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Hotels with FREE Parking in South Side
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Check availability on South Side Hotels with free parking
Top South Side Hotels with free parking

Swissotel - Chicago
Downtown Chicago
9.0 out of 10, Wonderful, (2986)
The price is RM301
RM475 total
includes taxes & fees
2 Jan - 3 Jan 2026

Silversmith Hotel Chicago Downtown
Downtown Chicago
9.2 out of 10, Wonderful, (2095)

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
9.0 out of 10, Wonderful, (3427)
The price is RM344
RM403 total
includes taxes & fees
7 Dec - 8 Dec

Saratoga Motel By Capital O Near Midway Airport Chicago IL
Ashburn
6.8 out of 10, (26)
The price is RM355
RM449 total
includes taxes & fees
7 Dec - 8 Dec

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
9.0 out of 10, Wonderful, (1210)
The price is RM508
RM597 total
includes taxes & fees
8 Dec - 9 Dec

Hyatt Place Chicago-South/University Medical Center
Hyde Park
8.8 out of 10, Excellent, (1015)
The price is RM525
RM616 total
includes taxes & fees
7 Dec - 8 Dec

Villa Dubois Guest House
Bronzeville
8.6 out of 10, Excellent, (77)
The price is RM309
RM363 total
includes taxes & fees
5 Dec - 6 Dec

Motel 6 - Chicago, IL
Washington Heights
6.8 out of 10, (191)
The price is RM297
RM349 total
includes taxes & fees
17 Dec - 18 Dec
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

Jaslin Hotel
10/10 Excellent

Carlton Inn Midway
10/10 Excellent
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