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Chicago Tourist Attractions Map PDF

Printable Map of Chicago Attractions, Walking Tours Map

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Chicago Tourist Attractions Maps | City Tours Map

Chicago is a big vibrant city that’s known for its house music, jazz, dining, architecture, cultural attractions, and more. Most visitors are impressed with Chicago’s picturesque skyline and the crystal clear water of Lake Michigan. The city is also home to world-class museums, interesting parks, and beautiful sandy beaches.

To explore Chicago and discover what this vibrant city can offer, take advantage of its modern public transportation system. We have a free copy of the Chicago metro map that you can use as your guide into exploring the city. With this map, you’ll know which station you need to go, depending on what you wanted to see in Chicago. The Chicago transport map will also provide you with information on what bus you need to take when going around the city.

For tourists who wanted to see Chicago’s most popular attractions, the Chicago Tourist Sightseeing Map will be useful for you. This map will tell you how to reach the city’s most famous sights and attractions, that include the Cloud Gate, Millennium Park, Willis Tower, Navy Pier, The Art Institute of Chicago, and John Hancock Center. For those who wanted to see the best museums in the city, this map will also be useful.

It’s also possible to explore Chicago on foot. For as long as you have a copy of the Chicago Walking Tour Maps, you should be able to find your way around the city. There are different walking tours that you can take with the help of these maps. Whether you want to see Chicago’s modern buildings, historical sights, and famous landmarks, these maps will surely come in handy.

For a more convenient way of exploring Chicago, go check out the Hop on Hop off bus tours. To find out where the bus would stop, go get our free printable copy of the ChicagoHop on Hop off Bus map.

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Chicago hop-on hop-off bus tour map, chicago metro map, chicago transport map, chicago tourist map, chicago walking tour map.

Top Chicago Attractions Skip-the-line Tickets & Tours

Chicago CityPASS

Adler Planetarium

Art Institute of Chicago Fast Pass Ticket

The Original Immersive Van Gogh Chicago Admission Ticket

Chicago Museum of Contemporary Art: General Admission Ticket

Field Museum of Natural History Ticket with Self-Guided Audio Tour

Museum of Science and Industry Ticket with Self-Guided Audio Tour

Chicago Architecture Center Exhibits Admission

Chicago Printable Tourist Map

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Free printable Chicago tourist map

Take our free printable tourist map of Chicago on your trip and find your way to the top sights and attractions. We've designed this Chicago tourist map to be easy to print out. It includes 26 places to visit in Chicago, clearly labelled A to Z. With this printable tourist map you won't miss any of the must-see Chicago attractions.

Make the most of your trip to Chicago with the help of Tripomatic. Locate the best things to do and see in Chicago on a map. Select the ones you like the most and create your own printable Chicago tourist map.

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Go Visit Chicago Let's Discover the Windy City

Chicago hop-on hop-off trolley and double decker tour.

Victor Bus & Minivan Tours , Things to Do , Tours Leave a comment

Chicago hop-on hop-off tour is the best and easy way to explore Chicago. The fascinating city of Chicago can be toured in different ways where some may opt for a luxury cruise while others may prefer to explore on foot and then there may be some who may find a tour aboard a trolley or double-deck bus truly fascinating. Chicago’s hop-on and hop-off ride aboard a trolley or double-decker bus is extremely popular and one can truly enjoy some of the most magnificent sights and attractions through this fantastic tour. What is really nice about this tour is that you can hop on and hop off as many times as you want to and therefore you can choose to take your own time and explore the various popular locations. This tour is known to cover 13 magnificent miles in almost two hours and buses and trolleys offer frequent service, thereby allowing you to explore the city at your own pace. I recommend hop-on hop-off trolley tour if you are staying in downtown Chicago. Find out list of hotels in downtown Chicago !

• Chicago Hop-on hop-off trolley and double-decker bus tour of Chicago
• Discover Chicago’s downtown and lakefront areas aboard a trolley or double-decker bus
• Make your own sightseeing itinerary
• Hop on and off as many times as you want at popular sites around the city
• Visit the Field Museum of Natural History, the Adler Planetarium, the Shedd Aquarium, the Art Institute of Chicago and other celebrated city attractions

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One of the most fabulous ways of exploring the myriad facets of Chicago is through a tour aboard a trolley car with solid oak and brass interiors. During the summer months, you can also opt to explore the Windy City on an double-decker bus that comes complete with open-air seating. There are certain times during the year when both type of vehicles operate and you can choose based on your preference.

