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
  • Be picky

    Search almost a million properties worldwide

Check availability on Southwest Side 4 Star Hotels

Our top choices for Southwest Side 4-star hotels

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.4 out of 10, Very Good, (2,310 reviews)
"Clean room, comfortable beds and pillows, great coffee shop in lobby."
United States
Caroline
The price is P14,629
P17,173 total
includes taxes & fees
Jun 19 - Jun 20
Hilton Chicago O'Hare Airport

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,161 reviews)
"Great place"
United States
JOSE
The price is P10,838
P15,087 total
includes taxes & fees
May 25 - May 26
Fairmont Chicago at Millennium Park

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,182 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is P9,198
P12,696 total
includes taxes & fees
May 25 - May 26
Hotel Riu Plaza Chicago

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1,075 reviews)
"Great stay!"
United States
Stephanie
The price is P12,283
P16,415 total
includes taxes & fees
May 24 - May 25
Hyatt Regency McCormick Place Chicago

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,711 reviews)
"Amazing place"
United States
Rodolfo
The price is P5,051
P7,889 total
includes taxes & fees
May 26 - May 27
Hotel Felix River North/Magnificent Mile

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,527 reviews)
"Easy stay, great staff"
United States
Jack
The price is P11,050
P15,113 total
includes taxes & fees
May 25 - May 26
The Allegro Royal Sonesta Hotel Chicago Loop

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,057 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is P15,221
P18,096 total
includes taxes & fees
May 24 - May 25
L7 Chicago by LOTTE

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,546 reviews)
"The breakfast is always exceptional. "
United States
Kimberly
The price is P10,431
P11,889 total
includes taxes & fees
May 25 - May 26
Hyatt Regency O'Hare Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,813 reviews)
"Great staff and location. "
United States
Robert
The price is P12,283
P16,416 total
includes taxes & fees
May 26 - May 27
Hilton Chicago

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,073 reviews)
"Great location ,service and staff "
United States
Tamar
The price is P12,283
P16,763 total
includes taxes & fees
May 25 - May 26
InterContinental Chicago Magnificent Mile by IHG

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,508 reviews)
"Definitely In going to this hotel again soon Very nice hotel staff and clean and the location was great "
United States
Mary
The price is P9,917
P11,791 total
includes taxes & fees
May 27 - May 28
Club Quarters Hotel, Central Loop, Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,192 reviews)
"excellent stay"
United States
Jaeyoung
The price is P9,391
P11,165 total
includes taxes & fees
May 26 - May 27
River Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,432 reviews)
"Great stay"
United States
Christa
The price is P7,494
P8,910 total
includes taxes & fees
May 25 - May 26
The Chicago Hotel Collection - Magnificent Mile

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,007 reviews)
"Room was beautiful and bar was extremely nice"
United States
Rebekah
The price is P14,137
P16,807 total
includes taxes & fees
May 25 - May 26
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,110 reviews)
"Very beautiful hotel!"
United States
Ingrid
The price is P11,054
P15,008 total
includes taxes & fees
May 25 - May 26
Arlo Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,461 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is P8,882
P10,560 total
includes taxes & fees
May 26 - May 27
The Chicago Hotel Collection Ambassador Gold Coast

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,434 reviews)
"Lovely hotel Great location Very friendly and helpful staff"
United Kingdom
PATRICK
The price is P12,900
P17,312 total
includes taxes & fees
May 27 - May 28
The Royal Sonesta Chicago Downtown

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,547 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is P11,011
P13,092 total
includes taxes & fees
May 25 - May 26
Eurostars Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,147 reviews)
"Great place! Would stay again!"
United States
Tasha
The price is P8,868
P10,542 total
includes taxes & fees
May 25 - May 26
Central Loop Hotel

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,946 reviews)
"Great location Recommend"
Canada
gus
The price is P10,385
P12,347 total
includes taxes & fees
May 26 - May 27
Embassy Suites by Hilton Chicago Downtown River North
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 Southwest Side.
Still don't see what you're looking for?
See all properties in 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.

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.

Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews