known for its culinary prowess. It’s easy to find cuisine from every culture represented in Chicago’s food scene. There is also a range of budget options. Although Chicago is home to some of the most expensive fine dining restaurants in the country – a three Michelin star meal at Alinea will run you $500+ per person – there are also endless affordable options for delicious meals on a budget in Chicago.

• Green Street Smoked Meats  (West Loop)
• Athenian Room (Lincoln Park)
• Tanuki Sushi (BYOB)  (Lakeview)
• 90 Miles Cuban Cafe (BYOB)  (Logan Square)
• Cafe Ba-Ba-Reeba  (Lincoln Park or River North)
• Small Cheval  (Various Locations)
• Pasta Palazzo  (Lincoln Park)

11 Free Things To Do In Chicago

1) lincoln park zoo.

The  Lincoln Park Zoo is open 365 days a year and is completely free for anyone to visit. Hundreds of animal species live within the 49-acre zoo in the heart of Chicago’s most beloved park. The zoo is the perfect stop between window shopping on Armitage and hitting the Lakefront Trail. When your tired legs need a reprieve, head to the  Patio at Cafe Brauer for refreshments with a view.

In addition to getting up close and personal with exotic animals, the zoo puts on various seasonal festivals throughout the year, making it worth a visit no matter when you’re traveling to Chicago. From holiday Zoo Lights to Autumn Fall Feast and even a Craft Brew at the Zoo ticketed night, there is always something to do at the zoo.

2) Garfield Park Conservatory

Garfield Park Conservatory is one of the best free  things to do in Chicago on a cold or rainy day . Although there is no entrance fee, reservations are required to be booked in advance through the  Garfield Park Conservatory website . Suppose your fringe season weather is unseasonably cold. Head indoors to enjoy the flora and fauna at Garfield Park Conservatory. As you talk through the five unique houses, you can be quickly transported from a desert oasis to a tropical paradise. 

3) Chicago Parks

With over 580 parks and 8,300 acres of green space, Chicago has been coined a city in a garden . From beaches to bike paths, gardens to parks, there are endless opportunities for outdoor recreation.

Grant Park, Millennium Park, and Maggie Daley Park

The 319 acres of lakefront greenspace are home to many summer festivals, most notably the annual Lollapalooza music festival. Hop on bikes to explore the vast park, nicknamed Chicago’s front yard. Be sure to stop at Buckingham Fountain, the iconic landmark at the center of the park.

Millennium Park sits just north of Grant Park. The adjacent park draws millions of visitors yearly to snap pictures in front of Cloud Gate, commonly known as The Bean.

On the east side of the park is Maggie Daley Park, the recreational heart of Millennium Park. It features a rock climbing wall, an expansive playground, and a multi-season skating ribbon.

Lincoln Park is the green space that gives the surrounding neighborhood its name. While the downtown parks draw tourists, Lincoln Park is a local favorite. You could spend an entire day doing free things in Lincoln Park.

Check out a few of our favorite stops in Lincoln Park:

• Lincoln Park Zoo
• Lincoln Park Conservatory
• Alfred Caldwell Lily Pool
• North Pond and the Honeycomb
• North Avenue Beach
• Green City Farmers Market

Oz Park earns its name from the Wizard of Oz statues donned on each corner of this 13-acre neighborhood park. The park’s homage to the book’s author extends through the Emerald Garden and Dorothy’s Playlot, one of the few wooden playlots in Chicago. Tennis courts are packed in warm months and baseball fields are dotted with little league players.

The 606 is an elevated greenspace that connects the western neighborhoods of Logan Square, Humboldt Park, Wicker Park, and Bucktown over a converted railway track. Although officially named the Bloomingdale trail, locals have coined the 2.7-mile path The 606, a nod to the first digits in every Chicago zip code.

4) Chicago Cultural Center

Chicago Cultural Center is a year-round option when looking for free things to do in Chicago. The city landmark is located in the Loop directly across from Millenium Park, making it an easy add-on to an afternoon in the park.

The landmark initially served as the first Chicago Public Library, built in grandeur to illustrate Chicago’s elevated city status. The building is renowned for its architectural beauty. Its Tiffany dome is considered the largest in the world, constructed of 30,000 individual glass pieces.

The building features  rotating exhibitions and free performances and events . Free guided tours are offered every Thursday and Friday at 1:15pm on first come, first served availability.

5) Summer Street Festival 

Chicago streets come alive in the summer as festivals take over different neighborhoods each weekend. While many street fests have a suggested donation at the entrance, it is an optional fee. All festivals that take place on city-owned streets are required to be free to enter. Street festivals feature a range of local vendors and artists and often culminate with free concerts each night. Stop by for live music and cheap eats as you take in one of the best free things to do in Chicago in the summer.

Some of our favorite free Chicago street festivals include:

• Lincoln Park Greek Fest  (May 31 – June 2, 2024) 
• Old Town Art Fair  (June 10 – June 11, 2024)
• Wicker Park Fest  (Jul 26 – Jul 28, 2024)
• Taste of Lincoln Avenue  (Jul 26 – Jul 28, 2024)
• Retro on Roscoe  (Aug 9 – Aug 11, 2024)

6) Free Movies in the Park

One of Chicago’s most beloved summer traditions for families is back in 2024 for its twenty-second year. Throughout the summer, the Chicago Park District hosts  Movies in the Parks at various parks across the city. Movies range from feel-good nostalgia to family films and Hollywood classics.

Check the  Chicago Park District website  for the latest schedule.

7) The Riverwalk 

The Chicago Riverwalk was completed as an award-winning pedestrian walkway in 2016. The 1.25-mile footpath follows the river from Michigan Avenue to Lake Street, with access points at most major intersections along the river. Look for the arched signs indicating staircase access to the footpath.

While architecture tours and boat rentals come at a cost, the riverwalk is free to roam on a self-guided tour of Chicago. Some companies offer free walking tours if you’re interested in the history and architectural anecdotes without the cost of the boat tour.

The Riverwalk is dotted with restaurants and outposts to stop for a refreshment along the way. In summer months, boats dock for a drink at City Winery while kayakers paddle the perimeter of the river. The Riverwalk is a canvas for local art installations, the most prominent being  Art on theMART . An inspiring display of digital art is projected on the riverside facade of the Merchandise Mart nightly starting in April.

8) Free Concerts at Millenium Park

Millennium Park hosts a free concert series in the picturesque Pritzker Pavilion each summer. Bring a folding chair or grab a blanket from your hotel to lay on the lawn. Drinks are available at concession stands in the park. If you’re on a budget, bring your own dinner and drinks for a picnic in the park. The diverse range of artists offers a perfect soundtrack to watch the sunset on the iconic Chicago skyline.  

9) Lakefront Trail 

On a beautiful day in Chicago, locals flock to the lakefront. The 18-mile path features dual bike and pedestrian pathways that hug the expansive Lake Michigan coastline. For the best views of the Chicago skyline, walk from Theater on the Lake south to North Avenue Beach. 

To find the nearest access and ensure a safe crossing of Lake Shore Drive, save the handy  Lakefront Trail Map  from Chicago Park District.

10) Free Museum Days

You’ll pay entrance fees to Chicago’s most popular museums on most days of the year. Once a month, many museums allow free admission for Illinois residents. If you are traveling to Chicago from within the state, check museum websites for upcoming free admission days. 

• Illinois Holocaust Museum : Free to all visitors the last Friday of every month 
• Field Museum : Free every Wednesday for Illinois residents 
• Art Institute of Chicago : Free for Illinois residents every Monday, Thursday and Friday. Always free for children under 14.
• Adler Planetarium : Free for Illinois residents every Wednesday from 4 to 10 p.m. 
• Chicago Children’s Museum : Free for everyone on the last Thursday of each month 

If you are visiting friends or relatives in Chicago, you may be able to score free museum passes through the Chicago Public Library. 

11) Free Events and Workouts at Wrigley Field

Gallagher Way is directly adjacent to the iconic Wrigley Field. When the Cubs are in town, Gallagher Way is free to enter for game ticket holders and is a great insider secret to kickstart your day at Wrigley Field . 

When the Cubs are away, Gallagher Way puts on a  rotating series of events . Events range from winter markets and ice skating in the winter to concerts and movies throughout the summer. On summer mornings, stop by for free workout classes at Gallagher Way. From yoga to boot camps, start your day sweating under the legendary shadows of Wrigley Field.

When To Visit Chicago For The Best Rates

Chicago is known for its harsh winters and Windy City misnomer, so it’s no surprise you’ll find the cheapest flights and accommodations in Chicago during the coldest months. While there are plenty of things to do indoors in Chicago, the best time to visit is late spring to early fall.

Flight and hotel prices peak in Chicago from June to September, when average weather is consistently in the 70s or higher. To take advantage of mild weather without the peak pricing, plan your trip to Chicago during the fringe months of April, May, and early October.

How To Get To Chicago On A Budget

O’Hare is synonymous with Chicago thanks to its feature in Home Alone. When booking flights to Chicago, expand your search to include Chicago O’Hare (ORD) and Chicago Midway (MDW). Midway is a smaller airport on the southwest side of the city. Many budget airlines offer direct flights into Midway, so you may be able to score cheaper flights on Southwest, Spirit, or Frontier.

Another way Chicago stands out from New York and L.A. is the airport’s train connection to the city. Depending on your final destination and traffic conditions, an Uber or Lyft from either airport into the city can cost anywhere from $35 to $75. If you’re getting to Chicago on a budget, a one-way trip on Chicago’s ‘El’ train will cost $5 from O’Hare on the Blue Line or $3 from Midway on the Orange Line.

Although the Blue and Orange Lines are relatively safe, please be aware of your surroundings and use caution if traveling alone. Avoid taking the trains and opt for a ride share if you’re traveling late at night.

Chicago On A Budget Wrap Up

One of the best parts of Chicago is its diversity. That diversity shines through in its people, neighborhoods, food scene, and range of things to do at every budget. By taking advantage of cheap and free things to do, you can enjoy the best of the city while traveling to Chicago on a budget.

We hope that this article has inspired you to visit Chicago. If you have any questions or advice to share with our readers, please leave these in the comments below.

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Budget Trip to Chicago: 8 Tips for a Money-Saving Vacation

The idea that traveling to a big city will eat a hole in your wallet is entirely false.

Between the airfare and the cost of a hotel room, people believe that a vacation in the city will cost an ungodly amount. Traveling to a city such as Chicago doesn’t have to eat away at your savings account. You can enjoy the beautiful city of Chicago and save money if you plan accordingly.

Wondering “How can I save money to visit Chicago?” Use these tips to help plan your vacation to Chicago on a budget.

Purchase a Chicago Go City Explorer or All-Inclusive Pass

Have you heard of the Go Chicago Explorer Pass ? This pass provides travelers with admission to the city’s top attractions for one low price and is a must-need when you’re on a budget trip to Chicago.

When you purchase your Chicago CityPASS, you’ll have direct access to these popular  attractions:

• Chicago Theatre Tour
• Skydeck Chicago
• The Field Museum
• Museum of Science and Industry OR 360 CHICAGO
• Adler Planetarium OR Art Institute of Chicago

The pass is valid for 9 consecutive days, so you can spread out the fun or have a jam-packed vacation in Chicago – it’s completely up to you. For travelers planning a budget trip to Chicago, this pass is exactly what you need.

Without this pass, you’ll pay full admission at each popular attraction. Talk about destroying a vacation budget in a matter of minutes!

Take Advantage of FREE Activities and Attractions

Little do people know, that cities such as Chicago are filled with free activities, attractions, and events. From street festivals to concerts, museums to parks, Chicago has a whole world of free entertainment for travelers .

To save money and maximize your time, check out these free opportunities for those traveling to Chicago on a budget:

Millennium Park

Defy the notion that enjoying a weekend also means deep pockets. You can surely enjoy a weekend in Chicago on a budget when you visit Millennium Park. Filled with popular art installations such as Cloud Gate, this beautiful park is home to free events and plenty of fun.

Related Post: Chicago Tourist Traps to Avoid – Unmasking the Windy City

Bring a blanket, purchase a snack from one of the many food trucks, and enjoy your time in this downtown Chicago attraction for absolutely free.

Chicago Riverwalk

Stroll along the award-winning Chicago Riverwalk, a 1.25-mile masterpiece on the south bank of the Chicago River. Unravel the pedestrian-friendly charm and scenic wonder that connect Lake Michigan to Lake Street.

No Chicago vacation is complete without visiting Navy Pier. Witness the beauty and excitement that define Chicago at Navy Pier, a destination that gracefully tops the list of things to do in the city.

While it’s free to roam the pier and take in all of the sights, it does cost money to enjoy the attractions. However, a ride on the enormous Ferris Wheel is absolutely worth the small fee! 

Lincoln Park Zoo

Who knew that you could visit the zoo for free? At the renowned Lincoln Park Zoo, guests visit for free and learn all about the zoo’s conservation efforts while seeing their favorite animals.

So unlock the secrets to a budget-friendly family trip to Chicago on a budget by including Lincoln Park Zoo in your itinerary.

Magnificent Mile

While shopping at the stores along the Magnificent Mile will cost a pretty penny, it’s still worth the experience to walk through the area.

Chicago Cultural Center

Experience the cultural heartbeat of Chicago at the iconic Chicago Cultural Center , where hundreds of thousands of visitors are drawn each year.

Related Post: Big Bus Tours Chicago Coupons, Reviews, and Tips

Explore the architectural marvel featuring two breathtaking stained-glass domes and indulge in a rich tapestry of free cultural offerings, including music, dance, theater events, films, lectures, and more.

Garfield Park Conservatory

Discover the botanical masterpiece that is Garfield Park Conservatory in Chicago, a true gem referred to as ‘landscape art under glass.’ Wander through one of the nation’s largest and most stunning conservatories, home to thousands of plant species from every corner of the globe.

Free Festivals and Events

Discover the budget-friendly side of the Windy City with cheap Chicago vacations. The city is home to numerous free concerts, events, and festivals throughout the year. If you plan to enjoy on a budget, try planning your trip around one of the many free events, such as:

• Chicago Blues Festival (June)
• Grant Park Music Festival (June – August)
• Chicago Gospel Music Festival (June)
• Chicago Jazz Festival (August)
• World Music Festival (September)
• Free Days at Select Chicago Museums (Free Museum Days Year Round)
• Taste of Chicago Food Festival (Summer)
• Free Ice Skating in Millennium Park (Winter)

Batting Practice at Wrigley Field

All baseball fans should get to see the historic Wrigley Field, even if their travel budget doesn’t include a game. Head to Wrigley Field early enough before the game to check out the Chicago Cubs’ batting practice.

Get a 360° View of Chicago

For a small admission fee, you can see the entire city of Chicago from the 94th floor of the John Hancock Center.

360 CHICAGO Observation Deck also offers guests the opportunity to tilt over the side of the building ( safely, of course ) for daring and breathtaking views otherwise not seen. Visiting Chicago on a budget shouldn’t mean having to sacrifice the views.

See Chicago from the Summit of the Willis Tower

Experience Chicago in a whole new light by riding 103 floors to the Skydeck of the Willis Tower. Challenge your senses as you step onto The Ledge – a glass enclosure that grants you awe-inspiring, adrenaline-inducing views of the city below.

While there’s a small admission fee, the cost is a small sacrifice compared to the extraordinary experiences and fantastic views that await you.

Set a Food Budget

When people think of Chicago, they think of the iconic food. From deep-dish pizza to a Chicago-style hot dog, you’ll want to try it all. Don’t be afraid to set aside some of your vacation budget solely for sampling Chicago’s finest cuisine .

If you want to dine in style, find a restaurant whose menu prices meet your predetermined food budget. It’s also in your best interest to make restaurant reservations ahead of time as tables at the most popular restaurants fill up fast. Trust me, you want to try the food in Chicago – it might be your favorite part of the trip.

Save on a Hotel with Tripster Chicago

As with most city vacations, a convenient hotel can cost quite a bit. You pay for premium amenities, a prime location, and other extraneous fees.

Related Post: Famous Restaurants in Chicago – A Foodie’s In-Depth Guide

However, if you’re looking to visit Chicago on a budget, book your hotel through Tripster . You’ll find the right hotel for your travels at a great discount, too.

Travel in the Off Season

One of the best ways to travel to Chicago on a budget is by visiting in the off season. Traveling in the off season ensures that you pay the lowest airfare, and hotel room rates, and avoid the crowds.

The summer and winter months tend to be the most crowded times of the year. Try traveling to Chicago from late March to early June or late August to early November.

Keep in mind that Chicago gets chilly ( or freezing, depending on your tolerance to the cold ) during the fall and winter months, so pack accordingly.

Rely on Public Transportation

Parking in a busy city is pure madness. From dealing with broken parking meters on the side of the road to finding a parking garage that doesn’t cost too much, it’s practically impossible to park in the city. And don’t get us started on the cost of hotel parking garages!

Related Post: Things to Do with Teens in Chicago – 11 Exciting Activities

To avoid these astronomical fees altogether, rely on Chicago’s public transportation. The city has a great train system ( known as the L ), reliable taxis, and ridesharing services such as Uber and Lyft available to visitors.

Utilizing public transportation allows you to skip out on parking and rental car fees, which can demolish a vacation budget in no time. If you’re planning to vacation in Chicago on a budget, relying on public transportation can help you save money and also avoid the headache of parking.

Budget Trip to Chicago FAQs

Is chicago a cheap city to visit.

Chicago's not as pricey as you might think, especially if you're looking to save some cash. The city is a great choice for budget-minded travelers, with loads of free stuff to do , like hitting up the parks, checking out some cool public art, and finding those museums on their free days.

Sure, you can go fancy with hotels and restaurants , but there's plenty of cheap eats and places to stay.

Is it worth going to Chicago for 3 days?

Absolutely, hitting up Chicago for 3 days is totally worth it. Even if you're short on time, or visiting for a long weekend, you can do most of the must-sees in three days.

You can check out the amazing views from Willis Tower, stroll around Millennium Park to see the Bean, and even catch a bit of art or history at one of the city's top-notch museums.

Plus, there's plenty of great food to try, from deep-dish pizza to some seriously good street food. It's a packed three days, but you'll get a good taste of what Chicago's all about.

Which month is good to visit Chicago?

The sweet spots for visiting Chicago are in the spring and fall , specifically April through May and between September and October.

During these months, you'll get to enjoy mild weather, which is perfect for walking around the city and exploring all the outdoor attractions without the extreme cold of winter or the high heat and humidity of summer. Plus, these periods often mean fewer tourists and more manageable crowds at popular spots.

Planning a trip to Chicago on a budget?

People may say that going to Chicago on a budget is impossible. With Tripster, cheap Chicago vacation packages are within your reach!

Check out Tripster Chicago’s discounted hotels , attraction tickets , and show reservations to stay within your vacation budget.

What Did We Miss?

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Solo Traveler

Solo travel tips, destinations, stories... the source for those who travel alone.

Chicago on a Budget: 32 Free and Low-Cost Tips

August 31, 2021 by Janice Waugh

Chicago is a must for every urban traveler.

Architecture, arts and culture, great food, green spaces, sports, museums, festivals: you'll want to explore and enjoy this city in all its facets.

But, it's expensive.

That is where this post comes in.

First, a bit of Chicago trivia: Frank Sinatra's song “My Kind of Town (Chicago Is)” was nominated for an Academy Award for the Best Original Song of 1964 but lost to “Chim Chim Cher-ee” from Mary Poppins . I ask you, which has stood the test of time? Which remains in the fabric of America?

We all know, it's Chicago!

Now here are our best tips for exploring Chicago on a budget.

Table of Contents

Getting To and Around Chicago on the Cheap

While walking is a great option for solo travelers on a budget, Chicago also has an excellent public transportation system and there are bikes available to rent everywhere.

• Getting into town from the airports. Chicago has O'Hare International Airport and Midway Airport. Both are served by L trains with the former taking about 45 minutes to get to the city and the latter taking about 25 minutes. The cost for the L train from O'Hare is $5.00 and from Midway it's $2.25 .
• Exploring the city center . The Loop is Chicago's downtown area. It includes some iconic architecture, Millennium Park, shopping, cultural institutions, and restaurants. You will want to explore this area for sure. I suggest that you do it on foot. There are parts that are great to see by bike.
• You can buy one at any L Train station and at many retailers in the city.
• You can add fare and passes to your Ventra card at any station.
• To use your Ventra card, touch the card to one of the Ventra readers that are located on top of train station turnstiles and on buses. You will hear two sounds, one indicating that the card was read and a second sound with a message on the screen that will say either “Go” or “Stop” (should your card not have enough money on it).
• You can transfer twice within a 2-hour window at a cost of 25 cents for each transfer.
• Fares: Using the Ventra card, the train is $2.50 and a bus is $2.25. You can add a 1-day pass for $10 and a 3-day pass for $20 to your Ventra card. They also have 7 and 30-day passes.
• You can pay cash on the bus. The fare is $2.25 per ride but there are no transfers offered, so if you have to take multiple buses you'll pay multiple times.
• You must use the Ventra card on the trains.
• Rent a bike . The Streets for Cycling Plan 2020 is a plan to build a continuous network of 645 miles of on-street bikeways throughout Chicago, and the city is well on its way with dedicated bike paths, barrier-protected bike lanes, and more. You can order a bike map for Chicago here before your trip. They ask for 4-6 weeks for delivery. Rent a bike in Millennium Park and other locations. They also have a bike share program .

What to Do in Chicago on a Tight Budget

• Chicago greeters . The  Chicago Greeter  program pairs you with a knowledgeable local for an informal, insider's view of the city. I've used Greeters in many cities, including Chicago, and it's always a wonderful experience. You have to book in advance.
• Chicago Architectural Foundation . This is the organization that runs the cruises where you can view Chicago's architecture. They are located at 111 East Wacker Drive in the Loop. There used to be some free exhibits but, these days, they seem to be trying to make up for lost revenue as are all organizations. They make the list because architecture is so central to a Chicago visit. Keep an eye on their special offers for deals.
• Go to the theater with this low-cost option.  Check out the theater and musical performances at Northwestern University. NU has one of the nation's top-rated university theater programs . Tickets are much less than at downtown theaters. The campus is in Evanston, about 12 miles north of the Loop.
• Cultural events. The  Chicago Cultural Center  holds hundreds of free events annually, including exhibitions, concerts, and lectures.
• Chicago Events . The city has many free events that you can check out here .
• Wander the Lakefront Trail. I did this with a bicycle I rented at Millennium Park. With Lake Michigan in front of you and the Chicago skyline behind, traveling the Lakefront Trail is a wonderful way to spend the day.
• Hyde Park Art Center.  This non-profit center has  public galleries and events, most of which are free.
• Poetry . The Poetry Foundation houses a public garden, a 30,000-volume library, an exhibition gallery, and an extensive roster of weekly public programs and events.
• Go to Navy Pier . The Pier is one of the most popular attractions in the city. It reaches half a mile into Lake Michigan. Walk out and you have spectacular views of the city. Navy Pier is home to lots of restaurants and attractions, like a Ferris Wheel, Chicago Children's Museum, Chicago Shakespeare Theater, the Crystal Gardens, an IMAX Theater, and more. Do note that, while the Pier is free, most attractions are not.
• See the city in the day, at night, and from the river . It’s not often that I might want a two-day Hop-On, Hop-Off tour package but in Chicago, I think it’s a good deal. With it, you can do the usual daytime tour plus a river tour and a night tour.
• Go to Frank Lloyd Wright house . You can take public transit to the Frank Lloyd Wright Home & Studio. The Frank Lloyd Wright Trust has many options.
• If you’re a museum goer you might want to get a CityPASS .
• Get the best views of the city. It's always controversial to say that something is the best but I'm going to suggest that the Willis Tower (formerly the Sears Tower) with its Skydeck is the one to choose for spectacular views of Chicago. Tickets are $23 .

The Music Scene in Chicago

• Go to an Open Mic . Cheap and cheerful, open mics bring out the up and coming and the wannabes. It's hit and miss in terms of the music but you will definitely be with a room full of friendly, relaxed people. Most open mics attract the friends of the performers. As an alternative, here's a listing of comedy open mics .
• You must listen to some blues . Chicago is known for its blues scene .  Kingston Mines seems to be the local favorite and it was certainly mine. It is also number 1 on the TimeOut Chicago blues bar list .
• Free music in the park . Check the  Millennium Park  schedule for free concerts all summer.
• Check out the festivals. This is a festival city all summer long. Check the list before you plan your visit to make sure you don't miss something very special.

