If You're Not a Jeans Person, Here Are 23 Winter Midi Skirts to Try Instead

Winter is often considered the most difficult season to dress for. In summer you can throw any old dress on and look put-together, but in winter there’s a lot more to think about: Which layers work without looking too bulky? Will this dress go with tights? And exactly how washed out does this grey coat make me look?

Like many of us, I seem to always resort to a dependable combination of denim, boots and knits. But if you’re not a jeans or trousers person, figuring out what to wear each morning when it's cold outside can be even more of a chore. If that sounds like you, don’t fret. I’m here to tell you you can still take advantage of the ever-flattering midi skirt in the depths of winter. Dresses are slightly more complicated—unless they’re made from a particularly thick material with long sleeves you’ll probably need to source a roll neck that works perfectly underneath. But the beauty of midi skirts is that, like jeans, you can just throw them on with your favourite knit and boots and head out the door. 

Marilyn knows that a pleated midi never goes out of fashion. We love how she's paired it with a cropped denim jacket and statement boots for a modern take.

You might be reticent to wear your favourite silk slip, but pair it with a comfy pair of tights and some knee high boots and you’re good to go. Otherwise you can opt for heavier materials like leather and wool which work particularly well for daytime or work events. To make things easier I’ve scrolled through so many styles and listed the best winter midi skirts I could find below— with price points ranging from high street to designer.

Keep scrolling to see them all, either for inspiration for shopping your own wardrobe or for topping up your collection if it needs it. 

Denim midi skirts are making a comeback, and as Franny proves they make for a great winter look when paired with knee-high boots and knitwear.

Shop the Best Winter Midi Skirts:

Up Next: How the Years Biggest TV Shows Have Changed the Way We Dressed

Opening Image: @nlmarilyn

This post was originally published at an earlier time and has since been updated.