Sidetrack

The Saturday afternoon shift at Sidetrack — when brunch hangs on and the dance floor starts calling. Grab a drink, catch up with friends, and ease into the weekend vibe before things really heat up. It's that sweet spot between...

Daddy Disco is back for a Saturday afternoon tea dance at Sidetrack — dance hits from the 80s, 90s, and 2000s with hosts Michael and Jeremy keeping the energy up. It's the kind of daytime dance party that hits different,...

Sidetrack's legendary Sunday afternoon tradition — the whole room singing along to Broadway classics and pop standards across the Main, Cherry, and North Bars. It's the kind of joyful, communal sing-along that makes strangers harmonize together, with rooftop and video...

Every Monday, Sidetrack turns into Chicago's ultimate show tunes sing-along. Broadway classics and movie musicals play on the big video screens while a room full of people who know every word belts along together. It's a beloved weekly tradition blending...

Stew hosts Sidetrack's weekly trivia night—test your pop culture knowledge against the crowd, then stick around for Pop Favorite Videos spinning until 2am. It's the kind of reliably fun Tuesday that builds a crowd of regulars who actually know their...

Sidetrack's weekly Thursday night party takes over the Main, Cherry, and North Bars with high-energy Latin beats, DJ-driven dance floors, and a crowd that knows how to move. Expect a packed dance floor, strong drinks, and great vibes — the...

Sidetrack's annual Halloween costume edition of Dog Day is a puppy-loving afternoon with a parade of costumes, games, and all the fun the community brings. Running 1-5pm with festivities ramping up around 3pm, it's the kind of Saturday that celebrates...

The October edition of Dog Day brings the whole pack to Sidetrack — bring your pup, grab a drink, and soak in the afternoon vibe with fellow dog lovers and their four-legged friends. No cover, no dog required, just good...

The Saturday afternoon shift at Sidetrack — when brunch hangs on and the dance floor starts calling. Grab a drink, catch up with friends, and ease into the weekend vibe before things really heat up. It's that sweet spot between...

Sidetrack's legendary Sunday afternoon tradition — the whole room singing along to Broadway classics and pop standards across the Main, Cherry, and North Bars. It's the kind of joyful, communal sing-along that makes strangers harmonize together, with rooftop and video...

Every Monday, Sidetrack turns into Chicago's ultimate show tunes sing-along. Broadway classics and movie musicals play on the big video screens while a room full of people who know every word belts along together. It's a beloved weekly tradition blending...

Stew hosts Sidetrack's weekly trivia night—test your pop culture knowledge against the crowd, then stick around for Pop Favorite Videos spinning until 2am. It's the kind of reliably fun Tuesday that builds a crowd of regulars who actually know their...