Top picks for Chicago Day tours

Discover 100 Day tours in Chicago on Trip.com, updated January 25, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From INR 2,138.15 per person, with an average total of INR 5,823.53. Choose the option that suits your plan.

With 11.044k 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 4.345k reviews and a 4.7 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 26, 2026. Book now to secure your spot!

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

93% 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 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.

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100 results for Chicago Day tours

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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 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.
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: Classic Food & Walking Tour with Free Bike or Kayak
Guest User2025-09-25
Our guide Jeff was incredibly knowledgeable, not only about the food we tried but about the history of the city, as well as the architecture. Jeff kept things moving and very upbeat throughout! I would rate Jeff as a five star guide! My husband and I just finished a two week tour of Greece and had many great guides during that time but Jeff was by far the best! Thank you Jeff from Rob and Shannon.
Reviews: Chicago: Gangsters and Ghosts Guided Walking Tour
Guest User2026-01-17
Such a fun and entertaining tour! Our guide Max did a wonderful job pacing the tour and was an excellent storyteller. Along with additional facts about the city he shared tips and recommendations for our group. Can’t reccomend this tour enough to those traveling to Chicago!
Contact Center <br>of the year 2025
Contact Center
of the year 2025