Find deals on over 150 top-rated, price matched, things to do close to $100 around Chicago and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.
Often booked
Big Bus Chicago: Hop-on Hop-off Sightseeing Tour By Open-top Bus
Chicago, Illinois,
United States
from $53
Much loved
Chicago In A Day: Explore Food, History, And Iconic Architecture
Chicago, Illinois,
United States
from $101
Often booked
Skip-the-line: Art Institute Of Chicago Guided Tour
Chicago, Illinois,
United States
from $74
Chicago Premier Plus Brunch Cruise On The Chicago River
Chicago, Illinois,
United States
from $110
Much loved
Chicago's Delicious Donut Adventure With Underground Donut Tour
Chicago, Illinois,
United States
from $65
Much loved
#1 Art Institute Of Chicago Skip-the-line Exclusive Guided Tour
Chicago, Illinois,
United States
from $91
Chicago River Boat Tour & Hop-on Hop-off Bus Tour (save 20%)
Chicago, Illinois,
United States
from $99
Often booked
Chicago Perfume Making Classes On Magnificent Mile
Chicago, Illinois,
United States
from $85
Likely to sell out
Much loved
Bite Into Chicago: Discover The City’s Most Iconic Food
Chicago, Illinois,
United States
from $77
Often booked
Bikes, Bites, And Brews: Chicago's Signature Dishes Bike Tour
Chicago, Illinois,
United States
from $89
Chicago Explorer Pass: 25+ Things To Do - Includes Skydeck
Chicago, Illinois,
United States
from $84
Likely to sell out
Much loved
Chicago Lincoln Park Indoor Skydiving With Two Flights
Chicago, Illinois,
United States
from $103
Much loved
Chicago-rosemont Indoor Skydiving With Two Flights
Chicago, Illinois,
United States
from $97
Much loved
#1 Art Institute Of Chicago | Satisfaction Guaranteed | 12ppl Max
Chicago, Illinois,
United States
from $91
Chicago To Milwaukee:day Trip With Brewery Tour & City Highlights
Chicago, Illinois,
United States
from $125
Often booked
Private Departure Transfer To Chicago Airports (ord)(mdw)
Chicago, Illinois,
United States
from $90
Likely to sell out
Often booked
Chicago Landmarks & Museum Campus Small Group Segway Tour
Chicago, Illinois,
United States
from $64
Often booked
Chicago Architecture Center River Cruise Aboard First Lady
Chicago, Illinois,
United States
from $56
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