Top picks for Chicago Day tours

Discover 135 Day tours in Chicago on Trip.com, updated 9 November 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From PHP 70.63 per person, with an average total of PHP 3,612.38. Choose the option that suits your plan.

With 17.594k 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 10 November 2026. Book now to secure your spot!

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

50% 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 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 tours

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Reviews/Trip Moments

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Reviews: Chicago: Willis Tower Skydeck and The Ledge Ticket
Guest User2026-10-26
What an amazing experience. Super cool Staff was very friendly. We were able to get back in line for a second time.
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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 Architecture River Cruise
Guest User2026-04-23
A must do in Chicago! The buildings here are rich in history and architectural meaning.
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Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile
Guest User2026-10-12
Really good trip overall, good guide, timing spot on. But difficult to find though,