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Featured Chicago Gay friendly Hotels

See all 952 Hotels in Chicago
Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel

3434 N. Broadway Avenue, Chicago
2.5 out of 5.0
4.3 out of 5 (186 reviews)
Good hotel in great location.Overall hotel was very good. I had a suite in the Annex and the concierge at reception was a bit surly and didn't say that the room was in the Annex so I spent some time searching for the room which wasn't a great start! However other staff were really good, especially housekeeping. Room was good ...
  Sep 19, 2017

$149

$149
Comfort Suites Michigan Avenue Loop

Comfort Suites Michigan Avenue Loop

320 N. Michigan Avenue, Chicago
3.0 out of 5.0
4.3 out of 5 (477 reviews)
Great hotel with a fantastic location!This all suite hotel is located in an upscale area of Michigan Ave & surrounded by many other hotels and skyscraper / Office & business complexes. We stayed 2 nites (Fri & Sat) so rates were slightly elevated. Driving in Chicago is a bit of a challenge even with a GPS, but once we found the hotel ...
  Sep 13, 2017

$189

$189
Hotel Versey - Days Inn Chicago

Hotel Versey - Days Inn Chicago

644 West Diversey Parkway, Chicago
3.0 out of 5.0
4.2 out of 5 (791 reviews)
Stylish hotel, friendly staff, cozy rooms, nice neighborhood!
  Sep 21, 2017

$118

$118
Hyatt Regency McCormick Place

Hyatt Regency McCormick Place

2233 S Martin Luther King Dr, Chicago
4.0 out of 5.0
4.3 out of 5 (834 reviews)
Luxury hotel next to the convention centerTeh hotel is almost brand new and the experience was excellent. It is connected to the convention center.
  Sep 18, 2017

$164

$164
The James Chicago-Magnificent Mile

The James Chicago-Magnificent Mile

55 East Ontario Street, Chicago
4.5 out of 5.0
4.5 out of 5 (1,414 reviews)
Great location downtown, clean hotel, would definitely stay there again.
  Sep 20, 2017

$206

$206
Thompson Chicago

Thompson Chicago

21 East Bellevue, Chicago
4.5 out of 5.0
4.6 out of 5 (1,142 reviews)
Nice hotel, good location 4/5 - clean hotel, friendly staff, nice rooms, kinda expensive but hey..
  Sep 18, 2017

$195

$195
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (816 reviews)
Excellent place to stayWonderful place to stay. Room was very clean. Staff was more than helpful and very friendly. The stay was like living at home! Great job!
  Sep 22, 2017

$276

$276
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Recently booked Gay friendly Hotels in Chicago

Loews Chicago O'Hare Hotel
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Homewood Suites by Hilton Chicago - Schaumburg
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TownePlace Suites by Marriott Chicago Lombard
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Chicago Gay Hotels Information

Flaunt your alternative lifestyle in friendly Chi-Town during your travels.

  • Choose a gay hotel suiting all your preferences and needs
  • Read verified reviews for hotel recommendations from travelers like you
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The Windy City welcomes every kind of traveler from every walk of life.

It’s an open city, where you’re invited to be you. Chicago hosted the annual Gay Games in 2010, which celebrates diversity and promotes acceptance between gay athletes and their communities. Additionally, every year Chicago holds its very own Pride festival. This fest typically includes two days of celebrations, including one massive parade through the heart of the city. Events aside, you’ll find plenty of Chicago gay-friendly hotels, restaurants, nightclubs, and neighborhoods during your romp in the city.

When you’re looking for gay-friendly hotels, Chicago offers an assortment of accommodations near all the action. These places open their doors to same sex couples, transgenders, and everyone living an alternative lifestyle. Here at Expedia we feature the hottest gay hotels in Chicago at the lowest rates around. Browse our selection to find welcoming hotels with bars, pool access, spas, and more. To make reservations on the fly, use our convenient mobile booking options.