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Southwest Side 4 Stars Hotels

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Check availability on Southwest Side 4 Star 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 Southwest Side 4-star hotels

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A conference room with a long table, chairs, and a vase.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

1. River Hotel

River Hotel
Downtown Chicago
United States
Jared
₩214,825
₩255,405 total
includes taxes & fees
Nov 2 - Nov 3
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
₩194,082
₩230,742 total
includes taxes & fees
Nov 1 - Nov 2
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 sofa set, ottoman, and armchairs.
A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.
A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Amanda
₩248,816
₩295,818 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 modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
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
United States
Alan
₩225,362
₩307,838 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.
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.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
carla
₩185,669
₩220,742 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 person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
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.

6. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Kenan
₩303,202
₩408,064 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 modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
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
₩262,113
₩311,625 total
includes taxes & fees
Nov 2 - Nov 3
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
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.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

8. The Wade

The Wade
Downtown Chicago
United States
Erin
₩172,676
₩205,296 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 well-lit grocery store with shelves stocked with snacks and beverages, a checkout counter, and a clean, tiled floor.
A reception area with a marble wall, multiple reception counters, and a modern design.

9. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Alison
₩218,083
₩248,571 total
includes taxes & fees
Oct 24 - Oct 25
Hyatt Regency O'Hare Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.
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
₩323,597
₩433,221 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 laundry area with a washing machine, a dryer, and an ice dispenser.
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.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Adhba
₩150,819
₩182,324 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 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.
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
₩229,985
₩321,927 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 restaurant interior with a stone accent wall, a bar area, and a seating section.
Exterior
A modern interior with a wall-mounted fireplace and a decorative rock installation.

13. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
MARY
₩297,293
₩338,855 total
includes taxes & fees
Oct 24 - Oct 25
Loews Chicago O'Hare Hotel
A hotel lobby with a reception desk, seating area, and a refrigerator.
An indoor swimming pool with clear glass ceilings, lounge chairs, and potted plants.
A hotel lobby with a bar, seating area, and large windows.
A multi-story hotel with a prominent red and white sign on the corner, surrounded by trees and a body of water.

14. DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville
Naperville
United States
Gaurav
₩117,066
₩129,920 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 modern interior with a central fireplace, seating area, and wall-mounted lighting.
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.

15. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
ShaRona
₩256,568
₩348,472 total
includes taxes & fees
Nov 1 - Nov 2
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 modern living room with a fireplace, leather sofas, and a wooden floor.
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.

16. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
₩149,086
₩177,244 total
includes taxes & fees
Nov 1 - Nov 2
Central Loop Hotel
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
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.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.

17. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Netherlands
Shyreen
₩167,508
₩244,414 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 multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

18. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
United States
Eliana
₩229,985
₩273,430 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
₩277,613
₩325,890 total
includes taxes & fees
Oct 23 - Oct 24
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
₩321,931
₩423,116 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

120 East Delaware Place Chicago IL
₩713,816
₩848,657 total
Nov 1 - Nov 2
includes taxes & fees
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
₩626,147
₩744,426 total
Nov 1 - Nov 2
includes taxes & fees
9.6/10 Exceptional! (2,038 reviews)
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
₩775,001
₩921,398 total
Oct 25 - Oct 26
includes taxes & fees
9.8/10 Exceptional! (1,001 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 MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"It was definitely an awesome experience and setting."
Andrea 2-night trip
Posted 8 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
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 15 hours ago
Hotel Saint Clair- Magnificent Mile
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
Central Loop Hotel

Central Loop Hotel

10/10 Excellent
"I liked the location and staff"
Murray 1-night trip
Posted 2 days ago
Central Loop Hotel

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