Chicago hop-on hop-off trolley tour is one of the best ways to explore the city as per your convenience and timing. You can even choose to create your own sightseeing itinerary, as this tour gives you the option to hop on and hop off as many times as you like as per your preferences. Some of the attractions and landmarks that you would be visiting while on this tour include Field Museum of Natural History, the Art Institute of Chicago, the Adler Planetarium, Sears Tower, the john Hancock Center and the fabulous Navy Pier.

Trolleys and buses offer frequent service and therefore you can tour the city at your own pace. You have eight hours to enjoy this hop-on hop-off tour before the last pickup time!

Chicago Hop-on Hop-off Tour Schedule Details

Departure Point: The tour offers pickup at the following locations: Willis Tower (Sears Tower) Palmer House Hilton Art Institute Navy Pier Water Tower Hancock Tower Hard Rock Cafe, McDonald’s Wrigley Building Fort Dearborn

Departure Time: 10am – 4:45pm (Last trolley leaves the Sears Tower at 4:45 PM and does the last pickup circle) Actual departure times vary. Depending on traffic, the trolleys circulate in downtown Chicago and run approximately every 20 – 30 minutes.

Chicago Hop-on Hop-off Tour Stops: Willis Tower (Sears Tower) Palmer House Hilton Art Institute Navy Pier Water Tower Hancock Tower Hard Rock Cafe, McDonald’s Wrigley Building Fort Dearborn

Voucher Info: You can present either a paper or electronic voucher.

Looking for other bus tours options than Chicago hop-on hop-off tour? Check out list of other bus tours in Chicago here ! Food lovers can try Small-group Chicago Food Tour in Gold Coast and Old Town to explore Chicago-style food during trip.

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Underground Chicago: Exploring The Hidden Layers of the City

• November 10, 2017

The term ‘Chicago architecture’ usually evokes images of soaring skyscrapers, but the architecture of underground Chicago is fascinating and essential in its own right. Virtually unknown layers of tunnels, passages, sewers, pipes, and other infrastructure crisscross below the city. 

We research stories from Chicago history, architecture and culture like this while developing our  live virtual tours ,  in-person private tours , and  custom content for corporate events . You can join us to experience Chicago’s stories in-person or online. We can also create  custom tours and original conten t about this Chicago topic and countless others.

The Pedway System

The most user-friendly layer of Chicago’s underground is the Pedway System. The term “Pedway” is a conjunction word formed from “pedestrian way.” A busy city like Chicago is always looking for ways to drop syllables for efficiency!

Functionally, the Pedway is a collection of hallways in basements which connect buildings, train stations, and underground parking structures in the Loop. Small parts of the Pedway consist of “skybridges” that link the upper floors of adjacent buildings and passages that stay on the street level by cutting through lobbies.

You can also use our handy  Pedway map to explore this essential layer of underground Chicago. Our custom content creators can help create similar material for you, as well.

Underground Streets

The most-viewed portion of underground Chicago underground is probably its underground streets, such as Lower Wacker or Lower Michigan. Movies like The Dark Knight  and  The Blues Brothers have immortalized these dark concrete spaces. But even locals often do not know exactly why this part of underground Chicago exists.

Our multi-layered city has lower levels of streets in some parts of the Loop and River North because it allows easy access for freight transport and trash disposal. That, in turn, make the street-level less crowded. Some sections, like East Randolph near Maggie Daley Park, are even triple-decked.

A great thing about the multiple layers is that it keeps the trash away from where most people work, live, and commute. That means it keeps the rats away from pedestrian level as well.

Sewers of Underground Chicago

Underground the streets of Chicago, below the Pedway and below the underground streets, you will find the sewers. While no human should actually want to explore these, it is where our population of 2-3 million rats live.

It’s gross to imagine that many rodents, but it’s a reasonable number for a city of our size (you don’t want to know how many are in New York). Most cities have as many rats as human residents, if not more.

‘L’ Lines and Abandoned Freight Train Tunnels

Along with the Pedway and the Blue and Red ‘L’ lines sits a set of abandoned freight train tunnels. Constructed in the early 20th-century, these tunnels transported coal and provided underground space for telephone wires. Newer and cheaper infrastructure passed them by in the 1950s and people began to forget they were even there.