Frugal Chicago: Live Like a Local

• Run with the locals . Are you a runner? Then join a local group for a run. They're great for solo travelers as you will be running with others, plus, you'll likely head out for the traditional coffee or beer afterwards. Here's a list of Chicago's running groups.
• Last minute theater . Great for locals and visitors on a budget in Chicago alike is Hot Tix, a one-stop shop for day-of discounts on current shows. They usually have half-price tickets for theater, dance, improv, and sketch comedy. Buy online at hottix.org or visit their location on Randolph Street across from the Chicago Cultural Center.
• Join a Meetup . It turns out that Chicago has a meetup called the Chicago Meetup! It bills itself as the largest Arts & Culture Meetup Group in Chicago. You can also dig into the Chicago part of Meetup.com to discover a full range of meetups based on different interests.
• Free museum days . Here are Chicago's free museum days .

Cheap Eats Chicago

• Chicago Restaurant Week . Usually held in late winter, Chicago Restaurant Week is an opportunity for you to taste some of the city's best food and try great restaurants at a discount. During this time many restaurants have prix fixe menus.
• Opentable . With their rating system and $$ system to tell you how expensive a restaurant is, OpenTable.com helps guide you through choosing the type of food and setting you want. With photos, reviews, menus and pricing, the system allows you to book a table according to real-time availability. Use OpenTable at home and as you travel and earn dining rewards.
• Picnic in the park.  With places to buy food nearby, Millennium Park is the perfect spot for dining in Chicago on a budget. You can enjoy a picnic, people-watching, and, with luck, a free concert. Try the 7th floor of Macy’s on North State St. for Frontera Fresco by award-winning chef-restaurateur, cookbook author, and television personality Rick Bayless. It's just a couple of blocks from the park.
• TimeOut's Cheap Eats Chicago . I always check out TimeOut for just about every city I visit. Amongst their regular content they usually have great articles on food. Here's their cheap eats guide for Chicago .
• Eater Chicago has their list . While the city's Michelin-starred restaurants get a lot of the attention, Eater Chicago has a list of more moderately-priced restaurants that give you your money's worth.

Budget Chicago: Where to Stay

A few suggestions for affordable places to stay.

• Chicago Getaway Hostel. Submitted by a reader . “ The Chicago Getaway Hostel has comfortable public areas with pool tables, computers, guitars, and even a hot chocolate vending machine. The rooms are nice with plenty of space. There is a free breakfast and there are also lots of social events. Staff is around 24/7 so you can always get information on anything you want to do in the city.” Located at 616 W Arlington Pl, Chicago
• Hotel Monaco. This is not a budget option but a boutique hotel worth the cost. When I checked, it was less expensive than most 4-star Chicago hotels and had a better rating. The Hotel Monaco is on Wabash Ave so very central. It looked like a typical boutique hotel in the lobby but when I got to my room I couldn’t believe it. It was theatrical, full of reds and golds, with unusual accents. When I opened the drapes to see what kind of view I had, I discovered a huge window seat overlooking the Chicago River.

Have you traveled solo to Chicago on a budget? Please share your tips in the comments section below.

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Chicago on a budget: 7 travel hacks to save on your trip

The Windy City has a number of iconic sights that bring travelers in from around the world. The Chicago skyline, the shores of Lake Michigan, Millennium Park , the Chicago River being dyed green, Wrigley Field, and many other incredible attractions will make you want to visit this city. There’s so much to experience when you visit Chicago. Chicago’s size allows for cultural offerings similar to New York or Los Angeles, but it’s a considerably less expensive place to visit. But still, a few days in any city can add up, especially if you’re looking to save money.

Planning is key. From finding the best airfares to arranging luggage storage in Chicago , you’ll have to find ways of getting around and things to do that won’t cost an arm and a leg. Luckily, this city is packed with free and cheap things to do, as well as great food and nightlife scenes that are perfectly manageable for a tight budget. 

Here are the best travel tips for visiting Chicago on a budget: 

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Cheap places to stay in Chicago

If you’re going to visit Chicago on a budget, you’ll want to find reasonably priced accommodations. 

Chicago hostels 

Youth hostels aren’t a curiosity specific to the capitals of Western Europe; Chicago has a few low-priced lodging options for backpackers and budget travelers. Look into Freehand, Found Hotel, and Selina near downtown, Hi-Chicago near Wrigley Field , or Chicago Getaway Hostel in Lincoln Park. These are all incredible locations near nightlife and cultural activities. The prices are affordable compared with luxury or boutique hotels, and they all have a fun, social vibe for younger travelers. 

Freehand Chicago

This bohemian-style hostel in River North is on the higher end of hostel prices, but you simply can't beat the location when you're traveling on a budget. Complete with a lively bar area, air conditioning, and a variety of rooms, you can get a shared quad room here for as little as $70 a night. A two-person king room will only set you back a little over $100 a night, so this slight upgrade for privacy might be worth it.

Chicago’s neighborhoods

While the Magnificent Mile and Downtown get all the headlines, Chicago is a city of neighborhoods. Almost all the best cultural offerings are located on the near north, west, and south sides. Places like Wicker Park, Logan Square, Chinatown, and Pilsen boast the best (and most authentic) culinary and nightlife scenes. Check out the ultimate Chicago neighborhood guide to find the area that fits your interests. 

While there are certainly nice hotels in these neighborhoods, lodging at hotels or vacation rentals will be considerably less expensive than in downtown Chicago. You’ll certainly want to be within walking distance from an ‘L’ train stop, but these neighborhoods are well-situated for getting around the city. 

Cheap things to do in Chicago 

Because of the countless cheap and free activities, Chicago is one of the best cities to visit if you want to save money. 

If you’re visiting Chicago on a budget, you’ll want to pack in as much fun as possible without spending a penny. While there are plenty of ways to spend money on Chicago’s iconic Navy Pier, just walking around is entirely free. With excellent views of North Avenue Beach, the Chicago skyline, and the Lake Michigan waterfront, Navy Pier is the perfect place to snap some pictures and enjoy the sun if the weather cooperates. There are even free concerts on certain weekends. 

Choose the cheaper (but less iconic) baseball stadium… 

If you’re visiting Chicago on a budget, you might want to consider skipping that “obligatory” trip to Wrigley Field. While the home of the Chicago Cubs is certainly iconic, tickets to nine innings at Wrigley Field have gotten increasingly expensive, especially since their historic 2016 World Series. A better option would be a Chicago White Sox game at Guaranteed Rate Field (formerly known as Comiskey Park). Tickets to “Sox Park,” as it’s widely regarded in Chicago, are considerably less expensive than Wrigley Field, and the ballpark is only a few train stops away from downtown. 

Lincoln Park Zoo

Lincoln Park is a gorgeous near north side neighborhood that’s home to DePaul university, families, and a large contingent of yuppies. It’s also home to more than 200 species of wildlife that reside in the Lincoln Park Zoo. It’s entirely free to visit, which makes it the perfect activity for visiting families.

Hop between Chicago’s hippest neighborhoods

The 606 is an elevated train track that was used to connect Chicago’s various industrial areas. Since these industries have largely left the near northwest side, Wicker Park, Bucktown, and Logan Square have become some of the trendiest neighborhoods in the country. The train track has since been converted into a biking and walking route that connects these neighborhoods. It’s entirely free to use, and the leafy surroundings provide a beautiful backdrop for walking between Logan Square taquerias and the hip nightlife of Wicker Park.  

Explore the Chicago Riverwalk

Chicago is a “two waterfront city” with a river snaking its way through the north side and out to the southwest. The Chicago River has a gorgeous waterfront downtown, where you can take a free walking tour, grab lunch, or watch the whole river dyed green for St. Patrick’s Day. Any time of year, the riverwalk is a great place that’s completely free to explore. 

Chicago Cultural Center

Housed in a gorgeous historic building, this massive facility is perfect for art enthusiasts visiting Chicago, and it’s entirely free to explore. You’ll find art exhibitions, film screenings, concerts, children's entertainment, and more. 

See Millennium Park and The Bean 

Tucked away between downtown Chicago and Lake Michigan is a stretch of greenspace that is revered in Chicagoland. Millennium Park, Grant Park, and the Pritzker Pavilion are all cherished places in this city, where free concerts, Lollapalooza music festival, and a number of annual events all take place. It's also home to one of the city’s most famous and peculiar landmarks, and The Bean is one of the most iconic selfie backdrops in America. Known officially as Cloud Gate, it’s a bean-shaped mirror situated in the Lurie Garden in Millennium Park. 

Garfield Park Conservatory

If you’re in the mood for a bit of greenery, head to the near west side to Garfield Park Conservatory, a beautiful 19th-century greenhouse that’s home to hundreds of species of plants. It’s steps away from the Green Line train and very affordable to get into. It’s particularly popular in the winter when locals will bask in the greenhouse’s humidity. 

Cheap places to eat in Chicago 

For most tourists, visiting Chicago means stuffing yourself with deep-dish pizza or hot dogs covered in every topping imaginable (except ketchup). While these are staples, they’re certainly not the only things to eat, especially when you’re trying to do Chicago on a budget. 

Chicago-style hot dogs at Red Hot Ranch

There’s a classic hot dog stand in every Chicago neighborhood, and not all of them are local chain Portillo’s locations, either. Look for bright flashing Vienna Beef signs, and you’ll run into a small restaurant churning out delicious Chicago-style hot dogs, burgers, Polish sausage, and Italian beef. Many of these are cash-only, like Logan Square’s Red Hot Ranch, Lakeview’s Byron's Hot Dogs , or Duk’s Red Hots. Even more iconic is the Superdawg Drive-In . 

While deep-dish pizza and hot dogs get the headlines, the real Chicago staple is tacos. The Windy City has one of the largest Mexican-American populations in the country, so grabbing one of these delightful Chicago street foods is the best way to eat local and save some money. Carnitas Uruapan is one of the most famous. Pilsen’s Don Pedro, Avondale’s L’Patron, and Taqueria El Asadero in Lincoln Square are other stalwart options. 

Chiu Quon or Joong Boo Market 

Chicago is home to prominent Chinese and Korean-American populations, which offer several delicious and cheap dining options. The quickest, tastiest, and cheapest options are bao buns. Joong Boo Korean Market in Avondale serves up steamy (and massive) bao filled with kimchi and pork for less than $5. Chiu Quon in Chinatown serves up their pillowy bao filled with sweet pork for only a few dollars. 

Cheap bars in Chicago 

Chicago’s breweries are some of the best in the country, and there’s a vibrant scene for trendy cocktail lounges and wine bars. And yet, drinking through Chicago on a budget might be the most fun way to explore the city, assuming you’re of age. 

Chicago’s dive bars have a certain atmosphere that perfectly fits the local culture. The iconic “Chicago Handshake” consists of a shot of Makort and a can of Old Style and has a dubious reputation but is beloved in local taverns across the city. 

The Owl and other Logan Square dive bars 

Hipster haven Logan Square has become one of the coolest neighborhoods in Chicago, partly because of the no-frills nightlife scene. While there are a few breweries and some cocktail bars, Logan Square has a ton of charming dive bars where you can get a Miller High Life and a shot for as little as $5. The Owl, The Burlington, and Whirlaway Lounge are all popular destinations for trendy travelers looking to drink with locals on the cheap. 

Big Chicks, Nobody’s Darling, and other LBTQ+-friendly bars

The far north side neighborhoods of Boy’s Town and Andersonville have vibrant LBTQ+ communities. These areas are packed with bars and nightclubs that are both inclusive, fun, and affordable. On weeknights, these bars run drink specials, but they are reasonably priced on weekends as well. 

Kincade’s and other North Side sports bars

In north-side neighborhoods like Lincoln Park, Wrigleyville, Lake View, Gold Coast, and Old Town, you can’t walk ten feet without stumbling across a sports bar. Almost all of these places run drink specials, whether it’s a bucket of beers or pitchers throughout the week. On game day, especially Big Ten college football, the bars are jam-packed and very fun.

Bonus budget tips for Chicago

If you’re trying to save money, you’ll need a few tips and tricks for getting around and finding the best prices. 

Invest in a discount pass

Chicago has one of the best collections of museums of any city in the country, all of which are easily accessible from downtown. The Shedd Aquarium, the Museum of Science and Industry, the Chicago History Museum , and the Willis Tower Skydeck are all amazing places to visit when you travel to Chicago. If you’re trying to squeeze a few stops during your trip, you can save money by investing in a CityPass, which can save you 30% on museum visits, bus tours, boat tours, and more. 

While The Art Institute of Chicago isn’t included in the CityPass offer, it’s the city’s best attraction and is located near many of the other activities. If you’re an art enthusiast, this is a must. There are student and other discounted rates, but the full price is well worth it. 

Use public transportation

If you have a car, parking can get extremely pricey in certain areas. It can also be very inconvenient in busier parts of the city. Rideshare services between neighborhoods and airports can also really add up to make your trip to Chicago a very expensive vacation. Getting around via public transportation is the absolute best way to cut down on costs. 

A bus ride costs $2.25 per ride, and a train ride only costs $2.50. Chicago’s ‘L’ Train network covers large swaths of the city, making it incredibly affordable to get around. The bus network is even more expansive. If you’ll be taking multiple trips daily, look into a day pass, which will provide unlimited rides and save you money on each fare.

Choose your airport wisely 

If you’re traveling to Chicago on a budget, one of the largest expenses will be finding airfare. Chicago is blessed with two major airports. O’Hare International, located in the far northwest side, was at one point the busiest airport in the world. It remains a busy hub for domestic and international travel. It is connected to the city via the Blue Line train. Midway Airport is located on the southwest side and is connected via the Orange Line train. 

In order to find the best flight deals, check flights to both airports. Regardless of which airport you fly into, make sure to take advantage of the ‘L’ trains that run out to each. At only $2.50 per ride, it’s considerably cheaper than a taxi or rideshare service. Both train lines run directly into downtown and through bustling neighborhoods. 

From free concerts in Millennium Park to free walking tours to the Chicago Cultural Center to the beaches on Lake Michigan, there are so many free things to do in Chicago . If you’re visiting Chicago on a budget, you’ll want to find these activities to make your trip as enjoyable as possible. But finding cheap ways to get around and reasonable lodging are important planning items as well. Fortunately, Chicago’s restaurants and nightlife serve up iconic experiences at an affordable price. If you want to travel AND save money, look no further than the Windy City. 

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27 Best Things to do in Chicago on a Budget

Ready to explore the Windy City, but worried it'll be too expensive? Check out all these things to do in Chicago on a budget.

Here’s an obvious statement: exploring Chicago can be expensive.

And while there certainly are restaurants charging hundreds of dollars per person for dinner and hotels at thousands of dollars a night, there’s still plenty that’s a bit more, shall we say, reasonable.

There are many, many cheap things to do in Chicago on a budget. There are free and inexpensive museums and you can get discounted tickets. You can find tons of free things to do outdoors, especially during the summer.

Chicago’s theater scene is legendary, and while downtown shows can be pricey, you can also get half-price tickets and support one of the many, many neighborhood theaters.

You can even spend less on food and drink, find cheaper places to stay, and save on parking in Chicago .

To help you get the most out of this amazing city, I’ve listed tons of things to do in Chicago  on a budget and ways to help you save money when you explore the Windy City.

How much do I love Chicago? Not only have I lived in the city and its suburbs for 21 years and covered it for nearly that long, I also wrote a book about it .

Things to do in Chicago on a Budget

“When you feel like tellin a feller to go to the devil — tell him to go to Chicago — it’ll anser every purpose, and is perhaps, a leetle more expensive.” Mark Twain

Find more quotes about Chicago

Want to save even more? Check out this list of free things to do in Chicago .

This post contains affiliate links, which means when you save money, we make (a little) money, which helps us keep the lights on. Thanks for that!

Visit Attractions and Museums in Chicago for Less

Chicago’s known for its world-class museums, and while they’re absolutely worth visiting, those ticket prices can add up. When you’re looking for things to do in Chicago on a budget, a museum may not be on your radar.

However, there are several free Chicago museums and other ways you can save money on tickets.

Get discounted tickets to Chicago museums

Admission to Chicago’s museums can add up. With a Chicago CityPASS, you get tickets to five of the city’s biggest attractions for one price:

• Shedd Aquarium
• Skydeck Chicago
• Field Museum
• Your choice of admission to any two of these attractions: Adler Planetarium, Art Institute of Chicago, Museum of Science and Industry, 360 CHICAGO Observation Deck

You can get your CityPass any time, and it’s valid for nine days from the date of your first use, which gives you plenty of time to see all the included attractions.

Click here to learn more and get your CityPass

Illinois and Chicago residents also get discounted admission at several attractions, including Museum Campus museums Adler Planetarium , Shedd Aquarium , the Field Museum , and the Museum of Science and Industry .

Save on more attractions with GoChicagoCard

With the  Go Chicago Card,   you pay one price and receive free admission to more than 25 Chicago attractions. When you’re visiting Chicago on a budget, this is definitely a great way to save money. There are two options, so you can find one to fit your interests and your budget:

• All-inclusive pass. Choose to use it in 1, 2, 3, or 5 days
• Explorer Pass. A build-your-own pass that lets you choose  2, 3, 4, 5, 6 or 7 attractions.

​That last one is particularly helpful if you’ve got limited time and money, because you can be specific about the attractions you know you want to see.

Learn more and get your GoChicagoCard here .

Illinois resident? Check out Chicago free museum days.

If you live in Illinois, you’re in luck. Many of Chicago’s museums that charge admission schedule many free Chicago museum days for Illinois residents .

Visit a free Chicago museum

You’ll be amazed by the number of free museums there are in Chicago. Some of the things you can do are visit the home of the woman the FBI labeled the “most dangerous woman in America,” Chicago’s oldest house, and see 10,000 years of humanity.

A short list includes:

• Jane Addams Hull House Museum
• Clarke House Museum (Chicago’s oldest house)
• Loyala University Museum of Art (LUMA); available by appointment
• Block Museum of Art
• Museum of Contemporary Photography
• National Museum of Mexican Art
• Oriental Institute

Visit the People’s Palace at the Chicago Cultural Center

Originally built as the Chicago Public Library, the Chicago Cultural Center was the country’s first free municipal cultural venue.

A must-see are its two stained glass domes, including the largest Tiffany glass dome in the world located in Preston Bradley Hall.

The other dome is even larger.

It’s worth it to take some time in the Chicago Cultural Center. In addition to the domes, there’s gorgeous marble throughout the building. They also have a free art gallery.

Did you know Chicago had a library in a water tower? Learn that and more quirky stories in Living Landmarks of Chicago .

Save on attractions with Get Your Guide

Get Your Guide is known the world over as a place to buy tickets for attractions, tours, and all sorts of sightseeing fun.

While the ticket prices aren’t necessarily discounted, you can see many of your options in one place and how they’ve been rated by verified users.

For example, a quick glance of what they offer in Chicago includes a Chicago architecture boat cruise , admission to Skydeck Chicago in Willis Tower, and a hop-on hop-off tour . 

Also save with TripAdvisor Attractions

Another way to find multiple things to do in Chicago on a budget is to use TripAdvisor .

They own Viator, so when you book directly through TripAdvisor, you’re booking through Viator. We tested it out on a visit to San Diego and it was easy-peasy.

Click here to find things to do in Chicago on TripAdvisor.

Free outdoor things to do in Chicago

Chicago’s got several incredible parks, providing plenty of green space.

Commune with the arts in Millennium Park

One of Chicago’s most popular tourist destinations is Millennium Park . This absolute gem includes the Jay Pritzker Pavilion, which is the site of many free concerts and events. It’s also where you’ll find Cloud Gate, affectionally known as “The Bean.”

During winter in Chicago, there’s an ice skating rink in the park.

Lurie Gardens showcases local plants, and free tours are offered in the summer.

Feel like a kid at Maggie Daley Park

Maggie Daley Park , which is right next door to Millennium Park, has one of the coolest playgrounds you’ll ever see.

There’s also a skating ribbon, and in the center are climbing towers.

Play in Grant Park, Chicago’s front yard.

Grant Park is a sprawling park that’s got baseball fields, an amphitheater, a rose garden, and that indelible Chicago symbol, Buckingham Fountain .

It’s the site of Lollapalooza and other big festivals.

Grant Park also has quite the history: Montgomery Ward fought for years and spent more than a million dollars in today’s money to keep the space open, free and clear.

Want to learn more about Grant Park’s incredible story? Get Living Landmarks of Chicago .

Explore Lincoln Park, Chicago’s playground.

Lincoln Park sprawls along the north side of Chicago, extending seven miles up the city’s lakefront.

There are nature reserves, beaches, harbors, and fields for just about every sport imaginable. There’s even a skate park and a driving range.

Lincoln Park is also where you can find the Chicago History Museum, the Peggy Notebaert Nature Museum, Alfred Caldwell Lily Pool, and Lincoln Park Zoo.

Head to Humboldt Park for Little Cubs Field and Puerto Rican Culture

To the west, Humboldt Park is a popular summer spot for families, with an historic boat house, lagoons, and a replica of Wrigley Field,

The surrounding community has a large Puerto Rican population. Inside the park is the National Museum of Puerto Rican Arts and Culture, the only museum in the nation completely dedicated to the subject.

And guess what: the museum is also free!

Discover landscape art in Garfield Park

Another flower in the cap of the Chicago park system is Garfield Park. William Le Baron Jenney, the father of the skyscraper, was also a landscape designer.

Originally called Central Park, Garfield Park opened in 1874 with just forty acres and later expanded.

Garfield Park’s most well-known feature is the Garfield Park Conservatory. Designed by Jens Jensen, it’s one of the largest conservatories in the United States.

Visit the site of a World’s Fair in Jackson Park

One of the most defining events in Chicago’s history was the 1893 World’s Fair, which took place in Jackson Park.

Little remains of the fair, but you can get a glimpse of its grandeur. The Museum of Science and Industry, at the north edge of the park, is inside the only remaining building. During the fair, it was the Palace of Fine Arts.

Today the park is known for its Japanese gardens, an 18-hole golf course, and the 63rd Street Bathing Pavilion, which is a Chicago Landmark.

Follow the Chicago Riverwalk

The Chicago Riverwalk is a 1.25 mile path that runs from Lake Street to Lake Michigan. Along the way you’ll find gardens, public art, an outpost of City Winery and other Chicago restaurants, shopping, and more.

You can also rent a boat or a kayak, and the river walk is where you’ll board the Chicago Architecture Center’s First Lady for their famous architecture cruise.

Walk (or run, or bike) the Lakefront Trail

Chicago’s shoreline is open to the public, which is why the city is able to have a glorious trail that’s nearly twenty miles.

The Chicago Lakefront Trail is a multi-use trail that runs from 71st Street on the south to Ardmore Avenue on the north. Along the way you’ll pass multiple beaches, the Museum of Science and Industry, Museum Campus, Navy Pier, Lincoln Park, and more.

You’ll also get some of the best views available of the Chicago skyline.

Stroll the People’s Pier

Navy Pier is one of Chicago’s most popular things to do for good reason. There are so many things to do on Navy Pier, including riding the Centennial Wheel and carnival rides, watching a show, taking a cruise, and more.

Check out our whole big post on Navy Pier Chicago attractions to see everything you can do.

Spend a day at the beach

Chicago has several sandy beaches along its lakefront. The most popular beaches near downtown are 12th Street Beach, next to Adler Planetarium; Ohio Street Beach at the foot of Navy Pier; and North Avenue Beach.

That beach has volleyball courts and an onsite restaurant and bar in the shape of a boat. North Avenue Beach is also front and center to view the free Chicago Air & Water Show.

There are several small beaches, but changing lake levels and storms mean the shore is an ever-changing landscape. Check the Chicago Park District’s website for current (ba-dum-bum) information.

Save at Chicago Bars and Restaurants

Sure, you could spend $100 and up – per person – at Chicago’s best restaurants, but when you’re on a budget, that’s not really an option. However, you’re not stuck with fast food or hot dogs – although a Chicago-style hot dog is definitely worth trying.

Take advantage of Chicago Happy Hour and Food and Drink Specials

Several Chicago bars and restaurants offer great food and drink specials. You can get $1 tacos on Tuesday, half-price bottles of wine, $5 pizzas, and 50-cent wings.

Some specials are all day, and some are just during Happy Hour. Taking advantage of these means you can get some pretty tasty food and some drinks to go with it for a lot less than you think. 

Get discounted certificates at Restaurant.com

Another way to save at Chicago bars and restaurants is to buy certificates through Restaurant.com .

These certificates are sold at a discounted rate. For example, you can get a $10 certificate at La Taberna for just $4.

There are restrictions, of course. There’s almost always a minimum purchase required ($20 at La Taberna) and they’re usually for dine-in only. They’re often restricted on the weekends, too, so make sure you read the fine print.

There are over 200 participating restaurants within 25 miles of Chicago, meaning there are plenty to choose from. Like using TripAdvisor and Viator to save money, Restaurant.com is another good resource for travel outside of Chicago, too. 

