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Featured Chicago Gay friendly Hotels

See all 941 Hotels in Chicago
Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel

3434 N. Broadway Avenue, Chicago
3.0 out of 5.0
4.4 out of 5 (581 reviews)
Nice hotel in Boystown. Staff is friendly and the breakfast is good. Great area to walk around and would come back again!
  Nov 25, 2017

$96

$96
Comfort Suites Michigan Avenue Loop

Comfort Suites Michigan Avenue Loop

320 N. Michigan Avenue, Chicago
3.5 out of 5.0
4.2 out of 5 (1,484 reviews)
ConvenienceClose to all activities we rngsngef in duong out stay.
  Dec 7, 2017

$99

$99
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 (2,824 reviews)
Great hotelStaff was helpful. The location was great, between restaurants and bars and the 7 Eleven just down the road for late night goodies. The room was comfortable, and the bed was amazing!
  Dec 8, 2017

$76

$76
Hyatt Regency McCormick Place

Hyatt Regency McCormick Place

2233 S Martin Luther King Dr, Chicago
4.0 out of 5.0
4.4 out of 5 (3,390 reviews)
Softest beds ever.The beds are super soft and comfy! The heater worked and the shower was awesome! The hotel is right in the city and near the lake. I could see the water from the window! Service is prompt, though I had to text guest services instead of calling them. But they responded in like 2 minutes. Nice staff ...
  Dec 6, 2017

$104

$104
The James Chicago-Magnificent Mile

The James Chicago-Magnificent Mile

55 East Ontario Street, Chicago
5.0 out of 5.0
4.5 out of 5 (2,132 reviews)
2 night stopover in Chicago CBD.Clean hotel, very well located with friendly staff and great facilities. Spacious and quiet room with great bedding. Thoroughly enjoyed the stay and would come back again. Highly recommended.
  Dec 10, 2017

$103

$103
Thompson Chicago

Thompson Chicago

21 East Bellevue, Chicago
5.0 out of 5.0
4.7 out of 5 (2,044 reviews)
Perfect hotel for location , services , staff and food.
  Dec 9, 2017

$178

$178
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 (1,872 reviews)
Great hotel great weekend!The Trump Intl was Great in all ways- service, dining, room was clean, comfortable and kitchenette handy. Only complaint - bed was too soft . Recommend sliders in the Rebar with a glass of champagne while enjoying view. Look forward to next visit!
  Dec 11, 2017

$300

$300
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Recently booked Gay friendly Hotels in Chicago

Hyatt Chicago Magnificent Mile
4.0 out of 5.0
Last booking: 4 minutes ago
Super 8 Chicago Northlake O'Hare South
2.5 out of 5.0
Last booking: 7 minutes ago
Congress Plaza Hotel
3.0 out of 5.0
Last booking: 19 minutes ago
Best Western Chicagoland - Countryside
3.5 out of 5.0
Last booking: 30 minutes ago
Hampton Inn & Suites Chicago Deer Park
2.5 out of 5.0
Last booking: 36 minutes ago
Courtyard by Marriott Chicago Arlington Heights / South
3.0 out of 5.0
Last booking: 41 minutes ago
Hotel Chicago Illinois Medical District
2.5 out of 5.0
Last booking: 55 minutes ago
DoubleTree by Hilton Chicago - North Shore Conference Center
3.5 out of 5.0
Last booking: 1 hour ago
Loews Chicago O'Hare Hotel
4.5 out of 5.0
Last booking: 1 hour 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.