Wear it with jeans and chinos or if you ... You’ll typically find this ankle-high boot in suede or leather. Chukkas were popularized by the iconic Clarks Originals desert boot.

the way to wear is with flat lace-up boots. Knee-high may not be for everyone, so if you’re not about to recreate this exact look then take note and team with a lace-up ankle boot instead.

We can help. For starters, the picks in our guide to the best winter boots will keep you warm, dry, and on your feet as you brave slick sidewalks and ankle-deep snowdrifts. What else should you ...