Go City Chicago Explorer Pass: Choose from 39 Attractions
از$۸۴
— For two
Romantic شیکاگو for couples
Plan an unforgettable trip for two. We've pulled the highest-rated experiences in شیکاگو — sunset cruises, private dinners, rooftop viewpoints, and intimate shows — all rated 4.5 stars or higher by real couples.
See all شیکاگو
Date-night approved, top-rated.
Matches
117
City
شیکاگو
Total in city
117
Min rating
4.5
About this list
Why this shortlist
شیکاگو 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 شیکاگو for couples
Skydeck Chicago: Entry Ticket
از€۳۶٫۰۷
45-min Chicago River Architecture Cruise by Wendella
از$۲۸
The Art Institute of Chicago: Fast Pass
از$۴۰
90-min Chicago River Architecture Cruise by Wendella
از$۴۵
Big Bus: Chicago Hop-on Hop-off Bus Tour
از$۴۹
The Field Museum of Natural History: Entry Ticket
از$۲۹
Skydeck Chicago Tickets
از$۴۲٫۳۳
360 Chicago Observation Deck Skip-the-Line Tickets
از$۳۰
360 Chicago Observation Deck: Entry Ticket
از$۳۰
The Field Museum of Natural History: Pass
از$۴۲
Chicago: Architecture River Cruise from Navy Pier
از$۳۹
Official Chicago Architecture Cruise by First Lady
از$۵۷
Chicago C3® CityPASS®: 3 Attractions of your choice
از$۱۰۹
Chicago: Architecture River Cruise from Michigan Avenue
از$۴۶
Chicago: 45 Minute Architectural Sightseeing Cruise
از$۲۸
Museum Of Contemporary Art (MCA): Entry Ticket
از$۲۲
90-min Chicago River and Lake Michigan Architecture Cruise by Wendella
از$۴۵
Lake Michigan & Chicago River: 1.5-Hr Sightseeing Cruise
از$۴۶
Navy Pier Centennial Wheel: Entry Ticket
از€۲۱٫۱
Museum of Illusions Chicago: Entry Ticket
از$۴۳
Chicago Skyline Lake Tour
از$۳۲٫۵
Museum of Ice Cream Chicago: Entry Ticket
از$۴۳
Chicago Architecture Evening Cruise by Shoreline
از$۴۶
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.