These Are Our Go-To High-Waisted Skirt Outfits

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.


(Image credit: @hannastefansson)

Tuck a solid-colored sweater into your patterned skirt.


(Image credit: Collage Vintage)

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


(Image credit: Collage Vintage)

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


(Image credit: @shhtephs)

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


(Image credit: Collage Vintage)

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


(Image credit: @maria_bernad)

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


(Image credit: Collage Vintage)

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


(Image credit: @lifeofboheme)

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


(Image credit: Collage Vintage)

Shine bright this holiday season in a brilliant embroidered skirt.


(Image credit: @emilisindlev)

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


(Image credit: @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.


(Image credit: @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.


(Image credit: @thefashionmedley)

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


(Image credit: @courtneeruthie)

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


(Image credit: Collage Vintage)

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


(Image credit: Collage Vintage)

Pair fresh white sneakers with an edgy leather skirt.


(Image credit: 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.


(Image credit: Collage Vintage)

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


(Image credit: Collage Vintage)

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


(Image credit: 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.


Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.