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Second Story Bar

Second Story Bar

Second Story Bar, East Ohio Street, Chicago, IL, USA

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.

Cash Only

Good for:

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Popular Bars in Chicago

Big Chicks

Big Chicks

Colourful, friendly and gloriously unpretentious, Big Chicks is one of those Chicago LGBTQ+ bars that feels like a proper neighbourhood institution. Its walls are packed with art, the drinks are reasonably priced and the crowd spans different ages, genders and identities, creating a welcoming atmosphere that keeps regulars coming back. The food is another big attraction, with generous American comfort dishes making this an excellent choice for combining dinner with drinks. Weekends bring a livelier atmosphere with DJs and dancing, while quieter evenings are perfect for catching up with friends or getting to know the locals. It's refreshingly different from the glitzier Northalsted clubs and well worth the trip to Uptown. Just remember to bring cash, as cards aren't accepted.
Bobby Love's

Bobby Love's

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.
Progress Bar Chicago

Progress Bar Chicago

You won't easily miss Progress Bar, thanks to its striking illuminated ceiling that gives this Northalsted favourite a distinctly futuristic feel. Thousands of lights create an impressive centrepiece above the industrial-style interior, making it a great place for cocktails, people-watching and plenty of Instagram-worthy moments. There's more to Progress than its good looks, however. DJs keep the dance floor busy with a lively mix of pop and club music, while regular drag performances and themed parties attract an energetic LGBTQ+ crowd. With multiple bars and a friendly, sociable atmosphere, it's equally appealing for a few early-evening drinks or a full night of dancing. Expect things to get particularly lively as the weekend gets going.
Jackhammer

Jackhammer

Leather, bears, gear and a refreshingly no-attitude atmosphere have made Jackhammer a longstanding favourite of Chicago's LGBTQ+ nightlife scene. Located in Rogers Park, away from the more mainstream Northalsted bars, this lively venue welcomes everyone from dedicated leather enthusiasts to curious visitors looking for something a little different. Jackhammer combines the feel of a neighbourhood bar with a more adventurous nightlife atmosphere, offering pool, darts, affordable drinks and a changing calendar of DJs, parties and fetish-themed events. The crowd is diverse, the dress code refreshingly flexible and self-expression is positively encouraged. Come dressed in leather or your favourite jeans, and enjoy a bar that celebrates individuality and community in equal measure.
Replay Andersonville

Replay Andersonville

A little nostalgia goes a long way at Replay Andersonville, where classic arcade games, cocktails and American comfort food provide the ingredients for a fun, sociable night out. Located in one of Chicago's most LGBTQ+-friendly neighbourhoods, this relaxed bar and restaurant attracts a welcoming mix of locals and visitors. Replay is particularly appealing when you fancy doing something together rather than simply standing around with drinks. Challenge your friends to an arcade game, enjoy a burger and a beer, or drop in for trivia, karaoke and other regular events. It's not exclusively a gay bar, but its inclusive atmosphere makes it an easy addition to an Andersonville evening.
Meeting House Tavern

Meeting House Tavern

Fancy a gay bar where you can actually have a conversation, make new friends and perhaps get a little competitive? Meeting House Tavern is a wonderfully sociable Andersonville hangout where games and good company take centre stage. With communal tables, comfortable seating and a relaxed neighbourhood atmosphere, it's an easy place to settle in for a few hours. There's plenty to keep everyone entertained, with free pool, darts and board games alongside a lively programme of drag-hosted trivia, bingo, karaoke and themed social events. Drinks are reasonably priced, the crowd is welcoming and there's no pressure to dress up or hit the dance floor. It's especially good for groups of friends or solo visitors looking to meet people away from the louder club scene.

Tours & Experiences in Chicago

Chicago does big-city drama particularly well. Cruise the Chicago River for some of America’s best architecture, visit Millennium Park and the Art Institute, then head into one of the city’s neighbourhoods for food, drinks and a little more local flavour after dark.


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