Find Hotels with Free Parking in South Side, IL

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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 NT$2,296
NT$2,695 total
includes taxes & fees
Jan 24 - 2026/1/25
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 NT$2,655
NT$4,187 total
includes taxes & fees
Jan 20 - 2026/1/21
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 NT$2,703
NT$3,173 total
includes taxes & fees
Jan 22 - 2026/1/23
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 NT$2,703
NT$3,425 total
includes taxes & fees
Dec 30 - Dec 31
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, (1000)
"Clean room, nice staff and perfect spot to enjoy the city "
United States
Alexis
The price is NT$3,175
NT$3,727 total
includes taxes & fees
Jan 2 - 2026/1/3
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 NT$4,244
NT$4,982 total
includes taxes & fees
Jan 3 - 2026/1/4
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 NT$3,521
NT$4,136 total
includes taxes & fees
Jan 1 - 2026/1/2
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 NT$3,332
NT$4,226 total
includes taxes & fees
Jan 1 - 2026/1/2
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 NT$2,263
NT$2,656 total
includes taxes & fees
Jan 10 - 2026/1/11
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 NT$2,358
NT$2,768 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

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