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Private and cozy hotels in Chicago for couples (September 2025)
Chicago offers a variety of accommodations suitable for couples seeking privacy, including cozy private rooms and apartments. Many options are located near popular attractions like museums, parks, and the lakefront, providing a romantic and convenient stay.
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85% Match










Hollywood Rentals LLC
1656 West Hollywood Avenue, Chicago IL 60660

Storied Collection:
private
cozy
couples
This guest house offers a **private and cozy** atmosphere ideal for couples, with units featuring **air conditioning** and some with a well-equipped kitchen for added comfort. Its location in Chicago provides easy access to popular attractions like Loyola University and Wrigley Field, enhancing the romantic getaway experience.... Read more
6.8
Pleasant
(427 reviews)
Matched amenities:
Non-smoking rooms
Non-smoking throughout
Private check-in/check-out
Daily housekeeping
Smoke alarms










Farwell dream
1509 West Farwell Avenue, Chicago IL 60626

Storied Collection:
... Read more
6.1
Pleasant
(208 reviews)










Chateau de Woodlawn - Room II - Le Parisienne
6554 South Rhodes Avenue 1, Chicago IL 60637

Storied Collection:
... Read more
8.8
Very Good
(12 reviews)










Rodeway Inn
5952 North Lincoln Avenue, Chicago IL 60659

Storied Collection:
... Read more
6.4
Pleasant
(536 reviews)









Afrique Francaise de Woodlawn 2
6554 South Rhodes Avenue 2, Chicago IL 60637

Storied Collection:
... Read more
9.0
Very Good
(5 reviews)
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