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Top picks for Chicago

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

Trip.com offers 51764 in Chicago

Q: What are the best in Chicago?

Chicago CityPASS Chicago Loop District Food Tour with Deep Dish & Beef Sandwich Chicago in a Day: Food, History & Architecture Walking Tour

Q: What are the top-rated in Chicago?

Chicago CityPASS Chicago in a Day: Food, History & Architecture Walking Tour Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929

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Trip.comChicago

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51764 results for Chicago

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Recommended

Chicago CityPASS
󱲌
24 consecutive positive reviews
City passes
5.0/5
Excellent· 24 reviews· 200+ booked
FromUS$140.00
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
󱲌
79 consecutive positive reviews
4.9/5
Excellent· 313 reviews
FromUS$87.00
Chicago in a Day: Food, History & Architecture Walking Tour
󱩳Explore Chicago's iconic architecture on foot,
5.0/5
Excellent· 18 reviews
5% off
Limited-time sale
FromUS$93.95US$98.9
Go City: Chicago Explorer Pass (Discover over 30 top attractions | 360 CHICAGO, Skydeck Chicago & more)
󱩳Save up to 50% vs buying individual tickets Go at your own pace with 30 days validity from your first attraction visit Perfect for ticking a few firm favourites off your bucket list
City passes
Book now for today
4.0/5
Good· 2 reviews· 77 booked
FromUS$84.00
Chicago: Willis Tower Skydeck and The Ledge Ticket
󱩳Download the Skydeck app for a free viewfinder which points out Chicago's most notable sights
4.5/5
Excellent· 288 reviews
5% off
Limited-time sale
FromUS$66.55US$70.06
Chicago: Sunset Kayak Tour on the Chicago River
󱩳Admire the towering Willis Tower and the Civic Opera Building
4.0/5
Good· 3 reviews
5% off
Limited-time sale
FromUS$55.39US$58.31
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
󱩳Chinese-speaking driver at a fixed price (services available in Chinese and English)
Bus tours
FromUS$94.62
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
󱩳Discover the secrets of the universe at Adler Planetarium, and more!
3.9/5
· 15 reviews
5% off
Limited-time sale
FromUS$79.72US$83.92
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
󱩳Creative cocktails, wine, and beer from our fully-stocked cash bar
4.3/5
Good· 13 reviews
5% off
Limited-time sale
FromUS$115.45US$121.53
Chicago Walk: Prohibition, Architecture & Hidden Gems
󱩳Discover Chicago's Prohibition past with expert local guides
4.5/5
Excellent· 8 reviews
5% off
Limited-time sale
FromUS$46.50US$48.95
Opening soon
The Art Institute of Chicago
8.1
No. 1 of Best Things to Do in Chicago
󱖀
Immediate access
Book now for today
Museums
Themed exhibition halls
󱀬Cook County
638.7m from downtown
4.7/5
· 467 reviews
21% off
FromUS$36.80US$47.17
Opening soon
360 CHICAGO
7.8
No. 2 of Best Things to Do in Chicago
󱖀
Immediate access
Book now for today
Night view
󱀬Cook County
2.4 km from downtown
4.8/5
· 42 reviews
8% off
FromUS$26.68US$29
Opening soon
875 North Michigan Avenue
7.8
No. 1 of Night Attractions in Chicago
󱖀
Immediate access
Book now for today
Night view
󱀬Cook County
2.4 km from downtown
4.5/5
· 243 reviews
FromUS$30.03
Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
5.0/5
Excellent· 1 review
FromUS$50.76
Opening soon
Field Museum
7.3
No. 4 of Best Things to Do in Chicago
󱖀
Book now for today
Museums
󱀬Cook County
1.7 km from downtown
4.7/5
· 320 reviews
11% off
FromUS$26.70US$30.27
Open
Grant Park
7.3
No. 5 of Best Things to Do in Chicago
󱖀
Natural scenery
Night view
󱀬Cook County
943.7m from downtown
4.4/5
· 117 reviews
1-day tour of Chicago, USA
󱱒
76 travelers saved
4.5/5
Excellent· 4 reviews
FromUS$150.00
Opening soon
Navy Pier
6.6
No. 1 of Family-friendly Attractions in Chicago
󱖀
Night view
󱀬Cook County
2.6 km from downtown
4.5/5
· 342 reviews
BIG BUS Chicago hop-on hop-off bus tour
󱩳Enjoy the beautiful scenery of Chicago on a convenient open-top double-decker bus.
Bus tours
Book now for today
5.0/5
Excellent· 3 reviews· 61 booked
FromUS$36.17
Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
FromUS$89.99
Flyover in Chicago: An Immersive Flying Theatre Experience
󱲌
28 consecutive positive reviews
4.8/5
Great· 92 reviews
5% off
Limited-time sale
FromUS$36.17US$38.08
Chicago River 45-min architecture cruise
󱩳Navigate all three branches of the Chicago River in a fully equipped vessel
Boat tours
Book now for tomorrow
FromUS$14.00
Opening soon
Willis Tower
6.4
No. 4 of Night Attractions in Chicago
󱖀
Immediate access
Book now for today
Night view
󱀬Cook County
513.4m from downtown
4.5/5
· 507 reviews
18% off
FromUS$42.51US$51.89
Chicago Crime and Mob Bus Tour

