30 Pleated skirt outfits ideas for all seasons

Last Updated on April 14, 2025 by Eve Dawes

All of the pleated skirt outfit inspo you need | Casual to glam looks for all seasons

Pleated skirts are a classic and very much in style right now as part of the preppy aesthetic and trend. I just got this pleated mini skirt so I’ve been looking for lots more ways to wear and style it for all seasons to get the most wear out of it. Mine’s a mini but these outfit ideas work with both pleated midi and maxi skirts too. Pleated skirts come in and out of style but they’re versatile, classic and a great wardrobe staple. Whether you go for a more on trend preppy look, something dressier, more classic, athletic or feminine. Give these 30 pleated skirt outfit ideas a go the next time you’re stuck for what to wear.

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How to style a pleated skirt

I’m wearing a mini skirt but these pleated skirt outfits work for midi and maxi skirts of all colors. My navy pleated mini skirt is Beverly Hills X Revolve. I’m wearing an XS but find it runs big so consider sizing down 1 size.

How to style a pleated mini skirt | 30 outfit ideas

Pleated skirt outfit ideas

How to style a pleated skirt for all occasions and seasons:

Style a pleated skirt with coordinating tee and white sneakers.
A white and gold button tee with white slides or sneakers is a casual classic.
For the country club old money aesthetic that’s still going strong wear your pleated mini skirt with a tank top, sweater over shoulders, sneakers, and matching cream bag.
For a preppy pleated skirt outfit, style it with a stripe button down and cricket sweater with loafers.
A a navy blazer for extra warmth and more preppy style points.
A cozy cardigan can keep your skirt on repeat for more seasons than just Summer.
For a more elegant look, try a satin or silk cami top, with loafers or stiletto pumps.
A white button down top, with gold jewelry and pumps keeps it looking polished. Just be careful it doesn’t get into school girl territory.
A matching set is always an easy option that looks polished but where no effort has to go into planning what to wear with your pleated skirt.
For an on trend look, polo neck shirts are still in style and keeps with the preppy aesthetic.

Watch the video for the other 20 pleated skirt outfit ideas.

A lot of these items like a white t-shirt, button down shirt or blazer you probably already have. I’ve tried to give you as many outfit ideas as possible with what you already have to get the most wear out of your wardrobe and to save having to go out and buy more things.