Go City Chicago Explorer Pass: Choose from 39 Attractions
מ84 $
— For two
Romantic שיקגו for couples
Plan an unforgettable trip for two. We've pulled the highest-rated experiences in שיקגו — sunset cruises, private dinners, rooftop viewpoints, and intimate shows — all rated 4.5 stars or higher by real couples.
See all שיקגו
Date-night approved, top-rated.
Matches
117
City
שיקגו
Total in city
117
Min rating
4.5
About this list
Why this shortlist
שיקגו is one of the world's great date-night cities, and the shortlist below reflects it. Every experience here has been rated 4.5★ or higher, which means real couples went, loved it, and said so afterwards.
Book any of them in under two minutes with free cancellation on most options. Anniversary, proposal, or just a Friday night — you're covered.
Shortlist
Romantic שיקגו for couples
Skydeck Chicago: Entry Ticket
מ36.07 €
45-min Chicago River Architecture Cruise by Wendella
מ28 $
The Art Institute of Chicago: Fast Pass
מ40 $
90-min Chicago River Architecture Cruise by Wendella
מ45 $
Big Bus: Chicago Hop-on Hop-off Bus Tour
מ49 $
The Field Museum of Natural History: Entry Ticket
מ29 $
Skydeck Chicago Tickets
מ42.33 $
360 Chicago Observation Deck Skip-the-Line Tickets
מ30 $
360 Chicago Observation Deck: Entry Ticket
מ30 $
The Field Museum of Natural History: Pass
מ42 $
Chicago: Architecture River Cruise from Navy Pier
מ39 $
Official Chicago Architecture Cruise by First Lady
מ57 $
Chicago C3® CityPASS®: 3 Attractions of your choice
מ109 $
Chicago: Architecture River Cruise from Michigan Avenue
מ46 $
Chicago: 45 Minute Architectural Sightseeing Cruise
מ28 $
Museum Of Contemporary Art (MCA): Entry Ticket
מ22 $
90-min Chicago River and Lake Michigan Architecture Cruise by Wendella
מ45 $
Lake Michigan & Chicago River: 1.5-Hr Sightseeing Cruise
מ46 $
Navy Pier Centennial Wheel: Entry Ticket
מ21.1 €
Museum of Illusions Chicago: Entry Ticket
מ43 $
Chicago Skyline Lake Tour
מ32.5 $
Museum of Ice Cream Chicago: Entry Ticket
מ43 $
Chicago Architecture Evening Cruise by Shoreline
מ46 $
Before you book
FAQ
- Are these experiences suitable for anniversaries or proposals?
- Yes — anything marked private or sunset is especially popular for special occasions. Get in touch after booking if you'd like to add a surprise.