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Top picks for Chicago

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

Trip.com offers 52022 in Chicago

Q: What are the best in Chicago?

Chicago Crime and Mob Bus Tour Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929 Go City Chicago Explorer Pass - Go City Chicago Explorer Pass

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Trip.comChicago

Attractions & Tours category

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52022 results for Chicago

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Recommended

Chicago Crime and Mob Bus Tour

91.4% of travelers recommend
4.7/5
Great· 1.6k reviews
From€41.63
Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
5.0/5
Excellent· 1 review
From€43.11
Go City Chicago Explorer Pass - Go City Chicago Explorer Pass
󱩳Explore this city at your own pace with an exploration pass.
City passes
Book now for today
From€71.32
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
From€71.36
Chicago River 90-Minute Architecture Tour

92.2% of travelers recommend
4.7/5
Great· 4.3k reviews· 100+ booked
From€38.23
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
From€79.87€84.08
Chicago River 45-Minute Architecture Tour from Magnificent Mile
󱲌
24 consecutive positive reviews
4.7/5
Great· 1.4k reviews· 100+ booked
From€23.79
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
From€24.61
Chicago City Tour with Architecture River Cruise Option
󱲌
44 consecutive positive reviews
4.8/5
Great· 682 reviews
From€41.59
Closed Today
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
FromEUR31.41EUR40
Open
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
9% off
FromEUR22.29EUR24.76
Open
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
5% off
FromEUR24.33EUR25.61
Closed Today
Field Museum
7.4
No. 4 of Best Things to Do in Chicago
󱖀
Book now for tomorrow
Museums
󱀬Cook County
1.7 km from downtown
4.7/5
· 320 reviews
11% off
FromEUR22.78EUR25.67
Open
Grant Park
7.3
No. 5 of Best Things to Do in Chicago
󱖀
Natural scenery
Night view
󱀬Cook County
943.7m from downtown
4.3/5
· 117 reviews
Chicago Film and TV Tour: Skyscraper Light and Shadow 1-day Tour
󱩳Today you will step onto the streets that inspired Gotham City in "The Dark Knight," experiencing the mystery and solemnity beneath Gothic architecture.
FromEUR107.12
Open
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
Free
Chicago City Tour with Architecture River Cruise Option
Book now for tomorrow
Conditional cancellation
FromEUR41.77
Chicago: Highlights & Attractions Walking Tour
FromEUR43.07
Chicago CityPASS
󱲌
24 consecutive positive reviews
City passes
5.0/5
Excellent· 24 reviews· 200+ booked
FromEUR119.44
Open
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
FromEUR36.07EUR44
Scenic Chicago Night Tour
FromEUR146.69
Open
Shoreline Sightseeing
5.9
No. 9 of Best Things to Do in Chicago
󱖀
Boat tour
Sightseeing bus
󱀬Cook County
1.5 km from downtown
4.4/5
· 17 reviews
FromEUR41.64
Hidden In Plain Sight: Chicago Prohibition Tour
FromEUR35.17
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
FromEUR30.91
Open
Skydeck Chicago
5.9
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
FromEUR36.07EUR44
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
FromEUR111.97
1-day tour of Chicago, USA
󱱒
76 travelers saved
4.5/5
Excellent· 4 reviews
FromEUR127.97
Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
FromEUR76.78
Open
Millennium Park
5.9
2026 Americas 50 - Night Attractions
󱖀
Night view
󱀬Cook County
777.1m from downtown
4.6/5
· 595 reviews
Free
Explore Chicago’s Hidden Past: Prohibition Culture & Architecture
Book now for today
Conditional cancellation
FromEUR42.63

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Frequently asked questions about Chicago

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Trip.com Picks

Popular Chicago Tours

Best Chicago Experiences

Popular Activities

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

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Reviews/Trip Moments

★

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 architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929

Guest User2025-10-26

very nice view, detailed explanation of buildings of Chicago. I recommend late afternoon or evening time to jump on the cruise

★

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 River 90-Minute Architecture Tour

Guest User2025-12-17

It was really, really great ㅠ The highlight of my trip to Chicago.. This is almost 80% of my memories of Chicago and I have no regrets. The buildings are really big and pretty. Make memories.

★

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!

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