Nov 28, 2017 Outfit Ideas

These Are Our Go-To High-Waisted Skirt Outfits

by Anna LaPlaca

Beloved for their ever-flattering shape and persistence over time, the waist-defining skirt style has proven to be a mainstay in our wardrobes. Year after year, designers reimagine the high-waisted skirt, from the A-line skater skirts of years past to the leather styles and midi cuts that the fashion set is reaching for right now. It's this versatility and adaptability that allows us to wear the piece in a wide variety of ways. Whether paired with a coordinating crop top or tucked over a cozy knit, we're loving the high-waisted skirt outfits we're seeing from the street to our feeds and beyond.

Click through to see the looks we love.

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@hannastefansson

Tuck a solid-colored sweater into your patterned skirt.

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Collage Vintage

Tone down a statement-making skirt by wearing with a simple shirt and sneakers.

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Collage Vintage

Master the art of the half-tuck for a cool, relaxed vibe.

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@shhtephs

Pair your high-waisted skirt with a cropped sweatshirt in a bright color. Bonus style points for coordinating the color with your footwear.

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Collage Vintage

Fashion girls love pairing a flirty skirt with a graphic tee and ankle boots.

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@maria_bernad

A thin ribbed knit is the ideal top to tuck into a high-waisted skirt. A leather belt ties the look together.

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Collage Vintage

Two of our favorite things for a night out: animal print and sheer pieces.

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@lifeofboheme

Try a long skirt with a slit or adjustable snap closures—showing a bit of leg looks ultra cool with thick-soled sneakers.

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Collage Vintage

Shine bright this holiday season in a brilliant embroidered skirt.

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@emilisindlev

Give a pretty satin skirt the street style treatment and wear it with "ugly" sneakers and a T-shirt.

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@songofstyle

An embellished denim skirt is not like the rest of your skirts. Transition it seamlessly from day to night through your choice of shoes.

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@natalieoffduty

A patent-leather moto skirt is one of our favorite styles right now. Pair the edgy skirt with a cozy sweater and fun earrings for the perfect fall outfit.

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@thefashionmedley

A button-down and belted skirt are office-ready; with the addition of thick sneakers, they're a street style–approved pairing.

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@courtneeruthie

A matching two-piece set is one of our warm-weather go-to outfits. 

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Collage Vintage

Transform a pencil skirt into the evening with a lace tank and chic mules.

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Collage Vintage

Pair fresh white sneakers with an edgy leather skirt.

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Collage Vintage

Warm tones feel so perfect this time of year. Coordinate with a patterned skirt and a solid sweater in the same color family.

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Collage Vintage

Try a statement blouse to breathe new life into your denim skirts.

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Collage Vintage

A graphic sweatshirt and a lace skirt are the unexpected pairing we didn't know we loved (until now).

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Collage Vintage

Make a neutral skirt pop with a red blouse and statement belt.

Now, shop the coolest sweater-and-skirt combos—'tis the season, after all.

Explore: skirts, Outfit Ideas