36 Fresh Ways to Style Your Jacket This Season

Benvenuti a Milan Fashion Week, where we are ringing in the start of another calendar year of high-octane menswear. The fall 2026 menswear shows began with a bang, having already yielded at least two banner, are-we-so-back-right-now shows at Ralph Lauren and Prada. Plus, it’s fitting that the pop-cultural theme of fashion month thus far seems to be Heated Rivalry, because brrrr, it’s cold out there! Thankfully, our photographer Christina Fragkou is on hand to document how the most stylish men in Milan are dressing up for the chilly temperatures. Whether your armor of choice is a heavy wool duster, a leather biker jacket, or a balled-up puffer coat stuffed under your arm (for the moments when the bright winter sun sneaks out from behind those clouds), there are countless ways to stay warm and look cool at the same time. For instance, here are 35 more examples from our Milan Fashion Week street style brethren.