Gay friendly Hotels in Chicago

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Gay friendly Hotels

Top Gay friendly Hotels in Chicago

Our top choices for Chicago LGBT-friendly hotels

Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2318)
"Nice place to stay!"
The price is S$180
includes taxes & fees
24 Sept - 25 Sept
Freehand Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2134)
"Great place to stay!"
The price is S$313
includes taxes & fees
22 Sept - 23 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3792)
"Great place to stay "
The price is S$248
includes taxes & fees
22 Sept - 23 Sept
citizenM Chicago Downtown
Claridge House
Cocktail bar

Claridge House

4.0 star property
9.0 out of 10, Wonderful, (1365)
"We had a great stay"
The price is S$416
includes taxes & fees
16 Sept - 17 Sept
Claridge House
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2173)
"Loved our stay"
Hotel Felix River North/Magnificent Mile
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3044)
"Nice hotel, clean, modern room, with a great shower, and comfortable bed. great location too. "
The price is S$271
includes taxes & fees
2 Oct - 3 Oct
Eurostars Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1699)
"Had a great stay! The area is very walkable and convenient!!"
Hotel Saint Clair- Magnificent Mile
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2865)
"This was a very lovely place to stay and pet friendly! "
The price is S$242
includes taxes & fees
21 Sept - 22 Sept
Hilton Chicago/Magnificent Mile Suites
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1005)
"I had a wonderful stay I will definitely be back again."
The price is S$245
includes taxes & fees
22 Sept - 23 Sept
Ivy Boutique Hotel
Club Quarters Hotel, Central Loop, Chicago
Breakfast, lunch and dinner served

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.8 out of 10, Excellent, (3343)
"Love the pet friendly accommodations"
The price is S$250
includes taxes & fees
28 Sept - 29 Sept
Club Quarters Hotel, Central Loop, Chicago
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 Chicago Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia