Top Chicago Day Tours

Discover 150 Day tours in Chicago on Trip.com, updated October 31, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From THB 37.82 per person, with an average total of THB 2,786.61. Choose the option that suits your plan.

With 18.134k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "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 November 1, 2026. Book now to secure your spot!

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

41% of Chicago Day tours now offer English-speaking guides

October is the perfect time to visit Chicago! Choose from 150 available day tours, including seasonal favorites 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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150 results for Chicago Day tours

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Reviews/Trip Moments

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Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise
Guest User2026-10-15
ALAN WAS FANTABULOUS AT HIGHLIGHTING CHICAGO’s artifacts, history, and landmarks. BEST tour guide EVER! It was a very good tour and I enjoyed every bit of it.
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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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Reviews:
Guest User2024-09-13
Every seat on the boat brought exceptional views! The recorded tour guide gave wonderful information and facts about the scenery