Search 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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Gay-Friendly Hotels

Top Chicago Gay-Friendly Hotels

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2313)
"Nice place to stay!"
The price is ฿3,856
฿5,085 total
includes taxes & fees
22 Sept - 23 Sept
Freehand Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2126)
"Great place to stay!"
The price is ฿5,814
฿7,745 total
includes taxes & fees
22 Sept - 23 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3785)
"Absolutely loved my stay here!!"
The price is ฿5,233
฿6,143 total
includes taxes & fees
22 Sept - 23 Sept
citizenM Chicago Downtown

Claridge House

4.0 star property
9.0 out of 10, Wonderful, (1363)
"We had a great stay"
The price is ฿7,683
฿9,951 total
includes taxes & fees
15 Sept - 16 Sept
Claridge House

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2166)
"Loved our stay"
Hotel Felix River North/Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3043)
"Nice hotel, clean, modern room, with a great shower, and comfortable bed. great location too. "
The price is ฿5,712
฿6,706 total
includes taxes & fees
2 Oct - 3 Oct
Eurostars Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1696)
"Had a great stay! The area is very walkable and convenient!!"
Hotel Saint Clair- Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2855)
"Great hotel and location"
The price is ฿5,098
฿5,985 total
includes taxes & fees
21 Sept - 22 Sept
Hilton Chicago/Magnificent Mile Suites

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1003)
"I had a wonderful stay I will definitely be back again."
The price is ฿4,856
฿5,700 total
includes taxes & fees
22 Sept - 23 Sept
Ivy Boutique Hotel

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.8 out of 10, Excellent, (3335)
"Love the pet friendly accommodations"
The price is ฿4,945
฿5,805 total
includes taxes & fees
21 Sept - 22 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