South Side Gay friendly Hotels

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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, (1248)
"Will definitely stay there again ."
United States
Jose Remedios
The price is RM453
RM532 total
includes taxes & fees
29 Dec - 30 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, (1000)
"Clean room, nice staff and perfect spot to enjoy the city "
United States
Alexis
The price is RM409
RM480 total
includes taxes & fees
7 Jan - 8 Jan 2026
SpringHill Suites by Marriott Chicago Chinatown

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)
"Great stay"
United States
Maria
The price is RM413
RM525 total
includes taxes & fees
30 Dec - 31 Dec
Holiday Inn Chicago – Midway Airport S by IHG

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (912)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
United States
Leilani
The price is RM539
RM633 total
includes taxes & fees
5 Jan - 6 Jan 2026
Chicago Marriott Midway

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2984)
"Great place to stay"
United States
Elisha
The price is RM348
RM409 total
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile

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 RM357
RM557 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4866)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is RM330
RM387 total
includes taxes & fees
9 Jan - 10 Jan 2026
River Hotel

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3396)
"The Hotel was amazing great location "
United States
Donnisha
The price is RM583
RM804 total
includes taxes & fees
20 Jan - 21 Jan 2026
Hyatt Regency Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1582)
"Rooms were very nice and staff was great"
United States
Nancy
The price is RM603
RM829 total
includes taxes & fees
11 Jan - 12 Jan 2026
Sheraton Grand Chicago Riverwalk

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1537)
"Great staff and great location. "
United States
Joe
The price is RM376
RM442 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Wade
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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