Top picks for Chicago City passes

Discover 141 City passes in Chicago on Trip.com, updated October 24, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From CAD 11.40 per person, with an average total of CAD 114.46. Choose the option that suits your plan.

With 4.735k verified reviews, City passes Chicago boast an average rating of 4.7.

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

Now on Trip.com: "The Art Institute of Chicago: Fast Pass", a 24-hour adventure in Chicago!

The next available day tour departs on October 25, 2026. Book now to secure your spot!

Chicago City passes usually take about 24 hours — perfect for a relaxed, immersive experience!

90% of Chicago City passes now offer English-speaking guides

October is the perfect time to visit Chicago! Choose from 141 available day tours, including seasonal favorites 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.

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141 results for Chicago City passes

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Trip.comChicago
City passes

Explore top experiences

See what other travelers love, based on ratings and bookings

RecommendedAttractions (47034)Shows & events (2)Day tours (150)Boat experiences (41)Cultural experiences (27)Food & drink (27)Outdoor experiences (2)City sightseeing (63)Nature & wildlife (2)Water activities (9)Travel photography (4)Aerial tours (3)SIM card (34)Boat tickets (2)Visas (7)

Frequently asked questions about Chicago City passes

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Reviews/Trip Moments

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Reviews: Chicago CityPASS: 5 attraction admission tickets
Guest User2026-08-11
It works great, but remember to use a virtual email address or call customer service when logging in, otherwise you won't be able to log in.
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Reviews: BIG BUS Chicago hop-on hop-off bus tour
Guest User2026-05-21
Easy to book the big tour bus tickets in Chicago via trip.com.
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Reviews: Chicago CityPASS
Guest User2026-01-03
This citypass is good idea for tourist easy to manage. We can visit Chicago in a short time with good memories. I will recommend to my relatives and friends if they visit Chicago.
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Reviews:
Guest User2024-06-10
Best museum in North America imho. Bunch of valuable pieces from Picasso and Monet as well as historical artifacts from all around the world. You go there more for the paintings than the other things though.
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Reviews: Go City: Chicago Explorer Pass (Discover over 30 top attractions | 360 CHICAGO, Skydeck Chicago & more)
Guest User2024-12-07
Easy to use and good choice and savings for short trips

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