The 3rd biggest city in the USA. Chicago is a hotbed of cultural activity with a thriving gay scene centred in the appropriately named Boystown.
Chicago · Luxury Hotels
Luxury Chicago hotels for gay travelers.
Gay Chicago · Hotels
Great-value hotels in Chicago for gay travelers. Save up to 75%.
Chicago Gay Bars
Find the best gay bars and LGBTQ-popular gay pubs in Chicago.
Chicago Gay Dance Clubs
A roundup of gay dance parties and LGBT-popular nightclubs in Chicago.
Chicago is known as the “Windy City.” It’s one of the most exciting cities in the USA. It’s also home to one of the best gay scenes in the country. You’ll find many gay bars in the Boystown district: a great place to begin if you’re visiting Chicago.
Deep dish pizza, the mob, jazz music and that Frank Sinatra song are widely associated with Chicago. It’s packed with museums and it still has a great music scene, making Chicago a true cultural powerhouse. It’s the third biggest city in America by population.
Trending Chicago Hotels
The Hotel at Midtown 4*
Near the gay scene. Spacious rooms. Excellent pool & gym.
Waldorf Astoria Chicago 5*
Luxury choice. Walk to the beach. Easy access to gay scene.
Viceroy Hotel 5*
Luxury. Near Michigan Avenue & Oak Street Beach.
The Wheelhouse Hotel 4*
Central. Located in a lively, busy area.
Gay Cruising in the USA
Here's our guide to some of America's finest gay cruise clubs and adult entertainment venues.
The Top Ten Gayborhoods in North America
Read our roundup of the top 10 best gayborhoods in North America.
A Gay Guide to Chicago
Sitting on the banks of Lake Michigan and holding the title of the third-largest city in the USA, Chicago is a location that is deeply entrenched in its culture and community.
Browse a selection of tours in Chicago from our partners with free cancellation 24 hours before your tour starts.
Chicago Pride 2022
Chicago Pride Fest is a 2-day festival that leads up to the Chicago Pride Parade with up to 100,000 parti...
Featured Venues Add your venue
The biggest and perhaps the most popular gay bar in Chicago. Sidetrack has multiple bars and a...
Popular, high-energy gay dance club in Boystown, the heart of gay Chicago. Hydrate attracts LGBT...
Fun and sexy gay cruise club for bears and leather fans with go-go dancers and lots of hot,...
Private, men-only gay sauna, cruise club & gym in Chicago. Membership is required – you...