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

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Check availability on South Side Gay-Friendly Hotels

Tonight
7 Sep - 8 Sep
Tomorrow
8 Sep - 9 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

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 hotel room with a bed, a sofa, a desk, and artwork on the walls.

1. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Laura
฿6,222
฿7,397 total
includes taxes & fees
8 Sept - 9 Sept
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 modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.
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 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
฿4,905
฿6,087 total
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Chicago – Midway Airport S by IHG
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A hotel entrance with a glass door, a number 6500 sign above, and two signs indicating courtesy shuttle pick-up only.
A conference room with a long table, yellow chairs, and water bottles.
A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.

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
Judy
฿6,353
฿7,464 total
includes taxes & fees
6 Oct - 7 Oct
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
A hotel room with two beds, a desk, and a chair.
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.

4. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Patricia
฿5,596
฿6,574 total
includes taxes & fees
5 Oct - 6 Oct
Chicago Marriott Midway
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.
A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.
A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Ashraf
฿6,584
฿8,962 total
includes taxes & fees
8 Sept - 9 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A man in a suit sitting by a window with a vase of red flowers.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

6. River Hotel

River Hotel
Downtown Chicago
United States
steve
฿5,767
฿6,857 total
includes taxes & fees
8 Sept - 9 Sept
River Hotel
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 room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.
A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

7. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Downtown Chicago
United States
Marissa
฿5,563
฿6,614 total
includes taxes & fees
8 Sept - 9 Sept
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
A large, historic building with a central courtyard surrounded by trees.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

8. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Lori
฿6,551
฿8,754 total
includes taxes & fees
8 Sept - 9 Sept
Hilton Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A hotel room with a large window, a bed, and a suitcase.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A bar with a brick archway, wooden bar counter, and stools.

9. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
United States
Jacqueline
฿4,659
฿5,539 total
includes taxes & fees
8 Sept - 9 Sept
Club Quarters Hotel, Central Loop, Chicago
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.
A gym with treadmills, ellipticals, and weight machines.
A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.
A modern indoor swimming pool with blue seating and a view of the city through large windows.

10. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
United States
Jerry
฿5,961
฿7,087 total
includes taxes & fees
8 Sept - 9 Sept
Aloft by Marriott Chicago Mag Mile
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Top South Side Hotel Reviews

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