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Skylark

Pilsen · Bar Food Community-sourced, unverified
📍 2149 S Halsted St, Chicago, IL 60608

Skylark is the kind of dive bar whose walls could tell a longer history than most Chicago restaurants ever get to claim.

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Late-night Tots and free Monday jazz at a Pilsen dive bar its own employees bought to keep unchanged

The building at 2149 S. Halsted entered the historical record in 1910 as a Birk Brothers Brewing Company tied-house, cycled through life as Kaufmann's Tavern and later Cozee's Corner, before becoming Skylark in 2003. More than two decades in, it's still pouring more than two dozen beers on tap, mostly from local breweries, alongside a menu built around late-night bar food — the Tots here have their own small reputation, the kind of order regulars make without looking at a menu. Monday nights bring free jazz, a welcome anomaly in a city where dive bars and live jazz don't often share a room.

What makes Skylark's story genuinely remarkable is how it's survived into its third decade: in January 2024, six longtime employees pooled resources to buy the bar — and the entire building, apartments and basement included — from the original owners, at an asking price of $1.6 million, specifically so it wouldn't change hands to someone who'd change what it is. They threw a party called 'Grand Staying The Same' to mark it, which tells you everything about the ethos here. It's reportedly cash-only, so come prepared, and expect a crowd that treats the place less like a bar and more like a shared neighborhood institution worth protecting.

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Specials at Skylark

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Hours

Sun-Fri4pm-2am
Sat4pm-3am
🥡 Takeout unconfirmed 📞 312-948-5275

Amenities & accessibility

❔Takeout: unverified
❔Wheelchair access: unverified

Location

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