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Top experiences in Chicago

41 experiences

Free cancellation
Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.
Sightseeing Cruises
90-min Chicago River Architecture Cruise by Wendella
$45
90-min Chicago River Architecture Cruise by Wendella. Rated 4.9 out of 5 from 332 ratings.From $45
Free cancellation
Chicago River cruise boat passing under a bridge with city skyline.
Sightseeing Cruises
45-min Chicago River Architecture Cruise by Wendella
from
$28
45-min Chicago River Architecture Cruise by Wendella. Rated 4.9 out of 5 from 526 ratings.From $28
Free cancellation
Guests dining on Odyssey Lake Michigan Dinner Cruise at sunset.
Dinner Cruises
Odyssey Lake Michigan Dinner Cruise
from
$136.68
Odyssey Lake Michigan Dinner Cruise. Rated 5 out of 5 from 1 ratings.From $136.68
Free cancellation
Odyssey Chicago River boat cruising on the Chicago River with city skyline.
Sightseeing Cruises
Odyssey Chicago River Architecture Dinner Cruise
from
$147.62
Odyssey Chicago River Architecture Dinner Cruise. Rated 4.9 out of 5 from 11 ratings.From $147.62
View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
Observation Decks
Skydeck Chicago Tickets
from
$42.33
Skydeck Chicago Tickets. Rated 4.6 out of 5 from 108 ratings.From $42.33
Cruise boat on Chicago River passing under Clark Street Bridge.
Sightseeing Cruises
Official Chicago Architecture Cruise by First Lady
$57
Official Chicago Architecture Cruise by First Lady. Rated 4.9 out of 5 from 46 ratings.From $57
Free cancellation
Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
Landmarks
360 Chicago Observation Deck Skip-the-Line Tickets
from
$30
360 Chicago Observation Deck Skip-the-Line Tickets. Rated 4.3 out of 5 from 147 ratings.From $30
Free cancellation
Guests enjoying drinks on a Lake Michigan dinner cruise with Chicago skyline in the background.
Dinner Cruises
Lake Michigan Dinner Cruise
from
$121.65
Lake Michigan Dinner Cruise. Rated 0 out of 5 from 0 ratings.From $121.65
Free cancellation
Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.
Sightseeing Cruises
90-min Chicago River and Lake Michigan Architecture Cruise by Wendella
$45
90-min Chicago River and Lake Michigan Architecture Cruise by Wendella. Rated 4.7 out of 5 from 56 ratings.From $45
Free cancellation
Cruise boat on Lake Michigan with Chicago skyline at sunset.
Sightseeing Cruises
90-min Scenic Sunset Lake Michigan Cruise by Wendella
$45
90-min Scenic Sunset Lake Michigan Cruise by Wendella. Rated 4.9 out of 5 from 18 ratings.From $45
Free cancellation
Family enjoying view from Chicago 360 Observation Deck with city skyline.
Observation Decks
360 Chicago Sip & View
from
$44
360 Chicago Sip & View. Rated 4.1 out of 5 from 15 ratings.From $44
Couple taking a selfie in a gallery at The Art Institute of Chicago.
Museums
The Art Institute of Chicago Tickets
$40
The Art Institute of Chicago Tickets. Rated 0 out of 5 from 0 ratings.From $40
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We curate the best ways to experience
We partner with the best
All the best options, in one place
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