Top picks for Chicago Day tours

Discover 113 Day tours in Chicago on Trip.com, updated April 17, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From MXN 502.62 per person, with an average total of MXN 1,120.96. Choose the option that suits your plan.

With 12.922k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago River 90-Minute Architecture Tour", with 4.345k reviews and a 4.7 rating.

Now on Trip.com: "Chicago Downtown + Millennium Park Day Tour in the US", a 5-hour adventure in Chicago!

The next available day tour departs on April 18, 2026. Book now to secure your spot!

Chicago Day tours usually take about 5 hours — perfect for a relaxed, immersive experience!

95% 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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113 results for Chicago Day tours

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Reviews/Trip Moments

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.
Reviews: Chicago: Magnificent Mile Tour With Optional 360 Chicago
Guest User2025-06-18
Our Mag Mile Tour was great. We learned about the architecture of buildings, design details and history of the area. Our guide Ben was knowledgeable, friendly, full of facts and anecdotes. It was a perfect distance - enough to see the major sites without being too long. We followed with the 360 Chicago at the Hancock. Great tour would highly recommend.
Reviews: Small-Group Tour of Chicago Neighborhoods: North and South Side
Guest User2025-11-05
An authentic tour experience from a guide who loves Chicago. You will learn a lot and be entertained.
Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise
Guest User2026-04-02
We didn’t have much time and wanted to see the city. Rick was funny, nice and knowledgeable about the city. We were going to the Second City and asked for a recommendation close by for dinner. Rick gave us a recommendation. Excellent! Highly recommend.
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.