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Things to Do in Chicago

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

Trip.com offers 56 Tours in Chicago

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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 56 Tours in Chicago on Trip.com, updated February 15, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From NZD 16.94 per person, with an average total of NZD 132.14. Choose the option that suits your plan.

With 5.402k verified reviews, Tours Chicago boast an average rating of 4.7.

This week's most popular Tours: "Chicago Favorites Ultimate Food and Walking Tour ", with 1.951k reviews and a 4.9 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 16, 2026. Book now to secure your spot!

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

93% of Chicago Tours now offer English-speaking guides

February is perfect for visiting Chicago! Choose from Tours available day tours, including seasonal hits like Chicago Favorites Ultimate Food and Walking 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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Trip.comChicago

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56 results for Chicago Tours

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Recommended

Chicago: Magnificent Mile Tour With Optional 360 Chicago
Duration: 2–3 hrs
English
5.0/5
Excellent· 2 reviews
5% off
Limited-time sale
FromNZD 61.34NZD 64.57
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromNZD 81.04
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Very good· 13 reviews
5% off
Limited-time sale
FromNZD 124.25NZD 130.79
Lake Michigan Skyline Cruise in Chicago
Duration: 30–45 mins
English
4.5/5
Satisfied· 246 reviews
FromNZD 53.75
Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
English
4.6/5
Satisfied· 91 reviews
5% off
Limited-time sale
FromNZD 70.76NZD 74.49
Chicago one-day panoramic tour|Chinese-speaking driver · Iconic landmarks · Overlooking the Windy City
Duration: 6.7 hrs
Mandarin
FromNZD 224.13
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 55 reviews
5% off
Limited-time sale
FromNZD 77.05NZD 81.11
Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Satisfied· 4 reviews
FromNZD 248.07
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.9/5
Excellent· 2k reviews
FromNZD 140.56
Architecture of the Magnificent Mile
Duration: 90 mins
English
FromNZD 57.95
Art Institute of Chicago Private Expert Guided Tour
Duration: 2 hrs
English
FromNZD 653.23
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Excellent· 11 reviews
5% off
Limited-time sale
FromNZD 76.98NZD 81.04
Chicago: Ultimate City Attractions Bike Tour
Duration: 3 hrs
English
4.9/5
Excellent· 9 reviews
5% off
Limited-time sale
FromNZD 92.77NZD 97.66
Chicago: Guided Food Tour + Bike or Kayak Rental
Duration: 150 mins
English
FromNZD 144.22
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromNZD 135.75
Chicago: Family & Food Guided Bike Tour
Duration: 4 hrs
English
FromNZD 135.75
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromNZD 168.00
Chicago Bus Tour: 90-Min Sunset Tour
Duration: 90 mins
English
FromNZD 83.66
Chicago Film and Television Tour: Skyscraper Fantasy Light and one-day tour
Duration: 3 hrs
English
FromNZD 203.40
Chicago Round-trip |Dubuque Town + Galena Town
Duration: 9 hrs
English
FromNZD 184.56
Ultimate city bike tour in Chicago
English
FromNZD 18.63
Chicago lakefront neighbourhood bike tour
English
FromNZD 16.94
Signature dishes of Chicago bike tour
English
FromNZD 152.53
Chicago: Creepy Cruise
English
FromNZD 71.27
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Duration: 2 hrs
English
FromNZD 83.15
Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise
English
FromNZD 168.00
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromNZD 76.37
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromNZD 93.34
Scenic Chicago Night Tour
Duration: 210 mins
English
FromNZD 286.77
Chicago: Guided Haunted Tour
Duration: 1 hr
English
FromNZD 44.12
Chicago: Signature Dishes Bike Tour
Duration: 4 hrs
English
FromNZD 152.71
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
4.7/5
Great· 1.4k reviews· 160 booked
FromNZD 47.46

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Your guide to Chicago 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 Tours

How many Tours are available in Chicago on Trip.com?

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What are the best Tours in Chicago?

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What are the top-rated Tours in Chicago?

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How can I contact Trip.com customer support?

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Can I change or cancel my booking?

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How can I get discounted prices?

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Reviews/Trip Moments

★

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 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 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: Lake Michigan Skyline Cruise in Chicago

Guest User2024-09-13

Every seat on the boat brought exceptional views! The recorded tour guide gave wonderful information and facts about the scenery

★

Reviews: Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus

Guest User2025-11-10

Worked perfectly for us. Got a great overview of the city and learned a lot. Getting off and on was easy and buses ran as scheduled. All drivers and staff were helpful and friendly. Special shout out to Candance who went above and beyond expectations!

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