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

Trip.com offers 19 Experiences in Chicago

Q: What are the best Experiences in Chicago?

BIG BUS Chicago hop-on hop-off bus tour Chicago River 45-min architecture cruise The Chicago Theatre Tour Experience

Q: What are the top-rated Experiences in Chicago?

BIG BUS Chicago hop-on hop-off bus tour Chicago Full Day Bike Rental Chicago River 45-min architecture cruise

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Q: Can I change or cancel my booking?

Change and cancellation policies vary by attractions and tours. Please check the product details page for more information.

Q: How can I get discounted prices?

Ticket prices may vary between weekdays and weekends, as well as during peak and off-peak seasons. When booking with Trip.com, you can also use Trip Coins to get extra savings. For more tips on booking discounted tickets, please visit Trip.com for the latest information.

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Discover 19 Experiences in Chicago on Trip.com, updated December 7, 2025, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From USD 7.69 per person, with an average total of USD 70.69. Choose the option that suits your plan.

With 10 verified reviews, Experiences Chicago boast an average rating of 4.7.

This week's most popular Experiences: "Chicago Full Day Bike Rental", with 7 reviews and a 4.4 rating.

Now on Trip.com: "Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch", a 2-hour adventure in Chicago!

The next available day tour departs on December 8, 2025. Book now to secure your spot!

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

75% of Chicago Experiences now offer English-speaking guides

December is perfect for visiting Chicago! Choose from Experiences available day tours, including seasonal hits like Chicago Full Day Bike Rental.

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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19 Results for Chicago Experiences

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BIG BUS Chicago hop-on hop-off bus tour
English
5.0/5
Excellent· 3 reviews· 61 booked
FromUS$36.17
Chicago River 45-min architecture cruise
Duration: 45–60 mins
English
FromUS$14.00
The Chicago Theatre Tour Experience
Duration: 1 hr
English
FromUS$29.94
Architecture cruise on the Chicago River from Michigan Ave
Duration: 75 mins
English
FromUS$28.97
Chicago Odyssey Lake Michigan dinner cruise
English
FromUS$129.90
Chicago: Premier Dinner Cruise on the Chicago River
Duration: 150 mins
FromUS$178.12
Chicago: 90-Minute Architecture Tour on the Lake & River
Duration: 90 mins
FromUS$45.47
Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch
Duration: 2 hrs
FromUS$85.75
Big Bus Chicago: Hop-on Hop-off Bus Tour
Duration: 2 hrs
English
FromUS$45.47
Restaurant Reservation Service for the Trendy Addison Restaurant in Chicago, USA
English
FromUS$7.69
Reservation service for the popular Eleven Madison Park restaurant in Chicago, USA
English
FromUS$7.69
Lake Michigan: Premier Brunch or Lunch Cruise
Duration: 2 hrs
FromUS$95.28
Lake Michigan & Chicago River: 75 Minute Speedboat Cruise
Duration: 75 mins
English
FromUS$110.61
Chicago Premier Lake Michigan brunch cruise
Duration: 120 mins
English
FromUS$116.77
Chicago Odyssey dinner cruise
English
FromUS$169.26
Chicago Full Day Bike Rental
Duration: 24 hrs
English
4.4/5
Good· 7 reviews
FromUS$29.99

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Frequently asked questions about Chicago Experiences

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

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What are the best Experiences in Chicago?

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What are the top-rated Experiences in Chicago?

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Can I change or cancel my booking?

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How can I get discounted prices?

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Trip.com Picks

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Reviews/Trip Moments

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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