Gay friendly Hotels in Streeterville

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Check availability on Streeterville Gay friendly Hotels

Our top choices for Streeterville LGBT-friendly hotels

Cocktail bar
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 S$120
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, (2749)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is S$156
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 S$184
includes taxes & fees
6 Jan - 7 Jan, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Ballroom
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, (3496)
"Great place to stay "
United States
RaShawna
The price is S$123
includes taxes & fees
5 Jan - 6 Jan, 2026
Hilton Chicago/Magnificent Mile Suites
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3798)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is S$116
includes taxes & fees
16 Dec - 17 Dec
The Whitehall Hotel, BW Premier Collection
Restaurant
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1787)
"Great stay in a great area."
United States
Giselle
Hotel Saint Clair- Magnificent Mile
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1522)
"Great staff and great location. "
United States
Joe
The price is S$153
includes taxes & fees
21 Dec - 22 Dec
The Wade
Breakfast and lunch served
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1600)
"Great stay!!"
United States
Adrian
The price is S$148
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Chicago Magnificent Mile
Pillow-top beds, desk, blackout curtains, iron/ironing board
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
2.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1004)
"Great ubicación and great breakfast "
United States
Andrea
The price is S$115
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Meeting facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1580)
"Rooms were very nice and staff was great"
United States
Nancy
The price is S$265
includes taxes & fees
21 Dec - 22 Dec
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.
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Frequently asked questions

How do I find an LGBTQ-friendly hotel in Streeterville?
If you're looking for a place where you'll feel welcome in Streeterville, you can trust the hotels listed as LGBTQ-friendly on Expedia. Staying in this welcoming area will give you access to its local art scene and restaurants.
What's the best LGBTQ-friendly hotel in Streeterville?
Hilton Chicago/Magnificent Mile Suites is a top LGBTQ-friendly hotel that features a fitness centre and valet parking. The Wade and The Whitehall Hotel, BW Premier Collection are two other good options for your trip.
How many LGBTQ-friendly accommodation options are there in Streeterville?
You'll find 19 gay-friendly accommodation options in Streeterville.
What is there to see in Streeterville?
During your trip, get out and enjoy everything Streeterville 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 Ronald McDonald House near Lurie Children's, Chicago Place Mall and Shops at North Bridge.
What is an LGBTQ-friendly hotel in Streeterville?
LGBTQ-friendly hotels, also known as gay-friendly hotels, welcome all travellers who identify as LGBTQIA+. Expedia has worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of LGBTQ-friendly hotels worldwide. In Streeterville, 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 an LGBTQ-friendly Streeterville hotel?
Take a holiday from the ordinary; stay at a gay-friendly hotel in Streeterville, and you won't have to hide your same-sex relationship or your sexuality when you check in. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer concierge services that provide information about nearby LGBTQ restaurants and local events.