Cell Block

For bears and leather fans with and a fun atmosphere. Jackhammer has a friendly vibe, with multiple levels where anything goes and you can have a fun night of dancing with other leather fans, bears, and their admirers. Jackhammer creates a unique environment that offers the community a safe and welcoming space that attracts a diverse mix of the global LGBTQ fetish community seeking a no-attitude bar.

Sidetrack is the biggest and one of the most popular gay bars in Chicago. It's a video bar with a large lounge, multiple fully stocked bars, and a rooftop deck (which is great for people watching) and attracts a mixed but slightly older gay crowd. Themed events range from dance and lip-sync parties to a Tony Awards Viewing Night, so no matter what kind of night you enjoy, you can have a great time here complete with legendary slushy cocktails.

Bobby Love's is a gay karaoke bar in Boystown. During the day it's a neighbourhood bar that's home to loyal regulars enjoying a variety of specials that are on offer throughout the week. People pack into this tiny bar, especially on the weekends, to sing karaoke fuelled by strong drinks but throughout the week the jukebox is always playing great music as well.

As the name suggests, Second Story Bar is hidden away above a restaurant in the River North area of Chicago. This bar is dark and divey with an old school charm that has remained untouched by the upscale modernity of the street below. Inside a sketchy looking unmarked entrance, you'll find a perfectly friendly bar serving cheap drinks to a soundtrack of camp dance classics. This is a true hidden gem and a unique venue among its modern neighbours.

Lucky Horseshoe Lounge in Boystown is open seven nights a week for plenty of boys dancing on stages throughout the venue. This enduring male adult club also has more fully clothed bartenders serving relatively inexpensive drinks, and there are plenty of places to sit back and enjoy the show. The interior is nothing fancy but the dancers are the main attraction, drawing a mixed aged male crowd.

Roscoe's Tavern in the heart of Boystown has been a leader of Chicago's nightlife and entertainment scene for over 30 years. It's a friendly neighbourhood bar where people of all identities come together and catch up over pool or a drink in the lovely outdoor spaces. Super friendly staff create a safe space for everyone to let go and have a great night of dancing, good food, and cocktails.