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Check availability on East Side Gay-Friendly Hotels

Our top choices for East Side LGBT-friendly hotels

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 ฿1,840
฿2,714 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, (2967)
"The room was very clean, the location was excellent."
United States
Craig
The price is ฿2,391
฿2,807 total
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 ฿2,547
฿3,913 total
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 ฿2,915
฿4,493 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
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 ฿2,812
฿3,301 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Chicago/Magnificent Mile Suites
Lobby
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4861)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is ฿2,567
฿3,014 total
includes taxes & fees
30 Dec - 31 Dec
River Hotel
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, (3481)
"Very helpful staff, clean rooms and really great breakfast buffet. "
United States
Katherine
The price is ฿3,618
฿4,247 total
includes taxes & fees
28 Dec - 29 Dec
voco Chicago Downtown - Riverwalk by IHG
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3165)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is ฿3,020
฿3,545 total
includes taxes & fees
11 Jan - 12 Jan 2026
Eurostars Magnificent Mile
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3410)
"I always love staying at this place when I visit"
Canada
William
The price is ฿4,373
฿6,057 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Regency Chicago
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 ฿2,296
฿2,695 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
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.
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Frequently asked questions

How do I find LGBTQ-friendly accommodation in East Side?
If you're interested in a place that will welcome you to East Side, our website has the gay-friendly hotel you're looking for. Discover the people, places and traditions found only in East Side.
What is there to see in East Side?
During your trip, get out and enjoy everything East Side has to offer. You and your travelling companions may want to visit Lake Michigan, Calumet Park and Munson Beach. While you're here, create some great memories of your trip with a stop at Calumet Beach.
What is an LGBTQ-friendly hotel in East Side?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual and transgender travellers are proudly welcomed. We have worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of gay-friendly hotels worldwide. In East Side, hotels affiliated with IGLTA 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 LGBTQ-friendly accommodation in East Side?
Stay at a gay-friendly hotel in East Side and you'll be around like-minded people, so you can relax and enjoy your trip. Many of our LGBTQ-friendly accommodation options offer wedding ceremonies and honeymoon packages for same-sex couples.