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Southwest Side 4 Stars Hotels

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Check availability on Southwest Side 4 Star Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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 hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A man in a suit sitting by a window with a vase of red flowers.
A conference room with a long table, chairs, and a vase.

1. River Hotel

River Hotel
Downtown Chicago
United States
Charlie
HK$1,311
HK$1,558 total
includes taxes & fees
1 Nov - 2 Nov
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 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.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Marta
HK$1,122
HK$1,334 total
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection Ambassador Gold Coast
A grand lobby with a central bar, high ceilings, and classical architecture.
A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.
A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.
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
Jared
HK$1,436
HK$1,707 total
includes taxes & fees
25 Oct - 26 Oct
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 modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
HK$1,301
HK$1,777 total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
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.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
carla
HK$1,073
HK$1,276 total
includes taxes & fees
1 Nov - 2 Nov
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 person sitting by a window with a cityscape view.
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
HK$1,664
HK$2,253 total
includes taxes & fees
31 Oct - 1 Nov
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 hotel lobby with leather sofas, a coffee table, and a floor lamp.
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
Emily
HK$1,475
HK$1,753 total
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
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.

8. The Wade

The Wade
Downtown Chicago
United States
Erin
HK$1,114
HK$1,325 total
includes taxes & fees
1 Nov - 2 Nov
The Wade
A modern building with a glass facade and a curved structure.
A reception area with a marble wall, multiple reception counters, and a modern design.
A conference room with a long table, purple chairs, and framed pictures on the walls.
A woman running on a treadmill in a gym with another person in the background.

9. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Christian
HK$1,261
HK$1,437 total
includes taxes & fees
23 Oct - 24 Oct
Hyatt Regency O'Hare Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A bar with a circular liquor display, seating with stools, and a city view through large windows.
A cityscape with modern high-rise buildings, a river, and a boat.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Mark
HK$1,938
HK$2,584 total
includes taxes & fees
31 Oct - 1 Nov
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 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.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Adhba
HK$870
HK$1,052 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Saint Clair- Magnificent Mile
A modern kitchen with a marble island, fruit bowls, and a city view.
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.
A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.
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.

12. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
HK$1,327
HK$1,858 total
includes taxes & fees
31 Oct - 1 Nov
Fairmont Chicago at Millennium Park
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.
A restaurant interior with a stone accent wall, a bar area, and a seating section.
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.

13. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
MARY
HK$1,719
HK$1,959 total
includes taxes & fees
23 Oct - 24 Oct
Loews Chicago O'Hare Hotel
A hotel lobby with a reception desk, seating area, and a refrigerator.
A conference room with a large table, chairs, and large windows offering a view of trees and a pond.
A multi-story hotel with a prominent red and white sign on the corner, surrounded by trees and a body of water.
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
HK$676
HK$750 total
includes taxes & fees
18 Oct - 19 Oct
DoubleTree by Hilton Lisle Naperville
A dining area with a table set for four, large windows offering a cityscape view at dusk.
A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.
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
HK$1,444
HK$1,968 total
includes taxes & fees
3 Nov - 4 Nov
The Royal Sonesta Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A hotel room with a large bed, a TV, a desk, and a chair.
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
HK$860
HK$1,023 total
includes taxes & fees
1 Nov - 2 Nov
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 modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.
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
Netherlands
Shyreen
HK$846
HK$1,267 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Felix River North/Magnificent Mile
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

18. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
United States
Eliana
HK$1,327
HK$1,578 total
includes taxes & fees
1 Nov - 2 Nov
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 modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.
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.
A bar area with a bar counter, multiple chairs, and a chandelier.

19. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Samuel
HK$1,602
HK$1,881 total
includes taxes & fees
24 Oct - 25 Oct
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 desk, a sofa, a coffee machine, a TV, and a unique wall art piece.
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.

20. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Sharee
HK$1,854
HK$2,438 total
includes taxes & fees
1 Nov - 2 Nov
LondonHouse Chicago, Curio Collection by Hilton
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HK$4,238
HK$5,038 total
1 Nov - 2 Nov
includes taxes & fees
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HK$3,620
HK$4,303 total
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The Langham, Chicago

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330 North Wabash Avenue Chicago IL
HK$4,269
HK$5,075 total
1 Nov - 2 Nov
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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"I loved my stay here ! i love how close we were to everything, transportation wise . and staff was very friendly and helpful"
Jessica 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"It was great! Appreciated the car service to the airport and the location."
Julia 2-night trip
Posted 4 hours ago
Hotel Saint Clair- Magnificent Mile
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Amazing"
Darius 4-night trip
Posted 9 hours ago
Eurostars Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Spacious room. Great location."
Keith 4-night trip
Posted 10 hours ago
The Royal Sonesta Chicago Downtown
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 2 days ago
Freehand Chicago

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