Click here to browse Restaurant.com and get discounted certificates

Get Cheap Chicago Theater Tickets

There are more than 240 theaters in Chicago, These range from tiny storefronts scattered throughout the city’s neighborhoods to the gorgeous venues in the downtown Chicago Theatre District.

There are theaters that consistently produce critically acclaimed plays, like Steppenwolf and Goodman.

There are short runs of a week, and long-running shows including the vibrant Blue Man Group and the fun Tommy Gun’s Garage. 

With so many theaters, and so many performances, you could see a show every day of the year, but that would get pretty pricey, pretty quickly.

Fortunately, there are two services that offer discounted tickets to Chicago theater.

Get hot tickets with HotTix

HotTix is run by the League of Chicago Theaters and offers half-price tickets.

Similar to the TKTS Discount Booths in New York City, HotTix operates booths that you can visit to pick up day-of tickets. However, you can also purchase tickets online.

While most of them are for the same day or the next day’s performances, you can also find half-price tickets for future dates.  Click here to see what’s on sale at HotTix

Go for the gold with Goldstar

Goldstar is another service that offers discounted tickets to Chicago theater and events.

Not only do they have discounts for theater, you can also find cheap tickets to cruises on Lake Michigan, walking tours, and special events like the One of a Kind Show, or the International Gem and Jewelry Show.

Places like City Winery frequently offer discounted tickets through the platform.

All-in-all, signing up with Goldstar is a great way to save money on tickets. 

Find half-price tickets and sign up with Goldstar

Don’t miss our Chicago events calendar !

Where to stay in Chicago on a Budget

Whether you’re visiting Chicago as a tourist, or you’re a local taking a staycation, one of the biggest expenses will be where you stay. You can make it less expensive, though, by trying these resources:

If your dates for visiting Chicago are flexible, check TravelZoo first. They find deals all over the world, and there are usually some great discounts in Chicago.

You just plug in where you want to go and the number of people and search for their current deals. You can keep the dates open, or you can choose specific days.

Some deals are discounted rates, and others are included add-ons, like parking or room service.

While you’re on the site, you can also find deals on attractions, shows, restaurants, and more. 

Find hotel deals on TravelZoo

Priceline Express Deals

If you’re really flexible and price is a big consideration, check Priceline Express Deals . This is a great option to search for where to stay in Chicago on a budget.

You plug in where you’re going and when, and Priceline searches for deals up to 60% off.

The only catch is, you won’t know which hotel it is until you book it. However, you will see how many stars a hotel has, what brands of hotels are included in that category, how other travelers have rated it, and what kinds of amenities you can expect. 

We’ve used this service a lot, and have had good experiences. It’s always exciting to see where we end up! 

Find Priceline Express Deals

When you’re looking for where to stay in Chicago on a budget, Expedia is another site that offers discounts on hotels. You can also find savings on flights, rental cars, and things to do.

Find Chicago hotel deals at Expedia

TripAdvisor Hotels

For more certainty in your hotel planning, use TripAdvisor . They search more than 200 booking sites to find the best deal.

You can plug in your dates, and also narrow your search by type of property (B&B, hotel, etc.), the specific neighborhood, and amenities like free parking, wifi, or breakfast. 

Search for a hotel on TripAdvisor

Pay Less for Parking

This one’s a biggie. It’s such a pain, and can be so expensive, we’ve written a whole guide on parking in Chicago .  While the easiest thing to do, especially if you’re staying downtown, is just to park at the hotel, it’s also the most costly (by far).

Use a discounted parking service

Instead of paying full price or trying to find street parking, sign up with a discounted parking service.

You can then search for and book your parking in advance and you’ll end up saving a ton of money. Parkwhiz  and  Spothero  both operate in downtown Chicago. 

There you have it! Our top free and cheap things to do in Chicago on a budget, and tips to save even more!

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The Budget-Traveler’s Guide to Chicago​​

You can have a blast in the windy city without going broke.

Chicago is known for its chilly, windswept weather, but don’t be fooled. For much of the year, the metropolis, built on 22 miles of Lake Michigan’s southern shore, offers comfortable temperatures for outdoor enjoyment of its architectural and natural pleasures — many of which are free.

The bulk of your budget will go toward lodging, so you’ll want to be shrewd about timing your trip. Rates tend to yo-yo with the seasons (better weather brings higher prices) and business traffic (midweek rates can surge, often depending on the convention calendar). These are my top tips for ways to save in this fantastic city:

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Where to stay

I like to clue friends in about lesser-known hotel options, especially those conveniently located by one of the elevated (the L) or subway train lines, such as in Old Town or Lincoln Park. One stop from Michigan Avenue’s retail-centric Magnificent Mile, the Ambassador Chicago hotel (1301 N. State Parkway) sometimes has rooms listed for $119 and up on its site, and they can appear on Hotels.com for $116 a night. HotelTonight consistently has options for $100 or less; I’ve used it to book a staycation at the Hotel Lincoln (1816 N. Clark St.), a stylish boutique lodging at the edge of Lincoln Park, for $100.  

Getting around

One of the most economical ways to travel around the city (and to and from its two airports), riding the L, can be its most scenic. Looping the downtown, the Brown Line weaves around skyscrapers, crosses the Chicago River and provides backyard views of many neighborhoods. Seven-day unlimited passes are $25. But the ideal way to appreciate Chicago’s renowned architecture, as well as absorb some city history, is on foot.  

Things to do

Take the Must-See Chicago walking tour.  Consider this 90-minute  tour  offered by the Chicago Architecture Center (architecture.org, 111 E. Wacker Dr.), which hits the highlights and includes admission to the center’s museum ($30 per person). It’s just off the recreational Riverwalk path, which I recommend for a twilight stroll that features postcard vistas of iconic skyscrapers.

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For a splurge, see the city from the water on a CAC River Cruise aboard Chicago’s First Lady. Docents from the Chicago Architecture Center share stories about riverfront landmarks. Tickets start at about $50 (March through November).

Visit the Art Institute of Chicago.  You can easily spend a day at this landmark ( artic.edu , 111 S. Michigan Ave.). Built for the 1893 World’s Columbian Exposition and filled with treasures largely amassed by early industrialists, it has one of the world’s strongest collections of Impressionist and Postimpressionist paintings ($25 for adults; $19 for those 65 and older).

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Explore Millennium Park . Many of the city’s free attractions hug the lakefront, including the art-filled, 24.5-acre Millennium Park, part of the larger Grant Park. A pedestrian bridge designed by architect Renzo Piano connects the Art Institute to the park, home to prairie gardens in summer, an ice rink in winter and selfie takers year-round. Photo seekers gather at Anish Kapoor’s reflective  Cloud Gate  sculpture, popularly known as “The Bean.”

Just north of Millennium Park is the 3,040-foot-long Navy Pier, which juts into Lake Michigan. Originally a commercial shipping center, the pier is now a civic attraction featuring rides (the nearly 200-foot-tall iconic Centennial wheel among them), boat tours, shops, restaurants and the acclaimed Chicago Shakespeare Theater ( chicagoshakes.com) . Don’t miss the Miller Lite Beer Garden for brews with views and live music in the summer.

Stroll the Lincoln Park Zoo.  This is another freebie, located on the lakefront a little over 3 miles north of Millennium Park, with its expansive great-apes house and an immersive African habitat ( lpzoo.org ).

Check out the Garfield Park Conservatory.  It’s free to visit this conservatory ( garfieldconservatory.org , 300 N. Central Park Ave.), one of the largest indoor gardens in the nation.

Drink in the view.  You can enjoy skyline views at the 360 Chicago Observation Deck ( 360chicago.com , $30 for adults), which is on the 94th floor of what was formerly known as the John Hancock Building. Or have a drink at the tower’s Signature Lounge, on floor 96, where there’s no fee for the views.

Catch a show.  Spend your evenings sampling the rich — and democratically priced — performing arts scene. The home of improv comedy, Chicago offers an array of sketch and improvisational-comedy companies, including the legendary Second City (whose alumni include former  Saturday Night Live  stars John Belushi and Tina Fey). The Second City ( secondcity.com , 1616 N. Wells St.) presents live shows seven days a week (starting at $18). But there are dozens of theaters to choose from, scattered throughout the city, often lodged in storefronts and offering tickets at $20 or less.

More on travel

​A Guide to the Chicago Architecture Center and Other Highlights​​

Michigan's Beloved Left Coast

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Visit Chicago on a Budget: 23 Cheap Things to do in Chicago

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After our month-long Route 66 roadtrip a couple years ago we planned for a few days to explore Chicago, Illinois. We LOVE New York City, so were looking forward to exploring another large and bustling city. And it helps that Chicago is known for a couple food items we’re fans of… hotdogs and pizza! As a budget traveller I always look for budget friendly and cheap ways to explore new places. Chicago is a city ripe with budget-friendly options, so I’ve put together this list of cheap things to do in Chicago so that you can explore some of the awesome things we loved. Take a look, and make note so that you can plan your visit to Chicago on a budget!

Pin it for later!

Cheap Things to do in Chicago

1. Eat at Portillos

2 words: CHICAGO DOG. I didn’t even know this was a thing until I arrived in Chicago. But now that I do, it has become my personal mission to make sure everyone tries one! Yes, they are THAT delicious! Without a question, this is my top recommendation for cheap things to do in Chicago!

So, a Chicago-style Dog is typically a boiled vienna hotdog, served in a poppyseed bun. (yes, the poppyseeds are important!). It is then topped with a generous amount of mustard, relish, diced onions, tomatoes, 2 ‘sport peppers’, a dill pickle wedge, and celery salt. And NO KETCHUP! Seriously, it’s basically a sin to add ketchup in Chicago. Full disclosure.. I HATE mustard, relish and pickles. So I was a little skeptical on trying something that was pretty much full of things I hate. So I compromised and opted to ask for no pickle, and half the mustard and relish. OhmiGAWD I am officially a convert!! These babies are amazing!

Portillo’s is a seriously funky establishment. You feel like you’re walking into a little town when you enter. If you’re lucky, there will only be a few people in line. But even if it’s packed, they work hard to take your order quickly. And I promise, it’s worth the possible wait!!!

FOODIE TIP: Try their chocolate cake shake ;). I’m sorry, and you’re welcome. 

Read More: Pack for the perfect road trip with my road trip packing check list  

2. Go for deep dish pizza

There are a few things Chicago is famous for, and the most popular one is deep dish pizza! Now, if you didn’t know, Chicago does pizza differently. Crust goes on the bottom, as it should. But then, they add cheese BEFORE the sauce! We tried 2 different restaurants… Pequod’s, who are famous for their ‘burnt cheese’ crust (pictured to the right), and Lou Malnati’s, who is just plain famous. To be honest, neither were our favourite… We’re pretty hooked on NYC thin crust! But given that it’s a MUST TRY in Chicago, I definitely have to include it in my recommendations. Given the options, I prefer Lou’s over Pequod’s. BUT, Pequod’s has an awesome $5 lunch special that really makes trying them a ‘can’t lose’ situation (and you know how much I love a good deal!).

3. Walk Navy Pier

I’ll be honest, this wasn’t our favorite thing to do in Chicago. While Navy Pier is a great place to see the sunset over the skyline, the rest of it is mostly overpriced restaurants and souvenir shops. We are glad we made the walk down to the end, as it is a nice walk with all the boats docked along the walkway, but I don’t feel a need to go back. BUT, it truly is worth a visit, even just to say you’ve been there. Go for sunset and you won’t be disappointed!

4. Get a transit pass

Driving around downtown can be terrible, depending on what time of day you head in. But even if traffic is decent, parking is horrendous!! It’s hard to find, and seriously a fortune (one place wanted to charge us $28 for a 20 min stop!). So I highly recommend public transportation! The train and bus system is excellent and your pass works for both. We tend to go for unlimited passes, because they let us travel around without having to check our balance, and it always proves to be cheaper than paying by the trip.

5. Take an architectural boat tour

Everyone I asked about what to do in Chicago told me I HAD to go on an architectural boat tour of the city. And having done it, I definitely agree with the recommendation! It’s a great way to see the city from a different angle, and we learned quite a bit about the buildings and the city from our guide.

Before you book, make sure you look for discounted tickets on Groupon . We booked tickets with Chicago Line Cruises and saved about $10 each!

Budget Tip: Start watching Groupon ahead of time, and use a 10% off coupon or $ off discount to save even more!

Read More: Check out the old abandoned graffiti highway in Pennsylvania

6. Have a giant potato at the French Market

Seriously, it was the size of my head!! Where else are you going to find a stuffed baked potato big enough to feed you for 3 meals?! (Seriously though.. Where else?? Because if I can eat this somewhere else, I need to add it to my travel list!) While you’re there you can take a wander around the market and pick up some goodies to take home. It’s not a big market, so you won’t spend hours there. But it’s a nice little walk around inside, and worth the stop!

7. Tour a brewery

Chicago has an amazing microbrewery scene, so it’s no surprise that this makes my list of cheap things to do in Chicago. We took a free tour at the Haymarket Pub & Brewery. It’s a small microbrewery west of downtown, and it was a great stop after the Maxwell Street Market! There are several brewery tours in and around Chicago, so pick one and enjoy!

TIP: Check out this post to see some of the brewery tours offered here!

8. Get a good view of the Chicago skyline

Like many cities on a waterfront, the skyline is best viewed from the water. 2 of the best options in the city are at Navy Pier and on the drive to the Adler Plantetarium. Both are easy to get to from downtown, whether you’re driving, taking transit or walking.

9. Pose at the Bean

Can’t leave the Windy City without having the quintessential tourist experience at the Bean at Cloud Gate! It’s always pretty busy around there, so you’ll have a hard time getting tourist-free photos. But if you feel so inclined, get there around 6:30am for your best chance at some! The bean is just a few minutes from the Crown Fountain, Buckingham Fountain, Navy Pier and a Garrett’s popcorn, so make an afternoon of it!

Read More: Plan the Ultimate Summer Road Trip with this guide

10. Play in the water at Crown Fountain

This is a fountain that we just stumbled upon one afternoon, and it’s a pretty funky place to visit! It features a big screen at either end of a courtyard. The screens feature a face making different faces, and every few minutes they turn into a fountain. Hard to describe, but definitely worth a stop on your way to Cloud Gate!

11. See Buckingham Fountain

Buckingham Fountain in Grant Park is one of the largest fountains in the world, so definitely a must see while you’re here! The fountain pumps more than 14000 gallons of water every minute during its hourly light and water shows! It operates mid-April to mid-October, so be sure to fit it into your schedule if you’re looking for things to do in Chicago during those months.

12. Get a view from the top

Chicago is home to two 100+ story buildings that both offer a beautiful view of the city. Head to the John Hancock Tower to view the city from the lounge of the Signature Room on the 96th floor, the Signature Room restaurant on the 95th floor (food/drink purchase required at both of these), or the 360* Observation Deck on the 94th floor. Form 1000 feet up, you can see 55 miles on a clear day, and 4 states! If you’re brave, try the new ’tilt ride’ on the observation deck! Or head the the 103rd floor of the Willis Tower to step out out on the ledge on the Skydeck! Both towers offer an amazing view, but make sure to go up on a clear day or you might be disappointed!

13. Try some Garrett’s popcorn

You can’t leave Chicago without trying some REAL Chicago Popcorn Mix! If you haven’t been living under a rock the last several years, chances are you’ve had some of the famous blend.. A wonderful mix of cheese and caramel coated popcorn. Whether you have or haven’t, you can’t leave the city without stopping in for a sample and a bag to take home!

Fun Fact: the name ‘Chicago Mix’ has actually been trademarked by a St Paul, Minneapolis candy store! Having been sued a few years ago for their use of the name, Garrett’s actually doesn’t call their mix ‘Chicago Mix’ anymore!

14. Visit the Pilsen neighbourhood

If you’re a fan of street art (which I am) and Mexican food (which I definitely am) Pilsen is an awesome neighbourhood to visit! Head down for an afternoon wander and grab dinner at one of the many local Mexican restaurants! Don’t forget to have a churro!

Read More: Pack for any trip with my essential packing list

15. See the Route 66 start & end sign

This was actually one of our main stops in Chicago, because we were in Chicago to finish our Route 66 roadtrip. Because Route 66 used to only be a single lane in either direction, and the streets are now one ways, the start and end points are actually a block apart.

The start and end points are downtown, right across from Grant Park and Cloud gate, so this is a great place to start a day of wandering around downtown!

16. Get a ‘Depression Dog’ at Gene & Jude’s

For those that aren’t into the ‘dragged through the garden’ style of the Chicago Dog, the original ‘depression dog’ might be more appealing… This dog was potentially the ORIGINAL version of the Chicago dog, and it comes with much less toppings- typically just mustard, onions and sport peppers. And possibly some relish… But still NO ketchup! But wait…. The most important topping? French fries! You’ll get them piled on top or wrapped up with the dog as an all-in-one meal. If you’re a foodie, this is definitely a worthwhile stop on the Chicago food scene! Henry’s Drive In gave this meal the tagline ‘it’s a meal in itself’, which couldn’t be more accurate! Add this to your plan for visiting Chicago on a budget!

17. Visit Monster Toys

There isn’t much to see here (sadly there’s no actual toy factory to go into!), but if you’re looking for a cute photo op (and have a car or an unlimited bus pass) it’s an easy and quick stop to make! Look close… You might miss it!

18. Wander around the Chicago Botanic Garden

Chicago’s Botanic Garden gives a nice break from the bustling city streets. Walk through the gates and you’re stepping into a whole different world! Catch here is that it’s actually a ways north of downtown.. about 40 minutes by car or 90 minutes with transit. So while it IS a great thing to do in Chicago, be prepared to dedicate a whole day to the Botanical Garden.

19. Score some deals (and sweet Mexican food!) at the Maxwell Street Market

Maxwell Street Market is a once a week market every Sunday. The street shuts down to vehicle traffic, and vendors and shoppers take over the 2 block span of Maxwell Street. Vendors are mostly ‘flea market’ style, and you’ll find a full block of Mexican food stand and trucks. You won’t spend more than an hour or 2 here, but it’s a fun start to your Sunday! And there’s a Portillo’s a few blocks away, so head over there for lunch 😉

20. Walk the Chicago Riverwalk

Whether you want to just go for a walk, or grab a bite or a drink, Chicago’s Riverwalk is the perfect place to do this. You’ll be surrounded by stunning, world-class architecture, and have amazing views of the city. Several river cruises depart from along the Riverwalk, and there is a water taxi you can take to get to a different section. Spend an hour or an afternoon… But definitely add this to your list of things to do in Chicago on a budget!

21. Wander the Magnificent Mile

North Michigan Ave, or the Magnificent Mile as it is known, is home to many of the areas top places to shop. Budget shoppers will agree that most of the stores don’t qualify to be on a list of cheap things to do in Chicago, but if you don’t go inside, it still makes for an entertaining (FREE) afternoon! The views are impressive, and worth the time. Several of the tallest towers in the United States call this street home, so be sure to look up! Pop into Lindt chocolate and Garrett’s Popcorn Shops for a free sample 😉

Read More: Visit all the best diners on Route 66 !

22. Take a free guided walking tour

One of my favorite things to do in New York City is to take a free guided walking tour with Free Tours by Foot . So, naturally, when we got to Chicago I had to check out if they were in this city, too. And they are! You can choose from a variety of guided tours around the city. As the name implies, the tours are completely free. You just decide at the end whether to give your guide a tip. We generally tip $5-20, depending on how long the tour is, how much we enjoyed the tour, and whether we both attend or not. If you’re wanting to learn about the city of Chicago, these tours should definitely make your list of cheap things to do in Chicago.

23. Count the bricks on the Tribune Tower

Now… it’s time to start planning!

I hope this list helps you make the most of your time in Chicago, and helps you to stay on budget when planning your visit to the city! There are many cheap things to do when visiting Chicago on a budget, these are just our favorites!

Do you have an idea for cheap things to do in Chicago?

Leave a comment below so that I can add it to my visit for my next visit!

Stay on Budget and Pin this for Later!

16 Comments

Great idea to seek the free walking tours! Chicago is so interesting to see on foot that a walking tour is a great way to take in the city!

Oooh I really want to visit Chicago! Also, I came here through FTB, but I’ve been following your digital nomad guides for Mexico and found them so helpful! Thanks for all your amazing advice!

So many things to add to my list! I have only seen Chicago from a plane but the skyline was very pretty and I couldn’t believe what the great lakes look like!

Chicago is one of the closest cities to where I live. I have been several times, but there are lots of things on this list that I haven’t done yet! Guess it’s time for another budget-friendly trip to Chicago!

I’m always looking for fun things to do on the cheap. I’m excited about going to Chi town now!

There are so much to see and do and eat in Chicago! I need to go back again in the summer sometimes. Last time I went was February so I didn’t get to see much haha

Yes! I feel like I did most of these too! Haha. It’s good to travel on a budget cause your money goes further 😀 great post!

This is perfect! I’m from NJ/NY area so I know NYC pretty well, but I’ve never been to Chicago. It’s definitely at the top of my list and this post is perfect to start planning my trip! How many days would you recommend to really see the city?

I love free walking tours. Or paid walking tours. I try to do one in every city that I visit because they teach you so much about the place AND they help you get your bearings for more exploring later on!

Yasss Portillos!! I go to Chicago all the time but haven’t done most of these things. Now I have a ton of new things to do! Thanks for sharing!

Chicago is my all time favorite big city! I visit all the time to see my family. It’s cool to see this list and learn about a couple new things.

Wow I love this mom and son team! I actually have the plan to “home school” or rather “travel school” my kids one day too. Glad to hear this is what you are doing! That’s amazing. And very informative post! Got to try a deep dish pizza one day.

Literally just booked a Chicago trip for May, so this is super helpful! Only have a full two days butnhoping to see ad much as we can.

Thank you for sharing! I love knowing budget tips before going to a place

Go Blizzards! What an awesome intro to Chicago. Looks like you enjoyed the foodie side of the city a lot!

As a budget traveler, these tips are so useful. Haven’t been to Chicago yet so I’ll definitely save this post.

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How to Visit Chicago on a Budget

Occasionally overlooked in favor of coastal cities like San Francisco or New York , Chicago is one of America's best and somehow most underrated cities to visit.

Towering above the shores of Lake Michigan, Chicago is a city of incredible architecture, rich history, world-class museums, and a beautiful downtown area. The food scene in Chicago rivals any city in the country (there's much more to this place than delicious deep-dish pizza and Chicago-style hot dogs) , the vibrant nightlife scene goes as late as 4 am, and the live music venues do it all, from the blues to punk and everything in between.

However, Chicago isn't always the cheapest city for a tourist. So we've put together this ultimate travel guide to show you how to visit Chicago on a budget.

Chicago on a budget: Know before you go

Embrace public transportation.

Chicago's 'L' train can take you where you want to go. Plus, it's more budget friendly than an Uber. Grab a reloadable Ventra card at kiosks found in subway stations and the airport. You can add funds as needed or pay upfront for an unlimited pass of 1, 3, or 7 days.

Explore the neighborhoods

There's so much more to Chicago than downtown. Get out and explore the city's distinct neighborhoods – from West Loop and Wicker Park to Lincoln Park and Lakeview – and choose your favorite!

Dress for the weather

It's true, this city gets COLD in the winter and that wind is definitely no joke. But it also gets scorching hot, rainy, snowy, foggy, and darn near everything else in this city. Instead of trying to plan for Chicago's crazy weather, dress in layers that you can easily add or remove.

Smarter ways to park your car

If you have to drive in Chicago, be sure to download the Park Chicago app to easily pay for, extend, and register for street parking. If you'd rather park in a private parking space or garage, you can reserve and pay ahead of time with ParkWhiz and SpotHero .

Free and cheap things to do in Chicago

Stroll through millenium park.

Located in the heart of The Loop, Millenium Park is a meeting place for both locals and tourists alike. The most popular attraction in this sprawling park is easily the famous Cloud Gate sculpture, better known as The Bean . Walk under this reflective archway and watch your distorted reflection change with each step. Then, do as every tourist has done before you and snap your very own Bean Selfie.

After you’ve posed with the Bean, explore the rest of Millenium Park by splashing around with the local faces of Crown Fountain or taking a break amongst the colorful flowers of Lurie Garden .

Get wild at the Lincoln Park Zoo

Believe it or not, one of the country’s best and oldest (4th oldest in North America) zoos is still free to visit. Located in, you guessed it , Chicago’s famed Lincoln Park neighborhood, the Lincoln Park Zoo is home to over 1,100 different animals and is constantly welcoming new species. As a bonus, the zoo’s Nature Boardwalk also offers an incredible view of the Chicago skyline along the South Pond.

