Find deals on over 190 top-rated, price matched, things to do close to $100 around Illinois and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

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
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
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
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
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
White & Black Desert Camping Tour 2 Days 1 Night From Cairo
Cairo, Egypt
4.9 (340)
from $120
Much loved
2-hour Guided Segway Tour Of Chicago
Chicago, Illinois, United States
4.8 (430)
from $65
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
Much loved
#1 Art Institute Of Chicago Skip-the-line Exclusive Guided Tour
Chicago, Illinois, United States
5.0 (200)
from $91
Indoor Skydiving
Much loved
Chicago-rosemont Indoor Skydiving With Two Flights
Chicago, Illinois, United States
4.3 (29)
from $97
Much loved
Chicago Lincoln Park Indoor Skydiving With Two Flights
Chicago, Illinois, United States
4.6 (66)
from $103
Likely to sell out
Full Day Dunn's River And Blue Hole With Lunch
Trelawny, Jamaica
5.0 (1)
from $135
Often booked
Chicago Candle Making Class On Magnificent Mile
Chicago, Illinois, United States
4.5 (14)
from $75
Chicago Explorer Pass: 25+ Things To Do - Includes Skydeck
Chicago, Illinois, United States
3.9 (330)
from $84
Everyone is welcome, including Public Enemies
Much loved
Chicago Night Crimes Tour By Bus
Chicago, Illinois, United States
4.8 (430)
from $55
Bikes, Bites, Brews
Often booked
Bikes, Bites, And Brews: Chicago's Signature Dishes Bike Tour
Chicago, Illinois, United States
4.9 (620)
from $89
Chicago River Boat Tour & Hop-on Hop-off Bus Tour (save 20%)
Chicago, Illinois, United States
4.1 (12)
from $99
Chicago Food Tour
Much loved
Bite Into Chicago: Discover The City’s Most Iconic Food
Chicago, Illinois, United States
4.7 (73)
from $77
Spirit of Chicago
Chicago Buffet Lunch Cruise On Lake Michigan
Chicago, Illinois, United States
3.9 (320)
from $66
Bike Tour
Often booked
Chicago's Ultimate City Bike Tour
Chicago, Illinois, United States
4.9 (170)
from $55
Buckingham Fountain at twilight!
Often booked
Chicago Landmarks & Museum Campus Small Group Segway Tour
Chicago, Illinois, United States
5.0 (220)
from $64
Lake Michigan Fireworks Cruise In Chicago
Chicago, Illinois, United States
4.1 (89)
from $50
Often booked
Bike Tour Of Chicago's Lakefront Neighborhoods
Chicago, Illinois, United States
4.9 (220)
from $55
Often booked
Private Arrival Transfer From Chicago Airports (ord) (mdw)
Chicago, Illinois, United States
3.7 (190)
from $90
Chicago Murder Mystery Food Tour
Chicago, Illinois, United States
5.0 (10)
from $82
Chicago Hauntings Original Ghost Bus Tour
Chicago, Illinois, United States
3.7 (140)
from $59
Much loved
Downtown Chicago Walking Pizza Tour
Chicago, Illinois, United States
5.0 (88)
from $69
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
Chicago Gangsters Tour - Colorful History and Dark Past
Likely to sell out
Chicago Gangsters Tour - Colorful History And Dark Past
Chicago, Illinois, United States
New
from $99