Top Picks for Chicago Experiences

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

Trip.com offers 44 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 Bite into Chicago: Discover the City’s Most Iconic Food

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.



Discover 44 Experiences in Chicago on Trip.com, updated November 2, 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 261.36. Choose the option that suits your plan.

With 408 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 3, 2025. Book now to secure your spot!

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

60% 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



Trip.comChicago

Experiences

Experiences

Top Picks

Available Today

Available Tomorrow

44 Results for Chicago Experiences

Sort by

Recommended

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· 2 reviews· 49 booked
FromQAR 131.71
Chicago Architecture Sightseeing Cruise Experience [Departing from Michigan Avenue]|Depart from Navy Pier
󱩳Climb aboard a Chicago Architecture River Cruise and admire the stunning skyline
Duration: 1.5 hrs
English
FromQAR 211.49
All kinds of translators, Guide , chartered private charter, photographers, business escorts, medical accompaniment, travel guides, customization throughout the United States
󱩳Global language translation allows you to communicate without worries no matter where you are, and start your health journey with peace of mind.
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 163.04
Chicago Seadog: Lakefront Speedboat Tour
Duration: 30 mins
FromQAR 180.86
Lake Michigan & Chicago River: 75 Minute Speedboat Cruise
Duration: 75 mins
English
FromQAR 441.17
Chicago: Premier Dinner Cruise on Lake Michigan
Duration: 150 mins
FromQAR 490.20
Big Bus Chicago: Hop-on Hop-off Bus Tour
Duration: 2 hrs
English
FromQAR 163.04
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromQAR 322.80
Chicago: Skyline Lake Tour
Duration: 45 mins
English
FromQAR 122.49
Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch
Duration: 2 hrs
FromQAR 352.04
Lake Michigan: Premier Brunch or Lunch Cruise
Duration: 2 hrs
FromQAR 341.66
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 260.82
Chicago: Guided Food Tasting + Bike Tour
Duration: 4 hrs
English
FromQAR 322.80
Chicago: Guided Food Tour + Bike or Kayak Rental
Duration: 150 mins
English
FromQAR 307.88
Chicago: Family & Food Guided Bike Tour
Duration: 4 hrs
English
FromQAR 289.77
Chicago: Food Tour + Bike or Kayak Rental
Duration: 5 hrs
English
FromQAR 355.91
Bite into Chicago: Discover the City’s Most Iconic Food
Duration: 2 hrs
4.7/5
Great· 86 reviews
FromQAR 278.85