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Top Chicago Activities and Things to Do

Discover 9 Experiences in Chicago on Trip.com, updated February 25, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From BHD 2.95 per person, with an average total of BHD 27.76. Choose the option that suits your plan.

With 96 verified reviews, Experiences Chicago boast an average rating of 4.8.

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

Now on Trip.com: "Art Institute of Chicago Private Expert Guided Tour", a 2-hour adventure in Chicago!

The next available day tour departs on February 26, 2026. Book now to secure your spot!

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

100% of Chicago Experiences now offer English-speaking guides

February is the perfect time to visit Chicago! Choose from Experiences 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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9 results for Chicago Experiences

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Reviews/Trip Moments

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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: 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: Ultimate City Attractions Bike Tour
Guest User2025-09-15
Amazing guide and tour. Bikes were excellent and gave us chance to see so much of the city you wouldn’t access on any other tour. Loved it!!

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