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Find Gay friendly Hotels in South Side, IL

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Check availability on South Side Gay friendly Hotels

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top South Side Gay friendly Hotels

Free daily buffet breakfast
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
9.0 out of 10, Wonderful, (1210)
"Will definitely stay there again ."
United States
Jose Remedios
The price is NT$3,858
NT$4,533 total
includes taxes & fees
Dec 9 - Dec 10
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Lobby
SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1008)
"Clean, good staff"
Canada
Veronique E
The price is NT$3,516
NT$4,128 total
includes taxes & fees
Jan 1 - 2026/1/2
SpringHill Suites by Marriott Chicago Chinatown
Exterior
Chicago Marriott Midway

Chicago Marriott Midway

3.5 star property
Bedford Park
8.4 out of 10, Very Good, (909)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
United States
Leilani
The price is NT$4,538
NT$5,331 total
includes taxes & fees
Dec 14 - Dec 15
Chicago Marriott Midway
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2986)
"Great stay"
Canada
Lorrington Ashford
The price is NT$2,292
NT$3,612 total
includes taxes & fees
Jan 2 - 2026/1/3
Swissotel - Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3428)
"Great hotel located in nice area."
United States
Robert
The price is NT$2,615
NT$3,070 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Chicago/Magnificent Mile Suites
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2096)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
Terrace/patio
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, (2269)
"Perfect environment and location"
China
YIWEI
The price is NT$2,838
NT$4,401 total
includes taxes & fees
Dec 16 - Dec 17
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2941)
"Great location and great staff!!"
United States
lynne
The price is NT$2,700
NT$3,170 total
includes taxes & fees
Dec 7 - Dec 8
Aloft Chicago Mag Mile
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3375)
"Nice hotel"
United States
Dick
The price is NT$4,270
NT$5,934 total
includes taxes & fees
Dec 22 - Dec 23
Hyatt Regency Chicago
Reception
River Hotel

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4836)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is NT$2,867
NT$3,366 total
includes taxes & fees
Dec 14 - Dec 15
River Hotel
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.
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Top South Side Hotel Reviews

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