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

Trip.com offers 26 Experiences in Chicago

Q: What are the best Experiences in Chicago?

BIG BUS Chicago hop-on hop-off bus tour Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier All kinds of translators, Guide , chartered private charter, photographers, business escorts, medical accompaniment, travel guides, customization throughout the United States

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

BIG BUS Chicago hop-on hop-off bus tour Chicago Loop District Food Tour with Deep Dish & Beef Sandwich Chicago: Taste of Chinatown Food Walking Tour

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 26 Experiences in Chicago on Trip.com, updated December 26, 2025, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From MXN 183.13 per person, with an average total of MXN 1,292.42. Choose the option that suits your plan.

With 430 verified reviews, Experiences Chicago boast an average rating of 4.8.

This week's most popular Experiences: "Chicago Loop District Food Tour with Deep Dish & Beef Sandwich", with 313 reviews and a 4.9 rating.

Now on Trip.com: "Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier", a 1-hour adventure in Chicago!

The next available day tour departs on December 27, 2025. Book now to secure your spot!

Chicago Experiences usually take about 1 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 Loop District Food Tour with Deep Dish & Beef Sandwich.

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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Experiences

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26 results for Chicago Experiences

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BIG BUS Chicago hop-on hop-off bus tour
English
5.0/5
Excellent· 3 reviews· 60 booked
FromMXN$664.65
Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier
Duration: 1.5 hrs
English
FromMXN$1,063.73
All kinds of translators, Guide , chartered private charter, photographers, business escorts, medical accompaniment, travel guides, customization throughout the United States
FromMXN$286.15
Chicago Full Day Bike Rental
Duration: 24 hrs
English
4.4/5
Good· 7 reviews
FromMXN$549.74
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Duration: 3 hrs
4.9/5
Excellent· 313 reviews
FromMXN$1,631.43
Bite into Chicago: Discover the City’s Most Iconic Food
Duration: 2 hrs
4.7/5
Great· 86 reviews
FromMXN$1,401.93
Chicago River 45-min architecture cruise
Duration: 45–60 mins
English
FromMXN$256.63
Architecture cruise on the Chicago River from Navy Pier
Duration: 75 mins
English
FromMXN$531.04
Chicago's River and Lake architecture speedboat cruise
Duration: 75 mins
English
FromMXN$870.35
Chicago favorites food walking tour
Duration: 180 mins
FromMXN$1,466.28
Chicago Premier Lake Michigan brunch cruise
Duration: 120 mins
English
FromMXN$2,140.48
Chicago Odyssey dinner cruise
English
FromMXN$3,583.65
River North food tour
English
FromMXN$1,448.13
Chicago ultimate food experience
Duration: 120 mins
English
FromMXN$1,374.81
Architecture cruise on the Chicago River from Michigan Ave
Duration: 75 mins
English
FromMXN$531.04
Festive Chicago food and walking tour
English
FromMXN$183.13
Chicago Odyssey Lake Michigan dinner cruise
English
FromMXN$2,381.16
Chicago:Milwaukee City Highlights Day Trip with Brewery Tour
Duration: 8 hrs
English
FromMXN$2,291.34
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
English
FromMXN$1,707.45
Chicago: Taste of Chinatown Food Walking Tour
Duration: 2.5 hrs
4.8/5
Great· 21 reviews
5% off
FromMXN$1,485.19MXN$1,563.36

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Frequently asked questions about Chicago Experiences

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



What are the best Experiences in Chicago?



What are the top-rated Experiences in Chicago?

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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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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

★

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.

★

Reviews: Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

Guest User2024-07-19

Sue was an excellent guide and host…highly recommend. In addition to the food knowledge, Sue showed us some great architectural and unique information about the great city of Chicago.

★

Reviews: Bite into Chicago: Discover the City’s Most Iconic Food

Guest User2025-07-29

The walking food tour was so great. Love the city views of the Chigao food scene. Rich, our tour guide was amazing. We kept a gggood walking pace while privvibg some city history info. He was entertaining, funny and knowledgeable about the city, the restaurants we visited and the foods we ate. He was better than Google! He made us feel welcomed and part of the Chicago family. Thank you Rich, Cinnamon, Erik, Tyler and Maria

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