8 Easy Ways Fashion People Will Wear Midi Skirts This Season

There are few pieces that are true wardrobe staples, but it is safe to say that the midi skirt is definitely one of them. No matter the season, its versatility and simplicity ensure it remains on the rail year-round.

Come rain or shine, you’ll find me in a midi skirt of some kind, but for people who are less obsessed with the style, winter in particular is an excellent time to don them—they look excellent with boots and can easily be layered up on your top half to ensure you're warm. Plus, the current selections from high-street retailers and designers are vast and there are many impressive and considered shapes that have a timeless appeal, so there’s a style for everyone.


(Image credit: @marina_torres)

Over the last few years hemlines have dominated the runway and this season designers swapped barely there mini lengths for their longer (and more voluminous) counterparts. "On the knee" is a popular fashion category and styles from tailored skirting to pleats and airy cotton voiles are infiltrating our feeds.

When it comes to midi skirts, styling opportunities are endless. Pair a midi skirt with a knitted top and juxtapose fabrications (wool and cotton, for example) or mix and match textures. I’m particularly fond of the exaggerated midi skirt and have taken to pairing it with streamlined tops to appease my 2010s obsession with all things 1950s. Though it may seem dated, pairing a full skirt with tailoring and streamlined top-half pairings brings it back to 2023 and gives it a modern update.


(Image credit: @kristincabat)

Let's not forget the classics, either. Column slip skirts reappear every spring and the classic denim midi skirt is also a popular style right now, and we expect to see it through next year, too. If you’re a fan of midi skirts keep on reading for some of my favourite investment pieces and outfit inspirations for how to wear a midi skirt this season. 


1. A Jumper + Neutral Skirt


(Image credit: @vikilefevre)

Style Notes: Neutral lovers - this is one for you. If ever you're looking to enhance your outfits with subdued colours, mix muted tones for some interest. This is one to keep in your arsenal for those wind-swept days.

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2. A Blazer + Satin Slip Skirt


(Image credit: @styleidealist)

Style Notes: I love how Karina has paired her slip midi skirt with a tailored blazer and sculpted top. Size up on the blazer to really nail that relaxed-fit look. At this time of year, this is definitely a fantastic party look.

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3. A Jumper + Leather Skirt


(Image credit: @anoukyve)

Style Notes: With these chillier days, we're welcoming sartorial style with open arms. Sandwich luxe leather midi skirt between a crew-neck sweatshirt with a pair of patent leather heeled boots and you're ready to head out the door.

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4. A Denim Midi + Knit Jumper


(Image credit: @taffymsipa)

Style Notes: A denim midi has become a constant throughout the year, and we're expecting it to stick around through 2024 too. Whilst there's plenty of ways to style it, we're particularly impressed with Taffy's choice to pair it with a chunky ribbed knit jumper and elevate it further with some sleek leather boots.

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5. A Denim Jacket + White Midi Skirt 


(Image credit: @chiarasatelier)

Style Notes: The juxtaposition of textures in this look is magic, from the starchy denim jacket to the supple skirt and ruched boots. It's a look that can transcend from the office to post-work events and date nights.

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6. Tailored Black Skirt + Pinstripe Shirt


(Image credit: @neelam.ahooja)

Style Notes: A crisp shirt will be your best friend during the transitional weather. Style with a sleek midi skirt and a pair of glossed leather ankle boots, or dress down with low-top trainers. 

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7. Denim Midi Skirt & Knit Cardigan


(Image credit: @kimturkington_)

Style Notes: Grabbing a coffee? Running errands? Heading off on a shopping trip? Nail the dressed-down aesthetic with a washed denim midi skirt, partnered with a crew-neck T-shirt and a knit cardigan. Accessorise the look with some comfy trainers, a leather shoulder bag and cat-eye sunglasses. 

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8. Colourful Midi Skirt & Leather Jacket


(Image credit: @catlpatterson)

Style Notes: Add a touch of colour to your wardrobe, in a minimalist way, with a statement midi skirt. Make the outfit autumn-ready with a relaxed-fit T-shirt and leather jacket. 

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This piece was published at an earlier date and has since been updated

Next Up: It's Official: These 5 Trainer Trends Are Set to Replace White Sambas in 2024

Freelance Fashion Editor

Avalon Afriyie is a freelance writer and storyteller based in London. She specialises in sustainable fashion, health and the narratives of marginalised communities.

She has a background in fashion show production and styling, having previously worked on The Clothes Show and with the Lyst Group. Since graduating in 2013 with a BA (Hons) in English and contemporary media, she’s worked as a feature writer for an independent publication and a contributor for Quill’s creator network. She now marries her passion for words and style, writing for some of the most esteemed fashion and lifestyle publications, Who What Wear UK and Stylist.

Avalon also provides copywriting services, creative consultancy, and visual media for independent businesses, including travel guides, interviews, press releases and blog posts. Her work has been featured on Lush, Contiki, Youswim and Ohne.

She spends her days writing to her heart’s content for business and pleasure, shooting on film and dreaming of residing a stone’s throw away from the ocean with her love and a pup (clad in a sweeping frock, of course). She’s currently penning ideas for a book of personal essays and free verse poetry on love, life and the stages in between.