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Top Chicago Day Tours

Discover 118 Day tours in Chicago on Trip.com, updated January 29, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From MXN 184.89 per person, with an average total of MXN 1,507.00. Choose the option that suits your plan.

With 63 verified reviews, Day tours Chicago boast an average rating of 4.6.

This week's most popular Day tours: "Small-Group Tour of Chicago Neighborhoods: North and South Side", with 48 reviews and a 4.5 rating.

Now on Trip.com: "Chicago: City Minibus Tour with Optional Architecture Cruise", a 4-hour adventure in Chicago!

The next available day tour departs on January 30, 2026. Book now to secure your spot!

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

100% of Chicago Day tours now offer English-speaking guides

January is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Small-Group Tour of Chicago Neighborhoods: North and South Side.

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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118 results for Chicago Day tours

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Reviews/Trip Moments

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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.
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Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise
Guest User2025-10-13
Avery was very knowledgeable and he shared his information with everyone on the tour. I would consider taking this tour again.
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Reviews: Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Guest User2025-10-26
very nice view, detailed explanation of buildings of Chicago. I recommend late afternoon or evening time to jump on the cruise

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