Take in the Chicago skyline views from Navy Pier

Navy Pier , affectionately known as the “People’s Pier,” is one of Chicago’s most iconic attractions. Jutting out onto the waters of Lake Michigan, the pier is like a theme park within the city limits, complete with rides, restaurants, beer gardens, boat tours, dinner cruises, and, of course, the iconic 15-story Ferris Wheel. Most of the attractions on the pier cost money but strolling the pier while talking in the incredible views of the city along the Lake Michigan shoreline is completely free if you're on a budget.

Window shop your way down the Magnificent Mile

This 13-block stretch of North Michigan Avenue, known as the Magnificent Mile , is one of the most iconic retail, dining, and hospitality destinations in the world. The bustling avenue, stretching from the Chicago River to Oak Street, is home to Chicago’s premier shops, restaurants, and hotels, making it a great place to do some window shopping and people watching. And if you need a pick me up as you take in the sites, leave some room in your budget for a pit stop at the world’s largest Starbucks !

Where to stay on a budget in Chicago

Hi chicago - the j. ira and nicki harris family hostel.

The Chicago outpost of this international hostel chain delivers the same high-quality experience that budget travelers have come to expect from them. HI Chicago is conveniently located in The Loop and less than a 10-minute walk from famous attractions such as The Bean and Willis Tower. Inside, the common areas are stylish and spacious, while the rooms – either dorm or private – are clean and comfortable.

Wrigley Hostel

As you might guess, Wrigley Hostel is located in the lively neighborhood of Wrigleyville, close to the world-famous ballpark of the same name. Thanks to its inviting common areas, this modern hostel gives more of a cozy ‘bed and breakfast on a budget’ feel. It has colorful dorm-style and private rooms, a communal kitchen, a BBQ deck, and a common room complete with tons of games such as pool, ping pong, and foosball. Guests also love the location of Wrigley Hostel, as it’s just a short walk to the Addison Red Line ‘L’ stop and close to some of the city’s best sports bars.

Freehand Chicago

If you prefer to stay in the hip, boutique-style hostels when you travel, look no further than Freehand Chicago , located in the nightlife-rich neighborhood of River North. Here, Freehand takes a unique approach to budget-friendly accommodation, providing rooms – available in both dorm-style & private – that are modern and stylish, yet affordable. Downstairs, mingle with other guests at Broken Shaker, Freehand’s award-winning on-site cocktail bar.

Cheap flights to Chicago

Recently, Dollar Flight Club members have saved between 70-90% on cheap flights to Chicago. On average, our members spent $72 on their tickets to Chicago and saved over $157 per ticket. Here are a few samples of cheap flight deals that Dollar Flight Club members have received recently.

Nashville (BNA) to Chicago (ORD)

Price with Dollar Flight Club: $77

Average Price: $185

Los Angeles (LAX) to Chicago (ORD) 

Price with Dollar Flight Club: $37

Average Price: $162

Dallas (DFW) to Chicago (ORD)

Price with Dollar Flight Club: $45

Best cheap eats in Chicago

Portillo’s is a true Chicago institution. Most of the locations are situated way out in the suburbs, but the location in Chicago’s popular River North neighborhood is perfect for fueling up during a long day of Chicago sightseeing. It’s all about the Chicago comfort classics at Portillo’s, specifically the famous Chicago style hot dogs, which are piled high with mustard, celery salt, relish, chopped onions, sliced tomatoes, a pickle spear, and sport peppers on a steamed poppy seed bun. In addition to being delicious, the jumbo dog at Portillo’s is just a budget friendly $3.29. Just don’t forget to save room for their famous chocolate cake shake, made with an actual blended piece of chocolate cake !

Al’s #1 Italian Beef

Though not as popular with tourists as deep dish pizza or Chicago style hot dogs, the Italian beef sandwich is another certified Chicago food icon. And there is none more iconic than the Italian beef at Al’s #1 Italian Beef in Little Italy, especially if you’re on a budget. For just $6.49 at Al’s #1 Italian Beef, you can get the famous Italian Beef sandwich, made with seasoned roast beef on a french roll and dipped in beef jus. And if you really want to eat your Italian Beef the right way, test your form with Al’s trademarked ‘ Italian Stance ’.

Sultan’s Market

Though there’s certainly stiff competition in the city, Chicago’s best falafel can be found at Sultan’s Market.

Specializing in Middle Eastern food, Sultan’s Market serves up large portions of classics like rich, flavorful shawarma, falafel, hummus, baba ganoush and so much more. Plus, the prices here are more than reasonable for any budget. $6 gets you their traditional falafel sandwich topped with onion, olive oil & lemon juice. If you’ve really worked up an appetite, you can treat yourself to a heaping shawarma plate just $5 more.

Sultan’s Market has 3 locations: Wicker Park, Lincoln Park, and Logan Square.

Start planning your trip to Chicago

Contrary to popular belief, a trip to The Windy City doesn’t have to break the bank. With a little patience and planning, you can have an amazing time in Chicago on a budget.

S o whether you've always wanted to go on a Chicago architecture boat tour or dream of one day catching a game at Wrigley Field, be sure to save this budget travel guide, and sign up for cheap flight alerts today!

Want to get our flight deals as soon as they’re published? Follow Dollar Flight Club on Facebook, Instagram , and  Twitter , and join to get email alerts from our deals feed.

BY: ZACH ANDERSON, CONTENT MARKETING & FLIGHT EXPERT

Zach is a digital marketer, copywriter, and flight deal expert at Dollar Flight Club where he helps 1 million people travel more. As a digital nomad, he is deeply passionate about location independence, Thai food, and helping others see the world affordably.

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• Last Updated On
• August 20, 2023

Travel Cost: Chicago Budget-Friendly Guide for Your Trip!

Got your heart set on a Chicago trip yet feeling jittery about the potential travel costs?

Breathe easy. I’m here to walk you through it.

Navigating the financial landscape of trips, especially one as vibrant as Chicago, can seem daunting.

But worry not, I’ve got you covered.

With this comprehensive guide detailing the ins and outs of the travel cost, Chicago will surely become a stress-free adventure.

It shines a spotlight on the nitty-gritty of your trip – from airfare and lodging to not-to-miss attractions.

By diving into this article, you’ll discover the ideal time to visit Chicago, your transportation choices, and enticing local food experiences.

Get ready to uncover family-centric festivals and events, safety guidelines, and a navigator’s guide to Chicago’s eclectic neighborhoods.

Let’s go on this journey together.

Key Takeaways

• Discover budget-friendly tips and guidance to maximize your Chicago experience
• Learn about various aspects impacting the travel cost in Chicago: flights, accommodations, and attractions
• Stay informed on safety precautions and explore the lively neighborhoods in the city

Travel Cost: Chicago Overview

Ah, sweet Chicago – a city that has so much to offer.

But when should you and your family plan a trip to make the most of your vacation?

Let’s dive in.

Spring and fall are the best times to visit Chicago, specifically April through May and September through October.

During these months, you’ll experience warmer temperatures, a variety of festivals, and manageable crowd sizes.

Plus, who doesn’t love witnessing the beauty of the changing seasons?

In the spring, the city comes to life with blooming flowers and exciting events.

Picture you and your family strolling through lush parks, visiting museums, and attending outdoor festivals.

Fall, on the other hand, surrounds you with the stunning colors of autumn leaves as you explore popular attractions like Navy Pier or enjoy a scenic walk along the Chicago River.

Now, let’s talk about prices.

January and February offer the lowest travel costs, but the weather can be quite cold.

April and October strike a happy medium between the bustling peak season and the chillier off-season.

Your wallet will thank you.

During your visit, there’s a good chance you’ll come across some of Chicago’s famous festivals.

These events range from classical music and rap to homegrown Chicago blues.

With so many options, you’ll easily find something that suits the interests of your whole family.

Let’s break down the budget.

The average cost for a couple to visit Chicago for a week is $2,902-$4,658, but it could be different for a family.

Here’s what you need to know:

• Food, Travel, and Sightseeing: $126 to $240 per day for two people’s daily expenses
• Flights: $886 to $1,854 for economy tickets
• Lodging: $116 to $141 per night for a two or 3-star hotel room

Keep these factors in mind as you plan your family’s trip to the Windy City.

No matter what time of year you choose to visit, you’re sure to create unforgettable memories in Chicago.

Flight Costs

When planning your family trip to Chicago, you might be wondering about the costs involved in getting there.

Fear not, as we’ve got the scoop on what to expect and how to save on those airfares!

Budget Airlines

In the world of travel, there’s always the option to find a great deal, and that includes flights.

Budget airlines have made it possible for families to fly to Chicago at more affordable prices.

Some popular budget carriers offer one-way flights to Chicago for as low as $15 during certain times of the year.

Just remember that prices vary, so it’s essential to book your tickets well in advance, especially during the popular summer months.

Chicago Midway International Airport

On your journey to the Windy City, you’ll likely be flying into Chicago Midway International Airport (MDW).

This bustling airport provides a comfortable travel experience for you and your loved ones.

While not as massive as its sister airport, O’Hare, Midway is conveniently located and easy to navigate.

It’s important to note that different airlines may choose to land at either airport, so make sure to check your flight details and book accordingly.

Digging a little deeper into Midway itself, here’s a quick comparison of what you can expect in terms of flight cost variations based on the season:

Now that you’ve got the inside scoop on flight costs and what to expect when flying into Midway, you’re ready to plan your family’s unforgettable adventure in the lovely city of Chicago.

Accommodation Options

Are you in search of the best hotels in Chicago ?

Look no further.

The Windy City boasts a range of elegant and luxurious hotels to cater to your family’s needs.

From the iconic Congress Plaza Hotel in the Chicago Loop to the trendy Viceroy Chicago, you’ll find a variety of options along the famous Michigan Avenue.

• Congress Plaza Hotel : Located across from Millennium Park and on Michigan Avenue, this hotel offers history and luxury in the heart of downtown. Rates start at $115 per night.
• Viceroy Chicago : A boutique hotel in the city’s Gold Coast neighborhood offering style and sophistication with rates starting at $299 per night.

So how do you choose the best hotels in Chicago?

Look for hotels in a location that matches your family’s preferences, consider the onsite amenities and services, read reviews, and compare prices.

Budget-Friendly Hotels

Traveling on a budget?

Don’t worry, Chicago has plenty of affordable options for your family.

For instance, the Chicago Lake Shore Hotel on the South Side offers competitive rates starting at $153 per night and includes free Wi-Fi and parking.

Additionally, make use of budget travel guides like Nomadic Matt’s Travel Site and Lonely Planet’s budget tips to get the best deals in town.

Always keep in mind that staying a bit further from downtown or tourist hotspots can often save you money on accommodations.

Looking for something even more budget-friendly?

Hostels can be a great way to save on lodging in Chicago.

With shared rooms, communal spaces, and a laid-back atmosphere, hostels offer a great opportunity to meet other travelers while keeping your expenses low.

As you browse through the variety of hostels in the city, pay attention to the location, amenities offered, and guest reviews.

You’ll find hostels in popular neighborhoods like Wicker Park, Lincoln Park, and downtown.

Transportation in Chicago

Public transit.

Chicago offers fantastic public transportation options for you and your family.

The L train, operated by the Chicago Transit Authority, is not only cheap but also super easy to use.

It connects all the major parts of the city, so you can say goodbye to parking hassles.

Buses are another convenient option, helping you reach places the L train doesn’t cover.

Rental Cars

If you prefer the freedom and flexibility of driving yourself, rental cars are widely available in Chicago.

Make sure to consider parking costs, traffic, and tolls while planning your routes.

It can be more time-consuming and expensive than public transit, but hey, who doesn’t love the ability to create your own itinerary?

Water Taxis

Now, this might sound a bit more exciting.

Chicago’s water taxis offer a unique and scenic way of getting around the city.

Glide along the Chicago River and see the beautiful architecture.

It’s not just a mode of transportation but an experience in itself.

So, sit back, relax, and enjoy the skyline views while you’re whisked away to your next destination.

Remember, you’ve got options when it comes to getting around Chicago, whether you choose public transit, rental cars, or water taxis.

You’re bound to enjoy your time exploring the Windy City.

Popular Attractions

Millennium and grant parks.

Millennium Park and Grant Park are two of the best things to do in Chicago for families, and they’re located right downtown.

These vast city parks are perfect for a picnic, a leisurely stroll, or just soaking in the vibrant atmosphere.

You can also admire the famous Cloud Gate sculpture (also known as “The Bean”), and if you’re visiting during the summer, don’t miss the free outdoor concerts and movie screenings.

Navy Pier is a favorite among tourists and locals alike.

It offers a variety of attractions for the whole family, including amusement rides, boat tours, and plenty of dining options.

You can also visit the Chicago Children’s Museum or catch a show at the popular Shakespeare Theater.

Oh, and don’t forget to ride the iconic Centennial Wheel for some stunning panoramic views of the city.

Magnificent Mile

Attention, shoppers.

The Magnificent Mile, located on Michigan Avenue, is one of the top shopping destinations in the United States.

Here, you’ll find a mix of high-end boutiques, department stores, and popular retail brands, all along a beautiful tree-lined street.

And if you feel like taking a break from retail therapy, there are also plenty of restaurants and cafes to rest your weary feet.

Wrigley Field

For the sports enthusiasts in your family, Wrigley Field is a must-see attraction.

Home to the Chicago Cubs, this historic baseball stadium has been standing since 1914 and is one of the oldest ballparks in the country.

Catch a game, or if you’re visiting in the offseason, there are also guided tours available where you can learn more about the history and architecture of this beloved Chicago landmark.

By exploring these attractions and others, your family will surely have a memorable and enjoyable time in the Windy City.

Just remember to pack your comfy walking shoes, and don’t forget your camera to capture all those special moments.

Food and Dining

When you think of Chicago, one of the first things that might come to mind is the city’s delicious deep-dish pizza.

But that’s not the only thing this culinary haven has to offer.

Exploring the best restaurants in Chicago can be a flavorful adventure for your family.

Planning a trip to Chicago and wondering about the daily costs?

You should expect to spend around $279 per day on your vacation, with an average of $46 on meals for one day and $37 on local transportation.

This pricing can help you budget and make the most of your dining experiences.

While deep-dish pizza is a must-try, the city offers a wide array of dining options.

So, if you’re keen on exploring other iconic Chicago dishes, here are a few suggestions:

• Chicago-style hot dogs
• Italian beef sandwiches
• Garrett’s Popcorn “Chicago Mix”
• Rainbow Cone ice cream

Chicago’s food scene has something for everyone, from fast food to upscale dining.

For a more budget-friendly experience, try places like Portillo’s for their famous hot dogs or even visit one of the numerous food trucks that roam the city.

Now, if you’re wondering where to grab that delectable deep-dish pizza, look no further.

Try Lou Malnati’s, Gino’s East, or Giordano’s for a taste of Chicago’s finest pies.

Don’t forget to check out the city’s diverse neighborhoods for more unique dining experiences.

From Mexican cuisine in Pilsen to Korean BBQ in Albany Park, your taste buds will thank you.

Special Events and Festivals

Visiting Chicago with your family can be even more enjoyable when you include some of the fantastic special events and festivals that the city has to offer.

From food and music to art and performances, there’s something for everyone in the family to enjoy.

One major event not to miss is Chicago Restaurant Week.

It’s the biggest culinary celebration of the year, showcasing the very best of the city’s renowned restaurant scene with two weeks of incredible dining deals.

Your taste buds will thank you!

If you’re an art lover, you’ll want to check out the Millennium Art Festival, which takes place in the heart of Chicago’s vibrant downtown area.

Featuring a three-day show with a range of unique artwork from talented artists, it’s an ideal spot to discover your next favorite piece or introduce your children to the world of art.

Chicago’s theater scene is another amazing treat you won’t want to miss.

Every year, Chicago Theatre Week offers a chance to experience Broadway shows, local gems, and everything in between, with discounted tickets to ensure the whole family can attend without breaking the bank.

Of course, no visit to the Windy City is complete without experiencing Chicago City Markets.

These markets, held throughout the city, sell fresh seasonal produce, flowers, and unique local goods.

It’s a perfect way to get a taste of Chicago’s vibrant community and maybe even find some treasures to take home with you.

And if you’re in town during the summer months, there’s a multitude of festivals and special events happening throughout the city catering to various interests, like music, food, and cultural celebrations.

So don’t forget to add these extraordinary events to your must-do list while exploring Chicago with your family, and make sure to create some unforgettable memories together.

Vacation Packages

Are you looking for the perfect vacation package for a trip to Chicago with your family or as a couple?

Look no further, honey.

I’ve got you covered with the best options for memorable experiences and savings.

Family of Four Fun Package

Planning a vacation for your family of four can be overwhelming.

So, let’s break it down.

On Expedia, you can find packages starting at $207.

These packages offer incredible savings, making it easier for your family to enjoy all that Chicago has to offer without breaking the bank.

Look for deals on popular attractions like museums and theme parks, too!

Romantic Getaway Packages

Chicago is not just for families – it’s also perfect for couples looking to explore the city’s charming architecture and vibrant nightlife.

A romantic vacation package from Travelocity starts at $325, offering luxury hotels with full-service spas, indoor pools, and delicious dining experiences.

Don’t forget to take an evening stroll through the beautiful Riverwalk.

Budget-Friendly Options

Who doesn’t love a great deal?

If you’re trying to experience Chicago without breaking the bank, KAYAK has vacation packages for just $109.

These options cater to a variety of interests, offering comfortable accommodations and close proximity to many must-see attractions.

Now that’s what I call budget travel done right.

Extra Perks with Costco Travel

If you’re a Costco member, you might want to check out their Chicago vacation deals.

These packages provide member-value incentives, including discounts on hotels, cruises, rental cars, and more.

Say hello to an unforgettable, stress-free, and budget-friendly trip!

Budgeting Tips

Here are some tried and tested budgeting tips for an enjoyable family trip to Windy City.

First things first, always use public transportation.

Chicago’s extensive public transit system is a budget traveler’s dream, with options like the L trains and buses to explore the city.

You can save a bundle by opting for the seven-day unlimited pass, which costs only $25.

Trust me, choosing public transit over cabs or rideshares will make a significant difference in your overall budget.

Next, let’s talk about food.

Chicago is known for its vibrant food scene, and you can’t leave without trying the city’s famous deep-dish pizza.

But if you’re looking to save some cash, why not explore some affordable yet delicious eats?

Neighborhoods like Chinatown offer a plethora of inexpensive dining options.

Take your time and stroll through the streets—you’ll be pleasantly surprised by the variety of budget-friendly restaurants for you and your family to choose from.

Now, onto activities.

Fun doesn’t have to be expensive.

One of my all-time favorite spots is Grant and Millennium Park, both located downtown.

Bring a picnic, relax on the lawn, or people-watch while your little ones run around the beautiful green spaces.

There are often free concerts and events during the summer months, which make for great family memories without breaking the bank.

Safety Precautions

Visiting Chicago with your family can be an exciting and memorable experience.

But, just like any other city, it’s essential to keep safety in mind for an enjoyable trip.

So, let’s talk about some safety precautions you can take while exploring Chicago.

First of all, remember that being alert and aware of your surroundings is the best way to protect yourself and your loved ones.

Keep an eye on your belongings, especially in crowded areas where pickpocketing can happen.

Now, you might be wondering, “What areas should I avoid?”

While there’s no specific no-go zone, it’s wise to do some research on the neighborhoods you plan to visit.

Stick to well-traveled and well-lit areas, especially at night.

And, of course, trust your instincts.

If something doesn’t feel right, it’s better to be cautious and move along.

When it comes to protecting your personal information, avoid using public Wi-Fi networks for sensitive activities.

Instead, stick to secure connections or use a virtual private network (VPN) to keep your data safe from prying eyes.

Last but not least, let’s chat about health precautions.

If you’re not up to date on your vaccinations, it’s a good idea to consult with your healthcare provider before traveling.

Chicago Neighborhoods

Wicker Park, for instance, is a fantastic choice for families who enjoy artsy vibes and unique shops.

In this trendy neighborhood, you can stroll down tree-lined streets and discover delightful cafes, vintage shops, and delicious restaurants.

The inviting atmosphere, coupled with lively street art and vibrant galleries, will surely leave a lasting impression on your family.

Another great option is Streeterville, a lively area with close proximity to Lake Michigan, the Magnificent Mile, and Navy Pier.

Imagine walking along the lake with your family, enjoying the breathtaking views and access to popular attractions like Millennium Park, home to the iconic Cloud Gate sculpture.

There’s no shortage of fun activities for everyone in Streeterville.

Speaking of fun, Chicago’s Loop is the bustling heart of the city, filled with cultural activities and noteworthy landmarks.

Here, you’ll find the Art Institute of Chicago, the Bean, and Grant Park, where you can experience some of the 18 Best Chicago Festivals.

We recommend planning a picnic and letting the kids run free in these expansive parks.

Canceling and Rescheduling Trips

Canceling or rescheduling your trip might be easier than you think.

Let’s dive into some useful tips to make this process smooth and stress-free.

First things first, check the cancellation policies of your airline and accommodations.

These policies will help you understand any fees or deadlines in place for changes or cancellations.

Remember, each airline and hotel may have different rules, so read the fine print carefully.

Now, if you need to cancel or reschedule your flight, keep in mind that some airlines are more lenient than others.

For example, Southwest Airlines doesn’t charge a fee for canceling or changing your flight as long as it’s more than 10 minutes before your departure time.

Other airlines, like Allegiant, charge a $25 fee per segment for changes or cancellations made at least seven days before travel.

When it comes to hotels, you’ll also need to review their terms and conditions.

Some hotels offer flexible rates that allow you to cancel without a fee, while others have non-refundable reservations.

If you’re unsure about your hotel’s cancellation policy, give them a call.

It never hurts to ask for some leniency, especially if you’re facing unexpected circumstances.

In some cases, you might want to consider getting travel insurance.

This can provide additional protection in case you need to cancel or reschedule your trip for a covered reason, like illness or a family emergency.

Make sure to read the terms and conditions of any travel insurance policy so you know what’s covered.

Throughout the process of canceling or rescheduling, stay organized.

Keep track of your flight confirmation numbers, hotel reservation details, and any relevant deadlines for making changes.

This will help ensure that you’re able to quickly make adjustments with minimal hassle.

Lastly, remember that customer service representatives are there to help.

If you’re having difficulties with canceling or changing your travel arrangements, reach out to the airline or hotel for assistance.

Additional Resources

Before you explore the Windy City, checking out a map of Chicago is essential to familiarize yourself with its layout.

This is especially important if you’ll be using public transportation or walking around the city.

It’s a fantastic opportunity for the family to discuss routes, landmarks, and interesting spots to visit along the way.

When it comes to saving money, there are tons of cost-effective activities and attractions in Chicago.

One great option is to visit Grant and Millennium Park, where you can relax, have a picnic, or go for a run.

It’s located downtown, making it easily accessible from your starting point, and best of all, it’s free!

You can find more money-saving travel tips at Nomadic Matt’s Travel Site.

In addition to preparing your budget and itinerary, it’s important to familiarize yourself with Chicago’s travel policies.

If you’re renting a car in the city, be sure to review the City of Chicago Travel Policy for details on insurance requirements and other pertinent information.

Parting Words

You’ve made it to the end of planning your Chicago adventure, and I believe you’re ready to enjoy this fantastic city with your family without breaking the bank.

By taking advantage of public transportation and making smart choices, you can easily minimize your travel cost and still have a memorable trip.

Remember, it’s not about how much money you spend but rather the quality of the experiences you share with your loved ones.

Visit free attractions, explore unique neighborhoods, and indulge in the local cuisine while savoring every moment.

In acknowledging the travel cost, Chicago will surely be an unforgettable adventure that offers priceless experiences for the entire family, despite any budget.

Enjoy your Chicago journey, and don’t forget to snap some photos to cherish these moments forever.

Related: Is There Free Parking In Chicago?

Frequently Asked Questions

How much does a weekend trip to chicago cost.

A weekend trip to Chicago can vary depending on your preferences, but on average, you can expect to spend around $300 to $400 per person. This includes accommodation, food, and some sightseeing experiences. Just remember, prices can fluctuate, so plan accordingly.

What Is The Daily Budget For A Visit To Chicago?

Your daily budget for visiting Chicago depends on your travel style. On average, a daily budget of $225-$373 per person should cover food, transportation, and sightseeing expenses. Keep in mind that this budget can go up or down depending on your choices and tastes.

What Are The Average Food Expenses In Chicago?

Chicago offers a wide range of food options, so the average food expenses can range from $63 to $120 per day for one person. This will allow you to enjoy some of Chicago’s fantastic culinary offerings, from deep-dish pizza to fine dining experiences.

What Is The Cost Of Popular Activities In Chicago?

Popular activities in Chicago can vary in cost. For example, visiting the Skydeck at Willis Tower will set you back around $25 per adult, while a trip to the Art Institute of Chicago costs around $25 as well. Don’t forget about free activities, like strolling through Millennium Park or taking in a view of the city from the Lincoln Park Zoo.

