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Chicago for couples

Rediscover love in Chicago with our curated experiences and tours tailor-made for couples. Be it something adventurous or romantic, we’ve got you covered.
Couple enjoying a playful moment on a European city street.

Top experiences in Chicago

Free cancellation
Odyssey Chicago River boat cruising on the Chicago River with city skyline.
Sightseeing Cruises
Odyssey Chicago River Architecture Dinner Cruise
NEW
from
$176.32
Odyssey Chicago River Architecture Dinner Cruise. Rated 0 out of 5 from 0 ratings.From $176.32
Free cancellation
Guests dining on Odyssey Lake Michigan Dinner Cruise at sunset.
Dinner Cruises
Odyssey Lake Michigan Dinner Cruise
NEW
from
$135.31
Odyssey Lake Michigan Dinner Cruise. Rated 0 out of 5 from 0 ratings.From $135.31
Free cancellation
Cruise boat on Lake Michigan with Chicago skyline at sunset.
Sightseeing Cruises
90-min Scenic Sunset Lake Michigan Cruise
4.9(17)
$45
90-min Scenic Sunset Lake Michigan Cruise. Rated 4.9 out of 5 from 17 ratings.From $45
Selling out fast
View from Willis Tower Skydeck in Chicago at sunset.
Observation Decks
Chicago Night Tour with Skydeck & Architecture Cruise
NEW
$169
Chicago Night Tour with Skydeck & Architecture Cruise. Rated 0 out of 5 from 0 ratings.From $169
Free cancellation
Guests enjoying drinks on a Lake Michigan dinner cruise with Chicago skyline in the background.
Dinner Cruises
Lake Michigan Dinner Cruise
NEW
from
$172.08
Lake Michigan Dinner Cruise. Rated 0 out of 5 from 0 ratings.From $172.08

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