Hotels with parking in South Side, Chicago

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Check availability on South Side Hotels with parking

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for South Side hotels with parking

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, (2284)
"Great staff and restaurants!!"
United States
Abigale
The price is P5,020
P7,893 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (2982)
"Great place to stay"
United States
Elisha
The price is P5,050
P5,928 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Aloft Chicago Mag Mile
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1051)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is P5,755
P8,479 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hyatt Centric Chicago Magnificent Mile
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
7.2 out of 10, Good, (30)
"Clean room friendly staff "
United States
Christian
The price is P4,522
P5,778 total
includes taxes & fees
Dec 24 - Dec 25
Saratoga Motel By Capital O Near Midway Airport Chicago IL
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
8.8 out of 10, Excellent, (1247)
"Will definitely stay there again ."
United States
Jose Remedios
The price is P5,919
P6,954 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
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, (209)
"Everything was very nice even staff"
United States
Maurice
The price is P4,227
P4,963 total
includes taxes & fees
Dec 28 - Dec 29
Motel 6 - 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, (1006)
"Clean room, nice staff and perfect spot to enjoy the city "
United States
Alexis
The price is P5,931
P6,962 total
includes taxes & fees
Jan 1 - Jan 2, 2026
SpringHill Suites by Marriott Chicago Chinatown
Restaurant
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very Good, (1000)
"Great stay"
United States
Maria
The price is P5,990
P7,618 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Chicago – Midway Airport S by IHG
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)
"My grandson and I stayed one night after my husband’s surgery at the University of Chicago Hospital. We had a wonderful stay. The room was spotless, comfortable, and the staff was very helpful. "
United States
Catherine
The price is P7,927
P9,306 total
includes taxes & fees
Dec 30 - Dec 31
Hyatt Place Chicago-South/University Medical Center
Living room
Villa Dubois Guest House

Villa Dubois Guest House

Villa Dubois Guest House
2.0 star property
Bronzeville
8.8 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 P3,230
P3,791 total
includes taxes & fees
Dec 24 - Dec 25
Villa Dubois Guest House
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

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"My grandson and I stayed one night after my husband’s surgery at the University of Chicago Hospital. We had a wonderful stay. The room was spotless, comfortable, and the staff was very helpful. "
Catherine 1-night trip
Posted 4 days ago
Hyatt Place Chicago-South/University Medical Center