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4 Star Hotels in Southwest Side, Chicago

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Our top choices for Southwest Side 4-star hotels

A modern reception area with a check-in counter, seating, and a decorative wall.

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.6 out of 10, Excellent, (2,612 reviews)
"Enjoyed our stay"
United States
Cassandra L
The price is €192
includes taxes & fees
12 Dec - 13 Dec
Hilton Chicago O'Hare Airport
A grand lobby with a central bar, high ceilings, and classical architecture.

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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,001 reviews)
"Nice environment and very reasonable prices..right downtown so great location!"
United States
Ebony
The price is €148
includes taxes & fees
22 Nov - 23 Nov
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

3. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,596 reviews)
"The hotel was in a great location."
United States
Shelby
The price is €113
includes taxes & fees
10 Dec - 11 Dec
River Hotel
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

4. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,208 reviews)
"Great stay"
United Kingdom
Sara
The price is €127
includes taxes & fees
24 Nov - 25 Nov
The Wade
A rooftop lounge with outdoor seating, a fire feature, and transparent dome structures.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,596 reviews)
"Great location, friendly staff, highly recommended."
United States
Silvia
The price is €111
includes taxes & fees
22 Nov - 23 Nov
The Chicago Hotel Collection - Magnificent Mile
A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.

6. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,698 reviews)
"Nice place to stay!"
United States
Alicia
The price is €123
includes taxes & fees
1 Dec - 2 Dec
The Chicago Hotel Collection Ambassador Gold Coast
A modern kitchen with a marble island, fruit bowls, and a city view.

7. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,338 reviews)
"Loved my stay"
Canada
Joel
The price is €244
includes taxes & fees
22 Nov - 23 Nov
Fairmont Chicago at Millennium Park
A multi-story building with a prominent entrance featuring a large archway and a sign.

8. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,538 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
The price is €170
includes taxes & fees
22 Nov - 23 Nov
Hilton Chicago
A historic building with a prominent entrance, multiple flags, and a classic architectural style.

9. Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,919 reviews)
"Location is the biggest advantage of this hotel being right in the middle of all the action on the magnificient mile."
United Kingdom
Muhammad
The price is €114
includes taxes & fees
25 Nov - 26 Nov
Warwick Allerton - Chicago
The Intercontinental hotel facade with a large American flag and a floral display.

10. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,421 reviews)
"Excellent location, lots of shops and restaurants nearby and walking distance to many sights."
Canada
Faye
The price is €213
includes taxes & fees
13 Dec - 14 Dec
InterContinental Chicago Magnificent Mile by IHG
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
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,691 reviews)
"Excellent hotel in a great location for everything"
United Kingdom
Andy
The price is €171
includes taxes & fees
10 Dec - 11 Dec
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.

12. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,226 reviews)
"Great location, helpful staff. Would stay again."
United States
Cory
The price is €139
includes taxes & fees
25 Nov - 26 Nov
L7 CHICAGO by LOTTE HOTELS
The entrance to Arlo Chicago with a clear sign displaying the address 168 N Michigan.

13. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,427 reviews)
"Perfect location, and every interaction with staff was wonderful!"
United States
Nancy
The price is €162
includes taxes & fees
23 Nov - 24 Nov
Arlo Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

14. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,412 reviews)
"Great location and great value for the rate"
United States
Mark
The price is €84
includes taxes & fees
13 Dec - 14 Dec
Hotel Saint Clair- Magnificent Mile
A modern rooftop lounge with white seating, a glass ceiling, and city views.

15. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,611 reviews)
"Had a great stay , view was beautiful and bed was super comfortable."
United States
Tamiya
The price is €147
includes taxes & fees
7 Dec - 8 Dec
The Godfrey Hotel Chicago
A modern interior with a central spiral sculpture, multiple levels, and seating areas.

16. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,322 reviews)
"Great place"
United States
Garth
The price is €138
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency O'Hare Chicago
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.

17. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,178 reviews)
"Clean room, nice lobby, friendly staff , great location. Definitely would stay again!"
United States
Catherine
The price is €117
includes taxes & fees
8 Dec - 9 Dec
Hotel Felix River North/Magnificent Mile
A dining table set for six with a cityscape view through large windows.

18. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,581 reviews)
"Great hotel"
United States
Daniel Michael
The price is €165
includes taxes & fees
13 Dec - 14 Dec
Swissotel - Chicago
A restaurant interior with a stone accent wall, a bar area, and a seating section.

19. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,291 reviews)
"Always a great place to stay staff is excellent very well and taken care of the hotel"
United States
Arnulfo
The price is €152
includes taxes & fees
23 Nov - 24 Nov
Loews Chicago O'Hare Hotel
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

20. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,892 reviews)
"Great Location"
United States
Natasha
The price is €180
includes taxes & fees
23 Nov - 24 Nov
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
The price is €456 per night from 13 Dec to 14 Dec
€456
13 Dec - 14 Dec
includes taxes & fees
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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.

Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

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An airport with multiple runways, parked airplanes, and a large terminal building.
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"great location and very clean and spacious room."
Lucia 2-night trip
Posted 4 hours ago
Hotel Saint Clair- Magnificent Mile

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