It took a true Chicago fiasco to remind everyone they were there. A construction crew accidentally broke a hole in one of the tunnels in the early 90’s. That hole happened to be below the Chicago River, near the famous Kinzie Street Bridge .  Water came pouring into the tunnel and caused massive flooding in basements throughout downtown. The deluge ultimately caused more than a billion dollars of damage! Afterwards, the city installed watertight bulkheads to seal off the underground freight and cable car tunnels tunnels.

Water Tower Pumping Station

According to WBEZ , the Pumping Station at the Historic Water Tower drew water from Lake Michigan via a five-foot tall brick-lined tunnel that ran underground and out to a water intake crib. The tunnel is more than 10,000 feet long and is still in existence, but the city refuses to comment on its exact location or current usage. So mysterious!

To be perfectly honest, I was pretty stunned when I discovered that the Pumping Station is still in operation. I wandered in one day, felt blown away, and have loved taking private tour guests there ever since.

The Deep Tunnel System WAY Underground in Chicago

The least-known or understood feature of the Chicago underground would be the TARP system , better known as the Deep Tunnel. In the city that lives by the mantra of “make no little plans,” the city has undergone one of the largest and longest civil engineering projects in American history.

It has cost billions and taken decades to construct the Deep Tunnel. Now that it’s functioning, it’s supposed to keep storm water runoff from contaminating the lake and prevent catastrophic flood conditions. The tunnels are often underneath existing waterways, like the Chicago River. They work to funnel excess water to reservoirs and run-off canals on the city’s edges.

That said, Chicago does still see flooding when conditions are rainy enough, leading to criticisms . The arguments goes that the region may have been better served by creating a greener catchment basin, rather than just adding more to underground Chicago.

You never quite know what’s underneath your feet in Chicago. Or what’s above you, for that matter.

– Amanda Scotese and Alex Bean

ABOUT CHICAGO DETOURS

Chicago Detours is a boutique tour company passionate about connecting people to places and each other through the power of storytelling. We bring curious people to explore, learn and interact with Chicago’s history, architecture and culture through  in-person private group tours ,  content production , and  virtual tours .

Chicago Detours is boutique tour company that tells neighborhood and city stories through in-person tours, virtual tours, and custom content for private group events.

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Private Tour Coordinator and Tour Guide

There is no shortage of things to discover in Chicago—I love being an urban explorer and uncovering its hidden places. I have an MA in Public History from Loyola University Chicago, and I have worked as a museum educator and kindergarten teacher. My desire to learn new things fuels my passion for educating others, which I get to experience every day as a Chicago tour guide. I live in the northern neighborhood of Rogers Park.

Whether you are a first-time visitor or a lifelong resident, the vibrant history and modern majesty of Chicago never ceases to amaze. I’m a graduate of Columbia College with an M.A. in Interdisciplinary Art. I’ve worked for many years as an educator at City Colleges of Chicago. As tour guide at Chicago Detours, I integrate my enthusiasm for culture and architecture with my passion as an educator. West Town/Noble Square area is home for me.

With our Chicago neighborhoods, vibrant cultural institutions and nearly two centuries of larger-than-life stories, there’s never a dull moment here! I’m a fifth generation Chicagoan and a graduate of Washington University in St. Louis. In addition to guiding tours, I’m a creative writer and amateur genealogist. I also enjoy the city’s dynamic theater scene. You can also read overlooked stories from 19th-century newspapers on my “Second Glance History” blog. I live in River North.

Chicago is unique as it always evolves into the future while holding on to the past. I’m fascinated by how people latch on to old architecture but happily pave over others. My background is in theater and performance and I’ve been a tour guide here for more than 10 years. Currently I’m finishing my Master’s in Public History at Loyola University because I love to teach the history of this scrappy city. I’m in the Edgewater neighborhood.

Operations Coordinator and Tour Guide

Chicago’s history is so fascinating, you could spend a lifetime uncovering its secrets…I’m willing to give it a try! I have an M.A. in US History from the University of Nevada-Las Vegas and then pursued doctoral studies in Urban History at the University of Illinois at Chicago. I love to learn new aspects of Chicago’s rich history and then share my knowledge as a tour guide with Chicago Detours. I live in Ravenswood.

