Photo by Richard Remington

South Side Hotels with parking

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Check availability on South Side Hotels with parking

Our top choices for South Side hotels with parking

Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2947)
"Great location and great staff!!"
United States
lynne
The price is RM317
RM372 total
includes taxes & fees
8 Jan - 9 Jan 2026
Aloft Chicago Mag Mile
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4844)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is RM336
RM395 total
includes taxes & fees
23 Dec - 24 Dec
River Hotel
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2267)
"Smooth check in and beautiful hotel"
United States
Monique
The price is RM395
RM604 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
View from property
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
3.0 star property
Hyde Park
8.8 out of 10, Excellent, (1004)
"Great stay"
United States
Nikhil
The price is RM524
RM615 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place Chicago-South/University Medical Center
Free daily buffet breakfast
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
Bedford Park
9.0 out of 10, Wonderful, (1230)
"Will definitely stay there again ."
United States
Jose Remedios
The price is RM478
RM561 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Reception
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
Ashburn
7.0 out of 10, Good, (29)
"Clean room friendly staff "
United States
Christian
The price is RM280
RM362 total
includes taxes & fees
11 Dec - 12 Dec
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Lobby
SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1009)
"Clean, good staff"
Canada
Veronique E
The price is RM461
RM541 total
includes taxes & fees
6 Jan - 7 Jan 2026
SpringHill Suites by Marriott Chicago Chinatown
Meeting facility
Chicago Marriott Midway

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (910)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
United States
Leilani
The price is RM530
RM623 total
includes taxes & fees
17 Dec - 18 Dec
Chicago Marriott Midway
Living room
Villa Dubois Guest House

Villa Dubois Guest House

Villa Dubois Guest House
2.0 star property
Bronzeville
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 RM309
RM363 total
includes taxes & fees
11 Dec - 12 Dec
Villa Dubois Guest House
Free WiFi, bed sheets
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.0 out of 10, Good, (200)
"Everything was very nice even staff"
United States
Maurice
The price is RM297
RM348 total
includes taxes & fees
24 Dec - 25 Dec
Motel 6 - Chicago, IL
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

Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"Excellent service, clean room, great location"
Stefan 1-night trip
Posted 8 days ago
Jaslin Hotel
Carlton Inn Midway

Carlton Inn Midway

8/10 Good
"The only thing I liked was that the sheets had no hair on them but the bathroom was not clean I used my own water bottles to clean the shower smh as I had a baby with me. "
Latrice 1-night trip
Posted 1 month ago
Carlton Inn Midway

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