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Top Picks for Chicago Experiences

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

Trip.com offers 42 Experiences in Chicago

Q: What are the best Experiences in Chicago?

BIG BUS Chicago hop-on hop-off bus tour Chicago Architecture Sightseeing Cruise Experience [Departing 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 Full Day Bike Rental

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

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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 42 Experiences in Chicago on Trip.com, updated November 3, 2025, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From QAR 56.89 per person, with an average total of QAR 256.21. Choose the option that suits your plan.

With 322 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 Sightseeing Cruise Experience [Departing from Michigan Avenue]|Depart from Navy Pier", a 1-hour adventure in Chicago!

The next available day tour departs on November 4, 2025. Book now to secure your spot!

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

62% of Chicago Experiences now offer English-speaking guides

November is the perfect time to visit Chicago! Choose from Experiences available day tours, including seasonal favorites 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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42 Results for Chicago Experiences

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󱩳Enjoy the beautiful scenery of Chicago on a convenient open-top double-decker bus.
BIG BUS Chicago hop-on hop-off bus tour
English
5.0/5
Excellent· 2 reviews· 49 booked
FromQAR 131.99
󱩳Climb aboard a Chicago Architecture River Cruise and admire the stunning skyline
Chicago Architecture Sightseeing Cruise Experience [Departing from Michigan Avenue]|Depart from Navy Pier
Duration: 1.5 hrs
English
FromQAR 211.49
󱩳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
FromQAR 56.89
Chicago Full Day Bike Rental
Duration: 24 hrs
English
4.4/5
Good· 7 reviews
FromQAR 109.35
Chicago: 90-Minute Architecture Tour on the Lake & River
Duration: 90 mins
FromQAR 163.08
Lake Michigan & Chicago River: 75 Minute Speedboat Cruise
Duration: 75 mins
English
FromQAR 443.65
Chicago: Premier Dinner Cruise on Lake Michigan
Duration: 150 mins
FromQAR 490.41
Big Bus Chicago: Hop-on Hop-off Bus Tour
Duration: 2 hrs
English
FromQAR 163.96
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromQAR 322.92
Chicago: Skyline Lake Tour
Duration: 45 mins
English
FromQAR 123.16
Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch
Duration: 2 hrs
FromQAR 354.06
Lake Michigan: Premier Brunch or Lunch Cruise
Duration: 2 hrs
FromQAR 343.60
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Duration: 3 hrs
4.9/5
Excellent· 313 reviews
FromQAR 324.50
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromQAR 262.29
Chicago: Guided Food Tour + Bike or Kayak Rental
Duration: 150 mins
English
FromQAR 308.05
Chicago: Family & Food Guided Bike Tour
Duration: 4 hrs
English
FromQAR 289.94

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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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How can I contact Trip.com customer support?

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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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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.