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Things to Do in Chicago

Q: How many Day tours are available in Chicago on Trip.com?

Trip.com offers 120 Day tours in Chicago

Q: What are the best Day tours in Chicago?

Chicago Crime and Mob Bus Tour Chicago: Magnificent Mile Tour With Optional 360 Chicago Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck

Q: What are the top-rated Day tours in Chicago?

Chicago: Magnificent Mile Tour With Optional 360 Chicago Chicago in a Day: Food, History & Architecture Walking Tour Chicago: Classic Food & Walking Tour with Free Bike or Kayak

Q: How can I contact Trip.com customer support?

Get help anytime, anywhere within 30 seconds Contact customer support

Q: Can I change or cancel my booking?

Change and cancellation policies vary by attractions and tours. Please check the product details page for more information.

Q: How can I get discounted prices?

Ticket prices may vary between weekdays and weekends, as well as during peak and off-peak seasons. When booking with Trip.com, you can also use Trip Coins to get extra savings. For more tips on booking discounted tickets, please visit Trip.com for the latest information.

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Discover 120 Day tours in Chicago on Trip.com, updated February 8, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From AED 36.70 per person, with an average total of AED 253.16. Choose the option that suits your plan.

With 9.071k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago River 90-Minute Architecture Tour", with 4.344k reviews and a 4.7 rating.

Now on Trip.com: "Chicago: Magnificent Mile Tour With Optional 360 Chicago", a 3-hour adventure in Chicago!

The next available day tour departs on February 9, 2026. Book now to secure your spot!

Chicago Day tours usually take about 3 hours — perfect for a relaxed, immersive experience!

97% of Chicago Day tours now offer English-speaking guides

February is perfect for visiting Chicago! Choose from Day tours available day tours, including seasonal hits like Chicago River 90-Minute Architecture Tour.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

Explore Chicago! Visit top attractions and enjoy fun activities. From city tours to cultural spots, there's so much to do in this lively city. Don't miss out on the amazing experiences.

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120 results for Chicago Day tours

