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Top Picks for Chicago Experiences

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

Trip.com offers 40 Experiences in Chicago

Q: What are the best Experiences in Chicago?

Chicago River 45-min architecture cruise Big Bus Chicago Hop-on Hop-off Bus Tour The Chicago Theatre Tour Experience

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

Skyline lake boat tour from Navy Pier Bite into Chicago: Discover the City’s Most Iconic Food Chicago River 45-min architecture cruise

Q: How can I contact Trip.com customer support?

Get help anytime, anywhere within 30 seconds Contact customer support

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 40 Experiences in Chicago on Trip.com, updated November 6, 2025, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From SEK 131.00 per person, with an average total of SEK 698.55. Choose the option that suits your plan.

With 79 verified reviews, Experiences Chicago boast an average rating of 4.8.

This week's most popular Experiences: "Bite into Chicago: Discover the City’s Most Iconic Food", with 78 reviews and a 4.7 rating.

Now on Trip.com: "Bite into Chicago: Discover the City’s Most Iconic Food", a 2-hour adventure in Chicago!

The next available day tour departs on November 7, 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

November is perfect for visiting Chicago! Choose from Experiences available day tours, including seasonal hits like Bite into Chicago: Discover the City’s Most Iconic Food.

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

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40 Results for Chicago Experiences

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󱩳Navigate all three branches of the Chicago River in a fully equipped vessel
Chicago River 45-min architecture cruise
Duration: 45–60 mins
English
FromSEK 131.00
󱩳See the best of Chicago from the convenience and comfort of an open-top, double-decker bus. Hop on and hop off at any designated bus stop to explore major attractions at your own pace. Learn about the city's rich history from the informative commentary of a multilingual audio guide.
Big Bus Chicago Hop-on Hop-off Bus Tour
English
23 booked
FromSEK 340.00
The Chicago Theatre Tour Experience
Duration: 1 hr
English
FromSEK 281.00
Chicago Seadog: Lakefront Speedboat Tour
Duration: 30 mins
FromSEK 400.00
󱩳Learn about Chicago's world-famous skyline cityscape and the history of Navy Pier
Skyline lake boat tour from Navy Pier
Duration: 45 mins
English
5.0/5
Excellent· 1 review
FromSEK 171.00
󱩳Admire the skyline of Chicago
Spirit of Chicago dinner cruise
English
FromSEK 1,096.00
󱩳Global language translation allows you to communicate without worries no matter where you are, and start your health journey with peace of mind.
All kinds of translators, Guide , chartered private charter, photographers, business escorts, medical accompaniment, travel guides, customization throughout the United States
FromSEK 144.00
󱩳Enjoy a buffet-style brunch with freshly prepared entrees, salads and desserts
Chicago Premier Lake Michigan brunch cruise
Duration: 120 mins
English
FromSEK 973.00
Bite into Chicago: Discover the City’s Most Iconic Food
Duration: 2 hrs
4.7/5
Great· 78 reviews
FromSEK 718.00
󱩳Enjoy panoramic skyline views from along the Chicago River
Architecture cruise on the Chicago River from Navy Pier
Duration: 75 mins
English
FromSEK 272.00
Big Bus Chicago: Hop-on Hop-off Bus Tour
Duration: 2 hrs
English
FromSEK 421.00
󱩳Enjoy delicious and sophisticated lakefront dining
Chicago Odyssey dinner cruise
English
FromSEK 1,830.00
Chicago: Guided Food Tour + Bike or Kayak Rental
Duration: 150 mins
English
FromSEK 795.00
Chicago: Premier Dinner Cruise on Lake Michigan
Duration: 150 mins
FromSEK 1,648.00
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromSEK 926.00
Chicago: Canine Cruise
Duration: 90 mins
English
FromSEK 393.00
Lake Michigan: Premier Brunch or Lunch Cruise
Duration: 2 hrs
FromSEK 1,010.00
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromSEK 748.00
Chicago: Guided Food Tasting + Bike Tour
Duration: 4 hrs
English
FromSEK 926.00
Chicago: Family & Food Guided Bike Tour
Duration: 4 hrs
English
FromSEK 748.00

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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?



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?

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Reviews/Trip Moments

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Reviews: Skyline lake boat tour from Navy Pier

Guest User2025-06-25

When booking on line and getting tickets emailed, information about which doc the boat is on would be great. We live out of state and had no idea which boat it was, where the doc is located we missed our time for departure. Luckily my tickets were honored for a later time.