Scroll through to see 16 cozy ways to style a midi skirt in the winter, followed by a gorgeous selection of seasonally appropriate midi skirts to give your wardrobe a boost. The trick to making a midi skirt work in cold weather is lots of warm layers. Whether that be a thick pair of tights and boots, a chic faux fur jacket, or just a super-comfortable oversized sweater (our favorite looks), more is more when making a midi skirt look killer when temperatures don’t lend themselves to crop tops and bare legs.