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24 Long Skirt Outfits to Wear for Any Occasion

Nov 06, 2024

Welcome to the maxi revolution.

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Long skirts have made a comeback in a range of styles from boho to denim to slinky silk. Celebs like Katie Holmes and Hailey Beiber have been spotted in the full-length look, and the trend doesn’t appear to be going away any time soon. The long skirt can be a versatile piece in any wardrobe, and it can be styled in various ways. For instance, it's great for a relaxed weekend look, a professional office outfit, or an ensemble for a special occasion.

What's more is that an outfit centered around a full-length skirt can be the perfect mix of fashionable and comfortable. After all, there’s extra coverage and plenty of loose, flowy pieces to choose from. That said, the styling might feel a little tricky if it’s not a proportion you’re used to wearing.

As styling aficionados, we rounded up two dozen outfit ideas spotted on some of our favorite street style stars.

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If you’re not the boho type, a pleated long skirt is a more polished, office-ready style. Paired with a sculptural blouse and a simple black leather crossbody bag, this outfit looks professionally cool.

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A silky skirt is a sexy and seasonless wardrobe staple—it can be dressed up or dressed down, styled simply, or layered with sweaters and boots for warmth and interest. We love it here with a sleek neon top and sparkly bag for a party-friendly outfit.

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Long skirts might conjure up images of old-fashioned, prim styles, but Elsa Hosk proves the look can be edgy and cool. Her khaki maxi could have been styled more conservatively, but the addition of a cropped turtleneck and a black leather jacket made it much more bold.

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Wearing head-to-toe white with a maxi skirt and coordinating button-down blouse is a crisp and elegant way to wear the trend. The slight crop of the top and the chunky leather boots keep this look balanced.

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For a cozier, more relaxed long skirt outfit, try a set of coordinating knits: a maxi and an oversized sweater. Nothing could be warmer, cozier, or cuter for a chilly weekend.

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Another classic wardrobe piece? The sweater vest—and it pairs perfectly with a long skirt. With the pumps, belt, and twisted chignon, this is an outfit that's sure to stand out at a big meeting.

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When we say maxi skirts can be styled any way, dressed up or dressed down, this is what we mean: a polished, voluminous skirt, paired with dad sneakers and a playful zebra stripe tee? It shouldn’t make sense, and yet it works perfectly.

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The once-maligned Canadian tuxedo has been a fashion staple for years now, and swapping the jeans for a long denim skirt just makes it even better. This would be a great day-to-night outfit as the jacket will keep you warm when it's cold.

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This is not your grandfather’s three-piece suit! A modern twist on that classic, this is a much more fun way to wear a trio of coordinated pieces—or you could swap the cropped top for a white tee for a slightly more subdued look.

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The same way an all-white ensemble is elegant and angelic, an all-black look is classy and edgy. This outfit is as structured as can be, featuring a pleated skirt and a black blouse whose collar ties into a bow. Talk about dimension!

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A bold floral maxi skirt is already a statement piece, but it can handle another major outfit element—like this full-length plaid coat. The key here is keeping the very different patterns in the same color family.

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If you prefer a romantic vibe for your long skirt, might we suggest a matching set of florals? This is such a sweet way to wear this trend, and it's a great look for Sunday supper, brunch, or a day date.

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Groutfits—all gray outfits—emerged as an alternative to Barbiecore and a “quiet luxury” subdued hue. And the monochromatic look is perfect for a winter-friendly long skirt outfit with a wrapped skirt belted over a gray turtleneck and blouse.

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A classic striped top is a match made in Parisian heaven with a maxi and a pair of ballet flats. It's somehow delicate and edgy all at once—in the best possible way.

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How great does this ornately patterned velvet maxi look with this layered gray T-shirt? Such a great way to make a more formal skirt work for the daytime.

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If you're not opposed to showing a little skin, we suggest strutting around in this sheer look. You can also add in pops of color (we suggest red) if you want to create other focal points. To make the look coquette, don't forget to add a bow in your hair.

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When menswear meets a maxi, it’s a major moment. We're into this khaki look because it reminds us of a detective or private investigator in the most high-fashion way.

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What’s black and white and perfect for practically any occasion—from work to a holiday dinner party to meeting your new S.O.'s family? This classic long skirt outfit.

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Here’s a more exaggerated version of that dainty skirt-polished jacket combo: a wispy pastel midi topped with a formal plaid blazer. The black hairpiece, floral handbag, and blue, velvet shoes add another element that still goes perfectly with this outfit (albeit unexpectedly).

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While we’ve seen that long skirts can work in heavier fabrics like wool or denim, a floaty, ruffly, chiffon maxi is a lighter and more romantic option. We love the bold burnt orange here, especially when paired with a similarly toned jacket that adds a little structure.

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We’ve seen that boots, heels, and sneakers can all work equally well with a long skirt, but there's another unexpected shoe choice that’s a great addition to the mix. Believe it or not, it's a silver cowboy boot. The footwear adds a little dazzle to an otherwise simple striped skirt and blazer.

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Over the years, we've seen many iterations of a Western- or cowgirl-inspired look. The one photographed above is no exception, but it is extremely innovative. It combines the Western look with the mob wife aesthetic—demonstrating an innate sense of fashion trends.

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Another surprising pairing of trends that just work? The Clean Girl Aesthetic and the coastal vibe. The clean girl elements here are a brought by crisp white shirt and long skirt. Meanwhile, a Loewe straw bag brings a more relaxed coastal energy.

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Often, people can get a bit lost under a long skirt—which is especially true if you're petite. However, you can counteract this by playing with different textiles. We love the shine from a leather or pleather garment, as shown here. If you're comfortable, show off a little midriff to add more dimension.