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Chicago Lesbian and Gay hotels

Search 27 Chicago Hotels

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Chicago Gay-Friendly Hotels

Chicago has gay-friendly hotels across great neighborhoods in the Windy City including the Magnificent Mile, Millenium Park, the downtown “Loop”,  and Boystown hotels near the best gay nightlife.

  • These featured Chicago gay-friendly hotels are highly recommended by gay travel experts including Matt Link, former editor of the OUT Traveler Magazine.
  • Want to stay at a hotel near gay nightlife?  Several Chicago gay-friendly hotels are located walking distance of the most popular gay bars and shopping areas in Boystown and Lincoln Park.
  • Book a Chicago gay-friendly hotel now for LGBT-popular events including Gay Pride (Sunday, June 30, 2013) and Northalsted Market Days (August 10-11, 2013).
  • If you are visiting Chicago for other popular events like Taste of Chicago, Lollapalooza, or the Chicago Marathon, Orbitz has great hotels available for these events as well.

Chicago Lesbian and Gay Hotels

Featured Chicago Lesbian and Gay Hotels

From $186

1 The Westin Michigan Avenue Chicago

4 stars
3.9 / 5 181 reviews

909 North Michigan Avenue Map

great location
Great location. Nice staff and room. Went to a cubs game.
Sep 8, 2014
Perfect location and quite nice hotel for the price
Great location set in the Near North Neighborhood of Chicago. Right across from the John Hancock Building, adjacent to the Mag Mile, the hotel makes for a great launching point with quick access to...
Aug 26, 2014
From $179

2 Four Points by Sheraton Chicago Downtown/Magnificent Mile

3 stars
4.1 / 5 172 reviews

630 N. Rush Street Map

Save 40% on your stay

Good location, good value
We have stayed at this hotel before and will probably stay again in the future. Rooms were comfortable and spacious. Views aren't anything to write home about, but it's Chicago...your not there to...
Aug 17, 2014
A few days in New Chicago
Our room was pleasant and comfortable with adequate space, lighting, a safe and a refrigerator. We hadn't been to Chicago in a few decades, so our location was excellent to travel around downtown...
Jul 31, 2014
From $135

3 Chicago's Essex Inn

3 stars
3.7 / 5 228 reviews

800 S Michigan Avenue Map

Save 15% on your stay

Excellent for Bears game overnight
Stayed here the night before the Bears opener. Great location if you're going to soldier field or the Museum campus. Room was recently remodeled, nicely appointed, large and clean. Faced east, so...
Sep 8, 2014
Great location!
Loved being right on MIchigan. Walking distance from lots of the major sites, and a shuttle available if you weren't up to the walk. Took in Navy Pier, Willis Tower, The Shedd, Soldier Field and...
Aug 29, 2014
From $189

4 City Suites Hotel Chicago

3 stars
4.1 / 5 125 reviews

933 W Belmont Ave. Map

quick overnighter
Very friendly staff, easy to find. Parking offsite, but just a short walk around around the corner.
Sep 5, 2014
Great for Lakeview
Great location with very few hotel choices around it. Good value given that circumstance. Front half of building can get street noise due to being on Belmont but not terrible and back rooms are...
Aug 5, 2014
From $179

5 Hyatt Regency Chicago

4 stars
4.1 / 5 731 reviews

151 East Wacker Dr Map

Free High-Speed Internet, Free Valet Parking

great location
One of the best locations for the money of any hotel in Chicago. If you want to hang out at Navy Pier, Mag Mile, Millenium Park, etc, this is the place to stay. Parking cost is ridiculous, but...
Sep 10, 2014
We stayed at this hotel while visiting Chicago, it was very clean and the staff was very helpful. Great restaurants under the same roof as well!
Sep 4, 2014