Categories Fashion

10 Chic Outfit Inspirations for Fall 2025

Estimated read time3 min read

One standout trend this season is the pleated skirt, but not the schoolgirl, mini version you might be thinking of. These pleated skirts are longer and fuller and come with a grown-up, modern twist. On the runway, Tory Burch elevated the collegiate uniform, showcasing belted pleated skirts styled with leather coats and ladylike jackets, a standout look at Altuzarra featured a swishy A-line pleated skirt with metallic studs, and Sacai and Prada routinely include pleated skirts in their runway collections. Off the catwalk, we spotted the silhouette throughout street style during Fashion Week, as showgoers styled them with many fall layering essentials, such as crewneck sweaters and barn jackets.

Below, see 10 polished ways to style pleated skirts to the office, during the weekend, and beyond.

The Updated Khaki

Pair Róhe’s khaki pleated skirt with Éterne’s burgundy polo sweater for a polished nod to collegiate dressing. We suggest styling it with a pair of cream ballet flats and a cinched-waist utility jacket to keep the look sharp yet comfortable.

Pleated Wool-Blend Skirt

Róhe Pleated Wool-Blend Skirt

Croc-Embossed Flats

Toteme Croc-Embossed Flats

Croc-Embossed Day Tote

Toteme Croc-Embossed Day Tote

Schoolgirl Edge

Give preppy pleats a rebellious twist with a distressed leather jacket paired with a gray midi skirt and a cream tie-neck blouse. Add a sleek pair of knee-high boots and a suede tote to complete your office-to-happy-hour look.

Billie Cotton-Poplin Shirt

Kallmeyer Billie Cotton-Poplin Shirt

Clint Distressed Bomber Jacket

Nour Hammour Clint Distressed Bomber Jacket

Gia Knee-High Boots

Loeffler Randall Gia Knee-High Boots

Now 81% Off

Heritage Remix

Lean into fall’s collegiate codes with a red pleated skirt and an argyle cashmere crewneck. Keep accessories otherwise sharp and minimal with pointed-toe ankle boots and a large top-handle tote.

Cashmere Argyle Sweater

Prada Cashmere Argyle Sweater

Circle-Cut Midi Skirt

Cos Circle-Cut Midi Skirt

Minori Leather Boots

Emme Parsons Minori Leather Boots

Canvas Chore Coat

Banana Republic Canvas Chore Coat

River Suede and Leather Bag

Simkhai River Suede and Leather Bag

Walk on the Wild Side

Take pleats into statement territory with Norma Kamali’s sleek leather midi skirt layered over a plain white tee and topped with & Daughter’s chunky V-neck sweater. Khaite’s leopard-print knee boots bring a touch of festivity to any night or special celebration.

Glenn Wool Sweater

&Daughter Glenn Wool Sweater

Faux Leather Midi Skirt

Norma Kamali Faux Leather Midi Skirt

Adine Shrunken Tee

Agolde Adine Shrunken Tee

Bombe Gold-Plated Onyx Earrings

Julietta Bombe Gold-Plated Onyx Earrings

Ona Knee-High Boots

Khaite Ona Knee-High Boots

Texture Clash

Double down on texture with a pleated suede midi skirt layered under a chunky cable-knit cardigan and a sharply tailored leather blazer. Add sculptural accessories such as Bally’s ladylike two-toned pumps and Sophie Buhai’s jade pendant necklace.

Paneled Suede Midi Skirt

Ami Paris Paneled Suede Midi Skirt

Yak Cotton Flannel Cardigan

Acne Studios Yak Cotton Flannel Cardigan

Tiny Egg Silver Jade Necklace

Sophie Buhai Tiny Egg Silver Jade Necklace

Samya Two-Tone Leather Pumps

Bally Samya Two-Tone Leather Pumps

Now 47% Off

Countryside Core

For a day spent leaf-peeping or grabbing lunch with friends on a picturesque fall day, style a pleated plaid skirt with a Fair Isle cardigan. Layer on a khaki barn jacket and a pair of suede knee boots for a country-meets-city finish.

Wesley Midi Skirt

Gabriela Hearst Wesley Midi Skirt

Cap-Toe Knee-High Boots

Tory Burch Cap-Toe Knee-High Boots

Aurelius Zip Jacket

The Row Aurelius Zip Jacket

YSL Vanity Bag

Saint Laurent YSL Vanity Bag

Downtown Cool

Shake up classic pleats with a faux-leather midi, an oversize flannel shirt, and a biker jacket for a grungy downtown spin. Add a playful edge with Valentino x Vans’s checkered sneakers and a burgundy top-handle tote.

Vintage Leather Jacket

Dunst Vintage Leather Jacket

x Vans Sneakers

Valentino Garavani x Vans Sneakers

Poplin Perfection

Pleated skirts can take many shapes, like your favorite white poplin one from summer. Keep wearing it through the fall by styling it with a turtleneck and a suede jacket. Add a pair of croc-embellished driving loafers and sculptural gold earrings for a polished day-to-night look.

Mier Pinstriped Turtleneck

Tibi Mier Pinstriped Turtleneck

Triana Pleated Poplin Skirt

Jacquemus Triana Pleated Poplin Skirt

Natalie Suede Jacket

Staud Natalie Suede Jacket

Britt Croc-Embossed Loafers

Stuart Weitzman Britt Croc-Embossed Loafers

Franka Earrings

Lié Studio Franka Earrings

Classics Reimagined

Elevate a classic gray pleated skirt with a bright crewneck sweater in cherry red, then layer on a khaki car coat and a slouchy white shoulder bag for an easy fall outfit idea.

Oversize Wool-Blend Sweater

Róhe Oversize Wool-Blend Sweater

Pleated Tweed Midi Skirt

Maria McManus Pleated Tweed Midi Skirt

Perth Studded Leather Belt

The Frankie Shop Perth Studded Leather Belt

Belted Car Coat

& Other Stories Belted Car Coat

Haute Hues

Let fall’s trending colors take center stage in your outfit by pairing a classic black pleated midi skirt with a butter-yellow draped top and a rich chocolate-brown blazer. Add a pair of burgundy ankle boots and a python-effect clutch to complete your outfit.

Scarf-Detail Silk Top

Cos Scarf-Detail Silk Top

Pleated Crepe Maxi Wrap-Effect Skirt

Toteme Pleated Crepe Maxi Wrap-Effect Skirt

Marcus Wool-Twill Blazer

Diotima Marcus Wool-Twill Blazer

Uma Ankle Boots

Proenza Schouler Uma Ankle Boots

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