Find deals on over 170 top-rated, price matched, things to do close to $150 around Chicago 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
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
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
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
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
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
Dinner on the Skydeck Ledge
Skydeck Chicago Pie In The Sky Dining Experience
Chicago, Illinois, United States
3.6 (37)
from $154
Chicago Food Tour with The Magnificent Mile and Millennium Park
Likely to sell out
Chicago Food Tour With The Magnificent Mile And Millennium Park
Chicago, Illinois, United States
2.5 (2)
from $155
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
Beverly Hills
Likely to sell out
Much loved
Small-group Tour Of Chicago Neighborhoods - North And South Side
Chicago, Illinois, United States
4.6 (43)
from $125
Likely to sell out
Often booked
Chicago Family Food And Bike Tour With Top Attractions
Chicago, Illinois, United States
4.8 (86)
from $79
Much loved
Small-group Sightseeing Boat Tour In Chicago
Chicago, Illinois, United States
5.0 (72)
from $85
Likely to sell out
Mother's Day Signature Dinner Cruise On Lake Michigan
Chicago, Illinois, United States
3.0 (2)
from $130
Often booked
Private Departure Transfer To Chicago Airports (ord)(mdw)
Chicago, Illinois, United States
3.7 (89)
from $90
Minivan Transportation To Share
O'hare Airport Taxi (ord) To Or From Chicago Downtown
Chicago, Illinois, United States
5.0 (2)
from $130
Likely to sell out
Much loved
Chicago's West Side Foodie Ride Bike Tour
Chicago, Illinois, United States
5.0 (100)
from $99
Likely to sell out
Chicago River Architectural Lunch Cruise
Chicago, Illinois, United States
4.2 (31)
from $117
Chicago Tour - South Side
Chicago, Illinois, United States
4.6 (29)
from $125
Pilsen Neighborhood Train & Walking Tour
Likely to sell out
Chicago Foods Tour With The Loop, Skyline, Millennium Park
Chicago, Illinois, United States
5.0 (1)
from $145
Tastes of Chicago
Much loved
Chicago Favorites Ultimate Food And Walking Tour
Chicago, Illinois, United States
4.8 (1.5K)
from $85
Skydeck Chicago
Chicago Citypass®
Chicago, Illinois, United States
4.4 (490)
from $142
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
Experience Chicago Cooking Class With Deep Dish Pizza Or Pasta
Chicago, Illinois, United States
New
from $99
Tall Ship Sailing Tour In Chicago With Fireworks Display
Chicago, Illinois, United States
New
from $114