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Our top choices for South Side villas

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
8.4 out of 10, Very good, (1,000 reviews)
"Friendly staff and clean room"
United States
Alisa
The price is HK$647
HK$838 total
includes taxes & fees
2 Feb - 3 Feb
Holiday Inn Chicago – Midway Airport S by IHG

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
7.2 out of 10, Good, (30 reviews)
"Great hosts"
United States
John
The price is HK$620
HK$791 total
includes taxes & fees
31 Jan - 1 Feb
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Jaslin Hotel

Jaslin Hotel
3.0 star property
8.8 out of 10, Excellent, (1,177 reviews)
"Great service and clean roomd"
United States
evelina
Jaslin Hotel

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
9.6 out of 10, Exceptional, (1,015 reviews)
"Everything about the hotel was great. Awesome location and the staff was great!"
United States
Makessia
The price is HK$788
HK$925 total
includes taxes & fees
2 Feb - 3 Feb
SpringHill Suites by Marriott Chicago Chinatown

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
9.0 out of 10, Wonderful, (1,289 reviews)
"Room was spotless, staff was great. Would definitely stay here again "
United States
Marcia
The price is HK$842
HK$990 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Motel in Washington Heights

Motel 6 - Chicago, IL
2.0 star property
7.0 out of 10, Good, (237 reviews)
"Good stay"
United States
NICHOLE
The price is HK$561
HK$659 total
includes taxes & fees
15 Feb - 16 Feb
Motel 6 - Chicago, IL

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
3.0 star property
8.8 out of 10, Excellent, (1,011 reviews)
"Staff was very helpful and my stay was wonderful. "
United States
Delonna
The price is HK$1,053
HK$1,236 total
includes taxes & fees
8 Feb - 9 Feb
Hyatt Place Chicago-South/University Medical Center

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
8.4 out of 10, Very good, (918 reviews)
"Great service, friendly staff. Great stay"
United States
Adrian
The price is HK$947
HK$1,113 total
includes taxes & fees
27 Feb - 28 Feb
Chicago Marriott Midway

Motel in Archer Heights

Carlton Inn Midway
2.0 star property
6.4 out of 10, (1,001 reviews)
"It is a good place to stay."
United States
Paul Adrian
The price is HK$689
HK$808 total
includes taxes & fees
29 Jan - 30 Jan
Carlton Inn Midway

Apartment in Hyde Park

Sleek & Functional 2-Bedroom Apt
9.6 out of 10, Exceptional, (4 reviews)
"Nice place for a girls trip weekend. "
United States
Madonna A.
The price is HK$468
HK$1,404 total
includes taxes & fees
3 Feb - 4 Feb
Sleek & Functional 2-Bedroom Apt
10.0 out of 10, Exceptional, (1 review)
"We stayed in this comfortable, quiet apartment for four weeks when my husband was undergoing radiation treatments for cancer at the University of Chicago Medical Center. It was just what we needed. The location—a block from Lake Michigan with its endless miles of parks and green spaces—was spectacular, and we spent long hours walking our dogs and biking along the lake on the beautifully landscaped walking and biking trails. The apartment itself is well appointed, clean, and blessedly quiet...
United States
Heidi H.
The price is HK$452
HK$1,386 total
includes taxes & fees
29 Jan - 30 Jan
Contemporary 2BR Apartment in Vibrant Hyde Park

Apartment in Hyde Park

Cozy Charm Studio Apt in Chicago
10.0 out of 10, Exceptional, (3 reviews)
"Everying was great."
United States
Ryan D.
The price is HK$452
HK$1,191 total
includes taxes & fees
1 Feb - 2 Feb
Cozy Charm Studio Apt in Chicago

Apartment in Hyde Park

Bright 1BR Unit in a Prime Spot
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. Location is in nice neighborhood with walking access to restaurants and university of Chicago. Apartment was clean and as pictured. Would stay again!!"
United States
christine m.
The price is HK$491
HK$1,314 total
includes taxes & fees
29 Jan - 30 Jan
Bright 1BR Unit in a Prime Spot

Apartment in Hyde Park

Modern Studio Unit Near UChicago
9.4 out of 10, Exceptional, (12 reviews)
"Clean room and convenient location! "
United States
Gabriela
The price is HK$452
HK$1,191 total
includes taxes & fees
1 Feb - 2 Feb
Modern Studio Unit Near UChicago

Apartment in Hyde Park

Furnished 3BR Apt w/ Laundry
9.6 out of 10, Exceptional, (5 reviews)
"Apartment and neighborhood were beautiful. We really enjoyed our stay and would book the same place again!"
United States
Kristin W.
The price is HK$585
HK$1,657 total
includes taxes & fees
29 Jan - 30 Jan
Furnished 3BR Apt w/ Laundry
10.0 out of 10, Exceptional, (2 reviews)
"Location was just perfect!"
United States
Meg D.
The price is HK$452
HK$1,191 total
includes taxes & fees
3 Feb - 4 Feb
Studio Unit | Chic + Prime Location

Sophy Hyde Park

Sophy Hyde Park
4.0 star property
9.6 out of 10, Exceptional, (1,000 reviews)
"The view and room was awesome."
United States
Merritt
The price is HK$1,368
HK$1,816 total
includes taxes & fees
5 Feb - 6 Feb
Sophy Hyde Park
8.6 out of 10, Excellent, (20 reviews)
"Clean and nice. My son loved the arcade game. Would stay again "
United States
Nichole S.
The price is HK$429
HK$1,531 total
includes taxes & fees
4 Feb - 5 Feb
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Apartment in Hyde Park

Private 1BR Haven in a Prime Area
9.0 out of 10, Wonderful, (7 reviews)
"Our stay was very nice, with simple checkin / check out, and excellent communication by our host. "
United States
Tom B.
The price is HK$491
HK$1,314 total
includes taxes & fees
29 Jan - 30 Jan
Private 1BR Haven in a Prime Area
The price is HK$434
HK$3,753 total
includes taxes & fees
3 Feb - 4 Feb
Near Lake and Museum • Modern • Game Area
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.
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Top South Side Hotel Reviews

Find out more about South Side

South Side Villas information

Number of reviews
8,727
Accommodation
0 Villas
Lowest Price
HK$659
Highest Price
HK$3,753

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