Top picks for Chicago Experiences

Discover 44 Experiences in Chicago on Trip.com, updated December 21, 2025, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From EUR 11.87 per person, with an average total of EUR 71.03. Choose the option that suits your plan.

With 83 verified reviews, Experiences Chicago boast an average rating of 4.9.

This week's most popular Experiences: "Bite into Chicago: Discover the City’s Most Iconic Food", with 81 reviews and a 4.7 rating.

Now on Trip.com: "Bite into Chicago: Discover the City’s Most Iconic Food", a 2-hour adventure in Chicago!

The next available day tour departs on December 22, 2025. Book now to secure your spot!

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

70% 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 Bite into Chicago: Discover the City’s Most Iconic Food.

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