Going to Gabby’s Barbershop is like traveling back in time for an hour—Big band jazz classics, pistachio green walls, beards long overdue and too much testosterone. This neighbourhood men’s salon has been in business since the mid-eighties in Belmont, one of Chicago’s hippest areas. You go in, write your name in the chalkboard and wait for your name to be called, enjoying the music and vintage ambience. Jocks, hipsters, kids and the coolest businessmen hand themselves into one of the five barbers, certain they will end up looking sharp as ever. For only $16 you can get one of the trendiest cuts of the season, like the “Disconnection”—shorter on the sides, long on top—, the “pompadour,” or a vintage Don Drapper classic. So bring cash and take your time—you’ll be lucky if you wait less than thirty minutes, but we promise even the waiting here is stylish.
2860 N Clark St, Chicago Il, 60657