When Should I Visit Chicago To Find The Best Deals?

To find the best deals, you might want to visit Chicago during the off-peak season, which is typically between November and March. During this time, you’ll find lower prices for accommodations, and attractions may be less crowded as well.

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3 Days in Chicago: Best Itinerary For A Trip To Chicago

Welcome to JetSetting Fools, here you will find our best travel tips for destinations worldwide. Some of the links on this site are Affiliate Links and if you use them to make a purchase, we may earn a commission. For more information, read our Disclosure Policy .

Looking to plan the best trip to Chicago, Illinois? Don’t stress – we have it covered! After visiting the Windy City on numerous occasions, we have created the Ultimate 3 Days in Chicago Itinerary. Including the best sights, must-do activities and local eats, our Chicago trip planner is all you need for a fantastic visit to Chi-town!

How To Plan A Trip to Chicago, Illinois

Planning a Chicago trip can feel overwhelming, but we are here to help! Chicago is steeped in riveting history, decorated with dazzling architecture and is famous for its food scene. While Chicago is bordered on the east by Lake Michigan, the city sprawls in all other directions.

Many of the top Chicago attractions are found in the very walkable downtown loop, and a few must-see Chicago sights are scattered further afield. We are sharing our top tips in a day-by-day Chicago 3-Day Itinerary so that you can plan a Chicago trip without worry.

Pro Tip:  Get (and stay) organized for your vacation to Chicago using our Trip Planning Printables !

3 Days in Chicago

Chicago is one of the best weekend destinations in the United States ! Visiting Chicago in 3 days is just enough time to see the highlights and get a taste of the city – and we squeeze just about all that we can into our perfect Chicago 3 Day Itinerary.

In fact, our trip plan is designed for a long weekend in Chicago – based on the assumption that visitors will arrive on Friday or Saturday and stay until Sunday or Monday. That said, our Chicago in 3 Days Itinerary can be used for trips on any days of the week (with just a few minor adjustments).

While we think three days in Chicago is a perfect amount of time for a visit, we know not all travelers are planning a 3-day Chicago trip. Therefore, we offer alternate Chicago itineraries – for shorter and longer trips – at the end of this article. Whether you are planning a 2-Day Chicago Itinerary, making plans for 4 days in Chicago or devising a Chicago 5-Day Itinerary trip plan, you can use our suggestions for your vacation!

What To Eat & Drink during your Chicago 3 Day Itinerary

Eating is one of the top things to do in Chicago in 3 days. The city is home to numerous legendary eateries – far too many to fit into one fun weekend trip in Chicago. To help, we have narrowed it down to the best Chicago food options.

Throughout our Chicago Three Day Itinerary, we highlight the most famous Chicago restaurants. Our food recommendations include classic eateries, Chicago’s best hot dogs, and – of course – iconic Chicago deep-dish pizza. For drinks in the Windy City, we feature locally brewed beer, swanky cocktail lounges and famous jazz bars. 

You will find all of our recommendations for food and drink sprinkled throughout our 3 Days in Chicago Itinerary.

Our Chicago Itinerary for 3 Days

Our 3-Day Itinerary for Chicago features the best of the city in an easy to follow day-by-day plan. At the end of the post, you will also find our tips for how to get there, where to stay and what to pack.

Our Chicago three-day itinerary includes everything you need to plan your ultimate trip to the Windy City. Save, Bookmark or Pin this post for your Chicago trip!

Day 1 of Your 3 Day Chicago Itinerary: City View, Park, Beach and West Loop

On the first day of your 3-day trip to Chicago, get settled into your accommodations (recommendations below) – then get an overview of the area. Next, explore the city’s best park and beach before setting off for a fun night in Chicago’s West Loop.

360 Chicago Observation Deck

Start your Weekend in Chicago Itinerary with the city’s best view! Zip to the top of 875 North Michigan Avenue – formerly the John Hancock Center  – to the 360 Observation Deck. The elevator ride only takes 40 seconds to travel 1,000 feet – so you should have no problem fitting the activity into your Chicago, Illinois trip plan!

Inside the 360 Observation Deck, visitors are greeted with incredible views of the Chicago skyline and Lake Michigan. Spend some time leisurely soaking in the view, sipping a drink at the bar or experiencing TILT – which claims to be the Highest Thrill Ride on the Planet. Buy your tickets now!

Historic Chicago Water Tower, Lincoln Park and North Avenue Beach

With your feet back on the ground, see some of the highlights of the City of Chicago. Walk to a historic landmark, through a beautiful park and along the shoreline on a Chicago beach.

The Chicago Water Tower still stands as a top Chicago landmark. Built in the 1860s, the tower is located on the famous Magnificent Mile. It is one of the few buildings that survived the 1871 Great Fire of Chicago. Although now in the shadow of skyscrapers, the tower is an important part of history and should not be missed by visitors to Chicago. 

Next up on your 3 Day Chicago Trip is the city’s best green space: Lincoln Park. Explore the myriad of paths that crisscross through the expansive lakeside Lincoln Park. If you are planning a trip to Chicago with kids, consider stopping at the Lincoln Zoo (it’s free!)! If the weather is cooperating, continue your walk on the sand at North Avenue Beach – and if it’s summertime, consider taking a swim in Lake Michigan!

Deep Dish Pizza for Lunch

For lunch, indulge in Chicago’s culinary creation: Deep Dish Pizza. Lou Malnati’s Pizzeria is a Windy City favorite known for their butter crust – and is a must-try during your 3 days in Chicago. The family-owned restaurant has several locations (including one just south of Lincoln Park).

That said, it’s not the only place to get gooey deep dish deliciousness on your weekend Chicago trip. There are dozens of highly acclaimed pizzerias serving up deep dish pies in Chicago. Giordano’s, Pizzeria Uno and Gino’s East are all good options for Chicago deep dish pizza. The Chicago Pizza and Oven Grinder Company, however, gets our vote and many rave reviews for their deep dish pizza and creative Pizza Pot Pies. 

Goose Island Fulton Street Brewery Tour

After lunch, continue to the next stop on your Three Days in Chicago Itinerary: The Chicago-born Goose Island Brewery. Established as a small city brewpub in 1988, Goose Island is now a globally recognized beer brand (thanks in no small part to it’s acquisition by Anheuser-Busch in 2011).

At the Fulton Street Brewery and Taproom, patrons are invited to take a brewery tour to witness the behind-the-scenes production process…and then sip delicious, fresh beer. Even if you skip the tour, this is a fun brewpub and should definitely be included on a beer-lovers three day Chicago Itinerary!

Time Out Market Chicago

We were first introduced to the concept of Time Out Markets in Lisbon, Portugal , where we were absolutely thrilled that they brought the best local chefs under one roof. At the Chicago Time Out Market, which is situated in the heart of the West Loop dining district, the idea is the same – and we think it’s a must for your Chicago Itinerary!

Visitors can order dishes from any of the carefully selected 18 Chicago chefs. The warehouse-style market encompasses 50,000 square feet of dining space – and includes 3 bars and a rooftop terrace.

The buzzing Time Out Market features Chicago classics, international fare and decadent desserts that are all well-recognized brands of the city.

A Night Out during Your 3 Day Itinerary Chicago

While patrons can linger at the Time Out Market bars, with only a weekend in Chicago, we recommend moving on to one of the hip bars in the West Loop (or beyond).

Best Bars for Day 1 of your 3 Days in Chicago

There is no shortage of hangouts in West Loop, so where you go depends on your taste. To help you decide, we’ve rounded up a short list of some of the fun bars you can add to Day 1 of your Chicago 3 Day Itinerary.

Blind Barber

Just a block west of the Time Out Market is Blind Barber, a barbershop by day…and a swank, 70s-style speakeasy by night.

Emporium Fulton Market

The fun Emporium Fulton Market is just down the street to the east – and features an array of arcade games and craft cocktails.

Lone Wolf Chicago

A favorite local neighborhood spot, the Lone Wolf is a classic and comfortable establishment to add to your Chicago night out.

Haymarket Brewery

If you are in search of Chicago craft beer, don’t miss Haymarket Pub and Brewery. They also feature live music on weekends.

Green Mill Cocktail Lounge

However, visitors who are planning a trip to Chicago and want to sip a cocktail inside a Chicago institution should leave the West Loop and head uptown to Green Mill Cocktail Lounge.

The iconic bar opened in 1907, was partly owned by Al Capone during Prohibition, has hosted famous singers – such as Billie Holiday – and now regularly features jazz and poetry nights. Just be prepared; it’s a bit north of the city, there is a cover charge, it’s cash only and seating is first come, first served.

Day 2 of Your Chicago Itinerary in 3 Days: The Loop, Architecture and Windy City Sports

On the second day of your Chicago in a Weekend Itinerary, explore top attractions on foot and by boat, then end the day in a classic northside neighborhood, maybe even watching a baseball game!

Breakfast At The Famous Lou Mitchell’s

For breakfast on Day 2 of your Chicago trip, indulge in a hearty Midwest-style meal at the iconic Lou Mitchell’s. For a 100 years, the diner has been serving up omelets and pouring coffee for hungry patrons. Definitely old school and a little quirky (they hand out Milk Duds), eating at Lou Mitchell’s is a Chicago must!

Union Station Chicago

Ease into your full day of Chicago sightseeing at the landmark Union Station. Opened in 1925, the station serves Amtrak and Metra commuter lines – and ranks as the busiest rail station in the United States outside of New York City . Occupying an entire city block, the classic Great Hall waiting room is at the center – and is recognizable from many popular Hollywood films including The Untouchables and My Best Friend’s Wedding.

The Loop Walking Tour

Spend the rest of the morning walking off your Midwest breakfast on a self-guided walking tour of the Chicago downtown Loop. The district features historic architecture, lush parks and intriguing artworks. Exploring this area is an absolute must when visiting Chicago.

Trip Planner Chicago Loop

Begin your discovery at the well-recognized Willis Tower (formerly the Sears Tower), which ranked as the tallest building in the world when it was completed in 1973. Visitors can soar to the 103rd floor Skydeck Chicago (be sure to buy your ticket in advance !). After visiting the Willis Tower, continue on your tour of the Chicago Loop.

Explore the following Chicago Loop sights (in order) and use this link to Google Maps for locations.

• Daley Plaza (and Picasso’s Untitled artwork)
• Miro’s Statue
• Chicago Theater (and famous Chicago sign)
• Old Marshall Field Building (and legendary clocks)
• Chicago Cultural Center (and Tiffany Dome)
• Millennium Park and Grant Park (Cloud Gate mirrored sculpture a.k.a. The Bean , Crown Fountain – then detour out of the park to see the historic Route 66 Begin sign and go one block west to see the famed Palmer House Hilton Hotel – Chicago Stock Exchange Arch, Buckingham Fountain)
• Queen’s Landing
• Lakeshore Trail  
• Chicago Riverwalk (view The Wrigley Building and Tribune Tower across the river)
• DuSable Bridge

Billy Goat Tavern For Lunch 

End the tour by crossing the DuSable bridge and walking north on Michigan Avenue to the Plaza of the Americas – then have lunch at Billy Goat Tavern. This iconic eatery is surely a highlight of any weekend trip to Chicago. 

Established in 1934, the Billy Goat Tavern opened at the Lower Michigan Avenue location in 1964 and has been serving their famous “Cheezborgers” ever since. The original owner was the historic instigator of the Chicago Cubs’ Curse of the Billy Goat and the tavern was the inspiration for the Olympia Café in 1970s Saturday Night Live sketches .

Chicago Architecture River Cruise

After lunch, hop on a boat for a different perspective of the Chicago skyline – it’s an absolute must for a summer Chicago weekend itinerary. Enjoy an entertaining hour-long river cruise along the three branches of the Chicago River. The on-board tour guide shares the history of the city and more than 40 buildings that you will pass along the way. Book your seat now!

Wrigleyville (and a Cubs Game)

Home to the much-loved Chicago Cubs (unless you’re from the South Side or St. Louis), Wrigleyville is a north side neighborhood packed with lively bars and fantastic eateries. The historic Wrigley Field is at the heart of the neighborhood – and attending a baseball game (regardless of who you’re rooting for) is a highlight of any itinerary for Chicago.

If the Cubbies are not playing while you are vacationing in Chicago, it is still worth visiting the neighborhood for dinner and drinks. Visit one of the famous Clark Street sports bars – like the Cubby Bear or Sluggers – for simple grub and drinks (or go for a gastropub dinner at Mordecai).

If the Cubs are away and seeing a baseball game is at the top of your list of things to do in Chicago, then check the South Side White Sox schedule.

Outside of the summer baseball season, there are numerous pro sports events that you could add to your three days in Chicago trip plan. Check schedules for the world famous Chicago Bulls (basketball), Chicago Bears (football), Chicago Blackhawks (ice hockey) and Chicago Fire (soccer).

Day 3 of Your Weekend in Chicago Itinerary: Walking Trail, Hot Dogs & Navy Pier

Wrap up your 3 Days in Chicago Itinerary with more sightseeing, eating and walking it off! Start the day at a cool urban park, embark on a local food tour, get a birds’ eye view of the city and end your Chicago tour itinerary at tourist hotspot, Navy Pier.

Walk Off the Food You’ve Eaten in Chicago in 3 Days

When we plan a trip to Chicago that includes gorging on the local fare, we also carve out time to walk it off. While our Weekend in Chicago Itinerary naturally includes a lot of walking between sights, there are two fabulous places to hit really stretch your legs: 606 Bloomingdale Trail and Lakefront Trail.

The 606 Bloomingdale Trail 

Similar to the New York City Highline and the Paris La Promenade Plantee, the Bloomingdale Trail at The 606  is a repurposed elevated train track-turned-public-park. Running three miles through four districts (Wicker Park, Bucktown, Humbolt Park and Logan Square) on Chicago’s northwest side, the walking trail features art installations and hosts local events.

We recommend walking The 606 from east to west. Churchill Field Park is a great place to hop on the trail. Pop into Mindy’s Bakery, run by famed Chicago chef Mindy Segal, for an incredible breakfast before starting your walk. Just be warned, there will likely be a line out the door – breakfast at Mindy’s is one of the top things to do in Chicago on a weekend – and it’s closed Monday – Wednesday.

Lakefront Trail

As the name suggests, the Lakefront Trail fronts Lake Michigan – and, for many visitors, walking along the shoreline is a highlight of a 3 Day Itinerary for Chicago. The trail stretches for 18 miles and can be used by bicyclists and pedestrians. From the path, there are fabulous views of Chicago and the shoreline. Hop on at any point and walk as far as you would like!

Famed Chicago-Style Hot Dogs

Your Chicago Trip Planner is not complete without consuming at least one hot dog. Chicago Dogs are noted for being ‘dragged through the garden’ – meaning, piled high with toppings that include mustard, onions, relish, tomatoes and a dill pickle spear sprinkled with celery salt (but never ketchup!). Unarguably, the place to get a Chicago Dog is at Portillo’s – a long-time, well-known chain that originated in the city (and has now expanded across the United States). 

In addition to hot dogs, Portillo’s also serves fabulous Italian Beef Sandwiches – another must-eat in Chicago! However, if you are just going after the beef, then go to Al’s #1 Italian Beef – an iconic Chicago eatery chain that was established in 1938.

Alternatively, Join a Chicago Food and Drink Tour

While we have included some of the top must-eat restaurants in our Chicago in a Weekend Itinerary, there is still more feasting to do! Rather than choosing one place for lunch on the last day of your 3 perfect days in Chicago, taste-test your way through the city. Join an expert guide in the local foodie scene to discover favorite haunts and classic fare including Deep Dish Pizza, Italian Beef, famous Chicago Hot Dogs and more. Get the details here!

Explore Navy Pier Chicago

Complete your Weekend in Chicago Itinerary with an afternoon at Navy Pier. Like Pier 39 in San Francisco , Navy Pier caters mostly to tourists, but a fun and enjoyable time is had by all. Featuring a wide array of restaurants, souvenir shops and art exhibitions, Navy Pier is a must-see in Chicago…and a great way to end your Chicago 3-Day trip!

More Chicago Things To Do

We have outlined our best Chicago itinerary, including the top things to do when you visit Chicago in 3 days. Still, how to plan a trip to Chicago will depend on your specific interests. Therefore, we are sharing more fun things to do that you may want to add to your weekend trip to Chicago Itinerary.

Shopping on The Magnificent Mile

Visitors who want to go shopping in Chicago will find there is no shortage of stores! The best place to shop is on the famed Magnificent Mile, which is the section of Michigan Avenue that runs from the Chicago River north to Oak Street. The cosmopolitan street is lined with an astounding 460 retailers – from recognizable department stores to chic boutiques – and is a top destination for fashionistas planning a 3 Days in Chicago Itinerary.

Chicago Museums

With more than 65 museums in Chicago, there is certainly something for everyone. Whether it’s art, history or science that piques your interest, you can find a museum to include on your Chicago trip itinerary!

Chicago Trip Ideas: What Museums to Visit

When you plan trip to Chicago, it can be difficult to choose which museums to visit on your vacation. We are highlighting a few of the renowned museums to help you decide. 

Art Institute of Chicago: The city’s most famous art museum, the Art Institute is a top pick for 3 days in Chicago trips ( buy Skip-the-Line Tickets! ).

Museum of Science and Industry: The hands-on, family-friendly Museum of Science and Industry is a good museum to visit if you are planning trip to Chicago with kids. 

Museum of Contemporary Art: The fun and modern Museum of Contemporary Art is a fantastic museum to visit on a weekend getaway to Chicago. 

Shedd Aquarium: Whether you are planning a Chicago trip with family, as a couple or with a group of friends, the state-of-the-art Shedd Aquarium is a good addition to your Chicago vacation planner. 

The Field Museum: A fascinating museum of mummies and dinosaurs, the Field Museum is an excellent stop on a 3 day trip to Chicago. 

Adler Planetarium: If time permits in your itinerary, plan a day in Chicago that includes stargazing at the Adler Planetarium. 

Pro Tip : Save money and skip lines with a Chicago CityPass ! If you are planning on visiting more than one museum during your three days in Chicago, it will almost definitely save you money!

Go to a Theater Performance in Chicago

Need more ideas of what to see in Chicago in 3 days? Go to a show! Chicago has a vibrant theater district comprised of more than 250 theaters. From world-class productions to comedy acts, some of the best actors and comedians in the world have graced the stages in Chicago. 

Chicago Neighborhood Exploration

One of our favorite things to do in any city is explore the unique neighborhoods and districts. Throughout our Chicago weekend trip itinerary, we have featured some of the top Chicago districts – but we by no means covered them all. Some of the other places to explore in Chicago are Chinatown, Little Italy, Lincoln Park, Wicker Park, Boystown and Roscoe Village.

How Many Days in Chicago?

We think 3 days in Chicago is the perfect amount of time to get acquainted with the city…but we would have no problem entertaining ourselves for a week in Chicago – or longer!

How many days you spend in Chicago will ultimately depend on your interests, budget and availability.

Sample Chicago Itineraries 

We have outlined a perfect plan for a long weekend in Chicago – but what if your trip plans include more (or fewer) days? No worries! Using our 3-Day Chicago Weekend Itinerary as a base, we are sharing our best suggestions for longer and shorter trips.

1-Day Chicago Itinerary

Planning a Chicago in One Day Itinerary is not easy. The city has so many iconic sights and delicious things to eat that it is difficult to pick and choose which ones to include in your Chicago trip plan. However, if one day is all you have, then we suggest making the absolute most of it!

Chicago 1 Day Itinerary Trip Plan

For us, an ideal One Day in Chicago Itinerary would follow Day 2 in our above plan of what to do in Chicago in three days. However, unless you are passionate about baseball, rather than going to Wrigleyville we would recommend spending the evening on Navy Pier or in West Loop.

Chicago Itinerary 2 Days

With 48 hours in Chicago, visitors can plan a Chicago 2-Day Itinerary that is succinct and hits almost all of the highlights.

Chicago 2 Day Itinerary Trip Plan

If you are planning a 2-Day Itinerary for Chicago, we suggest following Days 2 and 3 of our outlined plan for what to see in Chicago in 3 days. Again, if the Cubs were not playing, we would skip Wrigleyville and spend the evening in West Loop, even squeezing in the Goose Island Brewery Tour if possible.

Chicago Itinerary 4 Days

Planning a 4-Day Chicago Itinerary allows for a lot more sightseeing – including many of the museums that we skipped in favor of neighborhood exploration. 

Chicago 4 Day Itinerary Trip Plan

To organize an ideal 4 Days in Chicago Itinerary, we would follow our Chicago 3-Day Itinerary – then, on the last day, we would use the CityPass to visit the top museums, including The Art Institute, Field Museum, Shedd Aquarium and Museum of Science and Industry.

Chicago Itinerary 5 Days

Spending 5 days in Chicago allows for a lot more adventures at a somewhat leisurely pace.

Chicago 5 Day Itinerary Trip Plan

To plan a perfect 5-Day Chicago Itinerary, we recommend following the above outlined Chicago 4-Day Itinerary – then, on the last day, spend the morning discovering a new neighborhood, go shopping on the Magnificent Mile in the afternoon and attend a theater performance in the evening – then get a drink at the Lobby Bar in the posh Palmer House for a nightcap.

Tips For Planning Your Trip to Chicago

Now that you know what to do in Chicago in 3 days, we have a few more essential tips for your trip!

Organize your Chicago Travel Plan

There is a lot more to Chicago trip planning than determining what to see and do. Don’t worry – we share our top tips for planning a vacation in Chicago – from how to get there to what to pack – in the next sections. 

As you research Chicago vacation ideas and start making reservations, make sure you stay organized. A useful travel planner – like our Printable Travel Planner – will help you keep track of all the details of your perfect Chicago travel itinerary! 

How To Plan Chicago Trip Budget

A trip to Chicago, Illinois can be expensive – but it doesn’t have to be. Travelers who are planning to spend a weekend in Chicago on a budget have many options for exciting entertainment. We suggest skipping sights with high-priced tickets and partaking in many of the cheap and free things to do in Chicago. 

Get our tips on how to plan the best budget trips – plus get our free Vacation Budget Planner – to help plan your budget Chicago, Illinois trip! 

How To Get to Chicago

An essential consideration for your Chicago trip itinerary is how to get there! Chicago can be reached by car, bus, train or plane. On our trips to Chicago, we have always arrived via plane.

Flying To Chicago

There are two major Chicago airports: O’Hare International (ORD) and Chicago Midway (MDW). Both airports have their pros and cons – O’Hare is an enormous airport serviced with flights from around the world ( London , Hong Kong , Tokyo , Munich , etc.), but is far from the city center. Alternatively, Midway dominated by Southwest Airlines and they service mostly US domestic destinations, but is much closer to downtown Chicago.

Both airports are connected to downtown Chicago via public transport (the Blue Line from ORD and the Orange Line from MDW), but visitors can also use taxis, Uber or private transport , too. 

Start your search for the best airfare and flight times on SkyScanner  – but first read our Top Tips for Finding Cheap Flights .

Trip To Chicago by Train

If you are traveling to Chicago from another city that is serviced by Amtrak, then you can also plan a Chicago 3 Days Itinerary with arrival by train. That said, the journey will likely take longer and could even be more expensive than flying – so bear that in mind as you make your trip plans! 

Getting Around Chicago

Downtown Chicago is very walkable – but getting to the districts outside the city center require transportation. Besides your own two feet, visitors have options when it comes to getting around Chicago – from the ‘L’ train to CTA buses to bikes to scooters to Uber and Lyft. 

Public Transportation

Chicago has one of the most extensive public transportation systems in America and makes getting around Chicago fairly easy. Both the ‘L’ train and buses have extensive networks. The affordable fares can be paid using a Ventra account – and both 1-Day and 3-Day flat fare tickets are available for your Chicago visit. Find Chicago Transit fare info here . 

More Ways to Get Around Chicago

That said, using Uber or Lyft is likely much more convenient – and if traveling in a group – not too expensive.

We do not recommend driving a car during your Chicago weekend itinerary; parking is a hassle and can cost a bundle.

Chicago Hop On Hop Off

The Chicago Big Bus provides an excellent service for travelers who want to easily get from one tourist site to the next. The Hop On Hop Off Chicago buses are double-decker, open-air vehicles that make stops at all top attractions – and include informative on-board commentary! Buy your ticket!

Where To Stay in Chicago

Although there are hundreds of places to stay in Chicago, for your Chicago vacation itinerary, we recommend choosing downtown accommodations.

Chicago Hotels

If you are going to splurge for 3 nights in Chicago, there is no better place than The Palmer House Hilton . The historic hotel, featuring a gorgeous lobby, is in a prime location within the Theater and Financial Districts near Millennium Park.

