Find deals on over 140 top-rated, price matched, things to do close to $50 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 (1.9K)
45 minutes
from $28
360CHI
Often booked
360 Chicago Observation Deck Admission
Chicago, Illinois, United States
3.9 (940)
1 to 4 hours
from $30
Lineup with Capone and Dillinger!
Often booked
Chicago Crime And Mob Bus Tour
Chicago, Illinois, United States
4.6 (2.7K)
1 hour, 30 minutes to 2 hours
from $49
Skydeck Chicago Admission Ticket
Chicago, Illinois, United States
4.2 (1.5K)
1 hour, 30 minutes to 2 hours
from $44
Much loved
Flyover In Chicago
Chicago, Illinois, United States
4.8 (270)
30 minutes
from $39
Al Capone
Often booked
Chicago: Gangsters And Ghosts Walking Tour
Chicago, Illinois, United States
4.8 (7.1K)
2 hours
from $35
Chicago's Secret Interiors Architectural Tour
Often booked
Chicago's Secret Interiors Architectural Walking Tour
Chicago, Illinois, United States
4.9 (600)
2 hours
from $29
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 (340)
1 hour, 30 minutes
from $45
Often booked
Big Bus Chicago: Hop-on Hop-off Sightseeing Tour By Open-top Bus
Chicago, Illinois, United States
3.9 (2K)
2 hours
from $50
Field Museum
Often booked
Field Museum Of Natural History Admission Tickets
Chicago, Illinois, United States
4.5 (390)
4 hours
from $29
Often booked
Lake Michigan Skyline Cruise In Chicago
Chicago, Illinois, United States
4.5 (760)
30 minutes
from $33
Gangsters and Ghosts Bus tour
Often booked
Chicago Gangsters And Ghosts Luxury Minibus Tour
Chicago, Illinois, United States
4.9 (38)
2 hours
from $65
Often booked
360 Chicago Observation Deck Sip And View Ticket
Chicago, Illinois, United States
4.2 (37)
2 hours
from $44
Museum Of Ice Cream Chicago
Chicago, Illinois, United States
3.4 (220)
45 minutes to 1 hour, 30 minutes
from $43
Riverwalk Food Tour of Chicago
Likely to sell out
Often booked
Chicago River Architecture Tour With Small Boat Upgrade Option
Chicago, Illinois, United States
4.8 (820)
1 hour, 30 minutes
from $49
Much loved
Chicago City Minibus Tour
Chicago, Illinois, United States
4.9 (310)
2 hours
from $48
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)
1 hour, 30 minutes
from $45
Cocktail Cruise
Likely to sell out
Often booked
Chicago River Cocktail Cruise
Chicago, Illinois, United States
4.5 (86)
1 hour, 30 minutes
from $59
Often booked
2-hour Guided Segway Tour Of Chicago
Chicago, Illinois, United States
4.8 (420)
2 hours
from $65
Often booked
Field Museum Of Natural History All-access Pass
Chicago, Illinois, United States
4.6 (110)
1 to 8 hours
from $41
Much loved
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Chicago, Illinois, United States
5.0 (1K)
2 hours
from $35
Much loved
Chicago Architecture Tour: Underground Pedway And The Loop
Chicago, Illinois, United States
4.9 (230)
2 hours
from $35
Trickery Chicago Magic Show
Chicago, Illinois, United States
4.9 (59)
1 to 2 hours
from $41
Much loved
Medieval Torture Museum Ticket With Audio Guide And Ghost Hunting
Chicago, Illinois, United States
4.8 (690)
1 hour, 30 minutes
from $34
Much loved
Chicago's Delicious Donut Adventure With Underground Donut Tour
Chicago, Illinois, United States
4.9 (1.2K)
1 hour, 30 minutes to 2 hours
from $65
Drunk Shakespeare Ticket – Chicago
Chicago, Illinois, United States
4.6 (150)
1 hour, 30 minutes
from $29
Mission: Mars
Much loved
The Escape Game Chicago: Epic 60-minute Adventures In River North
Chicago, Illinois, United States
4.9 (190)
1 hour, 15 minutes
from $47
Much loved
Chicago City Tour With Architecture River Cruise Option
Chicago, Illinois, United States
4.8 (650)
2 to 4 hours
from $48
Much loved
Chicago Murder Mystery Tour
Chicago, Illinois, United States
5.0 (450)
2 hours
from $35
Chicago Hauntings Original Ghost Bus Tour
Chicago, Illinois, United States
3.7 (140)
3 hours
from $59
Bike Tour
Much loved
Chicago's Ultimate City Bike Tour
Chicago, Illinois, United States
4.9 (170)
3 hours
from $55
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)
1 hour, 30 minutes
from $45
A piece of cheese showing what I look for to tell your fortune.
Fortune Reading With Cheese In Chicago
Chicago, Illinois, United States
5.0 (4)
1 hour
from $60
Chicago River Sunday Funday Mimosa Or Bloody Mary Party Cruise
Chicago, Illinois, United States
4.1 (15)
1 hour, 30 minutes
from $35
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 (7.2K)
1 hour, 30 minutes
from $45
Chicago River Cruise
Often booked
Chicago Architecture River Cruise
Chicago, Illinois, United States
4.8 (14K)
1 hour
from $49
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