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Top picks for Chicago Day tours

Discover 125 Day tours in Chicago on Trip.com, updated January 29, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From RUB 877.34 per person, with an average total of RUB 6,128.14. Choose the option that suits your plan.

With 3.736k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago Favorites Ultimate Food and Walking Tour ", with 1.95k reviews and a 4.9 rating.

Now on Trip.com: "Chicago Downtown + Millennium Park Day Tour in the US", a 5-hour adventure in Chicago!

The next available day tour departs on January 30, 2026. Book now to secure your spot!

Chicago Day tours usually take about 5 hours — perfect for a relaxed, immersive experience!

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

January is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites 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.

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125 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 (25)City pass (8)Visas (3)Cultural experiences (5)Boat experiences (10)Local cuisine (5)Food & drink (5)Food & drink (5)Sports experiences (1)Outdoor experiences (1)Transport (2)

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Reviews/Trip Moments

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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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Reviews: Chicago Downtown + Millennium Park Day Tour in the US
Guest User2024-07-02
The master is super nice, punctual and kind. The experience is great, overall it is great, the service is very good and the price is high.
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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.
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Reviews: Chicago Favorites Ultimate Food and Walking Tour
Guest User2026-01-22
Awesome tour. AJ was a fab guide. The food was sensational, AH’s information and pace of the tour was just perfect. Weather was cold but not a deterrent at all. Highly recommended!
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Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise
Guest User2025-10-13
Avery was very knowledgeable and he shared his information with everyone on the tour. I would consider taking this tour again.
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Reviews: Small-Group Tour of Chicago Neighborhoods: North and South Side
Guest User2025-11-05
An authentic tour experience from a guide who loves Chicago. You will learn a lot and be entertained.

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