Why book activities in Chicago?
Compare curated experiences, live availability, helpful ratings, and clear inclusions before you book.
Best Activities in Chicago
Discover 51+ Chicago attraction tickets, city cards, cruises, sightseeing cruises and dinner cruises and other top-rated experiences.
51 experiences available
Things to do in Chicago
4.4
(2.1K)
· Tickets
Go City Chicago All-Inclusive Pass: Choose from 39 Attractions
From
$170.29
10% off$154.07
4.5
(2.1K)
· Tickets
Go City Chicago Explorer Pass: Choose from 39 Attractions
From
$96.00
10% off$86.86
Top Rated
4.8
(1.5K)
· Cruises
45-min Chicago River Architecture Cruise by Wendella
From
$32.00
13% off$27.87
Top Rated
4.9
(992)
· Cruises
90-min Chicago River Architecture Cruise by Wendella
From
$51.43
13% off$44.79
Top Rated
4.9
(461)
· Cruises
Official Chicago Architecture Cruise by First Lady
From
$65.14
13% off$56.73
Top Rated
4.6
(356)
· Cruises
Chicago Dinner Cruise
From
$172.79
Top Rated
4.7
(313)
· Tours
Big Bus: Chicago Hop-on Hop-off Bus Tour
From
$56.00
5% off$53.26
Top Rated
4.8
(284)
· Cruises
Lake Michigan Cruise
From
$38.86
16% off$32.55
Top Rated
4.6
(195)
· Cruises
Odyssey Lake Michigan Dinner Cruise
From
$172.79
Top Rated
4.8
(194)
· Cruises
90-min Chicago River and Lake Michigan Architecture Cruise by Wendella
From
$51.43
13% off$44.79
Free Cancellation
4.5
(193)
· Tickets
360 Chicago Observation Deck Skip-the-Line Tickets
From
$36.19
Top Rated
4.6
(176)
· Cruises
75-Minute Chicago River Architecture Cruise by Shoreline
From
$53.58
Top Rated
4.9
(142)
· Tickets
Skydeck Chicago Tickets
From
$48.37
5% off$45.83
Top Rated
4.6
(76)
· Cruises
Odyssey Chicago River Architecture Dinner Cruise
From
$194.56
Top Rated
4.8
(71)
· Cruises
90-min Scenic Sunset Lake Michigan Cruise by Wendella
From
$51.43
13% off$44.79
Top Rated
4.8
(57)
· Cruises
Sea Dog Cruise on Lake Michigan
From
$42.16
7% off$39.11
Free Cancellation
4.3
(56)
· Cruises
Chicago Fireworks Cruise
From
$216.34
Top Rated
4.7
(50)
· Boat Tours
Lake Michigan Dinner Cruise
From
$142.35
Top Rated
4.7
(48)
· City Cards
Go City - Chicago Explorer Pass (Optional Attractions)
From
$96.11
11% off$85.55
Top Rated
4.9
(47)
· Cruises
Chicago Architecture Evening Cruise by Shoreline
From
$53.58
Plan with confidence
Find flexible cancellation options, operator details, meeting points, and mobile-friendly vouchers where available.
More ways to explore
Browse sightseeing tours, attraction tickets, cultural experiences, food walks, and family-friendly activities.