LGBT Welcoming Hotels & Resorts in Old Town Chicago from NZ$129

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 Old Town Chicago LGBT Welcoming Hotels

Our top choices for Old Town Chicago LGBT-friendly hotels

City view from property
Hotel Lincoln

Hotel Lincoln

Hotel Lincoln
4.0 star property
Lincoln Park
7.8 out of 10, Good, (1063)
"The newly remodeled rooms are much blender than they used to be with their old design. I’m very happy to see the restaurant downstairs is open. "
United States
Mike
The price is NZ$219
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Lincoln
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2649)
"The room was spotless and the staff where great!"
United States
Maria
The price is NZ$129
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, (2967)
"The room was very clean, the location was excellent."
United States
Craig
The price is NZ$154
includes taxes & fees
21 Dec - 22 Dec
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, (2750)
"Excellent place to stay "
United States
Teniesha
The price is NZ$228
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2266)
"Great staff and restaurants!!"
United States
Abigale
The price is NZ$247
includes taxes & fees
13 Jan - 14 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
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 NZ$195
includes taxes & fees
4 Jan - 5 Jan 2026
Eurostars Magnificent Mile
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, (1763)
"Great check in and responsive front desk staff. Housekeeping staff did a great job during our visit! "
United States
Steven
The price is NZ$148
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
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, (1991)
"A good place for stay "
United States
Julio
The price is NZ$166
includes taxes & fees
30 Dec - 31 Dec
Club Quarters Hotel Wacker at Michigan, Chicago
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, (3498)
"Great place to stay "
United States
RaShawna
The price is NZ$165
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Chicago/Magnificent Mile Suites
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, (1486)
"I really liked this location - we will stay here again. "
United States
Lynnsey
The price is NZ$190
includes taxes & fees
4 Jan - 5 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton
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 Old Town Chicago Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for an LGBTQ-friendly hotel in Old Town Chicago?
Whether you are travelling with your partner or flying solo, you'll find gay-friendly hotels in Old Town Chicago on Expedia. Staying in this welcoming area will give you access to its popular zoo and restaurants.
What is the top LGBTQ-friendly hotel in Old Town Chicago?
Hotel Lincoln is a top LGBTQ-friendly hotel that features a 24-hour fitness centre and a rooftop terrace.
What should I see while I'm in Old Town Chicago?
During your trip, get out and enjoy everything Old Town Chicago has to offer. You and your travelling companions may want to visit Second City, Armitage Avenue and Henry Gerber House. While you're here, create some great memories of your trip with stops at Hudson Chess Park, Lighthouse ArtSpace Chicago and House of Glunz.
What is an LGBTQ-friendly hotel in Old Town Chicago?
LGBTQ-friendly hotels welcome all travellers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Old Town Chicago, these hotels prioritise 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 Old Town Chicago hotel?
Take a holiday from the ordinary; stay at an LGBTQ-friendly hotel in Old Town 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 community-specific packages, exclusive tours and opportunities for social interaction.