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Top picks for Chicago Day tours

Discover 82 Day tours in Chicago on Trip.com, updated April 28, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From KRW 15,955.00 per person, with an average total of KRW 92,205.42. Choose the option that suits your plan.

With 13.187k verified reviews, Day tours Chicago boast an average rating of 4.7.

This week's most popular Day tours: "Chicago River 90-Minute Architecture Tour", with 4.344k reviews and a 4.7 rating.

Now on Trip.com: "Chicago Highlights Walking Tour with Skydeck & Cruise", a 4-hour adventure in Chicago!

The next available day tour departs on April 29, 2026. Book now to secure your spot!

Chicago Day tours usually take about 4 hours — perfect for a relaxed, immersive experience!

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

April 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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82 results for Chicago Day tours

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Reviews/Trip Moments

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Reviews: Chicago Highlights Walking Tour with Skydeck & Cruise
Guest User2025-04-14
The tour was excellent Andrew did a wonderful job. He was very knowledgeable about Chicago history the buildings. Both experiences the sky deck, and the boat were great too. Highly recommend the tour just make sure to wear warm coat and comfortable shoes.
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Reviews: Chicago: 2-Hour Downtown Kayak Rental
Guest User2025-08-11
Had a blast seeing Chicago from another view: from the Chicago River on a kayak. From the launch point it’s a short kayak south to the main east/west branch of the Chicago river. We were not in a rush and casually kayaked along the canyon of beautiful skyscrapers and the river front path. Again, casual kayaking we were able to go from the launch point to almost the entrance to Lake Michigan and back in 1.5 hours. Perfect.
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Reviews: Chicago Downtown + Millennium Park Day Tour in the US
Guest User2024-07-02
The driver was super nice, punctual, and friendly. A great experience overall, excellent service, and great value for money.

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