Find deals on over 460 top-rated, price matched, things to do around Chicago and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

Experience Chicago's amazing history and architecture.
Likely to sell out
Often booked
Chicago River 45-minute Architecture Tour From Magnificent Mile
Chicago, Illinois, United States
4.7 (2.1K)
from $28
360CHI
Often booked
360 Chicago Observation Deck Admission
Chicago, Illinois, United States
3.9 (990)
from $30
Often booked
Skydeck Chicago Admission Ticket
Chicago, Illinois, United States
4.2 (1.6K)
from $44
Lineup with Capone and Dillinger!
Often booked
Chicago Crime And Mob Bus Tour
Chicago, Illinois, United States
4.6 (2.8K)
from $49
360 panoramic views of Lake Michigan at sunset.
Likely to sell out
Often booked
Lake Michigan Sunset Cruise In Chicago
Chicago, Illinois, United States
4.5 (1.2K)
from $45
Tastes of Chicago
Much loved
Chicago Favorites Ultimate Food And Walking Tour
Chicago, Illinois, United States
4.8 (1.5K)
from $85
Often booked
Big Bus Chicago: Hop-on Hop-off Sightseeing Tour By Open-top Bus
Chicago, Illinois, United States
3.9 (2K)
from $53
Museum Of Ice Cream Chicago
Chicago, Illinois, United States
3.5 (270)
from $43
Much loved
Flyover In Chicago
Chicago, Illinois, United States
4.7 (300)
from $39
Skydeck Chicago
Chicago Citypass®
Chicago, Illinois, United States
4.4 (490)
from $142
Often booked
Lake Michigan Skyline Cruise In Chicago
Chicago, Illinois, United States
4.5 (760)
from $33
Chicago Premier Plus Brunch Cruise On The Chicago River
Chicago, Illinois, United States
4.3 (10)
from $110
Much loved
Chicago's Chinatown Food And Walking Tour
Chicago, Illinois, United States
4.9 (400)
from $80
Learn from a pro and discover the world of spray paint!
Byob Spray Paint 'n' Sip At Studio W.i.p. Chicago
Chicago, Illinois, United States
4.8 (350)
from $45
Often booked
Chicago Architectural River Cruise
Chicago, Illinois, United States
4.7 (750)
from $50
Total Chicago: From Architecture to Food
Much loved
Chicago In A Day: Explore Food, History, And Iconic Architecture
Chicago, Illinois, United States
4.9 (960)
from $101
Experience Chicago and Lake Michigan on this world famous tour.
Likely to sell out
Often booked
Chicago Lake And River Architecture Tour
Chicago, Illinois, United States
4.7 (2K)
from $45
Field Museum
Often booked
Field Museum Of Natural History Admission Tickets
Chicago, Illinois, United States
4.5 (410)
from $29
36 Passenger Barrel Bus
Likely to sell out
Much loved
Chicago Craft Brewery Barrel Bus Tour
Chicago, Illinois, United States
4.9 (290)
from $100
Often booked
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Chicago, Illinois, United States
5.0 (1.1K)
from $35
Much loved
Chicago's Delicious Donut Adventure With Underground Donut Tour
Chicago, Illinois, United States
4.9 (1.2K)
from $65
Guide discussing A Sunday on La Grande Jatte
Often booked
Skip-the-line: Art Institute Of Chicago Guided Tour
Chicago, Illinois, United States
5.0 (200)
from $74
Sip and View
Often booked
360 Chicago Observation Deck Sip And View Ticket
Chicago, Illinois, United States
4.0 (45)
from $44
Much loved
Chicago City Tour With Architecture River Cruise Option
Chicago, Illinois, United States
4.8 (650)
from $49
Chicago Gourmet Dinner Cruise On Lake Michigan
Chicago, Illinois, United States
3.6 (340)
from $140
Perfect for Girls' Night!
Often booked
Chicago Perfume Making Classes On Magnificent Mile
Chicago, Illinois, United States
4.8 (13)
from $85
Much loved
2-hour Guided Segway Tour Of Chicago
Chicago, Illinois, United States
4.8 (430)
from $65
Much loved
Chicago City Minibus Tour
Chicago, Illinois, United States
4.9 (340)
from $48
Chicago Pizza Tour
Much loved
Chicago Pizza Tour
Chicago, Illinois, United States
4.9 (410)
from $89
Much loved
Chicago Walking Food Tour With Secret Food Tours
Chicago, Illinois, United States
4.9 (680)
from $89
Likely to sell out
Much loved
African American Heritage Tour Of Chicago
Chicago, Illinois, United States
4.6 (74)
from $125
Chicago Helicopter 10-minute Tour For Up To Three Passengers
Chicago, Illinois, United States
4.2 (12)
from $375
Much loved
#1 Art Institute Of Chicago Skip-the-line Exclusive Guided Tour
Chicago, Illinois, United States
5.0 (200)
from $91
Often booked
Chicago Candle Making Class On Magnificent Mile
Chicago, Illinois, United States
4.5 (14)
from $75
Experience Chicago on this world famous tour. .
Likely to sell out
Often booked
Chicago River 90-minute Architecture Tour
Chicago, Illinois, United States
4.7 (7.3K)
from $45
Chicago River Cruise
Often booked
Chicago Architecture River Cruise
Chicago, Illinois, United States
4.8 (14K)
from $49