That said, there are hotels in Chicago that fit every budget and style. To find the perfect Chicago hotel for your stay, start your search on Booking.com – like we do. Use the filters to select the hotel amenities that are most important to you – and use the map to find the best location. Be sure to read all of our best tips for booking hotels !

3 Day Trip Chicago Vacation Rentals

In our travels, we often use Airbnb to find affordable apartments in the places we visit. In fact, we have found that Airbnb is sometimes less expensive – and offers more space – than most hotel rooms.

However, this is not always true on short stays. Be sure to check the extra fees when booking a short trip – like 3 days in Chicago – before confirming your Airbnb stay.

What To Pack For Your Chicago Trip

We have a few final tips and packing hacks for what to pack for your 3 perfect days in Chicago. Need a packing checklist? Grab your FREE Printable Packing Checklist here !

Weather Appropriate Clothing for Your Chicago 3 Day Itinerary

What you pack in your suitcase for a trip to Chicago will depend on the season. Winters can be frigidly cold, summers are often unbearably humid, springtime is wet and autumn is likely to be brisk, hot or soggy. So yes, the frequent weather changes make planning what to pack for your trip a bit of a conundrum.

If you are taking a Chicago summer vacation, pack loose-fitting clothes, a wide-brimmed travel hat and sunscreen . In the wintertime, you will need a winter coat, cozy cap  and gloves . And, if traveling in the spring or fall, make sure to bring a packable raincoat and travel umbrella . Because the weather can fluctuate, it is best to pack clothing that can be layered and carry a great day bag for quick wardrobe changes and all your everyday essentials .

Walking Shoes for Your Itinerary for Chicago

Our Chicago 3-Day Trip Itinerary includes a ton of walking! We recommend wearing a pair of comfortable walking shoes for trekking around the city. I like to wear these lightweight shoes by Columbia and Kris prefers wearing his Merrell trail shoes for city walks.

Travel Camera

Chicago is incredibly photogenic – and, if you are anything like us, you will be snapping a lot of pictures during your three days in Chicago. Instead of using your cell phone camera to capture the sights, we recommend upgrading to a real camera . We travel with a DSLR Canon Rebel and use an everyday 18-135mm lens . The camera comes bundled with tons of accessories – so it is perfect budget camera for beginners!

US Travel Insurance for Your Chicago Itinerary 3 Days

Travel insurance can be useful on all kinds of trips – even a long weekend in Chicago. It can cover unfortunate situations, like cancelled trips, lost luggage and more. Check rates and coverage on World Nomads .

Start planning your trip to Chicago, Illinois ! Search for the lowest airfares , the best accommodations and fun things to do …then start packing !   Want more travel planning tips? Head over to our Travel Planning page for more information and tips on traveling – and for country-specific information, take a look at our Travel Guides page !

Visit More Top Destinations In The USA

Planning other trips in the United States? Use our detailed guides to discover the best of cities across America (and some Underrated US Destinations ). In fact, we wrap up our top picks for the best places to go in our guide, 22 Weekend Getaways in the US !

Already have a destination in mind? We offer comprehensive guides for Phoenix , Columbus OH , Indy ,  Portland , Austin , Seattle , Boston , Denver and San Diego – to name a few! 

Up for a US road trip? Use the tips in our articles for the Oregon Coast , Columbia River Gorge , the California Coastline and through amazing Montana.

Find all of our tips for traveling in the United States on our USA Travel Destinations Page . 

We Want To Know: Do you have any advice on how to spend 3 days in Chicago? Is there anything you would add to our Chicago Itinerary? Give us your best tips on how to plan a Chicago trip in the comments below! 

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Feel rich living within your means

Quick Guide to Visiting Chicago On A Budget

By Eden Ashley MintNotion.com is reader-supported. When you buy through links on this site, we will earn a commission at no added cost to you. This helps keep the content on this website free for everyone to enjoy. Disclosure Page

Visiting Chicago on a budget? Just like any other major city, Chicago can put a huge dent in your wallet if you don’t monitor your spending.

This city is a hot tourist destination for many people around the world and it’s easy to see why with its wealth of luxury hotels, fine dining, and culture.

There are plenty of ways to have an incredible trip to Chicago without breaking the bank.

So whether you want to do a family trip to Chicago on a budget or have a fun weekend with your friends, there are many ways to visit Chicago for cheap! Here’s a quick guide on how to travel to Chicago on a budget.

Related Posts:

• 3-day Chicago itinerary for first-time visitors
• 10 reasons to visit Chicago in the winter
• Chicago CityPASS review – is it worth it?

Table of Contents

Chicago attractions on a budget

1. Save money with the Chicago CityPASS

Visiting Chicago for the first time can be stressful. Chicago is a big city and there’s lots of fun things to do and see. It can be challenging to plan an itinerary and determine which attractions to spend your money on.

Getting the most bang for your buck is my #1 factor when planning a vacation and the Chicago CityPASS was rated the #1 Chicago tourism pass by TripAdvisor .

They’re also recommended by Expedia and CityPASS currently has a TrustScore rating of 4.8/5 on Trust Pilot . Many people have already used the Chicago CityPASS (including me) for their Chicago trip and posted happy reviews.

With the Chicago CityPASS, you can save time, money, and enjoy stress-free sightseeing. But don’t just take my word for it. Check out these TripAdvisor reviews.

PRO TIP:  Buy the pass online to save time and hassle. To buy the Chicago CityPASS, click here to go to the official website.

Here’s what’s included in the Chicago CityPASS:

The Chicago CityPASS is a pre-paid booklet of tickets which gives you FREE fast-track entry to the following 5 attractions:

• Shedd Aquarium – Priority Entry
• Skydeck Chicago – Fast Pass
• The Field Museum – VIP Entry
• 360 Chicago* – Express Entry   OR Museum of Science and Industry*
• Art Institute of Chicago* – Fast Pass   OR Adler Planetarium* – VIP Entry

The Chicago CityPASS was SO helpful for our long-weekend trip. I didn’t have to worry about dealing with money and tickets. Simply show your mobile pass at each attraction to skip the long ticket lines and start your sightseeing adventure.

How to get your Chicago CityPASS:

Step 1:  Head to the Chicago CityPASS official website to purchase your tickets.

Step 2: Choose between receiving your CityPASS tickets via email or having ticket booklets shipped to you. With email, you’ll get instant access to your mobile tickets. Simply present your mobile tickets at each attraction. You can also print your tickets if you prefer a paper copy.

Step 3: Now you have FREE access to any of the top 5 Chicago attractions included in the CityPASS. You can activate your pass anytime within 12 months from the date of purchase.

Once activated, your pass is valid for 9 consecutive days, so there’s no need to rush through each attraction.

Read Next: Chicago CityPASS vs. Chicago Explorer Pass – Which is better?

2. Visit a museum during free hours

This tip is mainly for Illinois residents, but I would definitely take advantage of the free museum days if you live in Illinois.

For those not visiting from Illinois, I recommend buying the Chicago CityPASS as this provides the best value when sightseeing in Chicago.

3. Visit Chicago’s free museums and attractions

There are many free museums and attractions throughout Chicago that are worth seeing, such as Millennium Park , Navy Pier , and Garfield Park Conservatory.

4. Don’t forget to bring your student ID

Some of Chicago’s attractions offer discounted admission for students, for example, The Shedd Aquarium offers a small discount off the price of regular admission.

5. Ask for a tourist discount when shopping

Some department stores offer a 10% discount to tourists. Don’t forget to inquire in store.

6. Go on a free walking tour

There are many free walking tours available in Chicago. A popular one is Chicago’s Architecture Tour by foot which leads you along the Riverwalk and through the history of the industrial landscape.

Chicago hotels on a budget

Where are the best areas to stay in Chicago?

After visiting Chicago several times and staying in different neighborhoods, I recommend staying in one of these 5 areas:

• Magnificent Mile – The BEST neighborhood for first-timers
• The Loop – Ideal for all travellers. See Cloud Gate and Millennium Park.
• River North – Ideal for all travellers. See Navy Pier and the Tribune Tower.
• Gold Coast – Ideal for luxury travellers.
• South Loop – Ideal for all travellers, especially museum lovers.

Best Chicago hotels for every budget

If you’re traveling on a budget, these are the best cheap hotels in Chicago:

• La Quinta by Wyndam Chicago Downtown (Close to Willis Tower / Skydeck)
• Hampton Inn Chicago Downtown/N Loop/Michigan Ave (Close to Cloud Gate)
• Courtyard by Mariott Chicago Downtown/Magnificent Mile (Great for shopping)

If you have some more wiggle room in your budget, below are some of the best mid-range hotels in Chicago:

• Fairfield Inn & Suites Chicago Downtown/River North
• DoubleTree by Hilton Chicago Magnificent Mile
• Springhill Suites Chicago Downtown/River North

If you want to splurge on your accommodations, below are Chicago’s top luxury hotels:

• Waldorf Astoria Chicago
• The Peninsula Chicago
• Four Seasons Chicago

1. Compares hotel rates on Booking.com

Booking.com is my go-to site for finding affordable hotel accomodations. Below you can find local hotel deals in Chicago.

2. Book your hotel through Hotwire

I always like using Hotwire  to book my hotel when visiting Chicago. It’s a great way to score a 4 or 5-star hotel at a 2-star price.

3. Bundle your flight and hotel

Sometimes you can save up to $300 by bundling your flight and hotel when booking through websites like Expedia . Play around when searching to see if this provides the best budget option for you.

4. Stay in one of Chicago’s hostels

For those on a tight budget, there is no denying that staying in a hostel is one of the best ways to save money when traveling. Try Hostelling International which is located in the heart of downtown Chicago and is rated 4.5/5 on TripAdvisor .

5. Stay outside of the downtown core

Sometimes accommodation deals can be found outside of the downtown area in one of Chicago’s neighborhoods.

Keep in mind the travel time to get into town each day for sightseeing and transportation costs before booking outside of the main areas.

Chicago transportation on a budget

1. Fly, drive or take a train into the city

There are many affordable transportation options to get to Chicago today. If you choose to fly, there are two airports you can fly into: O’Hare International or Midway Airport.

I recommend using Skyscanner to compare prices flying into both airports to see which one is most affordable for your trip.

Skyscanner is my favorite website for checking and monitoring airfare prices. Select your dates and sign up for email alerts to instantly know if the price goes up or down.

2. Visit during the off-season

While you may still be able to find deals during Chicago’s peak season (between June and August), be prepared for crowds and generally higher accommodation prices.

A better option is to visit during the off season (between November and March). The weather might not be favorable as it gets quite chilly in the windy city, but you will be rewarded with lower prices and fewer tourists! Chicago can also be quite beautiful during the holiday season.

Read Next: 10 Reasons To Visit Chicago In The Winter

3. Visit during the shoulder season

If visiting Chicago during the winter is not your cup of tea, but you still want to save some money, try going during the shoulder season. This is April-May and September-October.

Spring and Fall are beautiful times to explore Chicago’s popular attractions. Even though the city is busier during this time of year, you can skip the long line ups at attractions with the Chicago CityPASS . It’s perfect for those who want to save money and time when visiting Chicago.

PRO TIP: If you’re interest, you can check out my review of the Chicago CityPASS here.

My must-have Chicago accessories: Click the product to shop

Save money getting around Chicago

1. Avoid renting a car

Unless you are driving to Chicago, there is no need to rent a car when visiting the city.

This is an unnecessary expense since Chicago has a great public transportation system which makes getting around town much more affordable (and sometimes faster) than by car.

2. Take the train from the airport to downtown

A great way to visit Chicago on a budget is to skip the taxi and take the train from the airport to your hotel. It’s quick, convenient and affordable.

3. Get to know the CTA

Chicago has a pretty good public transit system that I highly recommend using when visiting the city. If you plan on using it a lot during your stay, consider purchasing a 1, 3, 7, or 30-day pass where you can enjoy unlimited rides on all CTA buses and trains.

The CTA makes is super easy to get around the city and visit all the sightseeing attractions included in the Chicago CityPASS .

Cheap Chicago food and drinks

1. Eat where the locals eat

Skip the high-priced tourist restaurants and eat where the locals dine. If you need tips, check Yelp or TripAdvisor for delicious options in your price range.

2. Eat a big breakfast

There is no better way to start the day than with a big breakfast. Most local breakfast spots offer specials for under $10 per person which provides enough food to fuel you until dinner.

This saves you money by skipping lunch or you can grab a light snack in the afternoon to tie you over until dinner.

3. Take advantage of lunch specials

If breakfast is not your thing, many restaurants offer lunch specials (usually under $12 per person). These are usually smaller portions of their dinner menu offerings, which make this an affordable meal option.

4. Order the daily drink specials

Instead of paying full price for wine, beer or cocktails, ask if they are offering any daily drink specials. This might include discounted beverages or bar snacks during a specified happy hour.

5. Share a deep dish pizza

If you’re looking for an affordable dinner option, try sharing a deep dish pizza at one of Chicago’s top pizza spots like Lou Malnati’s. This is a filling meal so you can get away with ordering a small portion to share between two people.

Frequently Asked Questions

Below are some common questions about visiting Chicago on a budget.

What is the best month to visit Chicago?

The best month to visit Chicago is in the spring (April through May) and fall (September through October). This is when the temperatures are mild and there are less crowds.

The cheapest time to visit Chicago is in the winter (November through March). This is the low season, when the weather is cold and there are fewer tourists. (With the exception of Thanksgiving and Christmas).

How many days should you spend in Chicago?

There are plenty of fun things to do in Chicago. You can spend a week and not get bored.

3 or 4 days should be enough to see the main attractions such as The Shedd Aquarium , Field Museum , Skydeck Chicago , and the Art Institute of Chicago .

If you want to explore outside of the main neighborhoods and go off-the-beaten-path, then I recommend spending 5 days in Chicago.

About Eden Ashley

Eden has an MBA and a degree in Psychology. As a new mom (and homeowner), she knows the importance of having a budget that works. She's helped thousands of women get good with money using the same strategies she used to save $100,000 by age 25. Click here to learn how to create a better budget!

Hi, I'm Georgina! A coffee-loving adventure enthusiast here to share my favorite travel tips with you! My goal is to inspire others to get out and explore this wild planet by camping, hiking, or wandering around a fun new city!

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• Georgina D'Angelo
• Jan 26, 2023

Unlocking the Windy City: Your Ultimate Chicago Travel Planner

Updated: Jan 24

The Windy City is an incredible place to plan a city vacation. From museums to international cuisine to architecture tours, there truly is something for everyone to enjoy in Chicago.

Eat all the food you can as you explore the city. Go on an architecture tour and learn about some of Chicago's interesting history. Stroll through quieter neighborhoods and enjoy the bustle of downtown.

If you have never been to Chicago you have to add it to your US travel list! Alpacka My Bags is here to show you how to best plan a trip to Chicago so you can truly make the most of your time in this wonderful city.

Chicago Travel Planner

How Much Does a Chicago Trip Cost?

Traveling doesn't have to be expensive, even if your destination isn't the cheapest. Learn more about how much a trip to Chicago costs on average so you can start planning.

Figure out your budget so you can fit everything you want to do into your trip. There is so much to see and do in Chicago, but the best news? You can do a lot of things for free and still have the true Chicago experience!

When to Visit Chicago

There is something great about every season in Chicago, so the best time to visit depends on the type of weather you prefer to travel in. Read on to find out when you should visit Chicago!

Cool temps, a little rainy, and gorgeous flowers blooming everywhere. Spring is the perfect time to visit Chicago and enjoy the most of this city's nature scapes.

With warm temps, sunny days, and bustling streets, summer is the time to enjoy festivals, exploring outside, and eating all the ice cream you can in Chicago.

For cool temps, incredible fall fashion, and beautiful fall foliage, visit the great city of Chicago in fall. The weather is perfect.

With a beautiful winter wonderland scene, Chicago goes all out for the holidays making it a great Christmas or holiday travel destination.

Where to Stay in Chicago

There are tons of hotels and Airbnbs available to rent in Chicago, but we've put together a list of our favorite and the best places to stay in Chicago.

Finding the best accommodation really makes a trip come together. If you have a nice, comfortable place to call home and come back to relax in while traveling, it makes any trip more fun.

Chicago hosts a wide variety of hotels, Airbnbs, and more. Depending on your budget and travel style, browse the best places to stay and book today!

After living in the city for three years and returning as often as we can, we've found the best places to stay in Chicago. Take a look!

What to Wear in Chicago

Packing can be one of the most stressful parts of traveling, especially since it's impossible to know exactly what the weather will be like when you're there. But thankfully Chicago has some pretty predictable seasons.

What to wear in Chicago highly depends on the time of year you are visiting as summers get quite warm, and winters get very cold.

My biggest tip is always to bring a waterproof jacket or small umbrella to Chicago any time of year. It's not the rainiest city, but getting caught in the rain with no jacket or umbrella will make for a drenched explorer.

Another rule I always follow when packing is to add the destination to my weather app so I can watch the trends; is it getting colder? Warmer? Will it possibly be rainy?

Also think about layers when packing for Chicago in winter . It's better to have multiple layers to put on if it's cold and be able to take one or two off when it gets warmer, rather than only having a super thick sweater on and roasting all day in it.

We have a detailed packing guide on what to wear in Chicago. Check it out below!

Where to Eat in Chicago

Chicago has one of the best dining scenes I have ever enjoyed. They know how to do delicious food right in Chicago, and the best part is you can get cuisine from all around the world here.

A total of 1.7 million immigrants call Chicago home, and many of them run their own authentic restaurants. You'll find Colombian, Polish, Nigerian, Vietnamese cuisines, and more in Chicago.

Another staple you won't miss in Chicago is coffee! Here you will find some of the best coffee shops with cozy decor and delicious fresh drinks. Find the best coffee spots in Chicago here .

You definitely won't go hungry in Chicago. So go out of your comfort zone and try something new while exploring the great city of Chicago!

What to Do in Chicago

There is a plethora of things to do in Chicago. From museums to architecture tours, baseball games to Broadway shows. This is what makes Chicago a must-visit US travel destination!

There truly is something for everyone here. Even if you enjoy nature, I've never been to a city that makes such an effort to add so much greenery to the busy streets. There are numerous parks, botanical gardens, "beaches," and more to enjoy in Chicago.

Visiting in the winter? Check out the best holiday activities in Chicago !

Take a look at the best things to do in Chicago and have fun exploring this amazing city!

How to Get Around

Good news! You don't need a car to get around Chicago. Walking is a great option if you don't have to travel too far. But the best and cheapest way to get around quickly is by train and bus in Chicago.

Learn all about getting around Chicago like a local and make the most of your time here

With the ultimate Chicago travel planner, you can now plan an epic trip to the Windy City! When are you planning on going?

Remember to book tours and tickets in advance as they can sell out quickly during busy seasons. Make reservations for restaurants you really want to go to. Pack accordingly for the weather.

And if you have any questions about your Chicago trip, please reach out to us! We love this city so we want to make sure everyone else gets the chance to enjoy it!

You might like to read next...

Chicago vs New York  - Unveiling the Charms of Two Iconic Cities

10 Best Museums in Chicago

Top 13 Local Coffee Shops in Chicago

What to Do in LA For a Weekend

30 Best Things to Do in Las Vegas

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Planning a vacation can be time-consuming and a little overwhelming. To help smooth this process for you, we've compiled our favorite travel planning resources.

From finding the best flights and hotels to the essentials you need to make the most of your trip, check out the Alpacka My Bags travel resources page.

Join our newsletter to receive the 3 apps I use to plan a trip, my go-to travel essentials list, and a free travel planner pdf! Bi-weekly travel tips 🙂 

Hi, I'm Georgina, adventure enthusiast and creator of Alpacka My Bags. I'm here for all of your travel and adventure planning needs! 

I've been exploring this beautiful planet since I was a child, so I decided it was time to share my travel tips with others to enjoy. After college, I knew the "traditional career path" was not for me.

I needed to travel and explore what this world has to offer. It sounds cliché but you do only live once. So I made going on adventures a priority, and soon realized that I wanted to share them with others so you can enjoy them too! 

My passion is spreading the travel bug and showing others that travel is attainable and so worth it. From itineraries to camping tips to packing lists, Alpacka My Bags has you covered!

Join me, and often my partner and my dog, as we find exciting adventures and travel recommendations for you! If you've been bit by the travel bug just as I have, I hope you find my tips useful for all of your future travels.

• Travel Planning Guide

Travel Budget for Chicago Visit Chicago on a Budget or Travel in Style

• Chicago Costs

• Chicago Hotel Prices
• Best Pet-Friendly Hotels in Chicago
• Best Hotels for First Time Visitors in Chicago
• Best Party Hotels in Chicago
• Best Hotels for a Weekend Getaway in Chicago
• Best Luxury Hotels in Chicago
• Best Hotels for One Night in Chicago
• Best Hotels for One Week in Chicago
• Best Cheap Hotels in Chicago
• Best Business Hotels in Chicago
• Best Family-Friendly Hotels in Chicago
• Best Romantic Hotels for Couples in Chicago
• Is Chicago Expensive?
• How much does a trip to Chicago cost?
• Things to do in Chicago
• Is Chicago Worth Visiting?
• All Chicago Travel Guides
• The Northeast
• The Midwest
• New York City
• San Francisco
• Los Angeles
• New Orleans
• How much does it cost to travel to Chicago? (Average Daily Cost)
• Chicago trip costs: one week, two weeks, one month

Is Chicago expensive to visit?

• How much do I need for a trip to Chicago?
• Accommodation, Food, Entertainment, and Transportation Costs
• Travel Guide

How much does it cost to travel to Chicago?

You should plan to spend around $288 per day on your vacation in Chicago. This is the average daily price based on the expenses of other visitors.

Past travelers have spent, on average for one day:

• $49 on meals
• $37 on local transportation
• $397 on hotels

A one week trip to Chicago for two people costs, on average, $4,026 . This includes accommodation, food, local transportation, and sightseeing.

All of these average travel prices have been collected from other travelers to help you plan your own travel budget.

• Travel Style: All Budget (Cheap) Mid-Range Luxury (High-End)
• Average Daily Cost Per person, per day $ 288
• One Week Per person $ 2,013
• 2 Weeks Per person $ 4,026
• One Month Per person $ 8,627
• One Week For a couple $ 4,026
• 2 Weeks For a couple $ 8,052
• One Month For a couple $ 17,254

Are You an Experienced Traveler?

Help other travelers! Answer a quick question about your past travels. Click here: let's do it!

How much does a one week, two week, or one month trip to Chicago cost?

A one week trip to Chicago usually costs around $2,013 for one person and $4,026 for two people. This includes accommodation, food, local transportation, and sightseeing.

A two week trip to Chicago on average costs around $4,026 for one person and $8,052 for two people. This cost includes accommodation, food, local transportation, and sightseeing.

Please note, prices can vary based on your travel style, speed, and other variables. If you're traveling as a family of three or four people, the price per person often goes down because kid's tickets are cheaper and hotel rooms can be shared. If you travel slower over a longer period of time then your daily budget will also go down. Two people traveling together for one month in Chicago will often have a lower daily budget per person than one person traveling alone for one week.

A one month trip to Chicago on average costs around $8,627 for one person and $17,254 for two people. The more places you visit, the higher the daily price will become due to increased transportation costs.

Independent Travel

Traveling Independently to Chicago has many benefits including affordabilty, freedom, flexibility, and the opportunity to control your own experiences.

All of the travel costs below are based on the experiences of other independent travelers.

Prices in Chicago are reasonable and comparable to your average travel destination. Hotels, food, and sightseeing are generally within normal price ranges.

Within North America, which is known to be an expensive region, Chicago is a moderately priced destination compared to other places. The overall cost of travel here is fair for the region and comparable to Honolulu or Napa Valley.

For more details, and to find out if it's within your travel budget, see Is Chicago Expensive?

How much money do I need for a trip to Chicago?

The average Chicago trip cost is broken down by category here for independent travelers. All of these Chicago travel prices are calculated from the budgets of real travelers.

Accommodation Budget in Chicago

Average daily costs.

Calculated from travelers like you

The average price paid for one person for accommodation in Chicago is $198. For two people sharing a typical double-occupancy hotel room, the average price paid for a hotel room in Chicago is $397. This cost is from the reported spending of actual travelers.

• Accommodation 1 Hotel or hostel for one person $ 198
• Accommodation 1 Typical double-occupancy room $ 397

Hotel Prices in Chicago

Looking for a hotel in Chicago? Prices vary by location, date, season, and the level of luxury. See below for options.

Find the best hotel for your travel style.

Actual Hotel Prices The average hotel room price in Chicago based on data provided by Kayak for actual hotel rooms is $160. (Prices in U.S. Dollars, before taxes & fees.)

Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world.

