Gay friendly Hotels in South Side, Chicago

  • 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

Next weekend
In two weeks

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
8.2 out of 10, Very Good, (1,004 reviews)
"Great staff , enjoyed our stay , very close to where we needed to be "
United States
Wafa
The price is P5,389
P6,932 total
includes taxes & fees
Apr 5 - Apr 6
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, (930 reviews)
"Great for an early morning flight from Midway on a layover with an airport shuttle. We had a great night sleep. "
United States
Paul
The price is P7,755
P9,110 total
includes taxes & fees
Apr 3 - Apr 4
Chicago Marriott Midway

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1,003 reviews)
"Clean room, friendly staff"
United States
Shan
The price is P8,121
P9,533 total
includes taxes & fees
Apr 5 - Apr 6
SpringHill Suites by Marriott Chicago Chinatown

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, (2,416 reviews)
"Great spot and view, would stay again!"
United States
Kimberly
The price is P9,733
P13,487 total
includes taxes & fees
Mar 31 - Apr 1
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,708 reviews)
"We love staying here "
United States
Carrie
The price is P9,628
P13,081 total
includes taxes & fees
Apr 1 - Apr 2
Hilton Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,227 reviews)
"Excellent stay."
United States
Fenton
The price is P11,936
P16,144 total
includes taxes & fees
Apr 1 - Apr 2
Swissotel - Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,156 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is P6,601
P7,749 total
includes taxes & fees
Apr 5 - Apr 6
Aloft Chicago Mag Mile

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,032 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is P7,025
P8,246 total
includes taxes & fees
Mar 30 - Mar 31
River Hotel

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,758 reviews)
"Staff was friendly, explained the hotel and amenities well. Great location."
United States
Mary
The price is P10,234
P12,015 total
includes taxes & fees
Apr 27 - Apr 28
The Wade

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,935 reviews)
"Hotel was really nice"
United States
LaCarr
The price is P6,654
P7,811 total
includes taxes & fees
Apr 5 - Apr 6
Hilton Garden Inn Chicago Downtown South Loop
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