If You’re Not a Jeans Person, Here’s 21 Winter Midi Skirts to Try Instead

January 24, 2022 at 08:00AM

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. 


You might be reticent to wear your favourite silk slip, but pair it with a comfy pair of tights and some knee high boots like India has done above, 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. 

This skirt is such good value and the faux-leather is still buttery soft. 

We’d wear this with a cream knit roll neck. 

A great day-to-night option. 

An elevated classic you’ll wear forever. 

Chocolate brown is the new black for 2022. 


This green wool skirt looks like it could be designer. 

Ideal for jazzing up simple black knits. 

Another easy-to-wear statement piece to make any outfit look good. 

The utility belt on this skirt is removable so it’s basically two styles in one. 

You’ll get so much wear out of this £26 classic. 

If you’re looking for real leather, M&S has great quality styles for reasonable prices. 

You’ve seen duvet coats, but 2022 is going to be all about the quilted skirt. 

We can’t believe how great the price is for this expensive-looking skirt. 

If you’re a monochrome fan you’ll love this Joseph style. 

Gucci is famous for its midi skirts. This is an investment piece that will never date. 

Nanushka’s vegan leather is the softest around. 

Prefer knitted midis to leather? Try this understated Self-Portrait style. 

Such a pretty winter floral that can easily transition into spring and summer. 

The dark green leather of this COS skirt is so rich. It would go perfectly with camel knits. 

Another basic you’ll get years of wear out of. 

We love this styled with heels but it would look just as good with a chunky boot. 

Up Next: Just In: The Formula for a Truly Easy Winter Capsule Wardrobe

Opening Image: @themirroredit

Author Emily Dawes | Whowhatwear
Selected by CWC