Top Chicago Activities and Things to Do

Discover 135 Day tour product in Chicago on Trip.com, updated 4 November 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From € 6.39 per person, with an average total of € 68.20. Choose the option that suits your plan.

With 6.601k verified reviews, Day tour product Chicago boast an average rating of 4.8.

This week's most popular Day tour product: "Chicago Architecture River Cruise", with 4.695k reviews and a 4.9 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 5 November 2026. Book now to secure your spot!

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

46% of Chicago Day tour product now offer English-speaking guides

November is perfect for visiting Chicago! Choose from 135 available day tours, including seasonal hits like Chicago Architecture River Cruise.

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 tour product

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RecommendedAttractions (47319)Shows & events (2)Boat tours (35)Culture & history (56)Food & drink (27)Day tours (139)Outdoor & sports (2)Nature & wildlife (1)City sightseeing (60)Water activities (7)Travel photography (3)Aerial tours (2)SIM card (35)Visas (7)

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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: Historic Architecture Chicago River Small Boat Tour
Guest User2026-10-14
Nice way to spend 90 minutes seeing the city. The guide had an incredible voice and was very knowledgeable on the city. Noce trip, would highly recommend. Only downside was the skip the line advertisement, there wasn’t one. Bad luck there was no wind and it was hottest day of the week. But still fun trip.
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Reviews: Chicago River 90-Min Architecture Boat Tour
Guest User2026-10-16
Hello, the tour was very interesting, but our English wasn't good enough to understand the explanations. Perhaps audio guides or a printed or downloadable version could be offered to help people follow and understand the tour. Given the number of tourists in Chicago and on the ship, a French version would certainly be helpful to many French speakers.
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Reviews: Chicago Architecture Boat Tour & Hop-on Hop-off Bus Tour
Guest User2026-08-25
The HOHO was perfect! The first stop was across the street from our hotel so that was great, we got off at Navy Pier and had dinner there. Hopped off at Millinium Park to see the “bean” and walked through the park to see other things on display. The architecture boat tour was very good, our Guide talked about the buildings architects and how the buildings became to be. He also told us a bit about the rivers history, very informative.

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