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Find 5 Star Hotels in Southwest Side, IL from ￥25,340

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Check availability on Southwest Side 5 Star Hotels

Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Southwest Side 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.
A group of people on a boat with a city skyline in the background.
A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.
An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
United States
August
￥88,295
￥104,975 total
includes taxes & fees
Sep 7 - Sep 8
Four Seasons Hotel Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A modern hotel room with large floor-to-ceiling windows offering a city view.
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Jorge
￥74,573
￥88,659 total
includes taxes & fees
Aug 31 - Sep 1
Trump International Hotel & Tower Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.

3. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
United States
Christopher
￥89,568
￥106,486 total
includes taxes & fees
Sep 7 - Sep 8
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A modern bar area with a checkered floor, bar stools, and a bartender.
A modern indoor pool area with large windows, potted palm plants, and lounge chairs.
A rooftop bar with seating and a view of the city skyline at night.

4. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Justin
￥99,344
￥118,111 total
includes taxes & fees
Aug 30 - Aug 31
The Peninsula Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
A couple dining on a balcony with a cityscape view.
A bar area with a long counter, multiple stools, and a seating area with a booth.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
United States
Jim
￥91,198
￥108,426 total
includes taxes & fees
Sep 20 - Sep 21
Waldorf Astoria Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.
A modern bar area with a central bar, multiple seating options, and a large chandelier.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
United States
Eric
￥94,575
￥112,443 total
includes taxes & fees
Aug 30 - Aug 31
The Ritz-Carlton, Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.
A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.
A modern lobby with a sofa, a coffee table, and a vase of flowers.
A rooftop terrace with a view of a city skyline at dusk.

7. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
Canada
Jordan
￥69,682
￥86,823 total
includes taxes & fees
Sep 7 - Sep 8
Nobu Hotel Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.
A woman sitting by a window with a city view, holding a cup and saucer.

8. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Jennifer
￥87,979
￥104,599 total
includes taxes & fees
Aug 30 - Aug 31
Park Hyatt Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.
A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.

9. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
United States
Princess
￥99,590
￥118,403 total
includes taxes & fees
Sep 7 - Sep 8
The St. Regis Chicago
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Southwest Side.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
￥40,644
￥47,713 total
Sep 18 - Sep 19
includes taxes & fees
8.4/10 Very Good! (2,441 reviews)
Hilton Chicago O'Hare Airport
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL
￥31,023
￥41,553 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (1,323 reviews)
Hyatt Regency McCormick Place Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
￥21,313
￥25,340 total
Aug 31 - Sep 1
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
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Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

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An airport with multiple runways, parked airplanes, and a large terminal building.
Photo by by Midway Intl Airport

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