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Top picks for Chicago Day tours

Discover 117 Day tours in Chicago on Trip.com, updated April 22, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From PHP 580.58 per person, with an average total of PHP 4,189.28. Choose the option that suits your plan.

With 5.889k verified reviews, Day tours Chicago boast an average rating of 4.7.

This week's most popular Day tours: "Chicago Architecture River Cruise", with 4.692k reviews and a 4.9 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 23, 2026. Book now to secure your spot!

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

96% 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 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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117 results for Chicago Day tours

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Reviews/Trip Moments

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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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Reviews: Chicago Lake and River Architecture Tour
Guest User2024-10-04
Informative and fun. A must do. Beautiful views from the river and lake perspective. Exceeded our every expectation
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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.
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Guest User2026-03-03
Was a good bus tour. Only downside was how cold it was but to be fair, it was late February! The driver was very cool, telling us things about the city and the stops, adding to the audio commentary you already get This is the 2nd time I did this tour, I visited Chicago last October too
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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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