20 Long Skirt Outfits to Wear for Any Occasion

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 casually for a relaxed weekend outfit, or dressed up more formally for the office or a special occasion.

An outfit centered around a full-length skirt can be the perfect mix of fashionable and comfortable—there’s extra coverage and plenty of loose, flowy pieces to choose from—but the styling might feel a little tricky if it’s not a proportion you’re used to wearing. We’ve rounded up 20 outfit ideas spotted on street style stars.

Pleated with a Blouse

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.

With a Cropped Top and Leather Jacket

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.

Silk and Neon

A silky long 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.

With a Sweater Vest

Another classic wardrobe piece having a moment this year? The sweater vest—and it pairs perfectly with a long skirt. With the pumps, belt, and twisted chignon, this is an outfit just beginning to stand out at a big meeting.

Slouchy Knit Set

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

Animal Print and Sneakers

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.

Plaid Jacket and Crop Top

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.

All-White

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.

Boho Florals

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.

Denim on Denim

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.

Pattern Mixing

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

Draped Gray

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.

Stripes

French girl chic, anyone? A classic striped top is a match made in Parisian heaven with a maxi and a pair of of-the-moment ballet flats.

Laidback Layers

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.

With a Slouchy Sweater

Your flowy, summery maxi skirts can absolutely be styled for colder weather too—just throw on a chunky knit and you’ve got a laid-back look that won’t leave you chilly.

With a Tie

When menswear meets a maxi, it’s a major fashion moment.

Turtleneck Sweater

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

With a Blazer

Here’s a more exaggerated version of that dainty skirt-polished jacket combo: a wispy pastel maxi topped with a formal plaid blazer. The sneakers add another unexpected element.

Ruffles and Bold Color

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.

With Silver Boots

We’ve seen that boots, heels, and sneakers can all work equally well with a long skirt, but this is an unexpected shoe choice that’s a great addition to the mix: a silver cowboy boot that adds a little dazzle to an otherwise simple striped skirt and blazer.

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