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Top picks for Chicago Experiences

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

Trip.com offers 15 Experiences in Chicago

Q: What are the best Experiences in Chicago?

Chicago: Signature Dishes Bike Tour Chicago: Craft Brewery Barrel Bus Tour Alinea, the popular restaurant in Chicago, USA - Restaurant Reservation Service

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

BIG BUS Chicago hop-on hop-off bus tour Chicago CityPASS Chicago City Day Tour

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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?

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Discover 15 Experiences in Chicago on Trip.com, updated January 20, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From THB 243.65 per person, with an average total of THB 2,237.09. Choose the option that suits your plan.

With 39 verified reviews, Experiences Chicago boast an average rating of 4.7.

This week's most popular Experiences: "Chicago CityPASS", with 25 reviews and a 4.9 rating.

Now on Trip.com: "Chicago: Signature Dishes Bike Tour", a 4-hour adventure in Chicago!

The next available day tour departs on January 21, 2026. Book now to secure your spot!

Chicago Experiences usually take about 4 hours — perfect for a relaxed, immersive experience!

93% of Chicago Experiences now offer English-speaking guides

January is the perfect time to visit Chicago! Choose from Experiences available day tours, including seasonal favorites like Chicago CityPASS.

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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15 results for Chicago Experiences

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Chicago: Signature Dishes Bike Tour
Duration: 4 hrs
English
Free cancellation
FromTHB 2,530.81
Chicago: Craft Brewery Barrel Bus Tour
Duration: 225 mins
English
Free cancellation
FromTHB 2,807.44
Alinea, the popular restaurant in Chicago, USA - Restaurant Reservation Service
󱩳Exquisite flavors with consistently high quality
English
FromTHB 243.65
Studio W.I.P. - Uptown Chicago: Spray Paint & Sip Urban Art Workshop
Duration: 90 mins
English
FromTHB 1,406.09
Chicago Full Day Bike Rental
Duration: 24 hrs
English
Free cancellation
Book now for today
4.4/5
Good· 7 reviews
FromTHB 936.27
Restaurant Reservation Service for the Trendy Addison Restaurant in Chicago, USA
󱩳Exquisite flavors with consistently high quality
English
FromTHB 243.65
Reservation service for the popular Eleven Madison Park restaurant in Chicago, USA
󱩳Exquisite flavors with consistently high quality
English
FromTHB 243.65
iFLY Chicago (Lincoln Park)
Free cancellation
Book now for today
FromTHB 3,209.13
Chicago CityPASS
󱲌
25 consecutive positive reviews
English
4.9/5
Excellent· 25 reviews· 261 booked
FromTHB 4,370.72
Chicago City Day Tour
󱱒
76 travelers saved
Duration: 5.7 hrs
English
Free cancellation
4.5/5
Satisfied· 4 reviews
FromTHB 4,682.92
Chicago River 45-min architecture cruise
󱩳Navigate all three branches of the Chicago River in a fully equipped vessel
Duration: 45–60 mins
English
Free cancellation
FromTHB 435.58
BIG BUS Chicago hop-on hop-off bus tour
󱩳Enjoy the beautiful scenery of Chicago on a convenient open-top double-decker bus.
English
5.0/5
Excellent· 3 reviews· 61 booked
FromTHB 1,126.27
Architecture cruise on the Chicago River from Michigan Ave
󱩳Admire Chicago's amazing urban architecture from the Chicago River
Duration: 75 mins
English
Free cancellation
FromTHB 901.34
Chicago Odyssey Lake Michigan dinner cruise
󱩳Admire the skyline of Chicago
English
FromTHB 6,082.54
Book after inquiry/Route 66 Willis Tower Robie House Lincoln Park Airport in Chicago, USA/Point-to-point car service/Tour guide and driver/Private car service
󱩳Chinese-speaking driver at a fixed price (services available in Chinese and English)
English
Free cancellation
FromTHB 2,940.27
Chicago Premier Lake Michigan brunch cruise
󱩳Enjoy a buffet-style brunch with freshly prepared entrees, salads and desserts
Duration: 120 mins
English
FromTHB 3,633.03

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Day tours (107)Travel photography (2)Wi-Fi & SIM cards (26)City pass (8)Visas (3)Transport (2)

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

Popular Chicago Tours

Best Chicago Experiences

Popular Activities

Chicago: Classic Food & Walking Tour with Free Bike or Kayak Chicago: Field Museum of Natural History Ticket or VIP Tour Big Bus Chicago: Hop-on Hop-off Bus Tour Chicago: Moonlight Paddle Tour on the Chicago River Chicago River 45-Minute Architecture Tour from Magnificent Mile iFLY Chicago Lincoln Park: First Time Flyer Experience Chicago: 45 Minute Architectural Sightseeing Cruise Chicago River 90-Minute Architecture Tour Chicago Mobs and Haunts Walking Tour Millennium Park self-guided walking audio tour in Chicago Chicago Favorites Ultimate Food and Walking Tour Chicago: Loop Neighborhood Guided Walking Tour Chicago: Museum of Ice Cream Entry Ticket Chicago: 2-Hour Kayak Rental from Bridgeport Original Chicago Prohibition Tour

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Reviews/Trip Moments

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Reviews: Chicago Full Day Bike Rental

Guest User2025-10-18

Easy process, great communication, rode the 7 speed city comfort bikes to Evanston and back. A very enjoyable ride. Appreciated the locks included in the rental.