Content Manager and Tour Guide

Chicago has so many neighborhoods, buildings, and by-ways that it’s hard to go long without seeing something new, or something familiar from a new angle. I studied Cinema History for my M.A. from the University of Chicago. I’ve worked as a culture writer for various publications and as an educator of the humanities at the City Colleges of Chicago. I’m thrilled to share my love of this city’s busy past and unique architectural spaces with Chicago Detours. I live in the Chicago neighborhood of Lincoln Park.

Amanda Scotese

Executive director and tour guide, book a chicago event.

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Chicago Full-Day City Tour

• Professional vehicles transportation (Vehicle used based on the number of guests attending that day)
• Professional driver and guide (or driver-guide)
• Transportation Surcharge
• Food and beverage
• Art Institute of Chicago admission: Adult：$32.00； Senior(65+)：$26.00； Child (under 14)：$26.00；
• 360 Chicago admission Adult：$35.00； Senior(65+)：$35.00； Child (3-11)：$23.00；
• Optional attraction fee in Itinerary (Tickets should be purchased from the tour guide).
• Entry/Admission - The Art Institute of Chicago
• Entry/Admission - Chicago
• Entry/Admission - 360 Chicago Observation Deck
• 201 E Randolph St, Chicago, IL 60601, USA 08:00AM Departure Chicago: Millennium Park Welcome Center. Please note: no parking or bathrooms available at starting point.
• Not wheelchair accessible
• Stroller accessible
• Near public transportation
• Infants must sit on laps
• Confirmation will be received at time of booking
• Most travelers can participate
• Customers under 18 years old MUST be accompanied by at least one adult. In consideration of guest safety, pregnant women are only allowed to join the tour if pregnant for 24 weeks or less by the end of the trip.
• Please be sure to provide accurate and complete information upon booking. This includes name, gender, valid contact information (preferably a mobile phone.) Any losses due to inaccurate or invalid information will be at your own cost and the company will not be held responsible.
• Any guests that have already purchased their own tickets or have a city PASS will not be able to use it on the tour. Please understand that you must purchase the admission tickets through our company in order to participate. For the optional admission tickets, you will reserve it from the tour guide directly. The tour guide will make this arrangement for you. As a tour group, it is highly suggested to make a reservation together rather than individually in order to get into an attraction. We greatly appreciate your understanding and cooperation. Thank you again for choosing to tour with us! 
• During the actual trip, the tour guide or driver has the right to appropriately adjust the tour sequence, stay time or assembly time of scenic spots according to the weather, traffic, and other conditions to ensure the smooth progress of the trip.
• If the scenic spots are temporarily closed or closed on a particular holiday, etc., the tour guide will adjust the appearance according to the actual situation or replace the location with another scenic spot to ensure the richness of the itinerary. The opening hours and capacity limits of certain attractions and national parks will be subject to change from time to time due to the COVID-19 pandemic. When the operating hours and capacity restrictions have an impact on the itinerary, it shall be regarded as force majeure. Thank you for your understanding.
• Children under the age of 8 require a booster seat in order to participate in the tour group. JUPITER LEGEND Corporation and Ctour Holiday provide the rental service for $10.00/person/day. Please make a request when booking the itinerary so that we may have the booster seat ready in advance. Please understand that the violations and fines are borne by the guests themselves. There is no need for a booster seat for bus travel on the day of travel, and the fee can be refunded to the guest.
• Normal health conditions are required to participate and enjoy our full itineraries. Contact us for specific policies or information regarding passengers with disabilities who do need to provide advance notification to make a reservation. JUPITER LEGEND Corporation and Ctour Holiday do not guarantee a wheelchair lift-equipped bus and/or seating availability to disabled passengers without prior notification and approval.
• This product is a group activity. If you choose to leave the group, please inform in advance, and obtain the consent of the tour guide. You need to sign the departure agreement form and the unfinished part will be regarded as your own abandonment. The group fee will not be refunded.
• Gift items in the itinerary that cannot be given away due to force majeure factors such as traffic and weather conditions or personal reasons may be subject to change.
• This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
• This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
• This tour/activity will have a maximum of 55 travelers
• For a full refund, cancel at least 24 hours in advance of the start date of the experience.
• The Art Institute of Chicago
• 360 Chicago Observation Deck
• Buckingham Fountain

