Hotels with free parking in South Side, Chicago

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Check availability on South Side Hotels with free parking

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Our top choices for South Side hotels with parking

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4868)
"Clean friendly hotel "
United States
maria
The price is P4,794
P5,627 total
includes taxes & fees
Jan 10 - Jan 11, 2026
River Hotel

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, (2277)
"Great staff and restaurants!!"
United States
Abigale
The price is P4,962
P7,825 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2990)
"Great place to stay"
United States
Elisha
The price is P5,052
P5,931 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Aloft Chicago Mag Mile

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)
"Great hosts"
United States
John
The price is P5,052
P6,401 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Saratoga Motel By Capital O Near Midway Airport Chicago IL

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1001)
"Clean room, nice staff and perfect spot to enjoy the city "
United States
Alexis
The price is P5,933
P6,965 total
includes taxes & fees
Jan 2 - Jan 3, 2026
SpringHill Suites by Marriott Chicago Chinatown

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, (1003)
"The staff was super friendly, and the room was clean! Great location."
United States
Marie
The price is P7,931
P9,310 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hyatt Place Chicago-South/University Medical Center

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, (1249)
"Will definitely stay there again ."
United States
Jose Remedios
The price is P6,580
P7,730 total
includes taxes & fees
Dec 30 - Dec 31
Holiday Inn Express Hotel & Suites Chicago-Midway Airport 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, (1001)
"They held my credit card for over 30 minutes because something was going on with their cash register. I was really upset because it was ruining my evening and I needed my card. Is there anyway I could be compensated for all of this negative energy that I received from not getting my credit card Back one time "
United States
Michael
The price is P5,992
P7,622 total
includes taxes & fees
Dec 30 - Dec 31
Holiday Inn Chicago – Midway Airport S by IHG

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.0 out of 10, Good, (214)
"Everything was very nice even staff"
United States
Maurice
The price is P4,229
P4,965 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Motel 6 - Chicago, IL

Villa Dubois Guest House

Villa Dubois Guest House
2.0 star property
Bronzeville
8.6 out of 10, Excellent, (79)
"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 P4,406
P5,172 total
includes taxes & fees
Dec 29 - Dec 30
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.

Top South Side Hotel Reviews