Top Chicago Day Tours

Discover 150 Day tours in Chicago on Trip.com, updated October 20, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From €1.00 per person, with an average total of €73.35. Choose the option that suits your plan.

With 15.879k 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: "Downtown Chicago TV & Movie Filming Locations Walking Tour", a 2-hour adventure in Chicago!

The next available day tour departs on October 21, 2026. Book now to secure your spot!

Chicago Day tours usually take about 2 hours — perfect for a relaxed, immersive experience!

50% of Chicago Day tours now offer English-speaking guides

October is the perfect time to visit Chicago! Choose from 150 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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150 results for Chicago Day tours

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RecommendedAttractions (47032)Shows & events (2)Boat experiences (38)Cultural experiences (24)Food & drink (26)Outdoor experiences (2)Day tours (150)Travel photography (4)Water activities (10)City sightseeing (63)Nature & wildlife (2)Aerial tours (3)SIM card (34)Visas (7)Boat tickets (2)

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Reviews/Trip Moments

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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,
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Reviews:
Guest User2025-12-17
It was seriously so, so good ㅠ It was the highlight of my Chicago trip... This makes up almost 80 percent of my Chicago memories, and I have no regrets. The buildings are really huge and super beautiful. Make some memories there!

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