A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

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Check availability on Rush Street Romantic Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Rush Street romantic hotels

A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.
A spacious living room with a view of the ocean, a chandelier, and a traditional red cabinet.
A grand lobby with a chandelier, a reception desk, and a seating area with sofas and chairs.
A luxurious lobby with a central fountain, seating areas, and a high ceiling with skylights.

1. The Drake

The Drake
Downtown Chicago
United States
Carrie
£154
includes taxes & fees
1 Nov - 2 Nov
The Drake
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

2. The Wade

The Wade
Downtown Chicago
United States
Erin
£128
includes taxes & fees
1 Nov - 2 Nov
The Wade
A spacious lobby with a central coffee table, sofas, and a large mirror.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.
A spacious lobby with high ceilings, large arched windows, and a grand staircase.

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Marta
£129
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection Ambassador Gold Coast
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.
A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

4. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Shanequa
£232
includes taxes & fees
4 Oct - 5 Oct
Sable at Navy Pier Chicago, Curio Collection by Hilton
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.
Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.
A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.
A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

5. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Guadalupe
£115
includes taxes & fees
1 Nov - 2 Nov
Congress Plaza Hotel
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.
A person pouring a drink into a glass with ice and an orange slice garnish.

6. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Netherlands
Shyreen
£136
includes taxes & fees
25 Oct - 26 Oct
Hotel Felix River North/Magnificent Mile
A historic building with a glass entrance, large columns, and decorative planters with flowers.
A hotel lobby with a check-in counter, seating area, and a large potted plant.
A bar area with a variety of liquor bottles, a television screen, and colorful bar stools.
A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.

7. Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
United States
Maximiliano
£118
includes taxes & fees
1 Nov - 2 Nov
Warwick Allerton - Chicago
Lobby
Exterior
A hotel room with a large window, a bed, a desk, a chair, and a lamp.
A tall, modern hotel with a brick facade and numerous windows.

8. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Downtown Chicago
United States
Anand
£105
includes taxes & fees
2 Nov - 3 Nov
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.
A bar area with a long counter, multiple liquor bottles, and a variety of glasses.
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

9. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
John
£163
includes taxes & fees
29 Oct - 30 Oct
Hilton Vacation Club Hotel Blake Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.
A modern interior with a dining area, sofas, and artwork on the walls.
A hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.
A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.

10. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Adhba
£102
includes taxes & fees
2 Nov - 3 Nov
Hotel Saint Clair- Magnificent Mile
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Top Rush Street Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great hotel right by the river, clean and spacious rooms"
Chris 2-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Slight wear and tear on the furniture dates the place and I wish the rooms were brighter, but excellent location and great value. Loved the shower!"
Kholood 2-night trip
Posted 1 hour ago
Eurostars Magnificent Mile
The Wade

The Wade

10/10 Excellent
"Great property and location! Thanks staff for enjoyable stay!"
Arnold 3-night trip
Posted 3 hours ago
The Wade
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Older hotel. Everything seemed tight (room, hallways, elevator. Sometimes it takes a while for valet since the drivers had to manage two hotels, averaging around 10-15min. The staff were very friendly though. Would I stay here again? Probably not."
Choua 2-night trip
Posted 18 hours ago
Hotel Saint Clair- Magnificent Mile
Freehand Chicago

Freehand Chicago

10/10 Excellent
"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"
Paul 1-night trip
Posted 21 hours ago
Freehand Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Hotel was very clean, grateful housekeeping came in everyday and provided clean towels. Room view was very nice and as advertised."
Erica 4-night trip
Posted 2 days ago
The Royal Sonesta Chicago Downtown

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