Search Gay-Friendly Hotels in Oak Park

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 Oak Park Gay-Friendly Hotels

Our top choices for Oak Park LGBT-friendly hotels

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2640)
"The room was spotless and the staff where great!"
United States
Maria
The price is ฿1,846
฿2,722 total
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand 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, (2961)
"Great location and great staff!!"
United States
lynne
The price is ฿2,492
฿2,926 total
includes taxes & fees
14 Jan - 15 Jan 2026
Aloft Chicago Mag Mile
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3153)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is ฿2,953
฿3,466 total
includes taxes & fees
12 Jan - 13 Jan 2026
Eurostars Magnificent 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, (2745)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is ฿2,448
฿3,800 total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3463)
"Amazing stay, beautiful view!"
United States
Joshua
The price is ฿3,628
฿4,259 total
includes taxes & fees
29 Dec - 30 Dec
voco Chicago Downtown - Riverwalk by IHG
View from room
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3484)
"Great place to stay "
United States
RaShawna
The price is ฿2,561
฿3,006 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Chicago/Magnificent Mile Suites
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1756)
"Clean and staff was courteous. "
United States
HANNAH
The price is ฿2,246
฿2,636 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
Lobby
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2293)
"Great stay"
United States
Jeremy
The price is ฿3,060
฿4,602 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Allegro Royal Sonesta Hotel Chicago Loop
Exterior
Claridge House Chicago, Tapestry Collection by Hilton

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, (1483)
"I really liked this location - we will stay here again. "
United States
Lynnsey
The price is ฿2,173
฿3,477 total
includes taxes & fees
21 Dec - 22 Dec
Claridge House Chicago, Tapestry Collection by Hilton
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1983)
"A good place for stay "
United States
Julio
The price is ฿2,332
฿2,738 total
includes taxes & fees
28 Dec - 29 Dec
Club Quarters Hotel Wacker at Michigan, Chicago
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 Oak Park Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

How do I find a gay-friendly hotel in Oak Park?
Consider this your open invitation to pack your bags and find gay-friendly hotels in Oak Park on Expedia. Staying in this walkable area will give you access to its shops and restaurants.
What should I see while I'm in Oak Park?
During your trip, get out and enjoy everything Oak Park has to offer. You and your travelling companions may want to visit Ernest Hemingway Museum and House, Frank Lloyd Wright Historic District and Madison Street Theatre. While you're here, create some great memories of your trip with stops at Oak Park Conservatory, Moore House and Pleasant Home.
What is an LGBTQ-friendly hotel in Oak Park?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual and transgender travellers are proudly welcomed. You'll find a selection of LGBTQ-friendly accommodation options on our site. In Oak Park, these hotels 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 an LGBTQ-friendly Oak Park hotel?
Stay at a gay-friendly hotel in Oak Park 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 community-specific packages, exclusive tours and opportunities for social interaction.