skylark bar chicago
Image: Yelp/Susan H.
SUNDAY - FRIDAY: 4 P.M. - 2 A.M. | SATURDAY: 4 P.M. - 3 A.M.
312.948.5275 | WEBSITE

The sister bar to Wicker Park’s Rainbo Club, Skylark is by far the coolest bar in Pilsen. It’s a timeless Chicago haunt: long wooden bar, cracked vinyl booths, faded linoleum, minimal lighting and questionable bathrooms. It all lends just enough charm to lure its patrons to stay longer than planned, aided by good music and solid crowd. There’s a better-than-average bar menu, too.

Known For
  • cheap date
  • singles scene
  • bar food
  • craft beer
  • games
  • historic
What to drink
Whatever’s on tap, classic highballs.
Thanks to the neighborhood’s monthly Art Walks, the bar gets flooded on the second Friday of every month during the gallery season. It tends to thin out late night, but plan in advance—especially if you want a seat in one of those vintage booths.