Similar experiences

• You'll start at 201 E Randolph St 201 E Randolph St, Chicago, IL 60601, USA 08:00AM Departure Chicago: Millennium Park Welcome Center. Please note: no parking or bathrooms available at starting point. See address & details
• Pass by Chicago
• 1 Cloud Gate Stop: 20 minutes See details
• 2 Grant Park Stop: 10 minutes See details
• 3 The Art Institute of Chicago Stop: 2 hours - Admission excluded See details
• 4 Chicago Water Tower Stop: 10 minutes See details Pass by Michigan Avenue
• 5 Chicago Architecture River Cruise Stop: 75 minutes - Admission excluded See details Pass by Buckingham Fountain Willis Tower Navy Pier Trump International Hotel & Tower Chicago
• 6 360 Chicago Observation Deck Stop: 75 minutes - Admission excluded See details
• You'll return to the starting point

• yyf2024 0 contributions 5.0 of 5 bubbles Best Part of Vegas Trip 10/10 would recommend!! The day tour to Antelope Canyon and Horseshoe Bend is fantastic. Our tour guide team, John and Steven, were great and expertly guided us to the sites. Steven made sure our group had a safe and smooth drive there and back. John was very helpful and kept us entertained by sharing facts about the towns we drove by. On top of this our Navajo tour Guide, Niko, was the best and made sure we had an eye opening experience at Antelope Canyon. Read more Written April 21, 2024
• petermC6715II 0 contributions 5.0 of 5 bubbles Fantastic day at antelope canyon and horseshoe bend. Long bus ride but John did a great job showing points of interest while Steven kept us on the road. The ride itself was full of scenery and history. Pictures don't do antelope canyon justice. The guides were knowledgable about the area as well as how to set up phones for the best possible pictures. Horseshoe bend was also far more impressive in person than in pictures. Read more Written April 21, 2024
• N7061MMgiovannif 0 contributions 5.0 of 5 bubbles Amazing Experience The tour was a magnificent experience. Perfect organization. The tour guide, John, made the experience more enjoyable and interesting. The bus driver was really good. I recommend it to anyone. Crazy landscapes. Read more Written April 21, 2024
• VioL3t 0 contributions 5.0 of 5 bubbles Lower Antelope and Horseshoe Bend Picking this trip with Jupiter is the best decision I have made for our trip to Vegas. Pick up from hotel is on time and our tour guide John and our bus driver Steven did a fabulous job in bringing us to our destination and back safely. Our Tour Guide John did a great job in sharing all the wonderful information on the sites we see along the way as well. He always made sure we have water and everything is good. I would definitely recommend John, Steven and this tour company. Read more Written April 21, 2024
• L966CHflorenciam 0 contributions 5.0 of 5 bubbles Excelente tour! I’m from Argentina and I went with my Italian friend, we really like this tour. We understood everything. It was an amazing job of John and Steven. They provide good food, snacks and water all the time. If you are thinking about it, don’t hesitate, it’s really worth it. Read more Written April 21, 2024
• 710kateram 0 contributions 5.0 of 5 bubbles Amazing! John and Steven were amazing on our trip to antelope canyon! And I will definitely recommend this to my friends and family. Read more Written April 21, 2024
• 892aashnar 0 contributions 5.0 of 5 bubbles Day tour to lower antelope and horseshoe bend Amazing day tour. Very well organised with a great guide and driver .It was a very smooth journey. I highly recommend to book this tour Read more Written April 21, 2024
• Explorer67104249281 0 contributions 5.0 of 5 bubbles Worth It We did one day tour to Lower Antelope Canyon and Horseshoe band. It was totally worth it. John did very great job in explaining everything in so much details. Steve did great job in driving Read more Written April 21, 2024
• liuy9112 0 contributions 5.0 of 5 bubbles Amazing! Our tour guide was John and the driver was Steve. Both of them were amazing and things went through very well! Beautiful scenes and great services. Read more Written April 21, 2024
• saralynne413 0 contributions 4.0 of 5 bubbles Beautiful Grand Canyon/Hoover Dam Day Excursion! Pretty good day! First time seeing the Grand Canyon and Hoover Dam. It was beautiful and unreal even though we saw it with our own eyes. Our morning started about 20 minutes late and we didn't get dropped off at the same place as we started which was disappointing. The bus was also uncomfortablely warm. Felt as warm, or warmer, than the 93⁰ Las Vegas day. Scarlet was very knowledgeable and friendly. Hansel did a great job driving us around all the stops. Read more Written April 21, 2024
• 339aracelism 0 contributions 5.0 of 5 bubbles Grand canyon tour review The Grand Canyon was beautiful and breathtaking! Definitely recommend this tour if you’re coming to Las Vegas. Our tour guide Scarlet was very knowledgeable and gave us great tips to better enjoy the experience. Only bad thing is that our bus had no AC and it was super hot driving back to Vegas. Read more Written April 21, 2024
• Sunshine20774169141 0 contributions 5.0 of 5 bubbles Grand Canyon Tour The views were Amazing! Scarlet did a Great job keeping us informed during the tour. Hansel did a great job as well, doing the hard work…driving. Read more Written April 21, 2024
• X6766WTsusans 0 contributions 5.0 of 5 bubbles Fantastic Wonderful trip. Beautiful scenery Very competent and careful driver Tour guide John was excellent. Very knowledgeable Read more Written April 21, 2024
• Alice H 0 contributions 5.0 of 5 bubbles Not to be missed! The tour to Antelope Canyon and Horseshoe Canyon is definitely worth it!! It's a long ride, but you will love it! So much to see along the way. Not recommended for very young children due to ladders. The Navajo Guide is sooo informative. and was available to assist with photos. Do not miss this opportunity to see natural beauty!! Read more Written April 21, 2024
• tand676 0 contributions 5.0 of 5 bubbles Enjoy We enjoy the tour with peng peng , very professional, knowledgeable, good services , take care of seniors citizens, highly recommended! Read more Written April 21, 2024

