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10 Sneakers With Skirt Outfits to Make the Centerpiece of Your Transitional Wardrobe

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Some style staples are simply meant to be worn together—like the classic white T-shirt and jeans look, to the off-duty-approved khaki trench coat and penny loafer pairing. We typically see several of these dynamic duos sprinkled across the street style scene–and the shows kicking off the FW25 season prove that certain formulas just work. Across Milan, Paris, and Copenhagen last week, fashion darlings from all over ushered in a new chic closet combo that’s perfect for the transitional season we find ourselves navigating. You know the kind of February day in question, where the morning starts off with temperatures well below freezing, and by noon, the sun is shining high, calling for just a lightweight piece of outerwear and a shoe sans a heavy duty wool sock. The combination at hand is, none other than sneakers with skirts. Yes, the juxtaposition of a more modern, dressed up midiskirt styled casually with a trendy trainer is the outfit formula on the hearts, minds, and shopping carts of the industry’s elite right now. Perfect for your nine-to-five, elegant errand running, or even the front row, below, 10 sneakers with skirt outfits to make the centerpiece of your transitional capsule wardrobe.

Vogue’s Top 10 Sneaker Styles:

As for where to start, it’s no secret that every curated closet needs a pair of lifestyle trainers, and Adidas’s cool but classic options check all the boxes, marrying practicality, comfort, and effortless style. Start off strong with the heritage brand’s fashion crowd-favorite SL 72 sneakers in maroon, buttery yellow, and soft brown, we recommend styling yours à la Parisienne with a sporty striped polo sweater, khaki cargo skirt, and a bowling bag-shaped tote tucked ever-so-chicly underneath your arm. Otherwise, turn to their retro Tokyo sneakers in black, cream, and camel, which add a neutral note to an otherwise punchy look, consisting of Dries Van Noten’s hot-off-the-runway, floral-print skirt, Róhe’s sumptuous, long-sleeve cashmere sweater, and & Other Stories’s epic two-toned trench. For those after a designer sneaker, Loewe’s Flow Runner trainers are seasonless stars (the label just revamped the model) that vibe exceptionally well with Baum Und Pferfdgarten’s shimmering sequin skirt, Mango’s suede jacket, and a blue-and-white striped button-up. The final result captures the true meaning of everyday glamour.

Other sneakers with skirt combinations we can’t wait to sport this early spring include Salomon’s signature lace-up style with Loulou de Saison’s sleek leather midi; Nike’s LD-100 pair with Jacquemus’s ladylike denim skirt, and New Balance’s off-white option with Faithfull’s sultry lace slip. Below, how to wear sneakers with skirts–the transitional season’s easiest and chicest outfit combo.

A Touch of Sport

Other than trendy trainers and sleek midiskirts, preppy polo sweaters are pre-spring’s most covetable essential. Luckily for us (and you!), this look combines all three prized pieces. Start with Massimo Dutti’s maroon, light blue, and pale yellow striped polo, then, layer it atop Gucci’s khaki cargo skirt and Adidas SL 72 sneakers to match. Meanwhile, Jacquemus’s suede bowling bag adds a welcome textural touch.

Massimo Dutti

striped knit sweater with polo collar

Gucci

embossed mid-length cotton drill skirt

Everyday Glamour

It’s always festive season! Inject a bit of sparkle in your everyday wardrobe with a shimmering sequin skirt, such as the one below from Copenhagen-based brand, Baum Und Pferdgarten. Then, contrast its glitz and glamour with Mango’s structured suede jacket, & Other Stories’s blue-and-white striped button-up, and Loewe’s Flow Runner sneakers in a notable neutral. Here’s to looking at your staples in a whole new light, starting with this dazzling sneaker with skirt combination.

Loewe

Ballet Runner 2.0 sneakers

Coastal Prep

Call it the Miu Miu effect, but easy-breezy, preppy pieces that look as if they plucked straight from Nantucket are set to dominate our spring shopping carts. Get ahead of the micro trend with Aligne’s corduroy-trimmed barn jacket and Massimo Dutti’s white poplin midiskirt. J.Crew’s navy blue retro sneakers offer up a welcome color pop, while The Row’s roomy raffia tote transitions the entire ensemble straight from spring to summer. Yes, we’re already planning our warm-weather wardrobes. It’s never too early!

