Top picks for Chicago City passes

Discover 145 City passes in Chicago on Trip.com, updated 1 November 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From €7.32 per person, with an average total of €58.76. Choose the option that suits your plan.

With 12.586k 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: "Chicago: Fulton Market Guided Donut Tour", a 2-hour adventure in Chicago!

The next available day tour departs on 2 November 2026. Book now to secure your spot!

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

45% of Chicago City passes now offer English-speaking guides

November is the perfect time to visit Chicago! Choose from 145 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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145 results for Chicago City passes

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Reviews/Trip Moments

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Reviews:
Guest User2026-01-20
We had a great time touring Chicago with our guide, Nick. He was personable and knowledgeable, and kept the conversation interesting for the whole family (mom + 3 kids ages 12, 10 and 7). It was legit FREEZING the morning of our tour with windchill -20 or so, but Nick knew plenty of places to take a break and warm up before venturing back into the cold. The donuts were amazing - each of the four of us had a different favorite - and the variety was impressive. My main advice is to eat 1/4 of each donut at the most - you will run out of room!! Thanks again to Underground for a fun experience with the kids.