These Are Our Go-To High-Waisted Skirt Outfits (2024)

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.

These Are Our Go-To High-Waisted Skirt Outfits (1)

(Image credit: @hannastefansson)

Tuck a solid-colored sweater into your patterned skirt.

These Are Our Go-To High-Waisted Skirt Outfits (2)

(Image credit: Collage Vintage)

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

These Are Our Go-To High-Waisted Skirt Outfits (3)

(Image credit: Collage Vintage)

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

These Are Our Go-To High-Waisted Skirt Outfits (4)

(Image credit: @shhtephs)

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

These Are Our Go-To High-Waisted Skirt Outfits (5)

(Image credit: Collage Vintage)

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

These Are Our Go-To High-Waisted Skirt Outfits (6)

(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.

These Are Our Go-To High-Waisted Skirt Outfits (7)

(Image credit: Collage Vintage)

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

These Are Our Go-To High-Waisted Skirt Outfits (8)

(Image credit: @lifeofboheme)

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

These Are Our Go-To High-Waisted Skirt Outfits (9)

(Image credit: Collage Vintage)

Shine bright this holiday season in a brilliant embroidered skirt.

These Are Our Go-To High-Waisted Skirt Outfits (10)

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

These Are Our Go-To High-Waisted Skirt Outfits (11)

(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.

These Are Our Go-To High-Waisted Skirt Outfits (12)

(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.

These Are Our Go-To High-Waisted Skirt Outfits (13)

(Image credit: @thefashionmedley)

A button-down andbelted skirtareoffice-ready; with the addition of thick sneakers, they're a street style–approved pairing.

These Are Our Go-To High-Waisted Skirt Outfits (14)

(Image credit: @courtneeruthie)

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

These Are Our Go-To High-Waisted Skirt Outfits (15)

(Image credit: Collage Vintage)

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

These Are Our Go-To High-Waisted Skirt Outfits (16)

(Image credit: Collage Vintage)

Pair fresh white sneakers with an edgy leather skirt.

These Are Our Go-To High-Waisted Skirt Outfits (17)

(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.

These Are Our Go-To High-Waisted Skirt Outfits (18)

(Image credit: Collage Vintage)

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

These Are Our Go-To High-Waisted Skirt Outfits (19)

(Image credit: Collage Vintage)

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

These Are Our Go-To High-Waisted Skirt Outfits (20)

(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.

These Are Our Go-To High-Waisted Skirt Outfits (2024)

FAQs

What top goes with high waisted skirt? ›

High waisted skirts look best with tops that are tucked in. That's because the high waist combined with a tucked in top, creates a clear appearance of cinched waistline. Your tucked top should be fitted, like a soft blouse, a dress shirt, or even a tank top.

Where should a high-waisted skirt sit? ›

High-Waisted Pencil Skirt: High-waisted pencil skirts sit at or above the natural waistline, creating a flattering silhouette and elongating the legs.

What top to wear with high waisted pencil skirt? ›

You can hardly ever go wrong with crop tops and high waisted pencil skirts and can always rely on this failsafe option. Sticking to monochrome colors is a safer bet in case of doubt, you can also break the skirt with shirt outfit by opting for contrasting colors in the top and bottom half.

What do you wear with a high waisted denim skirt? ›

When in doubt, pair the skirts with everything you'd wear alongside wide-leg jeans or high-waist denim: hardworking basics like white T-shirts, leather loafers, tank tops, and white sneakers. But as we're about to show you, there's plenty of room to get more creative with cardigans, jerseys, and matching denim.

What body type should wear high-waisted? ›

High-rise is better suited for those of below average height because it makes your legs look longer. It's also great for tall people as it gives the illusion of a shorter torso. High rise jeans also have a waistband that curves in so it can also make curvier people feel more comfortable.

What style skirt is best for big tummy? ›

Try to disguise the wider mid-section. Skirts that hit at knee length or right above the knee, or at the calf, are best. Knee-length bias cut, A-line and pencil skirts are all good. Pleated and A line skirts should start at a point below the tummy and be side fastening and flat-fronted.

What body type looks good in pencil skirts? ›

What body shapes suit the pencil skirt? Pencil skirts are hugely forgiving despite being short and straight in shape. Of course they suit rectangular shapes, emphasising your legs and lean silhouette. However they also suit pear and hourglasss shapes as long as the hem finishes on or slightly above the knee.

Can a 60 year old wear a denim skirt? ›

Lest you think how to wear a denim skirt is only for young girls, we are here to prove they can be worn by women over 50. From above the knees to below the knees, and from light washed denim to darker wash denim they can work for us all.

What shoes to wear with denim skirt? ›

A midi denim skirt goes really well with pointed toe heels or even ballet flats. This helps elongate the leg. I suggest avoiding a chunky boot or heel with midi skirts. In colder months, you can pair black or dark stockings with a sleek boot.

How to wear high-waisted jeans with big stomach? ›

Hiding a Lower Belly Pooch in Jeans

Put on a pair of high-waisted jeans in a straight, slim, or skinny cut to help cover and smooth your tummy. Choose a black or dark wash for an extra slimming effect. Pair your jeans with a tailored or asymmetrical top that rests just below your belly.

What kind of tops do you wear with high-waisted jeans? ›

You can pair your high-waisted jeans with a plain or printed blouse with statement puffed sleeves and a pair of heels for a chic and sophisticated look.

What top to wear with high-waisted flares? ›

Opt for a silk blouse

For a flattering silhouette, style a tucked-in silk blouse with a pair of dark-wash flares. Opt for a high-rise fit for instant impact.

How do I choose a top for my skirt? ›

Balance Your Outfit

If you're wearing a voluminous skirt, pair it with a more fitted top to create a well-proportioned look. On the other hand, if your skirt is more streamlined, you can experiment with looser or boxy tops for a fashion-forward ensemble.

What tops to wear with high-waisted dress pants? ›

Wear shorter garments on top.

Short garments combine well with high-waisted pants because they allow you to show your waist off. Don't hide it with long or wide clothes. Choose tops, as well as blouses or T-shirts, that are just above the hips.

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