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Featured Chicago Gay friendly Hotels

See all 806 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 (793 reviews)
Nice hotel, convenient location Nice stay, clean and newly refurbished. Some street noise. Didn't understand why they skimmed on shampoo to every other day when this was a 2 person room and the small supply was only adequate for one day.
  Sep 25, 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 (835 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

$184

$184
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 (1,416 reviews)
i was there for four days and the hotel was great. The hotel staff were extremely friendly and knowledgeable about the area.
  Sep 24, 2017

$206

$206
Thompson Chicago

Thompson Chicago

21 East Bellevue, Chicago
4.5 out of 5.0
4.6 out of 5 (1,143 reviews)
Nice boutique hotel with friendly, helpful staff.The Thompson is a beautiful boutique hotel with comfortable beds and great showers. Staff are friendly and helpful. Proximity to the Magnificent Mile, area restaurants and the subway is an added plus.
  Sep 24, 2017

$203

$203
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

Hyatt Regency Chicago
4.0 out of 5.0
Last booking: 6 minutes ago
The Buckingham Athletic Club & Hotel
3.5 out of 5.0
Last booking: 6 minutes ago
Best Western Grant Park Hotel
2.5 out of 5.0
Last booking: 6 minutes ago
Inn of Chicago, an Ascend Hotel Collection Member
3.0 out of 5.0
Last booking: 8 minutes ago
Days Inn Great Lakes - North Chicago
2.0 out of 5.0
Last booking: 9 minutes ago
Hotel Blake, an Ascend Hotel Collection Member
3.0 out of 5.0
Last booking: 9 minutes ago
Courtyard Chicago Highland Park/Northbrook
3.0 out of 5.0
Last booking: 12 minutes ago
Wingate by Wyndham Arlington Heights
3.0 out of 5.0
Last booking: 15 minutes ago
Hilton Chicago- Michigan Ave Cultural Mile
4.0 out of 5.0
Last booking: 15 minutes ago

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
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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.