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Top picks for Chicago Experiences

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

Trip.com offers 27 Experiences in Chicago

Q: What are the best Experiences in Chicago?

Chicago CityPASS Go City: Chicago Explorer Pass (Discover over 30 top attractions | 360 CHICAGO, Skydeck Chicago & more) Chicago Crime and Mob Bus Tour

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

Chicago: Magnificent Mile Tour With Optional 360 Chicago Chicago: Taste of Chinatown Food and Cultural Walking Tour BIG BUS Chicago hop-on hop-off bus 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 27 Experiences in Chicago on Trip.com, updated February 7, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From QAR 36.42 per person, with an average total of QAR 247.43. Choose the option that suits your plan.

With 3.636k verified reviews, Experiences Chicago boast an average rating of 4.7.

This week's most popular Experiences: "Chicago Crime and Mob Bus Tour ", with 1.602k reviews and a 4.7 rating.

Now on Trip.com: "Chicago: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!

The next available day tour departs on February 8, 2026. Book now to secure your spot!

Chicago Experiences usually take about 1 hours — perfect for a relaxed, immersive experience!

89% of Chicago Experiences now offer English-speaking guides

February is the perfect time to visit Chicago! Choose from Experiences available day tours, including seasonal favorites like Chicago Crime and Mob Bus Tour .

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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27 results for Chicago Experiences

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Recommended

Chicago CityPASS
English
4.9/5
Excellent· 25 reviews· 256 booked
FromQAR 510.28
Go City: Chicago Explorer Pass (Discover over 30 top attractions | 360 CHICAGO, Skydeck Chicago & more)
English
4.0/5
Good· 2 reviews· 77 booked
FromQAR 306.17
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromQAR 178.60
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 54 reviews
5% off
Limited-time sale
FromQAR 170.23QAR 179.19
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Duration: 3 hrs
English
4.9/5
Excellent· 313 reviews
FromQAR 309.78
Chicago: Field Museum of Natural History Ticket or VIP Tour
English
4.7/5
Very good· 42 reviews
5% off
Limited-time sale
FromQAR 100.74QAR 106.05
Chicago: Magnificent Mile Tour With Optional 360 Chicago
Duration: 2–3 hrs
English
5.0/5
Excellent· 2 reviews
5% off
Limited-time sale
FromQAR 135.48QAR 142.62
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
English
4.9/5
Excellent· 1.5k reviews
FromQAR 127.57
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Duration: 3 hrs
English
5.0/5
Excellent· 17 reviews
5% off
Limited-time sale
FromQAR 295.28QAR 310.83
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Very good· 13 reviews
5% off
Limited-time sale
FromQAR 274.49QAR 288.94
BIG BUS Chicago hop-on hop-off bus tour
English
5.0/5
Excellent· 3 reviews· 60 booked
FromQAR 131.91
Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier
Duration: 1.5 hrs
English
FromQAR 211.42
All kinds of translators, Guide , chartered private charter, photographers, business escorts, medical accompaniment, travel guides, customization throughout the United States
FromQAR 56.88
Chicago Full Day Bike Rental
Duration: 24 hrs
English
4.4/5
Good· 7 reviews
FromQAR 109.31
Bite into Chicago: Discover the City’s Most Iconic Food
Duration: 2 hrs
4.7/5
Great· 86 reviews
FromQAR 278.77
Chicago River 45-min architecture cruise
Duration: 45–60 mins
English
FromQAR 51.03
Architecture cruise on the Chicago River from Navy Pier
Duration: 75 mins
English
FromQAR 105.60
Chicago's River and Lake architecture speedboat cruise
Duration: 75 mins
English
FromQAR 173.06
Chicago favorites food walking tour
Duration: 180 mins
FromQAR 291.56
Chicago Premier Lake Michigan brunch cruise
Duration: 120 mins
English
FromQAR 425.62
Chicago Odyssey dinner cruise
English
FromQAR 712.58
River North food tour
English
FromQAR 287.95
Chicago ultimate food experience
Duration: 120 mins
English
FromQAR 273.37
Architecture cruise on the Chicago River from Michigan Ave
Duration: 75 mins
English
FromQAR 105.60
Festive Chicago food and walking tour
English
FromQAR 36.42
Chicago Odyssey Lake Michigan dinner cruise
English
FromQAR 473.47
Chicago:Milwaukee City Highlights Day Trip with Brewery Tour
Duration: 8 hrs
English
FromQAR 455.61
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
FromQAR 339.36

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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?

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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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Reviews/Trip Moments

★

Reviews: Chicago CityPASS

Guest User2026-01-03

This citypass is good idea for tourist easy to manage. We can visit Chicago in a short time with good memories. I will recommend to my relatives and friends if they visit Chicago.

★

Reviews: Go City: Chicago Explorer Pass (Discover over 30 top attractions | 360 CHICAGO, Skydeck Chicago & more)

Guest User2024-12-07

Easy to use and good choice and savings for short trips

★

Reviews: Chicago Crime and Mob Bus Tour

Guest User2025-12-06

Great tour. Very knowledgeable guide. Highly recommend. I really enjoyed learning so much about the crime history of Chicago.

★

Reviews: Chicago: Mob and Crime Bus Tour

Guest User2026-01-23

My wife and I had an amazing time learning about Chicago's history. And our tour guide was very entertaining and informative. I would highly recommend this activity to anyone visiting Chicago!

★

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: Chicago: Field Museum of Natural History Ticket or VIP Tour

Guest User2026-01-26

The Field Museum was definitely exciting and fun. It was pretty cool seeing dinosaurs up close and learning about different cultures as well as animals. The weekends get pretty crowded with families in attendance. I would recommend visiting during the week for a quieter visit.

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