More to explore in Chicago

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Chicago Full-Day City Tour provided by Jupiter Legend Corporation

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Chicago’s Ultimate City Bike Tour

• 3 Hours 9.30am Daily
• Ages from 1+
• Length: 9mi / 14km
• E-Bike Upgrade $29.99

Downtown Attractions, Parks, and Lakefront Views

Experience our “Chicago 101” city tour which offers you all of the city’s most popular attractions rolled into one memorable activity. This Chicago bike tour includes our most popular parks, fountains, attractions, and lakefront views!

On this guided bike tour of Chicago, you’ll witness breathtaking skyline views and epic monuments and downtown sites. Over the course of a leisurely three hours, you’ll explore the stunning cityscape, as well as the lakefront trail, stopping at various world-famous sites along the way.

This bike tour has something to offer everyone; rich with history, photo opportunities, and two-wheeled fun! Our Chicago’s Ultimate City bicycle tour is the perfect way to see the incredible natural and man-made beauty that the Windy City has to offer!

Tours run on bike paths and protected bike lanes most of the ride, keeping a strong adherence to comfort and safety.

This tour is primarily for ages 12 and above. Younger riders should check out our Chicago Lakefront Neighborhoods tour as all ages and abilities are welcome on that one.

What’s Included

• Bicycle and helmet
• Electric Bike Upgrade $29.99

What to Bring

• Wear comfortable clothing/shoes (Closed-toed shoes preferred)
• Bring a camera, plenty of views and picture opportunities

Important Info

• Must be able to ride a bike (child equipment available for kids)
• Tours may run up to 15-20 minutes over or under the scheduled end time due to speed of group
• We ask that you stay with your guide during the duration of the tour
• We tour rain or shine. We do provide ponchos if it is announced to rain.

Departure Locations

• Bobby’s Bike Hike Headquarters (540 N. Lake Shore Drive)

What to Expect

Depart from Downtown

The tour begins at the Bobby’s Bike Hike headquarters in Streeterville, where you’ll meet your fun-loving and enthusiastic guide and your ready-to-ride Bobby’s bicycle! Offered at various times, both day and night, this tour can be the perfect morning ride, afternoon, or evening sensation.

The journey kicks off with a beautiful lakefront ride past Navy Pier, over the Chicago River and Riverwalk. With a stunning skyline backdrop, your guide will introduce you to the city and its rich history before leading the group down to the various museums along the Lakefront.

The group will head south to Museum Campus, the one-of-a-kind park built to house the Field Museum, Shedd Aquarium, and Adler Planetarium. You’ll see these unbelievable feats of architecture up close and personal, before biking over for a peek at mythical Soldier Field, home of the Chicago Bears.

Depending on whether or not there is an event taking place in the park, the tour will enter Northerly Island next. The “island” is actually a peninsula, opened to the public as a nature preserve in 2015. Somehow, Northerly Island manages to pair amazing skyline views with the total serenity of nature.

