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Compare and book 4 Star hotels in Far Southwest Side, Chicago

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Check availability on Far Southwest Side 4 Star Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Far 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 man in a suit sitting by a window with a vase of red flowers.

1. River Hotel

River Hotel
Downtown Chicago
United States
Jose
£136
includes taxes & fees
1 Nov - 2 Nov
River Hotel
A spacious lobby with a central coffee table, sofas, and a large mirror.
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.
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
Christian
£128
includes taxes & fees
3 Nov - 4 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 modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.
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
Carrie
£157
includes taxes & fees
25 Oct - 26 Oct
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
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.
A conference room with a long table, chairs, and a large screen.
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
£171
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 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.
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
Frankieta
£115
includes taxes & fees
2 Nov - 3 Nov
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 person sitting by a window with a cityscape view.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

6. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Reginald
£216
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
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 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 modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Jeffrey Thomas
£158
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 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
£114
includes taxes & fees
12 Nov - 13 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
£138
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 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
Addison
£240
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 laundry area with a washing machine, a dryer, and an ice dispenser.
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
Canada
Robert
£114
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 bar area with a central bar, seating, and a distinctive ceiling design.
A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.

12. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
£286
includes taxes & fees
5 Nov - 6 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.
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
Joshua Anthony
£188
includes taxes & fees
23 Oct - 24 Oct
Loews Chicago O'Hare 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 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.

14. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
Jordyn
£176
includes taxes & fees
1 Nov - 2 Nov
The Royal Sonesta Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
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.
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.

15. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
£132
includes taxes & fees
25 Oct - 26 Oct
Central Loop Hotel
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 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.

16. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
Alexandra
£125
includes taxes & fees
11 Nov - 12 Nov
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 spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

17. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
United States
Eliana
£136
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 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 terrace with outdoor seating, a view of a control tower, and flags.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.

18. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Richard
£192
includes taxes & fees
13 Nov - 14 Nov
Hilton Chicago O'Hare Airport
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 bar area with a long counter, blue bar stools, and a variety of bottles and glasses.
A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

19. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Keeven
£220
includes taxes & fees
15 Nov - 16 Nov
LondonHouse Chicago, Curio Collection by Hilton
A cityscape with high-rise buildings, a marina, and a waterfront.
An outdoor seating area with fire pits, cushioned seating, and a glass building facade.
A high-rise hotel with a modern design, featuring a prominent 'HYATT' sign, multiple floors, and a well-lit facade.
A spacious indoor area with multiple tables and chairs, large windows, and a bar area.

20. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
South Loop
Canada
Najma
£272
includes taxes & fees
23 Oct - 24 Oct
Hyatt Regency McCormick Place Chicago
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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 Far Southwest Side.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
£461
15 Nov - 16 Nov
includes taxes & fees
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
£413
1 Nov - 2 Nov
includes taxes & fees
9.6/10 Exceptional! (2,050 reviews)
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
£468
15 Nov - 16 Nov
includes taxes & fees
The Langham, Chicago
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Far Southwest Side Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Very clean. Reasonable rate. I wish that coffee would be available in the lobby during the morning hours. The coffee set-up in the room was inadequate."
Nancy 3-night trip
Posted less than an hour ago
Hotel Saint Clair- Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Room smelled so clean and fresh! Our room size was perfect for our stay. Staff was super nice and helped a lot. I did wish a microwave was available in the room. Location was great - nearby stores, cafes and a good bagel spot. Neighborhood was safe and secure. Would recommend the hotel for future stays."
Kanae 2-night trip
Posted 6 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great central Chicago location; everything was walkable from this great hotel."
Lars 2-night trip
Posted 9 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago

Hilton Chicago

10/10 Excellent
"The property was great"
Mariana 4-night trip
Posted 14 hours ago
Hilton Chicago
Freehand Chicago

Freehand Chicago

10/10 Excellent
"It was comfortable"
Ece 4-night trip
Posted 18 hours ago
Freehand Chicago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"The staff was 10/10."
Nomar Alfonzo 5-night trip
Posted 22 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great location"
Farah 1-night trip
Posted 2 days ago
Hyatt Regency Chicago

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