A frozen river with a city skyline in the background.

Uptown Hotel Guide - LGBT-Friendly Hotels in Uptown, Chicago

  • 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 LGBT-Friendly Hotels

Our top choices for Uptown LGBT-friendly hotels

A three-tiered fruit basket on a wooden table against a wall with framed pictures.

1. Heart O' Chicago

Heart O' Chicago
2.0 star property
Edgewater
7.8 out of 10, Good, (999 reviews)
"We were treated very well staff was amazing from start to finish wouod definitely stay again in the future"
United States
Jenn
The price is €95
includes taxes & fees
1 Oct - 2 Oct
Heart O' Chicago
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

2. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,447 reviews)
"The location was perfect for my visit"
United Kingdom
Mark
The price is €179
includes taxes & fees
25 Oct - 26 Oct
Claridge House Chicago, Tapestry Collection by Hilton
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

3. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,106 reviews)
"Had a wonderful stay here"
United States
Erin
The price is €156
includes taxes & fees
25 Oct - 26 Oct
The Wade
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,978 reviews)
"Everything about our stay was exceptional!"
United States
Alan
The price is €183
includes taxes & fees
25 Oct - 26 Oct
Hilton Chicago/Magnificent Mile Suites
A hotel lobby with seating areas, a large cityscape artwork on the wall, and a patterned carpet.

5. Hampton Inn & Suites Chicago-North Shore/Skokie

Hampton Inn & Suites Chicago-North Shore/Skokie
3.0 star property
Skokie
9.2 out of 10, Wonderful, (1,075 reviews)
"Very nice and convenient hotel. Would happily stay here again"
United States
Jason
The price is €148
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn & Suites Chicago-North Shore/Skokie
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.

6. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,012 reviews)
"Great location, perfect for a weekend getaway."
United States
Gabriela
The price is €177
includes taxes & fees
26 Oct - 27 Oct
ACME Hotel Chicago, Outset Collection by Hilton
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

7. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,679 reviews)
"Great location"
United States
Julian
The price is €155
includes taxes & fees
25 Oct - 26 Oct
Club Quarters Hotel, Central Loop, Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

8. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,276 reviews)
"Staff were very friendly and location is perfect"
United States
Adhba
The price is €159
includes taxes & fees
1 Oct - 2 Oct
Hotel Saint Clair- Magnificent Mile
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

9. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,274 reviews)
"Would recommend stay here very nice hotel"
United States
carla
The price is €169
includes taxes & fees
25 Oct - 26 Oct
The Chicago Hotel Collection - Magnificent Mile
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

10. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,469 reviews)
"Great place to travel!"
United States
Jared
The price is €195
includes taxes & fees
25 Oct - 26 Oct
River Hotel
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

Frequently asked questions

How do I find a gay-friendly hotel in Uptown?
If you're interested in booking a place that will welcome you to Uptown, Expedia has all the LGBTQ-friendly hotels you'd wish for. Discover the people, places and traditions found only in Uptown.
What is there to see in Uptown?
During your trip, get out and enjoy everything Uptown has to offer. You and your travelling 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 travellers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Uptown, these hotels will provide lesbian, gay, bisexual and transgender adventurers with the information needed to design the trip of a lifetime.
What can I expect from a gay-friendly hotel in Uptown?
Stay at a gay-friendly hotel in Uptown and get a warm welcome from a community you belong to. 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.

Explore a world of travel with Expedia