Recommended Properties

• Hampton Inn & Suites Rosemont Chicago O'Hare Budget Hotel - Kayak $ 143
• The Langham Chicago Luxury Hotel - Kayak $ 499

Transportation Budget in Chicago

The cost of a taxi ride in Chicago is significantly more than public transportation. On average, past travelers have spent $37 per person, per day, on local transportation in Chicago.

• Transportation 1 Taxis, local buses, subway, etc. $ 37

Recommended Services

• Meet and Greet Private SUV Transfer from ORD to Downtown Chicago Viator $ 300
• One-Way Private Curbside Midway Airport Transfer Viator $ 133

Flights to Chicago

Rental cars in chicago, what did other people spend on transportation in chicago.

Typical prices for Transportation in Chicago are listed below. These actual costs are from real travelers and can give you an idea of the prices in Chicago, but your costs will vary based on your travel style and the place where the purchase was made.

• Parking $ 19
• Taxi Ride $ 10
• Taxi from Airport $ 45

Food Budget in Chicago

While meal prices in Chicago can vary, the average cost of food in Chicago is $49 per day. Based on the spending habits of previous travelers, when dining out an average meal in Chicago should cost around $20 per person. Breakfast prices are usually a little cheaper than lunch or dinner. The price of food in sit-down restaurants in Chicago is often higher than fast food prices or street food prices.

• Food 2 Meals for one day $ 49

Recommended

• Saturday Chicago Pizza History and Tastings Bus Tour Viator $ 99
• Chicago Bucktown-Wicker Park Pizza Crawl Viator $ 79

What did other people spend on Food in Chicago?

Typical prices for Food in Chicago are listed below. These actual costs are from real travelers and can give you an idea of the prices in Chicago, but your costs will vary based on your travel style and the place where the purchase was made.

• Dinner for 1 $ 24
• Dinner for 3 $ 118

Entertainment Budget in Chicago

Entertainment and activities in Chicago typically cost an average of $47 per person, per day based on the spending of previous travelers. This includes fees paid for admission tickets to museums and attractions, day tours, and other sightseeing expenses.

For more ideas for your next trip, check out The Best Free Things to Do in Chicago , Chicago Bucket List: The Best Places to See , and The Best Museums in Chicago .

• Entertainment 1 Entrance tickets, shows, etc. $ 47

The Go City Chicago Pass offers great discounts on attractions in Chicago. With the Go City Explorer pass, you can choose to visit specific sights and attractions at a discount. Or, you can visit as many included attractions as you like with a multi-day All-Inclusive Pass. The average visitor saves 30% off of the regular admission prices.

Recommended Activities

• Chicago Architecture Walking Tour: What's New Viator $ 30
• Small-Group Sightseeing Boat Tour in Chicago Viator $ 85

What did other people spend on Entertainment in Chicago?

Typical prices for Entertainment in Chicago are listed below. These actual costs are from real travelers and can give you an idea of the prices in Chicago, but your costs will vary based on your travel style and the place where the purchase was made.

• Sears Tower (family of 4) $ 102
• Aquarium for 4 $ 118
• Water Taxi (family of 4) $ 22
• IMAX Movie for Two $ 35
• Shakespeare Play (2) $ 116
• Art Institute (2) $ 36
• U-Boat Tour (2) $ 8.00

Tips and Handouts Budget in Chicago

The average cost for Tips and Handouts in Chicago is $6.25 per day. The usual amount for a tip in Chicago is 10% - 20% .

• Tips and Handouts 1 For guides or service providers $ 6.25

Alcohol Budget in Chicago

The average person spends about $25 on alcoholic beverages in Chicago per day. The more you spend on alcohol, the more fun you might be having despite your higher budget.

• Alcohol 2 Drinks for one day $ 25
• Chicago Walking Brewery Tour in Malt Row Viator $ 30
• Walking tour to Chicago dive bars Viator $ 41

Water Budget in Chicago

On average, people spend $2.53 on bottled water in Chicago per day. The public water in Chicago is considered safe to drink.

• Water 2 Bottled water for one day $ 2.53

Related Articles

Chicago on a budget.

Neighborhoods

Food and dining, transportation, more related articles.

We've been gathering travel costs from tens of thousands of actual travelers since 2010, and we use the data to calculate average daily travel costs for destinations around the world. We also systematically analyze the prices of hotels, hostels, and tours from travel providers such as Kayak, HostelWorld, TourRadar, Viator, and others. This combination of expenses from actual travelers, combined with pricing data from major travel companies, gives us a uniqe insight into the overall cost of travel for thousands of cities in countries around the world. You can see more here: How it Works .

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The 12 Best Things to Do in Chicago

Famously known as “the Second City” (meaning second in population to New York), I feel like Chicago is often overlooked by travelers. It sees a fraction of the visitors LA and NYC receive, which is a shame, as it’s one of my favorite cities in the world .

Chicago is chock-full of world-class institutions, Michelin-starred restaurants, awe-inducing architecture, and verdant parks. There is a lot to do here and the city has a really rich history. I think more people should visit.

Sure, the winters are brutal. But, come spring, Chicago blossoms into a dynamic urban landscape of street life, outdoor cafés, and sunny parks when locals take over the outdoors to enjoy the few months of nice weather. (I don’t think you can really beat Chicago in the summer.)

To help you plan your visit, here’s my list of the best things to do in Chicago:

Table of Contents

1. Take a Walking Tour

2. relax in grant and millennium parks, 3. take in some art at the art institute of chicago, 4. admire amazing architecture on a river cruise, 5. stroll down the magnificent mile, 6. visit the shedd aquarium, 7. take in some natural history at the field museum, 8. get a stunning view at 360 chicago observation deck, 9. feast on deep-dish pizza, 10. stroll the chicago riverwalk, 11. eat your way through the mexican eateries in pilsen, 12. watch an improv show, 13. have fun at navy pier, 14. catch a game at wrigley field, 15. feast in chinatown, 16. experience st. patrick’s day, 17. explore oz park.

One of the first things I do when I arrive in a city is take a walking tour. They’re a great way to see the main sights, get the lay of the land, and connect with an expert local guide who can answer all my questions. Free Chicago Walking Tours hosts regular free tours that can introduce you to the city. You’ll get to see many of the coolest buildings in the city while also learning about the history of Chicago. The tour lasts a few hours. Be sure to tip the guide at the end!

For a more unique tour, try the Gangsters and Ghosts Tour . You’ll learn all about Chicago’s dark side and creepy past as you explore the Chicago Loop. The tour lasts two hours and really talks about one of the pivotal times in Chicago’s history. Even if you’re not a history buff like me, you’ll get a lot out of it.  

Located downtown, these gigantic parks provide a great place to hang out, have a picnic, or go for a run. People play chess here when the weather is nice and, during the summer, there are a lot of free concerts and events here. The larger Grant Park stretches along Chicago’s waterfront, while Millennium Park is the subsection where the famous “Chicago Bean” sculpture is located. This iconic work of public art is a must-see. And, starting at noon on the first and third Saturdays from April through November, the Chicago Cultural Center hosts walking tours focusing on the art of Millennium Park. It’s really interesting. I love strolling through the park or just chilling here with a good book on a nice day.  

To beat the crowds, skip a weekend visit as the place gets packed. Instead, go on a Monday or Thursday evening (they’re open late on Thursdays). You’ll have the place virtually to yourself.

111 S Michigan Ave, (312) 443-3600, artic.edu. Open Thursday-Monday 11am-5pm (8pm on Thursdays). Admission is $32 USD ( $40 USD for advance skip-the-line entry ). Daily tours (included in the price of your ticket) are offered at 1pm and 3pm.  

Chicago is an architecture lover’s dream. The very best way to take in its famed buildings is via a river cruise . This way, you can sit back and cruise down the canals while an expert guide provides context for what you’re looking at. The guides will give you a detailed history of the architecture. Some of the buildings you’ll see on the boat ride include the Tribune Tower, 333 West Wacker, Navy Pier, the Willis Tower, the Wrigley Building, and Marina City, among others. All in all, there are about 50 structures to see on this fascinating tour, and I promise, it’s much more interesting than it sounds!  

Often nicknamed “Mag Mile,” this stretch along Michigan Avenue from the Chicago River to Oak Street is known for its upscale designer boutiques. In fact, rent here is the third highest in the US (after Fifth Avenue in New York City and Rodeo Drive in Beverly Hills). Even if you don’t want to blow your budget shopping, it’s still an experience to stroll along the avenue and take in the sights and the people, and enjoy the view of the Chicago River. There are several landmarks and attractions along the way too, including the 360 Chicago Observation Deck for expansive views over the city (more on this below).  

If you’re visiting the city with kids (or you’re a kid at heart), head to the massive Shedd Aquarium. It’s the third-largest aquarium in the Western hemisphere and home to over 32,000 animals. They have turtles, penguins, sea otters, snakes, sharks, and more. They really emphasize education here so you’ll learn a ton while you roam the different exhibitions. You can even pay extra to do things like feed penguins and sharks, and they also host all kinds of fun evening events (such as live music after hours). I absolutely love coming here. Just make sure to book your ticket in advance as they do get busy and sell out!

To beat the crowds, skip the weekend and visit during the week instead. Also, try and visit right when it opens (especially Wednesday-Friday). It’s usually quieter then.

1200 S DuSable Lake Shore Dr, (312) 939-2438, sheddaquarium.org. Open 9am-5pm Monday-Friday (9pm on Tuesdays), 9am-6pm Saturday, and 11am-6pm on Sundays. Tickets start at $37 USD. Admission can also be included with the Chicago CityPASS .  

One of the biggest museums in the world, the Field houses extensive collections spanning anthropology, geology, botany, and zoology. Some important collections include the displays of taxidermied animals, a wing dedicated to astronomy, and fascinating artifacts from ancient Egypt. I recommend planning to spend at least 3-4 hours to really take it all in.

1400 S. Dusable Lake Shore Drive, (312) 922-9410, fieldmuseum.org. Open daily 9am-5pm (last admission is at 4pm). Basic admission is $30 USD . Special exhibitions are an additional charge (which varies), though you can get an all-access pass for $43 USD.  

Chicago is a skyscraper city, including a few rather iconic towers. Located atop what was formerly known as the John Hancock Building and now (uninspiringly) called 875 N. Michigan, the 360-degree viewing deck a thousand feet up and allows visitors to get the best view of the Windy City and Lake Michigan. You can even grab a pint at the Cloud Bar, which serves beer from Moody Tongue, a local brewery.

If you’re a thrill seeker and want more than just the view, sign up for Tilt. This part of the observation deck is where you can stand in front of a glass window, which then tilts forward, until it appears you’re looking directly down at the street, 94 floors below.

Just make sure to check the weather before you go so you will actually have a view to enjoy. Additionally, if you want to beat the crowds, come early (before 10am).

875 N Michigan Ave, (888) 875-8439, 360chicago.com. Open daily 9am-11pm (the last entry is at 10pm). Admission starts at $30 USD ( get your tickets in advance for skip-the-line access ).

If you really want to indulge, hop on a Chicago Pizza Tour , on which you’ll get to sample all the varieties on offer in town. Tours start at $49 USD.  

Stretching from Lake Michigan to Lake Street, the 1.25-mile Riverwalk along the Chicago River makes for a fun stroll. Along the way, you’ll not only get fantastic views of the river and city, but you’ll encounter a legion of waterfront restaurants, cafés, and bars. There’s a ton of public art and green space too (great for picnicking and people-watching). It’s the perfect place to slow down and enjoy the moment in this Midwestern metropolis, but if you prefer a more active experience, there are also lots of aquatic activities here too (such as kayaking or taking a river cruise).  

The neighborhood of Pilsen was founded in 1878 by Czech immigrants, who named the area after the fourth-largest city in the Czech Republic, where pilsner beer was born. The Czechs may be gone now, but today Pilsen is Chicago’s main Latino neighborhood, particularly Mexicans from the Michoacán region. Today you can wander the area, eating some of the best tacos while taking in the vibrant street art.  

The Second City is one of the most popular and well-known improv troupes in the country. It’s where greats like Bill Murray, John Candy, Catherine O’Hara, Steve Carell, Tina Fey, and Amy Poehler all cut their teeth. They put on regular performances and also host all kinds of special events. They even host workshops and classes if you want to give improv a try yourself. Just be sure to get your tickets in advance as the most popular shows sell out fast.

230 W North Ave, (312) 337-3992, secondcity.com. Performances are held daily so check the website for what’s on. Tickets start at $35 USD.  

600 E Grand Ave, (312) 595-7437, navypier.org. Open Sunday-Thursday 11am-8pm and Friday-Saturday 11am-9pm (individual attractions and restaurants may have separate hours). Admission to the pier is free, though attractions charge their own fees ( the Centennial wheel is $21.30 USD , for example).  

Home of the Cubs, Wrigley Field, on Chicago’s North Side, is smack in the middle of town. It also happens to be one of the oldest baseball stadiums in the United States (it opened in 1914). If you’re in Chicago during the baseball seasons (April to October) and the Cubs are in town, do yourself a favor and go to a game. It’s one of the most intimate and atmospheric baseball stadiums in the country. If the Cubs are not in town, you can also take a 90-minute behind-the-scenes tour of the stadium.

1060 W Addison St, (773) 404-2827, mlb.com/cubs/ballpark. Tour dates and times vary depending on the season (check the website for availability). Tour admission is $30 USD. Tickets to see a game vary greatly but start at just $10 USD (for better seats at a popular game, expect to spend closer to $80-125 USD).  

Bring your appetite to Chinatown, where you can feast on cheap dim dum, do karaoke, or relax at one of the many tea houses. One of the oldest Chinatown’s in the country, over a third of Chicago’s Chinese population lives in Chinatown, making it one of the largest concentrations of Chinese-Americans in the USA. Don’t miss Ping Tom Memorial Park, and keep an eye out for colorful murals around the neighborhood. Some of my favorite places here are Hing Kee, MCCB Chicago, and Phoenix. &nbsp

The tradition began in 1843, when Chicago’s first Irish parade was held, but it wasn’t until 1962 that the dyeing of the river started, at the suggestion of a plumber’s union, which is still responsible for the green river each year, though it won’t divulge its secrets about what’s used (it’s environmentally friendly, though). Take a river cruise on the emerald waters or snap a pic from the sidelines and enjoy. This is one of the biggest days of the year here!  

This whimsical little park, located in the Lincoln Park area, was created to honor L. Frank Baum, the author of The Wizard of Oz . He lived in the area at the end of the 19th century, and when the city wanted to renovate the park they decided to do so in a way that honored Baum’s popular book.

There’s a playground named after Dorothy, a green space called the “Emerald Gardens,” and numerous life-size statues of popular characters from the musical adaptation, including the Dorothy, Toto, the Tin Man, the Cowardly Lion, and the Scarecrow.

Open daily 6am-11pm. Admission to the park is free.

Chicago doesn’t get the attention it deserves. I think it’s fun and perfect for a weekend getaway. And you really can’t beat the summers here either. With lots of interesting museums, plenty of green space, and some great eats, Chicago should be on every traveler’s list!

Book Your Trip to Chicago: Logistical Tips and Tricks

Book Your Flight Use Skyscanner to find a cheap flight. They are my favorite search engine because they search websites and airlines around the globe so you always know no stone is left unturned.

Book Your Accommodation You can book your hostel with Hostelworld as they have the biggest inventory and best deals. If you want to stay somewhere other than a hostel, use Booking.com as they consistently return the cheapest rates for guesthouses and cheap hotels.

Don’t Forget Travel Insurance Travel insurance will protect you against illness, injury, theft, and cancellations. It’s comprehensive protection in case anything goes wrong. I never go on a trip without it as I’ve had to use it many times in the past. My favorite companies that offer the best service and value are:

• Safety Wing (best for everyone)
• Insure My Trip (for those over 70)
• Medjet (for additional evacuation coverage)

Looking for the Best Companies to Save Money With? Check out my resource page for the best companies to use when you travel. I list all the ones I use to save money when I’m on the road. They will save you money when you travel too.

Want More Information on Chicago? Be sure to visit our robust destination guide on Chicago for even more planning tips!

Got a comment on this article? Join the conversation on Facebook , Instagram , or Twitter and share your thoughts!

Disclosure: Please note that some of the links above may be affiliate links, and at no additional cost to you, I earn a commission if you make a purchase. I recommend only products and companies I use and the income goes to keeping the site community supported and ad free.

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Chicago on a Budget: A Backpacker’s Guide to Affordable Adventures

Budget-friendly ways to  see Chicago  are plentiful! And once you’re in the city, there are plenty of free activities to fill your days and evenings with sights, entertainment, and music. You just need to know where to find them!  

From walking along the lakefront, visiting one of the many parks, or exploring the city’s neighborhoods, we’ll help you find some great options from a local Chicagoan. With a little planning, you can easily visit the Windy City without overspending.

Find Affordable Accommodations

One of the key aspects of budget travel is finding inexpensive accommodations. While it may be more desirable to stay downtown where all the action happens, you’ll save hotel expenses with accommodations in other neighborhoods. In addition, numerous hostels provide a comfortable place to stay while keeping costs low.

Some of the most popular neighborhoods in Chicago are Lincoln Park, Wicker Park, and the Magnificent Mile. So if you are looking for more affordable accommodations, start your search for wallet-friendly hostels like Freehand Hostel, Chicago Getaway Hostel, or HI Chicago Hostel.

Staying in a hostel can offer you the opportunity to meet other travelers and exchange stories, as well as save money on expensive hotel rooms. Or, try nearby neighborhoods like Ukrainian Village, Chinatown, or Old Town.  

Eat like a Local

When it comes to dining, you should skip the tourist hotspots and discover the hidden gems frequented by locals. This may not be known to many, but Chicago serves several foods that were invented in Chicago like deep-dish pizza, but Chicagoans don’t dine on deep-dish pizza that often (it’s a tourist thing).

Seek out some delicious tacos in the Pilsen neighborhood. In downtown Chicago, the Oasis Cafe (21 N. Wabash) is  literally  a hidden gem (it is tucked away in the back of a jewelry store). If you love Mediterranean food, stop there for a mouth-watering chicken shwarma sandwich. It is one of the few food establishments in the Loop with budget prices. Love comfy foods?

Then a Chicago diner is a must. Stop at Palace Grill Restaurant (1408 W Madison) for all-day breakfasts or Jim’s Original (1250 S. Union) hot dog stand for grilled pork sandwiches. Other budget-friendly eateries are Lou Mitchell’s (565 W Jackson Blvd), Stella’s (3042 N. Broadway), and Harold’s Chicken (612 S Wabash).

Eating like a local will save you money and treat your taste buds. If you want to splurge and hit the touristy track for food, restaurants on the Chicago Riverwalk are great options.  

Opt for Public Transportation or Bike Rentals

If there is one most important piece of advice to be given to visitors, this is it…don’t rent a car. Firstly, rental cards are expensive and secondly, the parking fees in Chicago are outrageous.  

Chicago’s public transportation system is efficient, affordable, and accessible to all major attractions and restaurants. All you need is a Ventra card, which costs $5. It is reloadable and will enable you to save money on city ‘L’ trains and buses.

Another option is to use Chicago’s bike share program, Divvy. There are many Divvy bike stations across the city, and you’ll explore the town more freely. Biking is not only an inexpensive way to get around but also a great way to see the sights at your own pace.

Bikes can be locked at the Divvy stations, but if you need to lock at a bike pod, you’ll need your bike lock (and you will still be charged for use so it’s better to lock at a station). Use this resource to learn how to get around Chicago safely.  

Attend Free Attractions

Chicago has free attractions that will keep you entertained during your backpacking journey. Take it from a local, these are ten of the best ways to visit Chicago and truly experience its culture and unique city vibes while on a budget.  

Chicago Riverwalk | Michigan Ave & Wacker Dr.

This is undoubtedly one of the best spots in Chicago to sit and watch the world go by. You can take a walk along the Chicago Riverwalk and enjoy the scenic views of the city skyline. It’s also the perfect place to take photos, enjoy a picnic, or grab a drink at a bar or cafe.

On the east end, Adirondack chairs await where you can sit and watch the river cruises sail by. Walking to the west end, you’ll reach Lake Michigan where you can watch the harbor or visit Navy Pier.

Chicago Cultural Center | 78 E. Washington St

The Chicago Cultural Center is a beautiful building that hosts cultural events, exhibitions, and performances. Entry is free, and it’s a great place to learn more about Chicago’s history and culture. There are fascinating features in the center like the world’s largest Tiffany glass dome and an old map of Chicago after the Great Fire of 1871.

Another little-known fact is the embossed ‘Y’ that symbolizes the branches of the Chicago River. It’s also on the famous Chicago Theater marquis (175 N State St) and has been weaved into the city’s architecture on public buildings and bridges.

Millennium Park | 201 E Randolph

Home to the famous “Bean” sculpture, or Cloud Gate, this is one of the most popular and iconic parks in Chicago. Entry is free, and it’s a great spot for a picnic, people-watching, or catching a free outdoor concert at the Jay Pritzker Pavilion.

Chicago hosts free summer music festivals like Summer Dance, Blues Fest, and Jazz Fest. You can also see musical performances from top musicians for free at the annual Taste of Chicago.

This is also a free public park, Maggie Daley Park, located near Millennium Park, with a range of outdoor activities including a climbing wall, mini golf, and an ice-skating rink in the winter. It’s a nice way to spend some time outdoors and blend into the scenery.

The Art Institute of Chicago | 111 S. Michigan

The  Art Institute of Chicago  is one of the oldest and largest art museums in the US, with a collection of over 300,000 works of art. The museum offers free admission on certain days and qualifying visitors (active-duty military, employees of corporate partners, etc).

Buckingham Fountain | 301 S Columbus Dr

Buckingham Fountain is a famous fountain located in Grant Park. It is often mistaken to have ties with Buckingham Palace, but that is incorrect. It was named after the philanthropist who donated the fountain.

In any event, it is one of the most recognizable landmarks in the city. The fountain erupts a dazzling display of waterworks from spring through mid-Fall. After the sun sets, you can enjoy a light and music show every hour until the park closes. 

Navy Pier | 600 E Grand

Navy Pier is in Chicago’s affluent Streeterville neighborhood. The pier extends on Lake Michigan and while entry is free, you may be tempted to spend a few bucks for the Centennial Wheel.

The skyline from above is an incredible view. There are other cheap entertainment options like mini golf and some free exhibits. The best part is sitting on the Wave Wall (a large staircase on the south side of the pier) and watching the free fireworks display (every Wednesday night). 

Lincoln Park Zoo | 2391 Stockton Dr

Who can resist a zoo? Lincoln Park is a city favorite for locals and visitors. You must reserve tickets in advance through their website and select the time of day you wish to visit, but man what a deal! Of course, you’ll see a wide range of animals, but the beautiful thing is that you won’t have to travel far because the zoo is located just minutes from downtown Chicago.

You can get there on foot if you enjoy walking or catch northbound Bus 151 from downtown to Stockton and Webster. It’s a great spot for animal lovers or families with kids. While you’re in the area, you should head west on Webster St. for a 15-minute walk to Oz Park (2021 N. Burling St) to the Wizard of Oz themed park. 

Garfield Park Conservatory | 300 N Central Park

For a $2.50 fare (with a Ventra card) on Chicago’s Green line, you can take a 30-minute ride through Chicago’s west side to the Conservatory stop. The Garfield Park Conservatory is less than a 5-minute walk north to one of the largest and most stunning botanical conservatories in the US, with a range of indoor and outdoor gardens and exhibits. Admission here is also free. 

The 606 | 1805 N Ridgeway

The Bloomingdale Trail, or 606, is a 2.7-mile elevated trail that runs through four neighborhoods on Chicago’s northwest side. The trail is frequented by pedestrians, inline skaters, runners, and cyclists and has great views of the city. You can also walk, run, or bike ride along the Chicago Lakefront Trail, which stretches for 18 miles along Lake Michigan. You’ll encounter beaches, parks, and some of the city’s most iconic landmarks.

In conclusion, you can also explore neighborhoods like Wicker Park, Logan Square, and Pilsen for unique street art, local cafes, and boutique shops. Keep an eye out for neighborhood festivals (which are mostly free with a suggested donation) to make your visit to Chicago memorable while saving money.

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How to plan an Amazing Girls trip to Chicago on a Budget

Some of the links contained in this post are affiliate links, meaning that at no cost to you, I will earn a small commission if you click through and make a purchase. As an Amazon Associate, I earn from qualifying purchases.

Organizing a girls trip to Chicago can be both exciting and intimidating. With so many possibilities for attractions, activities, and places to stay, it can be challenging to decide what to do in a short amount of time.

I got you! In this post, I’ll give you ideas for how to plan the perfect girls getaway to the Windy City without breaking the bank. With a little bit of research and planning you’ll have the info you need to have a kick-ass girls trip to Chicago!

