Top picks for Chicago City passes

Discover 141 City passes in Chicago on Trip.com, updated October 21, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From VND 209,031 per person, with an average total of VND 1,753,316. Choose the option that suits your plan.

With 11.683k verified reviews, City passes Chicago boast an average rating of 4.8.

This week's most popular City passes: "Chicago Architecture River Cruise", with 4.695k reviews and a 4.9 rating.

Now on Trip.com: "Best of Chicago: Premium Small Group City Tour", a 1-hour adventure in Chicago!

The next available day tour departs on October 22, 2026. Book now to secure your spot!

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

50% of Chicago City passes now offer English-speaking guides

October is perfect for visiting Chicago! Choose from 141 available day tours, including seasonal hits like Chicago Architecture River Cruise.

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
Book now for today
Book now for tomorrow

141 results for Chicago City passes

1
2
3
4
5
6
8

Frequently asked questions about Chicago City passes

How many City passes are available in Chicago on Trip.com?

What are the best City passes in Chicago?

What are the top-rated City passes in Chicago?

What are the recommended itineraries 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: Chicago: City Minibus Tour with Optional Architecture Cruise
Guest User2026-10-15
ALAN WAS FANTABULOUS AT HIGHLIGHTING CHICAGO’s artifacts, history, and landmarks. BEST tour guide EVER! It was a very good tour and I enjoyed every bit of it.
★
★
★
★
★
Reviews: Chicago: Willis Tower Skydeck and The Ledge Ticket
Guest User2026-10-18
The Willis Tower is a must see when visiting Chicago. They are good at moving people through the process of getting to the top. We were able to take as much time as we needed and didn’t have to wait too long for our turn on the Ledge. I appreciate that it was limited to 90 seconds per group and there were employees there to move things along and take photos for us. It was a great memory to share with my daughter.
★
★
★
★
★
Reviews:
Guest User2025-12-06
Great tour. Very knowledgeable guide. Highly recommend. I really enjoyed learning so much about the crime history of Chicago.