Gay friendly Hotels in Downtown 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 Downtown Chicago Gay friendly Hotels

Our top choices for Downtown Chicago LGBT-friendly hotels

2 bars/lounges, rooftop bar

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,017 reviews)
"Great hotel to stay."
United States
Josias
The price is S$329
includes taxes & fees
30 Jun - 1 Jul
theWit Chicago, a Hilton Hotel
2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,735 reviews)
"Great location, excellent room and amenities proactively attentive staff."
United States
Robert
The price is S$339
includes taxes & fees
1 Jul - 2 Jul
LondonHouse Chicago, Curio Collection by Hilton
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,246 reviews)
"Great location"
United States
Gabino
The price is S$237
includes taxes & fees
6 Jul - 7 Jul
Silversmith Hotel Chicago Downtown
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,642 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is S$220
includes taxes & fees
2 Jul - 3 Jul
Eurostars Magnificent Mile
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,509 reviews)
"Staff was great."
United States
Marianne
The price is S$344
includes taxes & fees
1 Jul - 2 Jul
Hyatt Regency Chicago
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,280 reviews)
"Would definitely stay there again"
United States
Benjy
The price is S$261
includes taxes & fees
1 Jul - 2 Jul
The Godfrey Hotel Chicago
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,091 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is S$250
includes taxes & fees
6 Jul - 7 Jul
Staypineapple, An Iconic Hotel, The Loop
Lobby lounge

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1,011 reviews)
"Great stay!"
United States
Alondra
The price is S$258
includes taxes & fees
2 Jul - 3 Jul
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Premium bedding, in-room safe, desk, blackout curtains

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,597 reviews)
"Great stay"
United States
Matt
The price is S$253
includes taxes & fees
1 Jul - 2 Jul
Hotel 55 Chicago Downtown
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,663 reviews)
"Location was great"
United States
Pamela
The price is S$350
includes taxes & fees
2 Jul - 3 Jul
Sheraton Grand Chicago Riverwalk
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 Downtown Chicago Hotel Reviews

Frequently asked questions

Looking for LGBTQ-friendly accommodation in Downtown Chicago?
Consider this your open invitation to pack your bags and find LGBTQ-friendly hotels in Downtown Chicago on Expedia. Staying in this cosmopolitan area will give you access to its theatre scene and monuments.
What is the favourite LGBTQ-friendly accommodation in Downtown Chicago?
Freehand Chicago is a top LGBTQ-friendly hotel that features free Wi-Fi and a 24-hour fitness centre. Hilton Chicago/Magnificent Mile Suites and InterContinental Chicago Magnificent Mile by IHG are two other good options for your trip.
How many gay-friendly hotels will I find in Downtown Chicago?
There are currently 98 LGBTQ-friendly hotels in Downtown Chicago.
What should I do while I'm visiting Downtown Chicago?
During your trip, get out and enjoy everything Downtown Chicago has to offer. You and your travelling companions may want to visit Michigan Avenue, Navy Pier and Lake Michigan. While you're here, create some great memories of your trip with stops at Goodman Theater, James M. Nederlander Theatre and Chicago Theatre.
What is a gay-friendly hotel in Downtown Chicago?
LGBTQ-friendly hotels welcome all travellers who identify as LGBTQIA+. You'll find a selection of LGBTQ-friendly accommodation options on our site. In Downtown Chicago, 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 LGBTQ-friendly accommodation in Downtown Chicago?
Take a holiday from the ordinary; stay at an LGBTQ-friendly hotel in Downtown Chicago, and you won't have to hide or your sexuality or your gender identity when you check in. Many of our LGBTQ-friendly accommodation options offer concierge services that provide information about nearby LGBTQ restaurants and local events.

Explore a world of travel with Expedia