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Hotels in Chicago including The Wit for June 2025 romantic getaway

The Wit Hotel in Chicago offers a modern and stylish stay in the heart of downtown, close to the Magnificent Mile and major attractions like Millennium Park and the Chicago Riverwalk. Guests can enjoy contemporary amenities, rooftop dining, and easy access to shopping, dining, and entertainment options.
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90% Match
LondonHouse Chicago, Curio Collection by Hilton
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85 East Wacker Drive , Chicago IL 60601
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Storied Collection:
romantic
rooftop bar
Chicago skyline
LondonHouse Chicago is an excellent choice for a romantic getaway with its **tri-level rooftop bar** offering stunning views of the Chicago River and skyline, perfect for a romantic evening. The spacious rooms with some featuring **Chicago skyline and historic landmark views** add to the romantic ambiance, and the on-site LH restaurant with a terrace under the domed cupola provides a unique dining experience.... Read more
9.0
Very Good
(882 reviews)
Matched amenities:
RestaurantRestaurant
Room serviceRoom service
BarBar
24-hour front desk24-hour front desk
Non-smoking roomsNon-smoking rooms
Lowest price
Booking
/night
Available from:Jun 19-22
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90% Match
Eurostars Magnificent Mile
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660 North State Street, Chicago IL 60654
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Storied Collection:
romantic getaway
central location
modern rooms
This hotel is ideal for a **romantic getaway** in Chicago, located in the heart of the city near the luxury shops of the Magnificent Mile, perfect for couples looking to explore and enjoy a vibrant urban setting. The **modern rooms** with floor-to-ceiling windows and a minibar with chilled wine add a special touch for romance, while the on-site fitness centre and concierge services enhance the overall experience.... Read more
8.5
Very Good
(3379 reviews)
Matched amenities:
ParkingParking
Meeting/banquet facilitiesMeeting/banquet facilities
24-hour front desk24-hour front desk
SaunaSauna
Fitness centreFitness centre
Lowest price
Booking
/night
Available from:Jun 19-22
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85% Match
Warwick Allerton Chicago
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701 North Michigan Avenue, Chicago IL 60611
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Storied Collection:
romantic getaway
Magnificent Mile
historic architecture
This hotel is located in the heart of downtown Chicago on the Magnificent Mile, offering a **romantic getaway** with stylish rooms and spectacular views. It features **historic architecture**, on-site dining, and a 24-hour fitness center, making it ideal for couples looking for a blend of comfort and charm.... Read more
8.1
Very Good
(6862 reviews)
Matched amenities:
BarBar
Non-smoking roomsNon-smoking rooms
Family roomsFamily rooms
Internet servicesInternet services
WiFiWiFi
Lowest price
19% off
Booking
/night
Available from:Jun 19-22
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85% Match
Hotel Saint Clair - Magnificent Mile
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162 East Ontario Street, Chicago IL 60611
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Storied Collection:
romantic
city views
central location
This hotel is ideal for a romantic getaway in Chicago due to its **historic European-style charm** and **beautiful city views**. Its location just 1 block from the Magnificent Mile and close proximity to popular attractions like Navy Pier and the Shedd Aquarium make it perfect for couples wanting to explore the city.... Read more
7.6
Good
(4650 reviews)
Matched amenities:
RestaurantRestaurant
Pets allowedPets allowed
BarBar
24-hour front desk24-hour front desk
Non-smoking roomsNon-smoking rooms
Lowest price
Booking
/night
Available from:Jun 19-22
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85% Match
Congress Plaza Hotel Chicago
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520 South Michigan Avenue, Chicago IL 60605
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Storied Collection:
romantic getaway
city views
historic ambiance
Congress Plaza Hotel is an excellent choice for a romantic getaway in Chicago, offering **elegant and historic ambiance** right across from Millennium Park and Michigan Avenue. The hotel features **stunning city and lake views**, on-site dining with American classics, and comfortable, spacious rooms that enhance the romantic experience.... Read more
7.4
Good
(6506 reviews)
Matched amenities:
RestaurantRestaurant
Room serviceRoom service
BarBar
24-hour front desk24-hour front desk
Non-smoking roomsNon-smoking rooms
Lowest price
Booking
/night
Available from:Jun 19-22
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