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Southwest Side 4 Stars Hotels

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Check availability on Southwest Side 4 Star Hotels

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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 modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.
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
Paul
P15,472
P18,163 total
includes taxes & fees
Sep 11 - Sep 12
Hilton Chicago O'Hare Airport
A cityscape with high-rise buildings, a marina, and a waterfront.
A high-rise hotel with a modern design, featuring a prominent 'HYATT' sign, multiple floors, and a well-lit facade.
A modern hotel lobby with a sectional sofa, round tables, and chairs, a flat-screen TV, and large windows offering city views.
An outdoor seating area with fire pits, cushioned seating, and a glass building facade.

2. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
Near South Side
United States
Tochi
P12,023
P16,105 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency McCormick Place Chicago
A spacious lobby with a central coffee table, sofas, and a large mirror.
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 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.

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Dylan
P8,815
P10,480 total
includes taxes & fees
Aug 23 - Aug 24
The Chicago Hotel Collection Ambassador Gold Coast
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.

4. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Julie
P10,420
P11,877 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Regency O'Hare Chicago
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 bar area with a central bar, seating, and a distinctive ceiling design.
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

5. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Michael
P16,339
P21,626 total
includes taxes & fees
Aug 30 - Aug 31
Fairmont Chicago at Millennium Park
A hotel with a classic facade, multiple flags, and a prominent entrance.
A modern living room with a fireplace, leather armchairs, a sofa, and a coffee table.
A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.

6. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
United States
Anthony
P12,034
P16,282 total
includes taxes & fees
Aug 30 - Aug 31
The Allegro Royal Sonesta Hotel Chicago Loop
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.
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.

7. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Tameka
P15,146
P20,207 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency Chicago
A large, multi-story hotel with a prominent entrance and classical architectural details.
A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.
A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.
A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.

8. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
P10,429
P14,209 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago
A pool area with ornate white columns and a decorative fountain.
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 spacious lobby with a grand staircase, multiple levels, and a decorative floor pattern.

9. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Alireza
P15,168
P20,191 total
includes taxes & fees
Aug 31 - Sep 1
InterContinental Chicago Magnificent Mile by IHG
A rooftop lounge with outdoor seating and a city skyline view.
An indoor cafe with tables and chairs, large windows, and a view of the cityscape.
A spacious living area with a green sofa, a coffee table, and a bookshelf filled with plants and decorative items.
The exterior of the Carbide and Carbon Building with large windows and a balcony area.

10. Pendry Chicago

Pendry Chicago
Downtown Chicago
United States
Beth
P19,422
P25,625 total
includes taxes & fees
Sep 7 - Sep 8
Pendry Chicago
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 bar area with high stools, a bar counter, and shelves of liquor bottles.

11. The Wade

The Wade
Downtown Chicago
United States
Georgia
P10,420
P12,389 total
includes taxes & fees
Aug 23 - Aug 24
The Wade
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 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.

12. River Hotel

River Hotel
Downtown Chicago
United Arab Emirates
Yousef
P8,119
P9,653 total
includes taxes & fees
Aug 23 - Aug 24
River Hotel
A dining area with a table set for four, large windows offering a cityscape view at dusk.
A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.
A modern interior with a central fireplace, seating area, and wall-mounted lighting.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
Brandon
P11,962
P16,194 total
includes taxes & fees
Sep 1 - Sep 2
The Royal Sonesta Chicago Downtown
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.

14. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Nicole
P13,263
P15,768 total
includes taxes & fees
Aug 30 - Aug 31
L7 Chicago by LOTTE
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A hotel room with a large window, a bed, and a suitcase.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A restaurant interior with brick walls, wooden tables and chairs, and a bar area.

15. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
Canada
Sarah
P8,177
P9,722 total
includes taxes & fees
Aug 23 - Aug 24
Club Quarters Hotel, Central Loop, Chicago
A modern kitchen with stainless steel appliances, a built-in microwave, and a coffee maker.
A conference room with tables, chairs, a projector, and a screen displaying "LOEWS HOTELS".

16. Loews Chicago Hotel

Loews Chicago Hotel
Downtown Chicago
United States
Frank
P14,736
P19,720 total
includes taxes & fees
Sep 7 - Sep 8
Loews Chicago Hotel
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A bar area with a marble countertop, bar stools, and a variety of bottles.
A spacious lobby with a marble floor, a reception desk, and a glass partition.
A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

17. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
United States
Peter
P12,232
P16,300 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Riu Plaza 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.

18. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Janey
P7,934
P9,432 total
includes taxes & fees
Aug 30 - Aug 31
The Chicago Hotel Collection - Magnificent Mile
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 modern interior with a dining area, sofas, and artwork on the walls.

19. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Susan
P7,517
P9,088 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Saint Clair- Magnificent Mile
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
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.

20. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
P7,510
P10,981 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Felix River North/Magnificent Mile
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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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P33,295
P39,585 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
P28,902
P34,361 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (1,997 reviews)
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
P34,713
P41,271 total
Sep 7 - Sep 8
includes taxes & fees
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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Incredible hotel โ€” it was clean, the room was spacious, the staff were incredibly friendly, and it was conveniently located in the heart of downtown, within walking distance of everything we needed."
Jessica 3-night trip
Posted 2 hours ago
Hotel Riu Plaza Chicago
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"It was fantastic!"
Billy 1-night trip
Posted 3 hours ago
Hyatt Regency O'Hare Chicago
River Hotel

River Hotel

10/10 Excellent
"Our stay at the River Hotel was fantastic! Check-in was easy and fast, the staff was friendly and welcoming, and the location was perfect. Itโ€™s within walking distance of so many great places, which made exploring the area incredibly convenient. Overall, we had a wonderful stay and would definitely come back!"
Maria 4-night trip
Posted 4 hours ago
River Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Great stay, clean simple rooms with kind staff. Perfect for a business trip."
Daniel 2-night trip
Posted 6 hours ago
Club Quarters Hotel, Central Loop, Chicago
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

10/10 Excellent
"Awesome stay. I love the property. Staff comfort me when I found out that my dad passed away. This is/was going beyond the call of duty and doing an extra great job so 10 stars. You are greatly appreciated. Primetime location downtown near magnificent mile and Navy Pier,"
George 5-night trip
Posted 10 hours ago
Kasa Magnificent Mile Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Nice"
Karisma 2-night trip
Posted 22 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

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