20 Chic Ways to Style a Long Skirt for Winter
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.
Related: 17 Best Leather Jackets for Every Style Vibe
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.
Related: 16 All-White Party Outfits You Can Wear Year-Round
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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