No Matter the Season, I Can Guarantee You'll Dream About These 24 Skirt Outfits


Please don't judge me for what I'm about to tell you, but I am not a pant person. Don't get me wrong—I own them and wear them when necessary, but they're not my favorite. For me, the best bottom you can buy isn't a pair of jeans or trousers—it's a skirt. And while that may be a controversial take, I'm fully willing to stand by my assertion that it is the better bottom. 

Skirts are not only more size-inclusive, but they're also way more versatile both in styling possibilities and the fact you can find every type of skirt under the sun. Midi skirts, maxi skirts, pencil skirts… You name it. Plus, we've seen more and more runway collections feature skirts, further cementing the fact that they are that staple. But if you're still not sold, you'll want to keep reading, as I've done some digging to identify the six most popular skirt trends among the fashion set right now.

Consider these 24 skirt outfit ideas as proof of the superiority of this staple and its year-round staying power. 

1. Column Maxi Skirt


Leather Bomber Jacket + Button-Down Blouse + Belt + Column Maxi Skirt + Boots
(Image credit: @gosiaboy)

While column skirts may have been popular in the '90s, the way we've seen this skirt styled in the last few months is in no way dated. Case in point? The outfit above. A minimal black maxi paired with a button-down and leather bomber is as timeless as ever. 

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White Motorcycle Jacket + Pink Bandeau Top + Flower Choker + Pink Column Maxi Skirt + White Pointy Heels
(Image credit: @ninasandbech)

For an even trendier way to wear this skirt, opt for an iteration in one of the biggest colors of the moment (ahem, pink).

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Cropped Turtleneck + Shoulder Bag + Belt + Column Maxi Skirt + Platform Boots
(Image credit: @cassdimicco)

Another way to make this skirt the center of the look is by styling it with contrasting neutral pieces. 

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Turtleneck Sweater + Cardigan + Heart Necklace + Belt + Column Maxi Skirt + Ballet Flats
(Image credit: @thatgirlyusra)

Lean into the skirt's minimal silhouette by keeping your styling simple. An all-black look with touches of silver and gray will make this skirt the focal point. 

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2. Pleated Skirt


Shearling Jacket + Red Shoulder Bag + Mixed-Plaid Box-Pleat Skirt + Knee-High Boots
(Image credit: @oumaymaboumeshouli)

All things alt inspired have made a serious comeback, including the punk staple: pleated plaid skirts. Play with your styling if you want to make this skirt feel less grungy. Opt for more "polished" pieces like a matching shearling jacket, knee-high boots, and an elegant shoulder bag. 

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Leather Jacket + Chain Necklace + Sweater + Long Plaid Skirt + Leggings + Ankle Boots
(Image credit: @noore)

Lean into the vibe wholly by styling your skirt with quirkier pieces like a cutout sweater or mixed-media jacket. The key to pulling off the look is to keep the colors in the same wheelhouse. 

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Sunglasses + White Button-Down + Box-Pleat Midi Skirt + Sneakers + Woven Tote
(Image credit: @deborabrosa)

Not into grunge? Another way you can wear pleated skirts is by going the preppy route. Pair an oversize button-down with a matching pleated midi skirt and sneakers like the outfit above for a more approachable everyday look.

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Cropped Jacket + Pleated Skirt + Socks + Pumps + Black Handbag
(Image credit: @nlmarilyn)

When in doubt, keep it simple. Pair your pleated skirt with a cropped jacket and pumps for a look that's equal parts chic and cool. 

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3. Denim Skirt


Faux-Fur Coat + T-Shirt + Denim Maxi Skirt + Tights + Pointed Mules
(Image credit: @sylviemus_)

You know denim skirts are back when you see the French fashion set donning the formerly "dated" trend (see above). When paired with a T-shirt, faux fur, tights, and slingback heels, the style becomes the visual definition of chic. Pro tip: Simply remove the tights and coat, and you've got the perfect outfit for warmer weather too.

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Denim Jacket + Denim A-Line Skirt + Denim Bag + Brown Knee-High Pointed Boots
(Image credit: @anna__laplaca)

It's not just the French fashion set that's been donning denim skirts. Our very own editor, Anna LaPlaca, has too. Recently, she wore an A-line denim skirt with a matching jacket, bag, and contrasting boots, and it convinced us all that denim skirts deserve a place in our daily lives. 

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Leather Bomber Jacket + T-Shirt + Denim Maxi Skirt + Knee-High Boots
(Image credit: @daniellejinadu)

What better way to dress up your denim than in skirt form? Pair a white maxi denim skirt with a matching tank, a black leather bomber, and boots for a more spruced-up way to wear this trend. 

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Colorful Puffer Vest + Printed Second-Skin Turtleneck Top + Denim Skirt + Neon Pumps
(Image credit: @emilisindlev)

Try pairing a denim skirt with a printed turtleneck and a colorful puffer vest for a cold weather–friendly look. 

