A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Gay friendly Hotels in South Side, Chicago

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Check availability on South Side Gay friendly Hotels

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for South Side LGBT-friendly hotels

A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.
A modern kitchen with built-in appliances, wooden cabinets, and a variety of food items on shelves.
A modern restaurant with a bar area, multiple seating options, and a contemporary design.
A modern lobby with a sofa, a coffee table, and a large digital art display.

1. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Ziyad
P10,591
P12,592 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Chicago Chinatown
A modern bar area with a bar counter, seating, and large windows offering a view of the street.
A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.
A modern lobby with a vending machine, a statue, and an exit sign.
A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

2. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Diane
P7,907
P9,905 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Chicago – Midway Airport S by IHG
A modern interior with a staircase, green upholstered seating, and artwork on the walls.
A hotel entrance with a glass door, a number 6500 sign above, and two signs indicating courtesy shuttle pick-up only.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.
A bathroom with a white sink, a mirror, and a towel rack.

3. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
United States
Darryl
P10,896
P12,801 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.
A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.
A modern living room with two grey armchairs, a round coffee table, and a large potted plant.

4. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Don
P11,145
P13,093 total
includes taxes & fees
Sep 8 - Sep 9
Chicago Marriott Midway
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.
A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

5. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Ashraf
P10,532
P14,668 total
includes taxes & fees
Sep 7 - Sep 8
Sable at Navy Pier Chicago, Curio Collection by Hilton
A large, multi-story hotel with a prominent entrance and classical architectural details.
A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.
A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.
A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

6. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
P10,532
P14,349 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A man in a suit sitting by a window with a vase of red flowers.

7. River Hotel

River Hotel
Downtown Chicago
United States
Meri
P8,567
P10,185 total
includes taxes & fees
Sep 10 - Sep 11
River Hotel
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.
A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.
A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.
A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

8. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
United States
Dhannetta
P9,473
P11,263 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chicago Downtown South Loop
A spacious lobby with a checkered floor, a large sofa, and multiple chairs.
A modern kitchen area with a long counter, various food items, and a coffee machine.
A modern kitchen with a built-in refrigerator, a coffee maker, and a flat-screen TV on the countertop.
A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

9. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Downtown Chicago
United States
Karaline
P7,630
P9,072 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

10. The Wade

The Wade
Downtown Chicago
Canada
Ayomikun Jedidiah
P9,277
P11,030 total
includes taxes & fees
Aug 31 - Sep 1
The Wade
View all properties

Top South Side Hotel Reviews

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