Top picks for Chicago Experiences

Discover 26 Experiences in Chicago on Trip.com, updated January 7, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From DKK 18.30 per person, with an average total of DKK 422.22. Choose the option that suits your plan.

With 437 verified reviews, Experiences Chicago boast an average rating of 3.9.

This week's most popular Experiences: "Chicago Loop District Food Tour with Deep Dish & Beef Sandwich", with 313 reviews and a 4.9 rating.

Now on Trip.com: "Dubai Burj Al Arab Inside Tour Experience - Royal Suite Gold Leaf Coffee Inside Tour with Afternoon Tea", a 1-hour adventure in Chicago!

The next available day tour departs on January 8, 2026. Book now to secure your spot!

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

87% of Chicago Experiences now offer English-speaking guides

January is the perfect time to visit Chicago! Choose from Experiences available day tours, including seasonal favorites like Chicago Loop District Food Tour with Deep Dish & Beef Sandwich.

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