The North End

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.

Big Chicks offers great food, great drinks, and great people. There's no attitude at this laid-back Uptown gay bar, which attracts people of all genders and ages. The bar is always crowded on weekends with live DJs at the weekends, but despite this, Big Chicks tends to be a more low-key destination that other bars in the area. Offers on food and drink, including $1 burgers every Monday, keep people coming back throughout the week to this community hub.

Meeting House Tavern is Andersonville's newest and most unique entertainment experience. This space offers multiple types of entertainment along with a rotating selection of cocktails, nightly drinks specials and regular themed nights. Alongside traditional pub and arcade games, Meeting House also offers a range of board games and video entertainment. Large communal tables and lounge spaces allow for big groups to hang out and play their favourite games or just have a drink with bar snacks and pizza.

The North End is a long-running gay sports bar in Boystown that provides a laidback and unpretentious atmosphere. There are plenty of drinks specials to keep you in the moon as you watch whatever sports are on the TV or have a friendly game of pool or darts with the new friends you'll inevitably make. This is a classic sports bar at heart with a modern and stylish twist that suits the local gay community.

Splash is a new venue for nightlife in the heart of Boystown that serves a diverse and ever changing crowd. Splash provides different spaces to suit different tastes, from a vibrant bar and dance floor to the more elegant and comfortable lounges. Live DJs and drag shows provide great entertainment throughout the week with friendly staff and a great crowd to top it off.

Cell Block is Boystown's premier leather and fetish gay club. The main front bar has a dance floor where anyone can let go and have fun with a casual leather dress code. If you're more of a serious leather fan, the back bar opens on Friday and Saturday nights for some more mature fun. This space has a strict leather dress code and hosts events catering to multiple fetishes such as monthly puppy patrol parties.