They were a favorite of Steve McQueen, Bob Dylan, beatniks, mods, and hippies. The chukka boot, a popular footwear choice since the 1930s, doesn't ever seem to go out of style. Today, there are countless variations on the theme, from Columbia's sneaker-inspired version that was built for the trails to a more fashion-forward blue suede boot by Brooklyn brand Artola. Whether you dress them up or down, here are 10 to take a turn in.
Artola's Jerry Boot
Artola, a small shoe company based in Brooklyn, designed a chukka for the bold. The "Jerry" boot has an extra eyelet and is available in loud colorways such as electric blue or eye-popping mustard. For more traditional dressers, there's a natural tan version that's bound to get some wear. Note that the shape of this chukka is more narrow than most. [Jerry boot, $175, nordstrom.com]