20 Long Skirt Outfits to Wear for Any Occasion

Pleated with a Blouse

Long Skirt- pleated with blouse — Getty Images

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.

02 of 20

With a Cropped Top and Leather Jacket

Long Skirt- Crop Top and Leather Jacket — Getty Images

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.

03 of 20

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.

04 of 20

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.

05 of 20

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.

06 of 20

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.

07 of 20

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.

08 of 20

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.

09 of 20

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.

10 of 20

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.

11 of 20

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.

12 of 20

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.

13 of 20

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.

14 of 20

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.

15 of 20

With a Slouchy Sweater

Long Skirt- Slouchy sweater — Getty Images

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.

16 of 20

With a Tie

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

17 of 20

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.

18 of 20

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.

19 of 20

Ruffles and Bold Color

Long Skirt- Ruffles and bold — Getty Images

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.

20 of 20

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.