Find Gay friendly Hotels in Uptown, IL

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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, (2643)
"The room was spotless and the staff where great!"
United States
Maria
The price is ￥9,115
￥13,443 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (2965)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is ￥12,309
￥14,451 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Aloft Chicago Mag Mile
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, (2746)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is ￥12,091
￥18,767 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2262)
"Great staff and restaurants!!"
United States
Abigale
The price is ￥14,437
￥22,253 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4857)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is ￥11,380
￥13,360 total
includes taxes & fees
Dec 29 - Dec 30
River Hotel
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3486)
"Great place to stay "
United States
RaShawna
The price is ￥12,649
￥14,847 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Chicago/Magnificent Mile Suites
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, (3798)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is ￥11,927
￥14,001 total
includes taxes & fees
Dec 17 - Dec 18
The Whitehall Hotel, BW Premier Collection
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1757)
"Clean and staff was courteous. "
United States
HANNAH
The price is ￥11,094
￥13,021 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Garden Inn Chicago Downtown South Loop
Exterior
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2297)
"Great stay"
United States
Jeremy
The price is ￥13,603
￥20,955 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Allegro Royal Sonesta Hotel Chicago Loop
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3160)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is ￥14,584
￥17,122 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Eurostars 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

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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.