12th Street Beach and Millennium Park

After that, your crew will get a peek at 12th Street Beach, one of Chicago’s numerous sandy swim spots, before stopping for the best skyline view in all of Chicago. Here, you’ll see why our Ultimate Chicago city bike tour is our most-heavily Instagrammed tour!

We then ride through the park over to Millennium Park, home to some of Chicago’s most iconic public sculptures and community spaces including Cloud Gate, better known as “The Bean,” The Crown Fountain, and the Frank Gehry-designed Pritzker Pavilion.

Millennium Park comprises the northwest corner of larger Grant Park, home of Chicago’s biggest food, music, and culture festivals. Your guide will lead you right up the dancing waters of Buckingham Fountain, which was the largest fountain in the world at the time of its construction.

Bike the City Paths through Downtown

From Millennium Park, we’ll hit the safety of Chicago’s network of protected bike lanes that are free of cars, but allow us to cruise right through the middle of downtown safely. We’ll ride past the famous Chicago Theatre, Marina City Towers (the corn cob buildings), the Hubbard Street and Rush Street entertainment districts, before making our way through the Gold Coast and over to North Avenue beach.

North Avenue beach is Chicago’s most popular beaches and allows for one last Instagrammable photo opportunity of the skyline, from a completely different viewpoint. From there, we’ll ride the Lakefront trail back to Bobby’s world headquarters.

Navy Pier and the Chicago Riverwalk

Before heading back to the shop, you’ll get a peak at the world famous Navy Pier, as well as Chicago’s latest achievement in waterfront parks, the Chicago Riverwalk. No trip to Chicago is complete without a stop at these legendary attractions.

Final Stretch along the Lakefront Trail

On the way back to Bobby’s World Headquarters, the tour will cruise the historic Lakefront Trail, enjoying views of Lake Michigan sailboats and yacht clubs along the way. You’ll be a part of Chicago’s vibrant bicycle community and learn why we are repeatedly chosen as the world’s best city for biking.

The tour concludes back at Bobby’s Bike Hike headquarters after three hours and nine miles of fun!

Extra Information

Located at the northwest corner of larger Grant Park, Millennium Park is home to Chicago’s most beloved works of public art, including Cloud Gate, The Crown Fountain, and the Pritzker Pavilion.

Experience the excitement and history of Navy Pier , one of the most iconic attractions in the Midwest.

The Chicago Theatre is Chicago’s legendary auditorium that hosts a variety of entertainment, including stage events, concerts, comedy and special events. It’s iconic Chicago marquee is part of the fabric of the City.

Marvel at the breathtaking design and natural beauty of the brand new Chicago Riverwalk .

When the Buckingham Fountain was built in 1927, it was the largest fountain in the world. Now the centerpiece of Chicago’s famous Grant Park, the fountain attracts crowds from all over the world to see its stunning light and water shows.

Grant Park , lovingly known as “Chicago’s Front Yard,” is a waterfront park located adjacent to the Loop. Grant Park host some of the Windy City’s biggest culture festivals including Lollapalooza and Taste of Chicago.

The Field Museum of Natural History is one of the largest museums in the world, famous for its expansive specimen and artifact collect. It’s also home to T-Rex Sue, the biggest tyrannosaurus rex ever fully recovered.

Shedd Aquarium opened in 1930 and is now home to 32,000 aquatic animals. It is one of the largest aquariums in the country, and the first inland museum to house a collection of saltwater fish.

Built in 1924, Soldier Field is the oldest NFL stadium in the United States. During the American football season, it’s the home of our roaring Chicago Bears, but the park also hosts some of the city’s biggest concerts in the spring and summer.

Northerly Island is a nature preserve located on the peninsula of land south of museum campus. Now in its early phases of natural development, the park will one day offer canoeing, bird watching, fishing, and camping for all to enjoy in downtown Chicago.

12th Street Beach is a hidden gem of the South Loop. White sands, clear blue freshwater, and close proximity to Northerly Island make this beach on of the Windy City’s best kept secrets.

The Adler Planetarium is the oldest planetarium in the Western Hemisphere. It boasts three full-sized theatres, rotating space science exhibitions, and an extensive collection of space science instruments and materials.

The 18-mile Lakefront Trail has been contributing to Chicago’s cycle success since 1963. The paved path provides walkers, runners, and bicyclists with a safe and fun way to travel along the Lake Michigan, for both recreation and commuting.

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