91.4% of travelers recommend
4.7/5
Great· 1.6k reviews
FromUS$49.00
Chicago Travel Photography[Driver, director and travel photographer + wedding photo, aerial photography, micro film + makeup and Clothes & Accessories+ itinerary customization]
󱩳Itinerary customization + butler service + travel photography + wedding photos + photo shoots
Photography service
Book now for today
Instant confirmation
FromUS$46.55
Architecture cruise on the Chicago River from Michigan Ave
󱩳Admire Chicago's amazing urban architecture from the Chicago River
Boat tours
Book now for tomorrow
FromUS$28.97
Opening soon
Skydeck Chicago
6.1
2026 Americas 50 - Night Attractions
󱖀
Immediate access
Book now for today
Night view
󱀬Cook County
513.4m from downtown
4.8/5
· 70 reviews
18% off
FromUS$42.51US$51.89
Chicago City Tour with Architecture River Cruise Option
󱲌
44 consecutive positive reviews
4.8/5
Great· 682 reviews
FromUS$48.95

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Day tours (118)Travel photography (2)Wi-Fi & SIM cards (26)City pass (8)Visas (3)Cultural experiences (4)Local cuisine (5)Food & drink (5)Food & drink (5)Boat experiences (4)Sports experiences (1)Outdoor experiences (1)Transport (2)

Frequently asked questions about Chicago

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What are the best in Chicago?

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What are the top-rated in Chicago?

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Trip.com Picks

Popular Chicago Tours

Best Chicago Experiences

Popular Activities

Chicago: Chinatown Food & Culture Walking Tour Chicago River 45-Minute Architecture Tour from Magnificent Mile 'Spray Paint & Sip' urban art workshop in Chicago Chicago: Loop Neighborhood Guided Walking Tour Chicago: Field Museum of Natural History Ticket or VIP Tour Original Chicago Prohibition Tour Millennium Park self-guided walking audio tour in Chicago Chicago: Moonlight Paddle Tour on the Chicago River Chicago: Museum of Ice Cream Entry Ticket Chicago River 90-Minute Architecture Tour Chicago: Highlights & Attractions Walking Tour Scenic Chicago Night Tour Bite into Chicago: Discover the City’s Most Iconic Food Chicago: 2-Hour Kayak Rental from Bridgeport Chicago Favorites Ultimate Food and Walking Tour

Chicago Connectivity Solutions Chicago Group Tours Chicago Yacht Charter Chicago Boat Tickets Food & Drink in Chicago Chicago Day Tours Chicago Local Tour Guides Chicago Walking Tours Chicago Travel Essentials Water Activities in Chicago Chicago Surfing Chicago City Pass Chicago Activities Chicago Sports & Adventure Boat Experiences in Chicago Vietnam SIM Card Guangzhou Spa & Massage Beijing Day Tours Hainan SIM Card Japan SIM Card Taiwan SIM Card Chengdu Spa & Massage Singapore Travel Essentials Shenzhen Spa & Massage Sri Lanka SIM Card Chongqing 1949 Show Ticket: Immersive Historical & Cultural Show 4-5 Hour Beijing Layover Tour to Mutianyu Great Wall Terracotta Army Tickets Private Forbidden City Tour with English Speaking Guide Bus Shared Tranfer From Huanglongjiuzhai Railway Station to Jiuzhaigou|Tikect is available Private tour from Lijiang: Jade Dragon Snow Mountain + Glacier Park Cableway + Blue Moon Valley Coconut Forest Basket Boat Ride with Meal – From Da Nang or Hoi An Ulu Temburong National Park one-day tour Shanghai Disney Resort 1-Day Ticket + 8-Premier Access + Dedicated Language Concierge Ahangama: Traditional Jewellery Making Workshop

Reviews/Trip Moments

★

Reviews: Chicago CityPASS

Guest User2025-10-07

I recommend buying it. The included items are all what I want to go to. It's better than going separately. You can use the fast lane and avoid the long queue. Please note that some items need to be booked in advance. You can go after the appointment time and you can swipe the ticket. The reservation network in China is not available, but it is no problem once you go there.

★

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 in a Day: Food, History & Architecture Walking Tour

Guest User2025-11-20

Exciting and entertaining right to the end. Rich has a lot to say and answered all questions. This tour of Chicago's culinary highlights is 100% recommended for every European!

★

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: Willis Tower Skydeck and The Ledge Ticket

Guest User2025-11-09

We loved that you could explore the 103rd floor at your leisure before heading to the ledge. We loved the views from each perspective, we got super photos and built up our confidence before stepping onto the ledge. The staff were great! So efficient and friendly. We never felt rushed. The ledge itself was very cool. A great experience and a great memory.

★

Reviews: Chicago: Sunset Kayak Tour on the Chicago River

Guest User2025-07-24

This was a fun activity that puts you right in the middle of Chicago! All of the guides are great and take their time to make sure you are comfortable before the fun starts. Highly recommend!

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