Top picks for Chicago Experiences

Discover 23 Experiences in Chicago on Trip.com, updated December 25, 2025, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From EUR 6.60 per person, with an average total of EUR 59.38. Choose the option that suits your plan.

With 10 verified reviews, Experiences Chicago boast an average rating of 4.7.

This week's most popular Experiences: "Chicago Full Day Bike Rental", with 7 reviews and a 4.4 rating.

Now on Trip.com: "Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier", a 1-hour adventure in Chicago!

The next available day tour departs on December 26, 2025. Book now to secure your spot!

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

80% of Chicago Experiences now offer English-speaking guides

December is the perfect time to visit Chicago! Choose from Experiences available day tours, including seasonal favorites like Chicago Full Day Bike Rental.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.