The California Clipper Bar / Live Music Venue

Humboldt Park, Chicago –

Opened in 1937 and still sporting the same name and style, The California Clipper is one of the oldest bars in Chicago.

Located a bit off the beaten path in an area of Humboldt Park dotted by auto shops and abandoned buildings, the venue is a retro southern bar known for its grape soda cocktails, jazz and country music, and congenial “Well, come on in” vibe – a vibe clearly embraced by the diverse mix of hipsters, young professionals, and older regulars who show up in leather jackets and fedora hats, along with the few dedicated hippies thrown in for good measure.

Patrons looking to down a few pints with friends settle in at the original long curved bar that runs down one side of the room, while groups of laid-back friends and music lovers fill the bright red booths on the other side to just kick back and chat or listen to the live bands that take the stage later in the week.

A varied performance roster reflects the bar’s mixed crowd, and ranges from drawling bluegrass tunes to upbeat New Orleans jazz, the latter of which draws lively couples to their feet to boogie across the linoleum.

There’s plenty of low-key fun earlier in the week as well, when a mellow crowd stops in for cult classic films and a few Purple Martins – a popular hangover-inducing blend of grape soda, lemon, and rum.

A long history, unique cocktails, and an easygoing atmosphere might entice patrons into The California Clipper, but it’s the strong dose of southern hospitality that keeps them there and makes them feel…well, peachy keen!