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Southwest Side 4 Stars Hotels

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Check availability on Southwest Side 4 Star Hotels

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Southwest Side 4-star hotels

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A conference room with a long table, chairs, and a vase.
A man in a suit sitting by a window with a vase of red flowers.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

1. River Hotel

River Hotel
Downtown Chicago
United States
Charlie
P10,446
P12,419 total
includes taxes & fees
Nov 3 - Nov 4
River Hotel
A spacious lobby with a central coffee table, sofas, and a large mirror.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.
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.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Marta
P8,943
P10,632 total
includes taxes & fees
Nov 2 - Nov 3
The Chicago Hotel Collection Ambassador Gold Coast
A grand lobby with a central bar, high ceilings, and classical architecture.
A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.
A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.
A modern living room with a sofa set, ottoman, and armchairs.

3. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Yesenia
P11,463
P13,629 total
includes taxes & fees
Oct 25 - Oct 26
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A large, historic building with a central courtyard surrounded by trees.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
P10,368
P14,162 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United Kingdom
Jake
P8,555
P10,172 total
includes taxes & fees
Nov 1 - Nov 2
The Chicago Hotel Collection - Magnificent Mile
The Intercontinental hotel facade with a large American flag and a floral display.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

6. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Kenan
P13,280
P17,981 total
includes taxes & fees
Oct 31 - Nov 1
InterContinental Chicago Magnificent Mile by IHG
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Jeffrey Thomas
P11,518
P13,693 total
includes taxes & fees
Nov 1 - Nov 2
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
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.

8. The Wade

The Wade
Downtown Chicago
United States
Erin
P8,895
P10,575 total
includes taxes & fees
Nov 1 - Nov 2
The Wade
A modern building with a glass facade and a curved structure.
A conference room with a long table, purple chairs, and framed pictures on the walls.
A reception area with a marble wall, multiple reception counters, and a modern design.
A well-lit grocery store with shelves stocked with snacks and beverages, a checkout counter, and a clean, tiled floor.

9. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Christian
P10,049
P11,454 total
includes taxes & fees
Oct 30 - Oct 31
Hyatt Regency O'Hare Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A cityscape with modern high-rise buildings, a river, and a boat.
A bar with a circular liquor display, seating with stools, and a city view through large windows.
A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Mark
P15,472
P20,629 total
includes taxes & fees
Oct 31 - Nov 1
Hyatt Regency Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.
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.
A hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.
A laundry area with a washing machine, a dryer, and an ice dispenser.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Adhba
P6,939
P8,388 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Saint Clair- Magnificent Mile
A modern kitchen with a marble island, fruit bowls, and a city view.
A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.
A modern bar area with a central bar, seating, and a distinctive ceiling design.

12. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
P11,660
P16,097 total
includes taxes & fees
Oct 31 - Nov 1
Fairmont Chicago at Millennium Park
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.
A modern interior with a wall-mounted fireplace and a decorative rock installation.
A modern bar area with a curved ceiling, wooden slats, and a bar counter with stools.
A restaurant interior with a stone accent wall, a bar area, and a seating section.

13. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
MARY
P13,699
P15,614 total
includes taxes & fees
Oct 30 - Oct 31
Loews Chicago O'Hare Hotel
A hotel lobby with a reception desk, seating area, and a refrigerator.
A multi-story hotel with a prominent red and white sign on the corner, surrounded by trees and a body of water.
A conference room with a large table, chairs, and large windows offering a view of trees and a pond.
An indoor swimming pool with clear glass ceilings, lounge chairs, and potted plants.

14. DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville
Naperville
United States
Gaurav
P5,393
P5,985 total
includes taxes & fees
Oct 18 - Oct 19
DoubleTree by Hilton Lisle Naperville
A dining area with a table set for four, large windows offering a cityscape view at dusk.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.
A modern interior with a central fireplace, seating area, and wall-mounted lighting.
A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

15. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
ShaRona
P11,526
P15,707 total
includes taxes & fees
Nov 3 - Nov 4
The Royal Sonesta Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A modern living room with a fireplace, leather sofas, and a wooden floor.

16. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
P7,505
P8,923 total
includes taxes & fees
Nov 1 - Nov 2
Central Loop 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 hotel room with two beds, a dining table with chairs, a city view, and a minibar.

17. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United Kingdom
Ian
P6,743
P10,099 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Felix River North/Magnificent Mile
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

18. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
United States
Eliana
P10,596
P12,597 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Chicago Downtown River North
A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
A bar area with a bar counter, multiple chairs, and a chandelier.
A terrace with outdoor seating, a view of a control tower, and flags.
A restaurant with a central round table surrounded by chairs, a buffet counter with food and drinks, and a large window with a cityscape view.

19. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Samuel
P12,772
P14,993 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago O'Hare Airport
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A modern hotel room with a large bed, a desk, a sofa, and a view of the city.
A modern room with a view of a river and high-rise buildings.
A modern hotel room with a desk, a sofa, a coffee machine, a TV, and a unique wall art piece.

20. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Sharee
P14,482
P19,081 total
includes taxes & fees
Nov 1 - Nov 2
LondonHouse Chicago, Curio Collection by Hilton
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Southwest Side.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

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P32,840
P39,043 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

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P28,893
P34,351 total
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includes taxes & fees
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Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
P34,028
P40,456 total
Nov 1 - Nov 2
includes taxes & fees
9.8/10 Exceptional! (1,002 reviews)
The Langham, Chicago
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An airport with multiple runways, parked airplanes, and a large terminal building.
Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Wonderful experience. So close to the river walk and activities. Staff was so helpful and attentive and property was clean and comfy! Highly recommend!"
Susan 4-night trip
Posted 4 hours ago
River Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"very helpful staff, large rest areas for waiting, good price, convenient location. A nice no-frills restaurant and bar onsite. Best choice for an Unpretentious visit stay."
Yang 4-night trip
Posted 5 hours ago
Club Quarters Hotel, Central Loop, Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great location, good sized rooms, comfortable beds"
Jake 2-night trip
Posted 10 hours ago
The Chicago Hotel Collection - Magnificent Mile

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