Top Chicago Activities and Things to Do

Discover 27 Experiences in Chicago on Trip.com, updated February 19, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From PLN 10.34 per person, with an average total of PLN 225.86. Choose the option that suits your plan.

With 451 verified reviews, Experiences Chicago boast an average rating of 4.3.

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: "Chicago: Signature Dishes Bike Tour", a 4-hour adventure in Chicago!

The next available day tour departs on February 20, 2026. Book now to secure your spot!

Chicago Experiences usually take about 4 hours — perfect for a relaxed, immersive experience!

77% of Chicago Experiences now offer English-speaking guides

February is perfect for visiting Chicago! Choose from Experiences available day tours, including seasonal hits 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.

Search attractions or local attractions & tours
Top Picks
Available Today
Available Tomorrow

27 results for Chicago Experiences

1
2

Frequently asked questions about Chicago Experiences

How many Experiences are available in Chicago on Trip.com?

What are the best Experiences in Chicago?

What are the top-rated Experiences in Chicago?

How can I contact Trip.com customer support?

Can I change or cancel my booking?

How can I get discounted prices?

Reviews/Trip Moments

Reviews: BIG BUS Chicago hop-on hop-off bus tour
Guest User2025-11-06
It’s a nice experience for those who have a short visit to Chicago. One can see the main attractions and city highlights in 24 hrs ticket. 48 hrs ticket only recommended if wishing to use the cruise, otherwise 24 hrs are enough to see the city
Reviews: Shanghai | The Bund 1930 • Century-old Architecture & Republic of China Dining Show on the Bund|Near Yuyuan Garden subway station (immersive old Shanghai experience + modern tour + costumes/makeup services)
Guest User2026-01-02
The dress up experience was fun. Food was Ok. Performance was average.
Best Contact Center 2024 - Bronze
Best Contact Center 2024 - Bronze