The Loop Gay friendly Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 The Loop Gay friendly Hotels

Our top choices for The Loop LGBT-friendly hotels

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2648)
"The room was spotless and the staff where great!"
United States
Maria
The price is RM240
RM354 total
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand Chicago
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3402)
"I always love staying at this place when I visit"
Canada
William
The price is RM557
RM774 total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Regency Chicago
Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2967)
"Great location and great staff!!"
United States
lynne
The price is RM324
RM380 total
includes taxes & fees
14 Jan - 15 Jan 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, (2748)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is RM318
RM494 total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2381)
"We had a great stay and will be back again."
United States
Amber
The price is RM467
RM548 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Chicago
Lobby
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4860)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is RM306
RM360 total
includes taxes & fees
28 Dec - 29 Dec
River Hotel
Nightclub
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3316)
"Great location!"
Mexico
Jose
The price is RM303
RM356 total
includes taxes & fees
28 Dec - 29 Dec
Club Quarters Hotel, Central Loop, Chicago
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4246)
"Excellent location Restaurant attached "
United States
Rebecca
The price is RM338
RM396 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3163)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is RM384
RM450 total
includes taxes & fees
13 Jan - 14 Jan 2026
Eurostars Magnificent Mile
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4114)
"Great stay"
United States
Ericka
The price is RM422
RM495 total
includes taxes & fees
21 Dec - 22 Dec
citizenM Chicago Downtown
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 The Loop Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Looking for LGBTQ-friendly accommodation in The Loop?
Book a place where you can be yourself! You'll find LGBTQ-friendly hotels in The Loop on our website. Staying in this cosmopolitan area will give you access to its shops and restaurants.
What's the best LGBTQ-friendly accommodation in The Loop?
CitizenM Chicago Downtown is a top LGBTQ-friendly hotel, and features free Wi-Fi and iPads. Hyatt Regency Chicago and Palmer House a Hilton Hotel are two other good choices for your stay.
How many gay-friendly accommodation options will I find in The Loop?
There are currently 34 gay-friendly places to stay in The Loop.
What is there to see in The Loop?
During your trip, get out and enjoy everything The Loop has to offer. You and your travelling companions may want to visit Michigan Avenue and Lake Michigan. While you're here, create some great memories of your trip with stops at Daley Plaza, Richard J. Daley Center and James M. Nederlander Theatre.
What is a gay-friendly hotel in The Loop?
LGBTQ-friendly hotels, also known as gay-friendly hotels, welcome all travellers who identify as LGBTQIA+. We have worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of gay-friendly hotels worldwide. In The Loop, hotels affiliated with IGLTA operate in a spirit of inclusiveness, prioritising a diverse environment in which guests are welcomed, respected and not obliged to declare or hide their sexual orientation.
What can I expect from LGBTQ-friendly accommodation in The Loop?
Stay at an LGBTQ-friendly hotel in The Loop and you won't have to hide your same-sex relationship or your sexuality when you check in. Many of our LGBTQ-friendly accommodation options offer concierge services that provide information about nearby LGBTQ restaurants and local events.