Feel like your footwear collection could do with an update? You’ve come to the right place. It’s time to upgrade with a pair of chukka sneakers. A cross between a sneaker and a boot, it’s the easiest way to strike the perfect balance between comfort and cool. If you needed any more convincing, we’ll let the selection below do the rest – don’t miss the smart leather styles by Vince, soft suede pairs by Frye and the chunky designs by Dr. Martens.