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Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromAED 179.98
Chicago: Magnificent Mile Tour With Optional 360 Chicago
Duration: 2–3 hrs
English
5.0/5
Excellent· 2 reviews
5% off
Limited-time sale
FromAED 136.17AED 143.34
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Very good· 13 reviews
5% off
Limited-time sale
FromAED 275.81AED 290.33
Chicago round-trip|Dubuque Town + Galena Town + Grant Park
Duration: 9 hrs
English
FromAED 379.55
Chicago: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck
English
4.4/5
Good· 5 reviews
5% off
Limited-time sale
FromAED 293.26AED 308.7
Chicago in a Day: Food, History & Architecture Walking Tour
Duration: 4.5 hrs
English
5.0/5
Excellent· 18 reviews
5% off
Limited-time sale
FromAED 311.07AED 327.45
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 54 reviews
5% off
Limited-time sale
FromAED 171.07AED 180.08
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.9/5
Excellent· 2k reviews
FromAED 312.18
Chicago Film and TV Tour: Skyscraper Light and Shadow 1-day Tour
Duration: 3 hrs
English
FromAED 461.18
Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Satisfied· 4 reviews
FromAED 550.96
Architecture of the Magnificent Mile
Duration: 90 mins
English
FromAED 128.84
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Excellent· 11 reviews
5% off
Limited-time sale
FromAED 170.90AED 179.9
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Duration: 2–2.5 hrs
English
4.8/5
Very good· 17 reviews
5% off
Limited-time sale
FromAED 295.85AED 311.43
Small Group Max 12: Chicago Architecture and Aesthetics Tour
Duration: 1.8 hrs
English
FromAED 176.31
Chicago: Gangsters and Ghosts Guided Walking Tour
Duration: 2 hrs
English
4.9/5
Excellent· 250 reviews
5% off
Limited-time sale
FromAED 128.66AED 135.44
Chicago: Classic Food & Walking Tour with Free Bike or Kayak
Duration: 3 hrs
English
5.0/5
Excellent· 5 reviews
5% off
Limited-time sale
FromAED 296.72AED 312.34
Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
English
4.6/5
Satisfied· 91 reviews
5% off
Limited-time sale
FromAED 157.09AED 165.36
Chicago Highlights Walking Tour with Skydeck & Cruise
Duration: 4 hrs
English
5.0/5
Excellent· 3 reviews
5% off
Limited-time sale
FromAED 659.82AED 694.55
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Satisfied· 433 reviews
FromAED 165.29
Lake Michigan Skyline Cruise in Chicago
Duration: 30–45 mins
English
4.5/5
Satisfied· 246 reviews
FromAED 119.38
Chicago: Ultimate City Attractions Bike Tour
Duration: 3 hrs
English
4.9/5
Excellent· 9 reviews
5% off
Limited-time sale
FromAED 205.96AED 216.81
Chicago: Shoreline Lake Michigan Skyline Cruise
Duration: 30 mins
English
4.7/5
Very good· 11 reviews
FromAED 119.42
Chicago Crimes Night Tour
Duration: 2 hrs
English
4.5/5
Satisfied· 2 reviews
5% off
Limited-time sale
FromAED 192.03AED 202.14
Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Duration: 1 hr
English
FromAED 183.39
Chicago: Creepy Cruise
English
FromAED 153.99
Chicago lakefront neighbourhood bike tour
English
FromAED 36.70
Signature dishes of Chicago bike tour
English
FromAED 330.53
Ultimate city bike tour in Chicago
English
FromAED 40.37
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
4.7/5
Great· 4.3k reviews· 139 booked
FromAED 165.29
Chicago Bus Tour: 90-Min Sunset Tour
Duration: 90 mins
English
FromAED 180.45
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromAED 164.68
Chicago: Craft Brewery Barrel Bus Tour
Duration: 225 mins
English
FromAED 365.16
Chicago Pizza Bus Tour Ticket
Duration: 210 mins
English
FromAED 325.74
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromAED 472.99
Chicago Downtown: 3-Hr Guided Pizza Tour
Duration: 3 hrs
English
FromAED 252.52
Chicago: Food Tour + Bike or Kayak Rental
Duration: 5 hrs
English
FromAED 399.47
Chicago: Family & Food Guided Bike Tour
Duration: 4 hrs
English
FromAED 292.75
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromAED 362.35
Chicago: Guided Food Tour + Bike or Kayak Rental
Duration: 150 mins
English
FromAED 311.04
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromAED 201.29

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Your guide to Chicago Day tours

Chicago is a vibrant city with a plethora of activities for visitors. From iconic attractions to unique experiences, there's something for everyone. You can take a day - tour to explore the city's famous landmarks. Visit the Willis Tower for a breathtaking view, or stroll along the Magnificent Mile for some shopping. The city also has numerous museums and art galleries. Whether you're into history, art, or just having fun, Chicago has it all. Come and indulge in the various in - Chicago things to do.

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Frequently asked questions about Chicago Day tours

How many Day tours are available in Chicago on Trip.com?



What are the best Day tours in Chicago?



What are the top-rated Day tours in Chicago?



What are the recommended itineraries in Chicago?

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How can I contact Trip.com customer support?



Can I change or cancel my booking?



How can I get discounted prices?



Reviews/Trip Moments

★

Reviews: Chicago Crime and Mob Bus Tour

Guest User2025-12-06

Great tour. Very knowledgeable guide. Highly recommend. I really enjoyed learning so much about the crime history of Chicago.

★

Reviews: Chicago: Magnificent Mile Tour With Optional 360 Chicago

Guest User2025-06-18

Our Mag Mile Tour was great. We learned about the architecture of buildings, design details and history of the area. Our guide Ben was knowledgeable, friendly, full of facts and anecdotes. It was a perfect distance - enough to see the major sites without being too long. We followed with the 360 Chicago at the Hancock. Great tour would highly recommend.

★

Reviews: Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck

Guest User2025-11-22

The best way to discover the city through various attractions at a discounted price!

★

Reviews: Chicago: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck

Guest User2025-09-16

The bus hit all of the places we wanted to see. It arrived every half hour and any stop which was very convenient.

★

Reviews: Chicago in a Day: Food, History & Architecture Walking Tour

Guest User2025-11-20

Exciting and entertaining right to the end. Rich has a lot to say and answered all questions. This tour of Chicago's culinary highlights is 100% recommended for every European!

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