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Top Chicago Activities and Things to Do

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

Trip.com offers 24 Experiences in Chicago

Q: What are the best Experiences in Chicago?

BIG BUS Chicago hop-on hop-off bus tour Chicago River 45-min architecture cruise Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier

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

BIG BUS Chicago hop-on hop-off bus tour Chicago River 45-min architecture cruise Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier

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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 24 Experiences in Chicago on Trip.com, updated December 26, 2025, with experiences lasting from 1 to 4 hours. Find the perfect adventure for your day!

From EUR 6.63 per person, with an average total of EUR 58.54. Choose the option that suits your plan.

With 3 verified reviews, Experiences Chicago boast an average rating of 5.0.

This week's most popular Experiences: "BIG BUS Chicago hop-on hop-off bus tour", with 3 reviews and a 5 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!

80% of Chicago Experiences now offer English-speaking guides

December is perfect for visiting Chicago! Choose from Experiences available day tours, including seasonal hits like BIG BUS Chicago hop-on hop-off 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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24 results for Chicago Experiences

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BIG BUS Chicago hop-on hop-off bus tour
English
5.0/5
Excellent· 3 reviews· 61 booked
From€ 31.18
Chicago River 45-min architecture cruise
Duration: 45–60 mins
English
From€ 12.07
Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier
Duration: 1.5 hrs
English
From€ 50.32
Architecture cruise on the Chicago River from Michigan Ave
Duration: 75 mins
English
From€ 24.98
The Chicago Theatre Tour Experience
Duration: 1 hr
English
From€ 25.87
Chicago Odyssey Lake Michigan dinner cruise
English
From€ 111.98
Chicago: 90-Minute Architecture Tour on the Lake & River
Duration: 90 mins
From€ 39.08
Studio W.I.P. - Uptown Chicago: Spray Paint & Sip Urban Art Workshop
Duration: 90 mins
English
From€ 38.80
Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch
Duration: 2 hrs
From€ 73.71
Chicago: Craft Brewery Barrel Bus Tour
Duration: 225 mins
English
From€ 77.30
Chicago: Signature Dishes Bike Tour
Duration: 4 hrs
English
From€ 69.84
Big Bus Chicago: Hop-on Hop-off Bus Tour
Duration: 2 hrs
English
From€ 39.08
Restaurant Reservation Service for the Trendy Addison Restaurant in Chicago, USA
English
From€ 6.63
Reservation service for the popular Eleven Madison Park restaurant in Chicago, USA
English
From€ 6.63
Lake Michigan & Chicago River: 75 Minute Speedboat Cruise
Duration: 75 mins
English
From€ 95.08
Chicago: Premier Dinner Cruise on the Chicago River
Duration: 150 mins
From€ 153.11
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
From€ 80.78
Lake Michigan: Premier Brunch or Lunch Cruise
Duration: 2 hrs
From€ 81.90
Chicago Odyssey dinner cruise
English
From€ 145.90
Alinea, the popular restaurant in Chicago, USA - Restaurant Reservation Service
English
From€ 6.63

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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

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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