Find Gay friendly Hotels in Uptown, IL

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Check availability on Uptown Gay friendly Hotels

Our top choices for Uptown LGBT-friendly hotels

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2650)
"The room was spotless and the staff where great!"
United States
Maria
The price is NT$1,842
NT$2,717 total
includes taxes & fees
Jan 4 - 2026/1/5
Freehand Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2969)
"The room was very clean, the location was excellent."
United States
Craig
The price is NT$2,394
NT$2,810 total
includes taxes & fees
Dec 24 - Dec 25
Aloft Chicago Mag Mile
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4861)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is NT$2,431
NT$2,854 total
includes taxes & fees
Jan 18 - 2026/1/19
River Hotel
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2750)
"Excellent place to stay "
United States
Teniesha
The price is NT$2,636
NT$4,020 total
includes taxes & fees
Jan 11 - 2026/1/12
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3782)
"Clean room, good location, friendly staff"
United States
Zacharias
The price is NT$2,411
NT$2,830 total
includes taxes & fees
Dec 21 - Dec 22
The Whitehall Hotel, BW Premier Collection
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4253)
"Excellent location Restaurant attached "
United States
Rebecca
The price is NT$2,712
NT$3,183 total
includes taxes & fees
Jan 7 - 2026/1/8
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3320)
"Great hotel "
United States
Anthony
The price is NT$2,619
NT$3,075 total
includes taxes & fees
Dec 21 - Dec 22
Club Quarters Hotel, Central Loop, Chicago
Premium bedding, down comforters, pillowtop beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1525)
"Great staff and great location. "
United States
Joe
The price is NT$3,181
NT$3,734 total
includes taxes & fees
Dec 24 - Dec 25
The Wade
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4123)
"Great stay"
United States
Ericka
The price is NT$3,052
NT$3,583 total
includes taxes & fees
Dec 24 - Dec 25
citizenM Chicago Downtown
Restaurant
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1789)
"Great stay in a great area."
United States
Giselle
Hotel Saint Clair- Magnificent Mile
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.
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Top Uptown Hotel Reviews

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 Aragon Entertainment Center.
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.

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