If you want to learn what it means to be a budget traveler check out this post on how to travel on a budget .

Is 3 days enough to visit Chicago?

Yes, if play your cards right, 3 days is enough to visit Chicago. There is so much to see in the city, from the iconic landmarks and museums to the delicious food and nightlife.

3 days is just enough time to be able to take in all the sights and sounds that Chicago has to offer. You can visit multiple attractions in a day, such as the Navy Pier, and take a cruise tour of the Chicago city architecture, or explore a different area of the city each day.

Is Chicago a good weekend getaway?

Absolutely! Chicago is the perfect weekend getaway because you can have a jam-packed itinerary without it feeling too rushed. In just a few days, you can explore the city’s rich cultural and historical heritage, enjoy the vibrant nightlife, or sample some of the city’s famed cuisine.

Plus, there’s plenty to do that won’t break the bank, and you may even find some deals on hotels and attractions.

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Sometimes tech happens. But that shouldn’t keep you from traveling more for less! Go to your inbox and look for an email with the subject line “Confirmation Email (FREEBIE)”. If you check your promotions tab and spam folder and still don’t see it, please reach out to me at [email protected] so I can help you find it!

What month is best to go to Chicago?

The best time to visit Chicago depends on what you’re looking to do during your visit. For the warmest weather, visit in July or August, and if you’re looking for festivals and outdoor activities, springtime is the best time for that.

If you’re on a budget, the months of April and October offer more affordable accommodations. Chicago is a great city to visit any time of year, so the best time to go depends on what you want to do!

What is the cheapest time to visit Chicago?

The cheapest time to visit Chicago is typically in the winter months, from December to February. Hotel prices and airfare tend to be lower during this time, and you can often find great deals on attractions. Of course, keep in mind it can get pretty cold and rainy (and windy lol) so you’ll want to keep this in mind when you’re deciding on what month to visit Chicago.

Setting a Budget for Your Girls Trip to Chicago

Establishing a budget is the first step to planning a successful girls trip to Chicago. Before you start booking accommodations and planning activities, decide how much you are willing to spend on your trip. Consider how many people are coming, how long you plan on staying, and the type of activities you would like to do.

If you’d like more resources check out these posts – how to plan a weekend trip on a budget and ways to save money for your next vacation .

Finding Affordable Accommodations for Your Girls Trip to Chicago

When planning a girls trip to Chicago, finding affordable accommodations can be a challenge. However, with a little research and flexibility, you can find a comfortable place to stay that fits your budget.

Ultimately, deciding on the right accommodations will depend on your budget, what type of experience you are looking for, and how many people are in your group.

Here are some tips on how to book affording accommodations in Chicago:

Consider alternative options: Instead of booking a hotel, consider alternative options like Airbnb or vacation rentals. These options often provide more space and a more authentic local experience at a fraction of the cost.

Book in advance and have flexible dates: By keeping your dates flexible and booking in advance, you can take advantage of early booking discounts and avoid peak season price hikes.

Look for deals and discounts: Check websites like Groupon, CozyCozy, Kayak, Travel Zoo, and Hotwire for deals and discounts on hotels, Airbnb rentals, and vacation rentals.

Opt for a less central location: Hotels in central locations like the Loop and Magnificent Mile can be expensive. Consider staying in a less central location, like Pilsen or Rogers Park, and using public transportation to get around.

Travel during off-peak times: Traveling during off-peak times, like weekdays or during the shoulder season, can result in lower hotel prices and fewer crowds.

Use Points and Miles to save money on accommodations: You cut down on your trip expenses significantly by redeeming points and miles for your accommodations. If you want to learn how to get started check out my start here page .

Girls Trip Activities and Sightseeing

Planning activities for your girls trip to Chicago can be one of the most fun and rewarding parts of the trip. There are so many options for activities, from sightseeing and cultural experiences to shopping, festivals, and nightlife.

Activities and Guided Tours

• Chicago Architecture Cruise
• Chicago Food Tour
• Chicago Craft Brewery Tour
• Chicago Lunch Cruise
• Chicago Sunset Cruise
• Chicago Dinner Cruise

Start planning by researching the different attractions and activities available in the city. Make a list of the attractions you and your group would like to visit and then look for discounts or deals that may be available.

If you plan on doing a lot of sightseeing, consider purchasing the CityPASS Chicago which will give you access to multiple attractions at a discounted rate.

There are also a ton of free things to do in Chicago , so you can alternate between paid and free activities to keep the budget in check.

Eating on a Budget

Chicago is known for its world-class cuisine, but dining out can quickly add up, especially on a girls trip. However, there are plenty of ways to enjoy the city’s delicious food without breaking the bank.

Here are some tips for eating on a budget in Chicago:

Look for daily specials: Many restaurants offer daily specials or happy hour deals that can help you save money while still enjoying a delicious meal and a vibey atmosphere.

Visit food halls and markets: Chicago is home to several food halls and markets, including the French Market, the Randolph Street Market, and the Lincoln Park Farmers Market.

Try street food: Chicago is famous for its street food, including its famous hot dogs, Italian beef sandwiches, and deep-dish pizza. These dishes are both delicious and budget-friendly, allowing you to try a variety of local favorites. And if you’re visiting during the summer months then you can take advantage of the Taste of Chicago food festival.

Explore ethnic neighborhoods: Chicago is home to a diverse array of ethnic neighborhoods, each offering its own unique cuisine at affordable prices. Head to neighborhoods like Pilsen for Mexican food, Chinatown, or Little Italy.

Eat at local cafes and diners: For a quick and affordable meal, try one of the city’s many local cafes and diners. These spots often offer classic American breakfast dishes, sandwiches, and salads at affordable prices.

Don’t forget to look for grocery stores and markets where you can pick up snacks and ingredients for a DIY meal or picnic. There are many beautiful parks in the city where you can post up with a glass of wine and enjoy the scenery.

Chicago Nightlife for a Girls Trip

Chicago is known for its vibrant nightlife scene, offering a wide range of options for a fun night out with the girls. From trendy rooftop bars to intimate jazz clubs, there’s something for every girl in your group.

Visit rooftop bars: Chicago is famous for its rooftop bars, offering breathtaking views of the city while you enjoy a drink or two. Popular options include the Signature Lounge on the 96th floor of the John Hancock Center, and Cindy’s Rooftop on Michigan Ave.

Explore the music scene: Chicago is home to a thriving music scene, with jazz clubs, blues bars, and live music venues offering a range of musical experiences. Check out venues like the Green Mill Jazz Club, Buddy Guy’s Legends, and the Jazz Showcase.

Try the craft cocktail scene: Chicago is home to a thriving craft cocktail scene, with bartenders pushing the boundaries of mixology to create innovative and delicious drinks. Head to bars like:

• Three Dots and a Dash
• The Violet Hour

Enjoy a night of comedy: For a night of laughs, check out one of Chicago’s famous comedy clubs, such as Second City, Zanies, or The Laugh Factory.

Take in a show: Chicago is known for its thriving theater scene, offering everything from Broadway musicals to experimental plays.

Transportation Options

When it comes to transportation, you should consider taking public transportation instead of renting a car. Not only is it more affordable, but it can also be more convenient, as you don’t have to worry about parking or traffic.

Hop-on-Hop-off Bus Tours: One of my favorite ways to get around a new city is to purchase tickets for a Big Bus Chicago tour. Not only will you get a narrated tour, but you’ll get a ride around the city as well!

Public Transportation: The Chicago Transit Authority (CTA) operates an extensive network of buses and elevated trains, known as the “L,” throughout the city. It’s an easy and convenient way to get around.

Divvy Bikes: Chicago’s bike-share program, Divvy , offers a convenient and budget-friendly way to get around the city. You just rent a bike at one of the hundreds of stations around the city and drop it off at another when you’re done.

Taxis and rideshare services: Taxis and rideshare services like Uber and Lyft are readily available in Chicago and can be a convenient way to get around, especially if you’re traveling in a group. Be sure to compare prices and consider surge pricing during busy times.

Walking and cycling: Chicago is a very walkable city, with many of its top attractions located within close proximity to each other. The city is also known for its lakefront path and many parks, making it a great place to cycle.

Water Taxis: For a unique transportation experience, consider taking one of the city’s water taxis along the Chicago River. This is a fun and budget-friendly way to see the city’s skyline.

Girls trip to Chicago

Now that you know everything there is to know about planning a girls trip to Chicago, it’s time to get excited! Once you’ve narrowed down the activities and accommodations to fit your budget and schedule, you can start booking travel itineraries and booking flights!

But before booking flights you’ll want to read this post on big mistakes to avoid when booking flights .

You also have plenty of options when it comes to getting around. Even if you’re not comfortable navigating public transit, you can get around the city on foot with a map and guidebook in hand.

When you’re done with your trip, you’ll have memories that you can cherish for years to come, and hopefully some extra cash to spend on the next girls trip destination!

Looking for more Girls trip destination ideas?

• Nashville, Tennessee
• Denver, Colorado
• San Diego, California

Want to Travel More for Less?

Become a Budget Traveler! Head over to my  start here page  and grab my free budget travel cheat sheet  – it’s packed with valuable tips to help you create your own winning budget travel strategy.

Genni is a travel blogger based in South Florida, founder of Traveling Franklins and Lazy Budget Travel Academy.

Genni has been focusing on Budget Travel and earning Travel Points and Miles since 2015. She has a background in hospitality, working for companies like Hilton and Marriott. She has also worked in hospitality marketing software with clients like Hilton, Hyatt, and IHG.

But her true passion is teaching others how to travel more for less because everyone deserves to take their PTO and explore the world on their own budget!

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How to Create a Simple, Affordable Travel Budget

T here's a lot to consider when planning the perfect getaway. For most people, the number one consideration in trip planning is cost. But if we stress about expenses during vacation, that defeats the whole purpose of travel as an escape from our daily rituals, a chance to reset, rest, and relax. Fortunately, with a little bit of planning and some good tips and tricks for creating a solid budget, you can take the spending anxiety out of the equation and be well on your way to a stress-free (and affordable) vacation.

How much of your budget should you devote to travel?

When saving for a trip, or multiple trips, the financial formula may slightly differ person to person. There's no standard percentage of income that should be set aside for travel. The amount depends on what you want to prioritize and what works for your income.

"There is not necessarily a set amount or percentage that you should use for travel. After all of your bills are paid for the month, you will have a leftover portion for discretionary spending," said Christopher Miller, a financial adviser with Krueger Financial Group . "You will then have to make a decision on what to use this for-what is most important to you. It may be buying the newest electronics, going out to eat, traveling, or saving up for a big purchase such as a home improvement."

Miller recommends using the 70/20/10 breakdown. This means 70 percent of your income should go toward household expenses, including debt. Twenty percent should be put into savings, including retirement. That leaves 10 percent of your income for wants, including travel, or for additional savings.

The first step to deciding how much to devote to travel is pinpointing the cost of your ideal trip. Price out hotels, airfare, activities, and food and get a rough estimate for what the entire trip will run. Once you know how much to save, you can figure out how long it will take you to do so.

"We recommend keeping track of all monthly income and expenses, monitoring what is coming in and going out. By doing this, you will have a good idea of how much travel you can afford," said Miller. "For any large purchase [like travel], saving a little each month to reach your goal is very helpful. If the trip total will be $2,400, saving $200 a month will meet your goal in 12 months."

Having a guilt-free vacation means knowing you won't go into debt because of it. Saving before a trip is the best way to ensure that. There is nothing wrong with putting trip expenses on a credit card, provided you have the money to pay it off immediately or without accruing interest.

What are the travel expenses to consider?

After you have a rough idea of the trip's total cost, you can break it down into itemized travel expenses. Here is where you can get a little creative and start to think about your dream itinerary.

The first and most important factors to consider are airfare and accommodations, as these typically are the two biggest ticket items of your overall travel budget. Will you splurge on accommodations, or do you consider them solely a place to sleep? Do you have credit card points to redeem for hotel upgrades or discounted airline tickets? If you're new to points and miles, we will briefly touch on that soon.

Once the flight and accommodations are out of the way, you can see what you have left over for food and entertainment, based on what makes the most sense for you.

Everyone's travel priorities are different. Foodies, for example, are going to want a bigger budget for dining out, while others may prefer to cook to save money for activities, shopping, or spa treatments (in which case, you may opt for a vacation rental or residential-style hotel that has guest rooms outfitted with kitchens).

"My typical travel expenses include accommodation, flights, activities, and food," said Caroline Lupini, who has been a full-time traveler for the past decade and is the managing editor for Forbes Advisor's credit cards and rewards travel verticals. In the past 10 years, she has visited more than 100 countries while living on the road full-time.

"I especially love food, so I budget extra money so I can go on food tours, visit nice restaurants, and otherwise explore the food culture of a country more deeply. This year, my partner and I are traveling through West Africa for a large part of the year, so we also had to include a pretty significant budget for visas. Depending on exactly where we end up visiting, we could end up spending around $1,000 each on visas. To date in 2024, I've spent $350 on visas alone."

How to establish a daily budget while traveling

Lupini said, "I have my normal budget for accommodation, flights, food (restaurants and groceries), drinks, activities, and other miscellaneous charges that come up. I log all of my expenses into an app called TravelSpend , which makes it easy to keep track of spending in multiple currencies, and every month I log my totals into a spreadsheet."

If she comes in under budget, she says she puts half of the leftover money into investments and half into what she has deemed her "special trip fund," a fund for special activities she wants to do that are beyond what she considers affordable.

"It's my guilt-free travel-spending money," she said. "I think this is a strategy anyone can apply to their own finances to save money for travel."

How to stretch a trip with points and miles

Using credit card points and airline miles is a great way to make your travel budget work harder and to get some cool perks along the way, like free breakfast, and room or airplane seat upgrades. But if you feel overwhelmed by the complexities and nuances of the individual points and miles program, know you are not alone-it's a lot of information to digest. Even loosely understanding some ins and outs can stretch your trip budget. And because travel often includes higher price-point purchases such as airfares and hotels, it's an opportunity to earn points and miles for future trips-in other words, using your current trip to help pay for your next adventure.

"I love points and miles. I got into learning about that space when I was in college and wanted to travel more but had very little cash to work with. Now I often use my points and miles to upgrade my travel experience-think business class on long-haul flights and the occasional cushy hotel room instead of booking an Airbnb or a more affordable hotel," said Lupini.

There are many resources for getting into the points game. She recommends reading forums and blogs and following influencers on Instagram and TikTok to get their tips and tricks.

"My biggest recommendation," she said, "is to look for someone, or multiple people, who has a similar travel style to what you're going for and follow them to get started. I also recommend starting with one flexible points currency, like Chase Ultimate Rewards . You'll have a lot more options with the flexible point currencies than with a specific type of airline mile, and there are easier redemption options available if you decide you don't want to dig into the individual frequent flier programs too deeply."

Set aside some funds for emergency or surprise expenses

No one intends for things to go wrong on a vacation, but sometimes the unexpected comes up: a canceled or delayed flight , a lost hotel reservation, a medical emergency, lost luggage , etc. Surprise expenses are a part of life, and they certainly can be a part of a vacation, as much as we hope they aren't. Having a backup plan or an emergency fund can help lessen the financial blow that these surprises may cause.

"The unexpected always happens, but not going over budget will help account for the emergency expense," said Miller. "Keeping an emergency savings account that is not factored into your travel expenses will help cover these as well. A person should always have an emergency account whether traveling or not."

Travel insurance is one of the best ways to protect yourself in the event of emergencies or surprises. Often, travel insurance includes emergency medical insurance as well as an amount for canceled or delayed trips, lost luggage, and more.

The key things to remember when budgeting for travel is not to overspend, to make sure you're protected, and to have enough money saved so that you can relax and have fun. A vacation is a time to treat yourself-within your means.

Miller added, "Not overextending yourself with the amount you spend on travel is important. Paying for a vacation for the next 12 months [after the trip] can hurt you in the long run."

Transportation | New Metra station to open in Edgewater

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Transportation

The Peterson/Ridge station, on the Union Pacific North Line, is expected to open May 20. Metra will also boost weekday service on the line when the station opens, adding trains during morning and evening peak periods in an effort to fill gaps in rush-hour service and reduce crowding on some trains, the rail agency said.

The new $27 million station, which broke ground in November 2021 , came in about $5 million more and a year later than expected when construction began. They were the latest delays for the project, which had been discussed for more than a decade as previous Illinois budget issues held up state funding that had been allocated to the project from a 2009 bond program. Then the project needed engineering work and ran into delays getting city permits, Metra has previously said.

Metra attributed the construction expense and most recent delay to “longer COVID-related lead times” and supply chain challenges that affected the ability to get needed materials.

The new station, along tracks that run west of the intersection of North Ridge and West Peterson avenues, will have two six-car platforms that extend over Peterson so passengers can board from either side of the street. Two shelters will have on-demand heating.

The station will also have paid parking spaces, ADA-compliant parking, bike parking and an access drive with a cul-de-sac turnaround and pickup and drop-off areas.

As the Edgewater station is set to open, Metra is continuing work on a new station in Auburn Gresham on the Rock Island line. The Auburn Park station, also long discussed and tied up in previous state budget issues like the Peterson/Ridge station, broke ground in June 2022. It will serve 79th Street, filling a gap on the line between 87th Street in Gresham and 35th Street in Bronzeville.

When construction began, the project was expected to cost $35 million and be finished around the end of 2024. The project is now expected to cost $42.6 million, and wrap up in early 2026.

Metra said the reasons for the extra time and costs are similar to the COVID-19 and supply chain issues that affected the Edgewater station.

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Post-Tribune | South Shore Line’s Double Track project chugs past the finish line

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How to Plan a Trip to Las Vegas on a Budget, According to a Travel Expert

Because Sin City isn’t just for high rollers.

How to Save on Food

How to save on transportation, how to find affordable las vegas hotels, how to save on flights to las vegas, free las vegas activities.

Taylor McIntyre/Travel + Leisure

When you think of Las Vegas, it’s likely the glimmering casinos , flashy hotels, over-the-top entertainment , and extravagant meals that come to mind first. However, you don’t need to spend a small fortune to have a good time in Sin City — so as long as you’re savvy. From flights and hotels to activities and transportation, here are our top tips on how to plan a trip to Las Vegas on a budget, including expert insight, tips, and recommendations from long-time Vegas visitor and travel advisor Allison DePesa of Marvelous Mouse Travels . 

monticelllo/Getty Images

It’s no secret Sin City is home to spectacular restaurants , including the Michelin-starred Picasso , the sceney Cipriani Las Vegas , and Wolfgang Puck’s beloved Spago , to name a few. However, these aren’t the only options in town. Those looking to get the most bang for their buck can — and should — take advantage of Vegas’ seemingly endless buffets, says DePesa. What’s more, she tells T+L, “Buffets are a staple in Vegas, and you can usually find a great all-you-can-eat option with bottomless Champagne, mimosas, or bloody marys if you go for brunch.” For example, you can’t go wrong at Wicked Spoon at The Cosmopolitan, which serves extravagant all-day brunch items like bone marrow, short ribs, and even steamed snow crab — in addition to the classics like omelets — for $47 per person on weekdays and $54 on weekends; $25 extra for bottomless mimosas, Champagne, bloody marys, or Bud Light). For a more affordable option, consider the MGM Grand Buffet (from $31.99 Monday to Thursday, $37.99 Friday to Sunday), which offers an array of breakfast and lunch dishes, from fresh pastas to pancakes. If buffets aren’t your thing, the Strip is also teeming with fast-food joints and quick-service restaurants. Tacos El Gordo , which doles out wallet-friendly tacos, quesadillas, tostadas, and other Mexican favorites, is among our favorites, as is the Instagram-worthy Cafe Lola , which dishes out sweet and savory breakfast and lunch staples (think crème brûlée challah French toast).

Additionally, DePesa recommends budget-conscious travelers take advantage of happy hour specials. “Many restaurants and bars in Vegas offer discounted food and drink specials during happy hour, usually in the late afternoon or early evening. “ Brera Osteria at The Venetian Resort offers 50 percent off pizza, cocktails, and wines by the glass every day between 3 and 5 p.m. Also, don’t miss sangria hour at The Cosmopolitan's Jaleo , which has sangria from $7, beers from $7, wine from $9, and cocktails from $12 — along with a selection of tapas — every day from 5 to 7 p.m. The deals continue off the Strip at local favorite Honey Salt , where guests can enjoy $5 beers and wines, $6 cocktails, and apps like fried pickles and chicken sliders between $4 and $8 apiece every Monday through Friday between 3 and 6 p.m.

Pro tip: Be sure to sign up for restaurant rewards programs. “Many restaurants, especially those located in casinos, offer rewards programs or loyalty cards,” says DePesa. “Sign up for these programs to earn discounts, free meals, or other perks.” 

Although resorts on the Strip are typically more expensive than those a bit further away, their central location makes it much easier — and cheaper — to get around. What’s more, explains DePesa, “The Las Vegas Strip is relatively compact, and many attractions are within walking distance of each other.”

However, that’s not to say you can’t stay off the Strip and still save on transportation. While taxis and ride-share apps are available — as are rental cars, of course — DePesa recommends utilizing public transit to get around. “There's an extensive bus system in Las Vegas, including the Strip and downtown areas.” Deuce on the Strip , which runs 24/7, stops at almost every resort on the Strip, and while single rides cost $4, you can save money by snagging a multiday pass; a three-day one, for example, will run you $20. The Downtown Loop is a free shuttle service that takes visitors to some of downtown Vegas’ top attractions, including the Arts District and Fremont Street Experience . Also, keep in mind that some off-the-Strip hotels offer complimentary shuttle service to the Strip — but more on that below. 

 Ethan Miller/Getty Images

A Las Vegas hotel stay doesn't have to cost an arm and a leg. For one, DePesa recommends booking well in advance, which "can often lead to better deals." She adds, "Hotels tend to offer lower rates for early bookings, especially if you're traveling during off-peak seasons." The summer months (June, July, and August) coincide with the city's low season due to the scorching heat. As such, you can find lower hotel rates. Shoulder season (September through November and January through April) also offers discounted nightly rates; according to Kayak, March is the cheapest month to stay in Las Vegas, with an average five percent drop in price. Ultimately, being flexible with your dates is key. "Midweek stays tend to be cheaper than weekends, and rates may fluctuate depending on special events or conventions in the city," explains DePesa. Finally, as previously mentioned, consider staying at a hotel off the Strip since, per the pro, properties “tend to be more affordable.” She elaborates, “Many of these hotels offer complimentary shuttle services to the Strip, making it convenient to access the main attractions."

DePesa recommends using Westgate Flamingo Bay Resort as your base. The property is home to 13 on-site restaurants and spacious accommodations clocking in at more than 500 square feet. She also suggests checking into Marriott's Grand Chateau ; while it does not provide shuttle service to the Strip — though, fortunately, it’s less than a mile away — it does have a rooftop pool, two bars, and, best of all, no resort fee.

If you choose to stay on the Strip, you can save money by selecting a property with low or no resort fees, which can cost as much as $55 per night. Those craving a more upscale hotel experience may consider a stay at the Sahara Las Vegas , one of few Strip hotels with an under-$40 nightly resort fee .

Chase Stevens/Las Vegas Review-Journal/Tribune News Service via Getty Images

Looking to save money on flights ? Just like with hotels, DePesa says the key is to “be flexible with dates and book early.” She also recommends using fare comparison websites like Google Flights, Skyscanner, and Kayak to help you “easily find the best deals and set up price alerts for your desired travel dates.” Additionally, if you have the time and patience, DePesa recommends opting for a connecting flight to or from Vegas since they tend to be less expensive. “But be sure to check the total travel time and factor in potential layover durations,” she says. 

It’s also worth noting Las Vegas’ main airport, Harry Reid International Airport, is considered one of the cheapest in America, according to a 2022 analysis from CivMetrics . 

Taylor McIntyre/Travel + Leisure

Unbeknownst to many — especially first-time visitors — Las Vegas offers plenty of free activities , which means you can save your money in hopes of winning big at the casino.

“At the Bellagio, you can see the fountain show and Conservatory & Botanical Gardens ,” says DePesa.

Alternatively, catch the volcano eruption at the Mirage or check out the Flamingo Wildlife Habitat , “a quiet oasis home to koi fish, turtles, birds, and a flock of Chilean flamingos.” The Fremont Street Experience has free live music, Silverton Casino features a complimentary aquarium with thousands of tropical fish, and Circus Circus offers exhilarating acts. Travelers can also visit Ethel M Chocolates for free self-guided factory tours; afterward, explore the three-acre botanical garden, which boasts more than 300 species of flora. Other no-cost attractions include The Arts Factory , the Marjorie Barrick Museum of Art , and the quirky Pinball Hall of Fame .

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