Default HTG hotel image

Far Southwest Side 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Far Southwest Side 4 Star Hotels

Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Far Southwest Side 4-star hotels

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Paul
₩356,713
₩418,747 total
includes taxes & fees
Sep 18 - Sep 19
Hilton Chicago O'Hare Airport

2. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
Near South Side
United States
Tochi
₩270,237
₩361,978 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency McCormick Place Chicago

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Dylan
₩198,132
₩235,559 total
includes taxes & fees
Aug 25 - Aug 26
The Chicago Hotel Collection Ambassador Gold Coast

4. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Julie
₩234,205
₩266,952 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Regency O'Hare Chicago

5. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Michael
₩367,245
₩486,067 total
includes taxes & fees
Aug 30 - Aug 31
Fairmont Chicago at Millennium Park

6. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
United States
Anthony
₩268,958
₩360,102 total
includes taxes & fees
Aug 30 - Aug 31
The Allegro Royal Sonesta Hotel Chicago Loop

7. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Tameka
₩340,429
₩454,168 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency Chicago

8. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
₩257,972
₩347,377 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago

9. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Alireza
₩340,914
₩453,816 total
includes taxes & fees
Aug 31 - Sep 1
InterContinental Chicago Magnificent Mile by IHG

10. Pendry Chicago

Pendry Chicago
Downtown Chicago
United States
Beth
₩436,536
₩575,941 total
includes taxes & fees
Sep 7 - Sep 8
Pendry Chicago

11. The Wade

The Wade
Downtown Chicago
United States
Georgia
₩234,205
₩278,447 total
includes taxes & fees
Aug 30 - Aug 31
The Wade

12. River Hotel

River Hotel
Downtown Chicago
United States
Patti
₩198,173
₩235,607 total
includes taxes & fees
Sep 9 - Sep 10
River Hotel

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
SETH
₩268,851
₩363,982 total
includes taxes & fees
Sep 1 - Sep 2
The Royal Sonesta Chicago Downtown

14. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Girivasan
₩298,092
₩354,401 total
includes taxes & fees
Aug 30 - Aug 31
L7 Chicago by LOTTE

15. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
Canada
Sarah
₩183,789
₩218,506 total
includes taxes & fees
Aug 30 - Aug 31
Club Quarters Hotel, Central Loop, Chicago

16. Loews Chicago Hotel

Loews Chicago Hotel
Downtown Chicago
United States
Elisa
₩331,213
₩443,230 total
includes taxes & fees
Sep 7 - Sep 8
Loews Chicago Hotel

17. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
United States
Peter
₩274,936
₩366,366 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Riu Plaza Chicago

18. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
TaShandra
₩178,319
₩212,003 total
includes taxes & fees
Sep 1 - Sep 2
The Chicago Hotel Collection - Magnificent Mile

19. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Susan
₩182,737
₩220,912 total
includes taxes & fees
Sep 8 - Sep 9
Hotel Saint Clair- Magnificent Mile

20. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
₩168,794
₩246,814 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Felix River North/Magnificent Mile
Save an average of 15% on thousands of hotels when you're signed in

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
₩748,348
₩889,709 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
₩649,608
₩772,309 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (2,002 reviews)
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
₩780,222
₩927,607 total
Sep 7 - Sep 8
includes taxes & fees
9.8/10 Exceptional! (1,018 reviews)
The Langham, Chicago
Still don't see what you're looking for?
See all properties in Far Southwest Side.
You can also use these popular filters to refine your search.
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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"I had a wonderful stay at The Royal Sonesta Chicago Downtown. The location is one of the biggest highlights—right in the heart of downtown with easy access to the Riverwalk, restaurants, shopping, attractions, and public transportation. It made getting around Chicago incredibly convenient. The hotel itself felt clean, modern, comfortable, and well maintained. My room was spacious, quiet, and relaxing, with a very comfortable bed and everything I needed for an enjoyable stay. I also appreciated the overall atmosphere of the property; it feels polished and upscale without being overly formal. The staff was friendly, professional, and helpful throughout my stay. Every interaction was pleasant, and the service helped make the experience feel smooth from beginning to end. Overall, this was an excellent stay and a great choice for anyone wanting to be centrally located in Chicago. Between the comfortable room, convenient location, cleanliness, and welcoming service, I would absolutely recommend The Royal Sonesta Chicago Downtown and would happily stay here again."
DeAngelo 6-night trip
Posted less than an hour ago
The Royal Sonesta Chicago Downtown
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Beautiful new LEED hotel. Staff were exceptional. Unique part of the room was that you had to place your room key in reader inside your room in order to activate electricity ( room Lights,TV, etc.). I suggest they make visitors aware when they check in. Liked the safety features with the elevator too."
Madonna 2-night trip
Posted 1 hour ago
Hotel Riu Plaza Chicago
River Hotel

River Hotel

10/10 Excellent
"Green hotel and staff amenities were awesome"
Efrain 2-night trip
Posted 1 hour ago
River Hotel
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good
"Our room was beautiful Lynn appointed, just large enough for two people who like each other. No extras: just the bed, a desk, and locked dresser in the bedroom, and a tub/shower and sink/vanity in the bath..just roomy enough for a couple; excessively cosy if you aren’t."
Melissa 1-night trip
Posted 3 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Clean room/bathrooms. Lovely place to stay. Walking distance to soldier field"
Erica 1-night trip
Posted 3 hours ago
Hilton Chicago
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

8/10 Good
"Everything was great, staff was very helpful and amenities were available. $45 for a guest parking their car is a little much"
Joey 1-night trip
Posted 4 hours ago
Hyatt Regency O'Hare Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Beautiful property and is also in a GREAT area, everything is in that vicinity"
Jabree 3-night trip
Posted 6 hours ago
Hyatt Regency Chicago
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"The staff were great. The room was in OK shape, but not great. Needed paint, the toilet wasn't perfect, and the room was very very small. Having said that, it was about half the price of the name brand hotels in the same area, so I think it gave v good value for money."
Richard 1-night trip
Posted 6 hours ago
Club Quarters Hotel, Central Loop, Chicago

Explore a world of travel with Expedia