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Top Chicago Day Tours

Discover 118 Day tours in Chicago on Trip.com, updated January 8, 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 1,469.53. Choose the option that suits your plan.

With 20 verified reviews, Day tours Chicago boast an average rating of 4.5.

This week's most popular Day tours: "Chicago: City Minibus Tour with Optional Architecture Cruise", with 11 reviews and a 4.9 rating.

Now on Trip.com: "Chicago City Day Tour", a 5-hour adventure in Chicago!

The next available day tour departs on January 9, 2026. Book now to secure your spot!

Chicago Day tours usually take about 5 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 Chicago: City Minibus Tour with Optional Architecture 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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118 results for Chicago Day tours

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Reviews/Trip Moments

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Reviews: Chicago City Day Tour
Guest User2024-07-02
The master is super nice, punctual and kind. The experience is great, overall it is great, the service is very good and the price is high.
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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:
Guest User2025-05-02
Andy was a very entertaining guide on the speedboat, mixing in a keen sense of humor to go with his excellent knowledge of the Chicago architecture.
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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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