Top picks for Chicago Day tours

Discover 153 Day tours in Chicago on Trip.com, updated October 23, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From DKK 7.47 per person, with an average total of DKK 509.25. Choose the option that suits your plan.

With 15.989k 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 October 24, 2026. Book now to secure your spot!

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

60% of Chicago Day tours now offer English-speaking guides

October is the perfect time to visit Chicago! Choose from 153 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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153 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 User2026-10-20
It's definitely worth going up; seeing Chicago from that perspective is spectacular. We went around 5:30 pm, a perfect time, with the sun reflecting off the skyscrapers. A beautiful autumn evening. Buying our tickets here meant we didn't have to wait to take photos on the Skydecker, unlike the other line, which had to wait quite a while. You have 90 minutes to take photos, but that's plenty, and since there weren't many people, we were able to stay longer, so everything was great.
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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:
Guest User2025-12-06
Great tour. Very knowledgeable guide. Highly recommend. I really enjoyed learning so much about the crime history of Chicago.