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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured Residences in South Side

No exact matches found, but these alternatives could be just right

Recommended hotels in South Side

Free daily buffet breakfast
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, (1218)
"Will definitely stay there again ."
United States
Jose Remedios
The price is NZ$236
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
View from room
Jaslin Hotel

Jaslin Hotel

3.0 star property
9.0 out of 10, Wonderful, (1181)
"Excellent service, clean room, great location"
United States
Stefan
The price is NZ$244
includes taxes & fees
8 Dec - 9 Dec
Jaslin Hotel
Reception
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL

2.5 star property
6.8 out of 10, (27)
"Clean room friendly staff "
United States
Christian
The price is NZ$158
includes taxes & fees
7 Dec - 8 Dec
Saratoga Motel By Capital O Near Midway Airport Chicago IL
View from property
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great stay"
United States
Nikhil
The price is NZ$259
includes taxes & fees
8 Dec - 9 Dec
Hyatt Place Chicago-South/University Medical Center
Free WiFi, bed sheets
Motel 6 - Chicago, IL

Motel in Washington Heights

2.0 star property
7.0 out of 10, Good, (196)
"Everything was very nice even staff"
United States
Maurice
The price is NZ$146
includes taxes & fees
20 Dec - 21 Dec
Motel 6 - Chicago, IL
Interior
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Apartment in Brighton Park

10.0 out of 10, Exceptional, (1)
"Family-friendly, quiet, perfect for a family or friends vacationing in Chicago. The apartment is very clean and the host was always available and responded quickly. The next time I come to Chicago, i will definitely stay at the apartment [if available]. "
United States
Fabian H.
The price is NZ$410
includes taxes & fees
8 Dec - 9 Dec
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Lobby
SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
9.6 out of 10, Exceptional, (1001)
"Clean, good staff"
Canada
Veronique E
The price is NZ$228
includes taxes & fees
1 Jan - 2 Jan 2026
SpringHill Suites by Marriott Chicago Chinatown
Iron/ironing board, travel cot, WiFi, bed sheets
Modern Studio Near UChicago

Apartment in Hyde Park

9.4 out of 10, Exceptional, (10)
"Clean room and convenient location! "
United States
Gabriela
The price is NZ$268
includes taxes & fees
7 Dec - 8 Dec
Modern Studio Near UChicago
Fridge, microwave, oven, stovetop
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Apartment in Brighton Park

9.2 out of 10, Wonderful, (7)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
United States
Jessica H.
The price is NZ$445
includes taxes & fees
8 Dec - 9 Dec
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Interior
Sleek & Functional 2-Bedroom Apt

Apartment in Hyde Park

9.6 out of 10, Exceptional, (4)
"Nice place for a girls trip weekend. "
United States
Madonna A.
The price is NZ$351
includes taxes & fees
6 Jan - 7 Jan 2026
Sleek & Functional 2-Bedroom Apt
Fridge, microwave, oven, stovetop
Explore Hyde Park: 2BR Apt on Blackstone Ave

Apartment in Hyde Park

9.4 out of 10, Exceptional, (3)
"All the necessities with no personal touches. Keys from lockbox to open second door were not needed as the second door is always open. Impeccable communication with host. Great location, close to restaurants and train to Millennium Station. Coffee service was excellent, just be sure to find extra pouches in cabinet. Bathtub faucet could not be turned far enough to prevent leaking. TV remote not great and I couldn’t get CNN or MSNBC. I’d stay here again. "
United States
lost whale press
The price is NZ$317
includes taxes & fees
7 Dec - 8 Dec
Explore Hyde Park: 2BR Apt on Blackstone Ave
Living room
Villa Dubois Guest House

Guesthouse in Bronzeville

2.0 star property
8.6 out of 10, Excellent, (78)
"My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area."
United States
Lizeth
The price is NZ$152
includes taxes & fees
7 Dec - 8 Dec
Villa Dubois Guest House
Dining
Studio Unit | Chic + Prime Location

Apartment in Hyde Park

10.0 out of 10, Exceptional, (2)
"Location was just perfect!"
United States
Meg D.
The price is NZ$268
includes taxes & fees
7 Dec - 8 Dec
Studio Unit | Chic + Prime Location
Iron/ironing board, travel cot, WiFi, bed sheets
Cozy Charm Studio Apt in Chicago

Apartment in Hyde Park

10.0 out of 10, Exceptional, (1)
The price is NZ$268
includes taxes & fees
16 Dec - 17 Dec
Cozy Charm Studio Apt in Chicago
Fridge, microwave, oven, stovetop
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Apartment in Brighton Park

8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
United States
Nichole S.
The price is NZ$349
includes taxes & fees
9 Dec - 10 Dec
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Fridge, microwave, oven, stovetop
Bright 1BR Unit in a Prime Spot

Apartment in Hyde Park

10.0 out of 10, Exceptional, (1)
"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 NZ$293
includes taxes & fees
6 Jan - 7 Jan 2026
Bright 1BR Unit in a Prime Spot
Classic Apartment | Private kitchen
Stylish Apartment near Chicago Downtown

Aparthotel in Bridgeport

2.0 star property
The price is NZ$672
includes taxes & fees
11 Dec - 12 Dec
Stylish Apartment near Chicago Downtown
TV, offices
Bright & Cozy 1BR Near UChicago

Apartment in Hyde Park

10.0 out of 10, Exceptional, (2)
"This apartment is a very basic rental unit – – had what we needed for our three nights stay, and we were very pleased. Great value for the money."
United States
Alan F.
The price is NZ$275
includes taxes & fees
7 Dec - 8 Dec
Bright & Cozy 1BR Near UChicago
3 bedrooms, iron/ironing board, WiFi, bed sheets
Furnished 3BR Apt w/ Laundry

Apartment in Hyde Park

9.6 out of 10, Exceptional, (4)
"Apartment and neighborhood were beautiful. We really enjoyed our stay and would book the same place again!"
United States
Kristin W.
The price is NZ$544
includes taxes & fees
14 Dec - 15 Dec
Furnished 3BR Apt w/ Laundry
Interior
Chic Retreat: Cozy 1BR Apartment

Apartment in Hyde Park

9.0 out of 10, Wonderful, (6)
"Our stay was very nice, with simple checkin / check out, and excellent communication by our host. "
United States
Tom B.
The price is NZ$276
includes taxes & fees
7 Dec - 8 Dec
Chic Retreat: Cozy 1BR Apartment
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

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

10/10 Excellent
"Great stay"
Shondell 2-night trip
Posted 2 days ago
Motel 6 - Chicago, IL

Find out more about South Side

South Side Residences information

Number of reviews
4,767
Accommodation
0 Residences
Lowest Price
NZ$146
Highest Price
NZ$672

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