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

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Check availability on Rush Street Romantic Hotels

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

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 coastal cityscape with a beach, high-rise buildings, and lush greenery.
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.

1. The Drake

The Drake
Downtown Chicago
United States
Carrie
NT$5,460
NT$6,492 total
includes taxes & fees
Nov 2 - Nov 3
The Drake
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
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 rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

2. The Wade

The Wade
Downtown Chicago
United States
Erin
NT$4,066
NT$4,834 total
includes taxes & fees
Nov 1 - Nov 2
The Wade
A spacious lobby with a central coffee table, sofas, and a large mirror.
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.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Marta
NT$4,555
NT$5,416 total
includes taxes & fees
Nov 2 - Nov 3
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 modern living room with a large window overlooking a body of water, a tripod, and a sofa.
A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.
A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Shanequa
NT$7,331
NT$9,820 total
includes taxes & fees
Oct 4 - Oct 5
Sable at Navy Pier Chicago, Curio Collection by Hilton
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.
A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.
Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.
A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

5. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Guadalupe
NT$4,062
NT$4,830 total
includes taxes & fees
Nov 2 - Nov 3
Congress Plaza Hotel
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A person pouring a drink into a glass with ice and an orange slice garnish.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.

6. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Netherlands
Shyreen
NT$3,451
NT$5,169 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Felix River North/Magnificent Mile
A historic building with a glass entrance, large columns, and decorative planters with flowers.
A bar area with a variety of liquor bottles, a television screen, and colorful bar stools.
A hotel lobby with a check-in counter, seating area, and a large potted plant.
A spacious lobby with a checkered floor, colorful seating, and large windows.

7. Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
United States
Maximiliano
NT$3,400
NT$4,982 total
includes taxes & fees
Nov 1 - Nov 2
Warwick Allerton - Chicago
Lobby
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.
A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

8. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Downtown Chicago
United States
Anand
NT$3,696
NT$4,394 total
includes taxes & fees
Nov 2 - Nov 3
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.
Front of property

9. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
John
NT$5,475
NT$6,510 total
includes taxes & fees
Nov 3 - Nov 4
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 laundry area with a washing machine, a dryer, and an ice dispenser.
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
NT$3,534
NT$4,272 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Saint Clair- Magnificent Mile
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Top Rush Street Hotel Reviews

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