It's time to put your micro and mini hemlines to the back of your wardrobe, as midi skirts are the reigning champ of the season. Style and practicality rarely collide, but we can thank Miuccia Prada for the swarm of sensible skirt-lengths we're seeing everywhere at the moment.
Her namesake label Miu Miu's Autumn/Winter 2025 show was filled with delicate satin slips, structured wool pencil shapes and plaid-patterns, all sitting just above the knee. The retro-inspired looks could border on twee, but being styled with slouchy ribbed socks, snakeskin pump heels and trainers, and skew-whiff straps, the overall aesthetic felt totally it-girl circa 2025.
As the colder weather creeps in, you'll come to appreciate those extra couple of inches. Below, we've rounded up the best midi skirt outfits from the street-style set, ranging from cool and casual with trainers and ballet flats, to preppy polos and dressy peep-toe mules. There's a way for everyone to tap into the trend — keep scrolling to find out how.
White shirt and statement boots
By keeping her clothes entirely monochromatic, this wearer has ensured her red patent boots are the focus of the outfit. The crisp smart shirt is balanced with the fun zebra print, and the skirt length again perfectly highlights her statement shoes.
Moto jacket and trainers
Midi skirts don't have to feel formal, as proved by this wearer. The moto jacket and Adidas trainers give the look a cool, sporty edge, and her grey socks add depth to the overall outfit (as well as warmth). Top marks.
Polo shirt and tailored coat
Preppy polo shirts are in, and we love how this wearer has matched her one to her coat. The caramel coloured skirt breaks up the outfit, and she's added interest with her metallic silver bag.
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Oversized leather jacket and boots
An every day flat boot is a winter wardrobe essential! Worn with a sheer midi skirt like this wearer, a long knitted jumper and oversized leather jacket = outfit combo of dreams. The lace panel in the skirt brings additional texture.
Graphic T-shirt and blazer
If you want to keep your midi skirt outfit feeling casual, pair with a graphic T-shirt. The boots and blazer dress up the overall ensemble, and the pink handbag adds a splash of colour.
Leopard print jacket and mules
More is more when it comes to leopard. This wearer has balanced her outfit with the figure hugging, grey pencil skirt. We also love how she's clashed two different types of leopard print on her jacket and her shoes. The big hoop earrings and heavy frame glasses are très chic.
Barn jacket and ballet flats
Barn jackets aren't going anywhere — and they pair perfectly with a midi. All the stripe patterns and textures keep this wearer's outfit interesting, and the Tabi ballet flats are a clean and simple way to finish it off.
Short-sleeve jumper and knee-high socks
Go full 1950s in a fitted jumper and pleated midi skirt. We love how this wearer has gathered the top around her waist with a giant brooch, adding to the retro look. Her sheer socks keep the outfit feeling youthful, and you could easily add a faux-fur coat on top for colder days.
Rebecca Jane Hill is the Senior Fashion Editor at Cosmopolitan UK. She has previously contributed to publications including Vogue, Elle, Marie Claire, Harper’s Bazaar, Refinery29, The Face, Glamour and Stylist. She started her own magazine, Sister, in 2012 whilst at university. Focused around feminism, fashion and culture, it went on to produce 12 globally stocked print issues, as well as countless events and partnerships. She closed the magazine in 2023.
Rebecca has been an associate lecturer at London College of Fashion since 2018, where she teaches on the Fashion Journalism course. She is a passionate second-hand shopper and is constantly on the lookout for new design talent.
