Gay friendly Hotels in Uptown

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Uptown LGBT-friendly hotels

1. The Majestic Hotel

The Majestic Hotel
3.0 star property
Lakeview
9.0 out of 10, Wonderful, (1,043 reviews)
"It’s a charming hotel. Well located, and it was nice to have parking available."
United States
Sarah
The price is S$135
includes taxes & fees
24 Nov - 25 Nov
The Majestic Hotel

2. Heart O' Chicago

Heart O' Chicago
2.0 star property
Edgewater
7.8 out of 10, Good, (1,001 reviews)
"Room was basic but clean, great value for location, plus free parking onsite"
United States
Zina
The price is S$162
includes taxes & fees
15 Dec - 16 Dec
Heart O' Chicago

3. 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, (1,437 reviews)
"Staff was super kind,"
United States
Cloey
The price is S$167
includes taxes & fees
15 Dec - 16 Dec
Claridge House Chicago, Tapestry Collection by Hilton

4. Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG
3.0 star property
Downtown Evanston
8.6 out of 10, Excellent, (2,174 reviews)
"Very clean and great location near restaurants. We’d stay here again."
United States
MICHELLE
The price is S$152
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Chicago North-Evanston by IHG

5. 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, (2,763 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is S$224
includes taxes & fees
14 Dec - 15 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (1,930 reviews)
"Hotel is great for the price."
United States
alex
The price is S$130
includes taxes & fees
14 Dec - 15 Dec
ACME Hotel Chicago, Outset Collection by Hilton

7. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,969 reviews)
"This hotel was amazing. The staff are super nice and welcoming and it’s in a great location. Would stay again!"
United States
Luna
The price is S$124
includes taxes & fees
7 Dec - 8 Dec
The Whitehall Hotel, BW Premier Collection

8. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,067 reviews)
"Great place to stay"
United States
Melissa
The price is S$157
includes taxes & fees
10 Dec - 11 Dec
Hilton Chicago/Magnificent Mile Suites

9. Best Western River North Hotel

Best Western River North Hotel
2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1,190 reviews)
"Good location, friendly staff!"
United States
Alexis
The price is S$129
includes taxes & fees
13 Dec - 14 Dec
Best Western River North Hotel

10. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,310 reviews)
"Loved the continental breakfast and how close different bars and restaurants were at :)"
United States
Carole
The price is S$192
includes taxes & fees
25 Nov - 26 Nov
Hyatt House Chicago/West Loop-Fulton Market
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.

Compare popular hotels in Uptown

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A multi-story building with a brick facade, a well-maintained lawn, and a black metal fence.
The Majestic Hotel
3.0 star property
9.0
Wonderful
1,043 reviews
View
A three-tiered fruit basket on a wooden table against a wall with framed pictures.
Heart O' Chicago
2.0 star property
7.8
Good
1,001 reviews
View
A bar area with a long counter, multiple stools, and a modern chandelier.
Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
9.0
Wonderful
1,437 reviews
View
A hallway with large, illuminated wall panels and a tiled floor.
Holiday Inn Chicago North-Evanston by IHG
3.0 star property
8.6
Excellent
2,174 reviews
View
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4
Exceptional
2,763 reviews
View

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