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4. Cargo Skirt


Shoulder Bag + T-Shirt + Cargo Maxi Skirt + Sneakers
(Image credit: @alllisonho)

You most likely knew that cargo pants were coming back, but did you know skirt versions were too? We've seen fashion people easily introduce this skirt into their outfit rotations by pairing it with everyday staples (e.g., a T-shirt and sneakers). 

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Utility Jacket + Cargo Skirt + Sneakers + Handbag
(Image credit: @jullie.jeine)

Lean into the pragmatic nature of this skirt by styling it with sneakers and a contrasting utility jacket. 

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Shoulder Bag + Sweatshirt + Utility Vest + Cargo Skirt + Socks + Sneakers
(Image credit: @sofiamcoelho)

Ready to embrace the gorpcore aesthetic that's been dominating TikTok? Try pairing a cargo skirt with a sweatshirt, a vest, and sneakers for a look that feels hiking ready without the extra legwork. 

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Trench Coat + T-Shirt + Cargo Miniskirt + Knee-High Boots + Clutch Bag
(Image credit: @eniswardrobe)

If you're not outdoorsy, you don't have to shy away from wearing this skirt. Just take a more formal approach to styling the skirt by pairing it with the city dweller's beloved staples—a trench coat, a T-shirt, and knee-high boots. 

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5. Low-Rise Skirt


Crop Top + Necklace + Low-Rise Black Skirt + Knee-High Boots
(Image credit: @vivian.yrl)

Low-rise pants may not be a crowd-pleaser, but low-rise skirts are something else entirely. The fashion set has embraced this style over the past few months as a going-out staple. All you have to do is pair it with a crop top and boots, and you're ready for wherever the night takes you. 

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Shearling Jacket + T-Shirt + Low-Rise Miniskirt + Wedge Boots
(Image credit: @shhtephs)

Playing with proportions is a simple way to ease yourself into wearing a low-rise skirt. A "risqué" mini can feel more approachable when paired with a long tank, a shearling coat, and boots. 

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Floral Top + Low-Slung Skirt + Mules
(Image credit: @anaasaber)

Another way you can make this skirt feel less scary is by styling it with ultra-pretty pieces. A low-slung skirt suddenly feels welcoming when worn with a floral top and mules. 

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Printed Crop Cardigan + Skinny Black Scarf + Low-Rise Black Knee-Length Skirt + Boots
(Image credit: @aishafarida)

If you're not afraid of this trend, why not fully put your skin in the game? Pair a low-slung skirt with a cropped cardigan, a skinny scarf, and knee-high boots for a look that makes taking risks worthwhile. 

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6. Little Black Miniskirt 


Blazer + T-Shirt + Button-Down + Black Miniskirt + Socks + Chunky Loafers
(Image credit: @kristincabat)

It's no secret that miniskirts were having a moment, and while we've seen longer hemlines get more buzz recently, it doesn't mean this style is out. A tiny black miniskirt will always be chic, especially when paired with other cool pieces, such as a blazer, a button-down, a T-shirt, and loafers.

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Leather Motorcycle Jacket + T-Shirt + Black Miniskirt + Knee-High Boots
(Image credit: @borislavasekova)

Don't want this staple to feel stale? Style it with a motorcycle jacket, a T-shirt, and knee-high boots for an edgy yet effortless ensemble. 

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Varsity Bomber Jacket + Crew-Neck Sweater + Black Miniskirt + Socks + Silver Slingback Heels
(Image credit: @maryljean)

Sporty yet cool. Add a vintage or new varsity jacket to a miniskirt and some fun socks.

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Shearling Jacket + Turtleneck + Black Miniskirt + Tights + Knee-High Boots
(Image credit: @emmanuellek_)

Consider this final proof that you don't have to wait until spring to wear a skirt. The secret to pulling off this staple year-round comes back to being comfortable enough to play with your styling. Pairing a black miniskirt with tights, boots, a turtleneck, and a shearling jacket is practical and the perfect way to ditch your pants. 

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This post was originally published at an earlier date and has since been updated. Next up, Fact: Every Summer Look That Screams "Old Money" Includes This One Ingredient

Jasmine Fox-Suliaman

Jasmine Fox-Suliaman is a fashion editor living in New York City. What began as a hobby (blogging on Tumblr) transformed into a career dedicated to storytelling through various forms of digital media. She started her career at the print publication 303 Magazine, where she wrote stories, helped produce photo shoots, and planned Denver Fashion Week. After moving to Los Angeles, she worked as MyDomaine's social media editor until she was promoted to work across all of Clique's publications (MyDomaine, Byrdie, and Who What Wear) as the community manager. Over the past few years, Jasmine has worked on Who What Wear's editorial team, using her extensive background to champion rising BIPOC designers, weigh in on viral trends, and profile stars such as Janet Mock and Victoria Monét. She is especially interested in exploring how art, fashion, and pop culture intersect online and IRL.