Find Gay friendly Hotels in Uptown, IL

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Uptown Gay friendly Hotels

Tonight
Oct 28 - Oct 29
Tomorrow
Oct 29 - Oct 30
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Top Uptown Gay friendly Hotels

Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very Good, (2534)
"Very accessible location and amazing staff. "
United States
Fatima
The price is NT$2,453
NT$3,419 total
includes taxes & fees
Nov 12 - Nov 13
Freehand Chicago
Ballroom
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
8.4 out of 10, Very Good, (2045)
"Great place to stay."
United States
Ron
The price is NT$3,357
NT$4,707 total
includes taxes & fees
Nov 25 - Nov 26
Palmer House a Hilton Hotel
1 bedroom, premium bedding, down comforters, pillowtop beds
The Wade
The Wade
4.5 star property
8.4 out of 10, Very Good, (1397)
"Great place to stay"
United States
Adam
The price is NT$3,399
NT$3,990 total
includes taxes & fees
Nov 23 - Nov 24
The Wade
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2229)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is NT$2,983
NT$4,544 total
includes taxes & fees
Nov 25 - Nov 26
Sable at Navy Pier Chicago, Curio Collection by Hilton
2 bars/lounges
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
9.4 out of 10, Exceptional, (3371)
"Great location and hotel."
United States
Travis
The price is NT$4,409
NT$6,075 total
includes taxes & fees
Nov 25 - Nov 26
Hyatt Regency Chicago
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (4016)
"Great place to stay. "
United States
sherry
The price is NT$3,368
NT$3,954 total
includes taxes & fees
Oct 30 - Oct 31
citizenM Chicago Downtown
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2877)
"Had a great stay!"
United States
Josh
The price is NT$3,307
NT$3,882 total
includes taxes & fees
Nov 23 - Nov 24
Aloft Chicago Mag Mile
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
3.5 star property
8.2 out of 10, Very Good, (3660)
"Excellent location, old style hotel with an independent feel. "
United States
Jose
The price is NT$2,607
NT$3,061 total
includes taxes & fees
Nov 26 - Nov 27
The Whitehall Hotel, BW Premier Collection
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
8.8 out of 10, Excellent, (1880)
"Great location!! "
United States
Tara
The price is NT$3,201
NT$3,758 total
includes taxes & fees
Nov 11 - Nov 12
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (2026)
"Great place to stay "
United States
Cheryl
Silversmith Hotel Chicago Downtown
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.
View all properties

Top Uptown Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

How do I find a gay-friendly hotel in Uptown?
If you're searching for a place to relax, refresh, and recharge in Uptown, Expedia has all the LGBTQ-friendly hotels you'd wish for. Discover the people, places, and traditions found only in Uptown.
What should I see while I'm in Uptown?
During your trip, get out and enjoy everything Uptown is known for. You and your traveling companions may want to visit Lake Michigan, Aragon Ballroom, and Riviera Theatre. While you're here, create some great memories of your trip with stops at Montrose Beach, Montrose Harbor, and Hutchinson Street Historic District.
What is an LGBTQ-friendly hotel in Uptown?
LGBTQ-friendly hotels welcome all travelers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Uptown, these hotels operate in a spirit of inclusiveness, prioritizing a diverse environment in which guests are welcomed, respected, and not obliged to declare or hide their sexual orientation.
What can I expect from a gay-friendly hotel in Uptown?
Stay at a gay-friendly hotel in Uptown and you won't have to hide or your sexuality or your gender identity when you check-in. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer concierge services that provide information about nearby LGBTQ restaurants and local events.