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Top picks for Chicago Day tours

Discover 130 Day tours in Chicago on Trip.com, updated February 25, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From EUR 9.46 per person, with an average total of EUR 63.29. Choose the option that suits your plan.

With 2.153k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago Crime and Mob Bus Tour ", with 1.608k reviews and a 4.7 rating.

Now on Trip.com: "Chicago in a Day: Food, History & Architecture Walking Tour", a 4-hour adventure in Chicago!

The next available day tour departs on February 26, 2026. Book now to secure your spot!

Chicago Day tours usually take about 4 hours — perfect for a relaxed, immersive experience!

100% of Chicago Day tours now offer English-speaking guides

February is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago Crime and Mob Bus Tour .

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

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130 results for Chicago Day tours

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See what other travellers love, based on ratings and bookings

Travel photography (2)Wi-Fi & SIM cards (24)City pass (8)Visas (3)Cultural experiences (5)Boat experiences (11)Yachts & sailboats (1)Local cuisine (5)Food & drink (5)Food & drink (5)Sports experiences (1)Parachuting (1)Outdoor experiences (1)Extreme sports (1)Transport (2)

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Reviews/Trip Moments

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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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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.
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Guest User2025-05-02
Andy was a very entertaining guide on the speedboat, mixing in a keen sense of humor to go with his excellent knowledge of the Chicago architecture.
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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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Reviews: City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Guest User2026-02-02
Great experience, receiving a voucher due to us not being able to go out. But just the experience, food, staff and captain were amazing! Our server Jamie gave us the best experience. We will be visiting again in the summer!

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