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Southwest Side 4 Stars Hotels

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Check availability on Southwest Side 4 Star Hotels

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Southwest Side 4-star hotels

A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
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.
A terrace with outdoor seating, a view of a control tower, and flags.

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Richard
NT$6,863
NT$8,057 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Chicago O'Hare Airport
A grand lobby with a central bar, high ceilings, and classical architecture.
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.
A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.

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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Carrie
NT$3,859
NT$4,588 total
includes taxes & fees
Nov 22 - Nov 23
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A river with buildings on both sides, a bridge, and a pedestrian walkway.
A man in a suit sitting by a window with a vase of red flowers.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

3. River Hotel

River Hotel
Downtown Chicago
United States
Rebecca
NT$3,762
NT$4,472 total
includes taxes & fees
Nov 22 - Nov 23
River Hotel
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.
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.

4. The Wade

The Wade
Downtown Chicago
United States
Ashaleigh
NT$4,118
NT$4,896 total
includes taxes & fees
Nov 22 - Nov 23
The Wade
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 modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.
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 States
Anne
NT$4,172
NT$4,961 total
includes taxes & fees
Nov 22 - Nov 23
The Chicago Hotel Collection - Magnificent Mile
A spacious lobby with a central coffee table, sofas, and a large mirror.
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.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

6. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Christian
NT$3,910
NT$4,649 total
includes taxes & fees
Nov 22 - Nov 23
The Chicago Hotel Collection Ambassador Gold Coast
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.
A modern kitchen with a marble island, fruit bowls, and a city view.
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.

7. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
NT$7,750
NT$10,371 total
includes taxes & fees
Nov 22 - Nov 23
Fairmont Chicago at Millennium Park
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 modern living room with a fireplace, a large sofa, a coffee table, and a bookshelf.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

8. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
NT$4,383
NT$6,162 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Chicago
A historic building with a glass entrance, large columns, and decorative planters with flowers.
A spacious lobby with a checkered floor, colorful seating, and large windows.
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.

9. Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
United States
Nelza
NT$3,213
NT$4,790 total
includes taxes & fees
Nov 2 - Nov 3
Warwick Allerton - Chicago
The Intercontinental hotel facade with a large American flag and a floral display.
A person sitting by a window with a cityscape view.
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.

10. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Said Lopez
NT$5,934
NT$8,190 total
includes taxes & fees
Nov 22 - Nov 23
InterContinental Chicago Magnificent Mile by IHG
A cityscape with tall buildings, a river, and a bridge.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.
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 dining area with a table set for four, large windows offering a cityscape view at dusk.

11. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
Ebony
NT$5,156
NT$7,167 total
includes taxes & fees
Nov 22 - Nov 23
The Royal Sonesta Chicago Downtown
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.
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.

12. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Amanda
NT$4,702
NT$5,590 total
includes taxes & fees
Nov 22 - Nov 23
L7 Chicago by LOTTE
A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.
A room with a diamond-patterned bookshelf filled with books, a wooden floor, and a lamp.
A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.
A high-rise building with a modern architectural design, featuring a prominent glass facade and a series of vertical lines.

13. Arlo Chicago

Arlo Chicago
Downtown Chicago
United States
Daniel
NT$5,516
NT$7,576 total
includes taxes & fees
Nov 22 - Nov 23
Arlo Chicago
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.
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.

14. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Canada
Robert
NT$3,313
NT$4,005 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Saint Clair- Magnificent Mile
A modern hotel lobby with a glass ceiling, white seating areas, and a view of the city.
A modern lounge area with seating and tables, large windows offering city views, and a high ceiling with exposed ductwork.
A modern hotel room with a cityscape view, a bed, a desk, a coffee machine, and a purple sofa.
A modern building with a unique architectural design, featuring a mix of glass and concrete materials.

15. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
Downtown Chicago
United States
Hector
NT$3,884
NT$5,351 total
includes taxes & fees
Nov 1 - Nov 2
The Godfrey Hotel Chicago
A modern building with a glass facade and a curved structure.
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.
A conference room with a long table, purple chairs, and framed pictures on the walls.

16. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Christian
NT$4,658
NT$5,309 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Regency O'Hare Chicago
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.
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.
A person pouring a drink into a glass with ice and an orange slice garnish.

17. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
William
NT$3,269
NT$4,966 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Felix River North/Magnificent Mile
A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.
The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.
A dining table set for six with a cityscape view through large windows.
A modern hotel room with a large window offering a cityscape view, a green sofa, two armchairs, and a coffee table with flowers.

18. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
United States
Oleg
NT$5,345
NT$7,496 total
includes taxes & fees
Nov 22 - Nov 23
Swissotel - Chicago
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.

19. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
Arnulfo
NT$5,480
NT$6,246 total
includes taxes & fees
Nov 22 - Nov 23
Loews Chicago O'Hare Hotel
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.
A modern room with a view of a river and high-rise buildings.
A hotel room with a large bed, a desk, a chair, and a wardrobe.

20. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
United States
James
NT$4,658
NT$6,502 total
includes taxes & fees
Nov 22 - Nov 23
LondonHouse Chicago, Curio Collection by Hilton
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includes taxes & fees
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NT$20,267
NT$24,095 total
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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

8/10 Good
"Great location and friendly staff!"
MARK 1-night trip
Posted 6 hours ago
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"The housekeeping was NOT included, so we had to make our own bed or pay and extra 35 USD for the housekeeping"
Francisco 5-night trip
Posted 14 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

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