South Side Gay friendly Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on South Side Gay friendly Hotels

Our top choices for South Side LGBT-friendly hotels

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, (1,007 reviews)
"Great stay!"
United States
Nancy
The price is RM534
RM666 total
includes taxes & fees
24 May - 25 May
Holiday Inn Chicago – Midway Airport S by IHG

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, (1,325 reviews)
"Excellent place to stay at perfect location and breakfast was also amazing "
Canada
Priyank
The price is RM534
RM627 total
includes taxes & fees
25 May - 26 May
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, (1,004 reviews)
"The room was very clean, the staff were very friendly and nice, breakfast was tasty, and the parking was very convenient. "
United States
Safiya
The price is RM566
RM673 total
includes taxes & fees
26 May - 27 May
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, (953 reviews)
"The rooms were very nice. The property is in a perfect location close to the airport and the restaurant on the ground floor was excellent."
United States
Stephen
The price is RM672
RM790 total
includes taxes & fees
21 May - 22 May
Chicago Marriott Midway

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, (2,501 reviews)
"Amazing hotel. I would stay again."
United States
Zorian
The price is RM774
RM1,057 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,079 reviews)
"Nice resort at a reasonable cost"
United States
jonathan
The price is RM407
RM539 total
includes taxes & fees
31 May - 1 Jun
Eaglewood Resort and Spa

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,451 reviews)
"My favorite place to stay!"
United States
Teresa
The price is RM597
RM827 total
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,833 reviews)
"We enjoy our stay."
United States
Nuria
The price is RM668
RM795 total
includes taxes & fees
25 May - 26 May
The Wade

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,328 reviews)
"Wonderful location right on the river. Fitness area wonderful, staff helpful. Would stay again!"
United States
Saleem
The price is RM814
RM1,107 total
includes taxes & fees
24 May - 25 May
Swissotel - Chicago

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,237 reviews)
"Nice place to stay"
United States
Jimmie
The price is RM589
RM701 total
includes taxes & fees
27 May - 28 May
Aloft by Marriott Chicago Mag 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

Explore a world of travel with Expedia