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Check availability on South Side Gay-Friendly Hotels

Our top choices for South Side LGBT-friendly hotels

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, (1233)
"Will definitely stay there again ."
United States
Jose Remedios
The price is ₹10,121
₹11,890 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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, good staff"
Canada
Veronique E
The price is ₹10,121
₹11,881 total
includes taxes & fees
1 Jan - 2 Jan 2026
SpringHill Suites by Marriott Chicago Chinatown

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 ₹12,362
₹14,523 total
includes taxes & fees
18 Dec - 19 Dec
Chicago Marriott Midway

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 ₹9,579
₹12,148 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Chicago – Midway Airport S by IHG

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2953)
"Great location and great staff!!"
United States
lynne
The price is ₹7,320
₹8,593 total
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Chicago Mag Mile

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4851)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is ₹6,759
₹7,935 total
includes taxes & fees
25 Dec - 26 Dec
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, (2258)
"This place was amazing !"
United States
Jayla Danyell
The price is ₹8,373
₹12,907 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2125)
"Loved and enjoyed our stay"
United States
Luis
The price is ₹10,004
₹14,003 total
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2115)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
Silversmith Hotel Chicago Downtown

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2741)
"Great food clean room friendly staff"
United States
MARINA
The price is ₹7,125
₹11,004 total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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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