Aligne

Madi corduroy collar jacket

It’s Leather Weather

Few things are as versatile in a capsule wardrobe as a sleek leather midiskirt–specifically this luxurious style from Loulou de Saison. And when paired with Salomon’s street style-approved, lace-up sneakers, the staple gets a cool-girl twist. Finish off the look with Gabriela Hearst’s suede overshirt in a neutral taupe color and Alaïa’s latest must-have handbag.

Alaïa

Curve leather shoulder bag

Texture Takeover

Texture thrives during the cold-weather months. Perhaps it’s the need for extra coverage to combat those freezing temperatures or the way it livens up the bleakness of a grey winter day. Here, lean into tactility with Cos’s button-up leather jacket, Magda Butrym’s calf-hair adorned midiskirt, and Dries Van Noten’s python-printed sneakers. (P.S. The latter is a favorite amongst several Vogue editors.) Don’t forget about The Garment’s second-skin turtleneck top, either. It’s the ultimate layering essential to rely on regardless of the season.

Cos

boxy collared leather jacket

Magda Butrym

printed calf hair pencil skirt

Pretty in Pink

Pre-spring’s sweetest shade is undoubtedly a wispy pale pink, spotted across some of the season’s must-see collections to now, your closet. Take part in the fresh new hue with Dries Van Noten’s floral-print midiskirt paired with Adidas’s Tokyo sneakers, which feature a slimmer, slightly cooler silhouette than the trendy Sambas. Other pieces of the outfit’s puzzle include Róhe’s lightweight cashmere polo and & Other Stories’s epic two-toned trench coat.

Róhe

merino wool and cashmere-blend polo sweater

Master of Minimalism

Understated elegance remains top of mind when it comes to our 2025 dressing moods. Luckily, sneakers with skirts is an easy way to achieve the effortless look. Do so with Loulou de Saison’s roomy V-neck sweater in a slate gray, Toteme’s minimalist maxi skirt, and a pair of rich chocolatey brown sneakers, also from Toteme. Meanwhile, Madewell’s plain, but perfect white tee anchors the entire ensemble.

Madewell

cotton perfect crewneck tee

Toteme

The Sport suede and shell sneakers

Fit to Flare

Last season, we had brands like Bottega Veneta and Prada to thank for bringing the prim and proper midiskirt back into the sartorial picture and this season’s take includes this denim delight from Jacquemus. Style the flared find with Saint Laurent’s cropped trench coat–another spring/summer 2025 trend to note–Nike’s everyday LD-100 sneakers, and Reformation’s leopard-print tote.

Saint Laurent

cropped belted organic cotton-twill jacket

Jacquemus

Salon De-Nîmes pleated denim skirt

Nike

LD-1000 suede-trimmed mesh sneakers

A Suede Story

When we’re sporting pieces of luxe leather, sumptuous suede is the next best thing. Nour Hammour’s chocolate-brown midiskirt is equal parts flattering and fabulous, styled elegantly with Mango’s artful draped blouse and a pair of Miu Miu x New Balance sneakers that have seemingly been on the wish-list of every cool-girl since they launched last season. Complete the look by layering up in JW Anderson’s snuggly shearling leather jacket–February’s freezing temperatures are still very much a thing.

Miu Miu

x New Balance 530 SL leather sneakers

Lacy Things

Put your fashion focus on romantic lace-trimmed slip skirts this pre-spring. Valentine’s Day is quickly approaching, after all. Our pick of choice? Faithfull’s sleek black midi, which complements a pair of off-white New Balance sneakers beautifully. Meanwhile, Nour Hammour’s slouchy leather bomber jacket and Khaite’s tubular snakeskin bag are outfit enhancers no matter what they’re worn with this season.

Faithfull

Elsain lace-trimmed cotton-blend midiskirt

New Balance

740 leather and suede-trimmed mesh sneakers

Shop More Sneaker and Skirt Pairings:

Adidas

SL 72 crochet-trimmed shell and suede sneakers

Miu Miu

Gymnasium technical fabric and suede sneakers

Zankov

Matteo sequined pencil skirt

Vince

Mojave suede retro sneakers

Aligne

Natalie elasticated midiskirt

Proenza Schouler

Track paneled suede-trimmed leather sneakers

Massimo Dutti

cotton blend box pleat midiskirt

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