5 Skirt Outfits to Shop Now, Inspired by Milan Fashion Week Street Style

In Milan this past week, plenty of sunshine and transitional temperatures made it the ideal time for the street style set to debut some quintessential fall items. It was a moment to wear them front and center and without any layers to distract, from knitwear that doesn’t require a jacket to skirts sans knee-high boots or tights. Milan Fashion Week showgoers certainly took advantage of the opportunity, choosing marvelous midi and maxi length skirts, in colorful tartan pleats, sleek black silk, and patchworked denim. The takeaway? Five fresh ways to wear a long skirt this fall and a few of the season’s most sought-after skirts according to Milan Fashion Week street style.

Photographed by Phil Oh

That Prada Skirt

It took over the Prada fall 2022 runway last season and now (I counted 27 of 54 total looks, to be exact), and now to no surprise, the dainty It skirt has taken Milan street style by storm. The designer’s mesh, leather, and wool paneled skirts have recently become available to shop. And despite the high price tag, they’re more versatile than you might think. Showgoers outfitted them in a number of ways, from casual leather shackets or puffer jackets to an easy white tank and a pair of Amina Muaddi’s heels fit for a party, as seen here.

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Isabel Marant Bess cashmere cardigan

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Prada feather-embellished skirt

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Photographed by Phil Oh

Patchwork at Play

Denim maxis and patchwork prints are sartorially synonymous with fall; put them together, and you’ve got yourself an autumnal outfit on auto drive. Add an oversized knit, a quirky shoe, or a patchwork bag to a denim skirt for an eclectic yet cozy weekend look.

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Supreme hand-crocheted sweater

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Staud Tommy patchwork beaded bag

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Photographed by Phil Oh

Pretty in Prints

Another notable item from the fall 2022 shows was Altuzarra’s beautiful shibori-dyed skirts and dresses. While on its own, the style reads bohemian, Gabriella Karefa-Johnson’s modern styling proves otherwise. We suggest picking up the pink of the skirt with a pair of shoes of the same shade like Balenciaga’s Cagole mules and topping it off with a vintage tee or leather jacket. Alternatively, lean into the free-spirited feeling of the collection with a shearling jacket and flat boots.

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Madeworn The Doors T-shirt

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Balenciaga BB cat-eye sunglasses

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Altuzarra Arroyo shibori skirt

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Balenciaga Cagole sandals

Photographed by Phil Oh

The Silk-Satin Staple

If there’s one fall skirt in your wardrobe already, it’s likely a satin or silk midi. While it has a bit of shine, the minimal style is powerfully versatile and is considered more of a closet staple than a trend. Wear it with anything and everything, a T-shirt, a turtleneck, a tuxedo blazer. Let it be the first step to any of your fall outfit formulas.

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Proenza Schouler tuxedo suit jacket

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Max Mara Leisure Coimbra skirt

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Photographed by Phil Oh

Yeehaw!-Worthy Plaid

Outside of Gucci’s Twinsburg show, twisted prep school style gets a touch of western flair. This season, take your tartan pleats to a new level with a tasseled loafer from Bass Weejuns, a crossbody saddle bag, or even a cowboy hat.

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Off-White plaid wool kilt

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G.H. Bass & Co. Weejuns Layton II Kiltie leather loafers