Top picks for Chicago Day tours

Discover 135 Day tours in Chicago on Trip.com, updated November 15, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From €1.01 per person, with an average total of €79.87. Choose the option that suits your plan.

With 2.995k verified reviews, Day tours Chicago boast an average rating of 4.7.

This week's most popular Day tours: "Chicago Crime and Mob Bus Tour", with 1.621k reviews and a 4.7 rating.

Now on Trip.com: "Best of Chicago: Premium Small Group City Tour", a 1-hour adventure in Chicago!

The next available day tour departs on November 16, 2026. Book now to secure your spot!

Chicago Day tours usually take about 1 hours — perfect for a relaxed, immersive experience!

64% of Chicago Day tours now offer English-speaking guides

November is the perfect time to visit Chicago! Choose from 135 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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135 results for Chicago Day tours

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Reviews/Trip Moments

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Reviews:
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: Mob and Crime Bus Tour
Guest User2026-10-26
We had a fabulous time on our tour. Sofia was so knowledgeable and super entertaining. She told us all about the different Crime events in Chicago's history. The whole experience was exceptional!! 10 out of 10!! I loved seeing the places where the crimes occurred. Definitely a must do when in Chicago!!!
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Reviews: Chicago: Hop-on Hop-off Tour by Open-top Bus with 11 Stops
Guest User2026-10-26
Months after the experience and I still continue to think of the wonderful experience with our driver Candace! My new cousin Candace was a fun host to Chicago, when the weather did not permit the views she made sure to help us see the bright side if it all. We made a point to go back once the day was better and her guidance throughout the city, pictures she made sure we got are our favorite!
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Reviews: Chicago Crimes Night Tour
Guest User2026-10-05
The guide was funny knowledge and the bus was nice and new. Wonderful tour.