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Check availability on Uptown Gay-Friendly Hotels

This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 Rp1.650.722
Rp1.937.741 total
includes taxes & fees
15 Oct - 16 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, (1,442 reviews)
"The location was perfect for my visit"
United Kingdom
Mark
The price is Rp2.186.289
Rp3.124.470 total
includes taxes & fees
1 Nov - 2 Nov
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, (2,108 reviews)
"Had a wonderful stay here"
United States
Erin
The price is Rp2.272.538
Rp2.701.821 total
includes taxes & fees
1 Nov - 2 Nov
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, (4,984 reviews)
"Everything about our stay was exceptional!"
United States
Alan
The price is Rp2.874.671
Rp3.417.698 total
includes taxes & fees
1 Nov - 2 Nov
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, (1,070 reviews)
"Very nice and convenient hotel. Would happily stay here again"
United States
Jason
The price is Rp2.186.289
Rp2.502.864 total
includes taxes & fees
1 Nov - 2 Nov
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, (2,013 reviews)
"Great location, perfect for a weekend getaway."
United States
Gabriela
The price is Rp2.040.095
Rp2.425.468 total
includes taxes & fees
1 Nov - 2 Nov
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, (3,661 reviews)
"Great location"
United States
Julian
The price is Rp2.118.113
Rp2.518.225 total
includes taxes & fees
1 Nov - 2 Nov
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, (2,263 reviews)
"Staff were very friendly and location is perfect"
United States
Adhba
The price is Rp2.156.003
Rp2.606.392 total
includes taxes & fees
1 Nov - 2 Nov
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, (2,283 reviews)
"Would recommend stay here very nice hotel"
United States
carla
The price is Rp2.447.416
Rp2.909.734 total
includes taxes & fees
1 Nov - 2 Nov
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, (5,460 reviews)
"Great place to travel!"
United States
Jared
The price is Rp2.988.298
Rp3.552.787 total
includes taxes & fees
1 Nov - 2 Nov
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.
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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.