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10 Stylish Winter Skirts to Give Your Overworked Jeans a Break (Plus How to Wear Them)

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Just because temperatures are dropping doesn’t mean you have to store away all skirts until Punxsutawney Phil says otherwise. Say it with us: wear the skirt. In fact, we think you’ll find that it’s a relief to tuck your beloved jeans away and make room for new winter skirts of all cuts and fabrics—like the daring mini and flattering bias cut—that can be dressed up for Posadas or Hanukkah gatherings and dressed down for the essential toilet paper run. From sequins and sheer to wool and knit, we break down how to wear winter skirts this season, including our top picks to shop right now.

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Winter Skirts for Women How to Wear
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How to Wear Skirts in the Winter

Skirts…in winter? Groundbreaking. But seriously, it can be when you’re heading out in single-digit weather. What if we told you there’s a way to slip on your slinky skirt and stay toasty this winter? Well, there is. Whether it be by layering up with thick tights, choosing heavy-duty fabrics like wool or knits that will keep in body heat or sliding on your tall boots that’ll protect your bare legs from feeling the breeze, there are many ways to make your skirt warmer. Below, we explain eight ways to style your winter skirts this season.

1. Refresh your leather skirt.

You know the drill: When winter rolls in, out comes our leather pants (i.e., our vegan Abercrombie & Fitch pair). Well, it’s time for a new leather good to grace your seasonal rotation: the leather skirt. This year, we’re embracing unconventional leather skirts with bold cuts and fabric manipulations—like hand-stitch details, embossed metal work, or an A-line pleat like the one pictured above—which will do your styling for you.

2. Throw on a matching knit set.

Whether it’s ease, comfort or looks that draw you towards matching sets, they’re always a good choice. While we love the classy look of a neutral set, we suggest opting for one with a printed pattern that will take you from office chic to streetwear sleek. Plus, the thick, heavy knit material helps lock in warm temperatures by trapping your body heat (a bonus for those in states with bitter winter weather).

3. Pair tights with sequin-adorned mini skirts.

According to our fashion editor, shopping platforms were quick to notice a shift towards the mini skirt early this year, and we don’t see that stopping anytime soon thanks to the recent sequins overhaul dominating our Pinterest feeds. From Dua Lipa to Alessandra Ambrosio, A-listers have embraced this head-turning trend, showcasing how easily it can be dressed up or down.

4. Don’t be afraid to mix formal and casual materials together.

This is the ultimate Carrie Bradshaw bodega run outfit—we’re talking about throwing your most lived-in sweatshirt over a statement skirt, like a luxurious crushed velvet, for a playful juxtaposition between two opposing attires. Slip on slingbacks that match your skirt and a statement clutch to finish off the look. (Black coffee to go, please.)

5. Combine corporate and sheer.

According to Prada’s ready-to-wear fall 2022 and spring 2023 runways, there’s no hiding from this barely-there trend. And while we were hesitant to adopt the head-to-toe sheer look in the past, we adore how a peek-a-boo mesh and lace detail at the bottom of a winter skirt looks both fashionable and sexy, without teetering on raunchy or scandalous.

6. Experiment with preppy pleats.

It can be challenging to transition your schoolgirl-inspired skirt to a winter look. Here’s the trick: Lengthier pleats offer a more sophisticated option that won’t be mistaken as juvenile. And if you’re feeling daring, pair a horizontal striped shirt with the vertical maxi to break up your figure. In fact, vertical lines create an illusion of elongation in height, naturally drawing the eye upwards while the horizontal lines break up that flow and pull the gaze inwards.

7. Opt for a denim midi skirt.

This totally vintage skirt is making a comeback, and don’t just take our word for it—major fashion mavens like Vogue, Fashionista and Who What Wear have noticed the rise of this denim gem. So, the next time you want to showcase your capsule closet, grab a denim midi in place of your baggy straight jeans and throw on a pair of high-knee boots. Cool, casual and oh-so chic.

8. Create dramatic movement with silk.

If you’re itching for an editorial outfit worthy of the front cover, then break out your trusty silk skirt and let the fabric billow in the wind. Pair this luxurious material with a long sleeve knit and oversized puffer for a spontaneous look or break out your heels and don a frilly top with fitted wool coat for a polished outfit.

Best Winter Skirts for Women at a Glance:

Our Favorite Winter Skirts for Women to Shop:

Best Winter Skirts HM Sequined Mini Skirt
h&m

Best Sequin Skirt

1. H&M Sequined Mini Skirt

h&m

A few things we love: glitz, glitter, glam and all things sequins, like this stunning pink mini skirt decked out in all the shimmer a gal needs. Best of all? It features built-in liner shorts made with a soft jersey fabric that’ll have you feeling confident, in-place (no skirt tugs here) and scratch-free. Snag this bold bubblegum pink or opt for the glittery gold.

Size Range: 0 to 18

Best Winter Skirts Sleeping With Jacques Francine Silk Lace Skirt
Neiman Marcus

Best Sheer Skirt

2. Sleeping With Jacques Francine Silk Lace Skirt

Neiman Marcus

This silk and lace skirt from Sleeping with Jacques is the perfect combination of sexy and sophisticated. The gorgeous lace detailing teases a sheer glimpse without showing too much skin for comfort, and it has an elastic waistband that’ll add extra stretch on the silky half. Combine with a white T-shirt and oversized blazer for a runway-ready look.

Size Range: 0 to 4

Best Winter Skirts Mango Satin Pleated Skirt
Mango

Best Pleated Skirt

3. Mango Satin Pleated Skirt

Mango

Refine your Gossip Girl-inspired pleated skirt by reaching for a midi version. This Mango skirt comes with an elastic waistband and looks like liquid gray because of the accordion-like pleats. Plus, this beauty is made using a blend of sustainable fibers and undergoes processes with reduced environmental impacts.

Size Range: XXS to XXL

Best Winter Skirts Banana Republic Dreamer Silk Maxi Skirt
Banana Republic

Best Silk Skirt

4. Banana Republic Dreamer Silk Maxi Skirt

Banana Republic

This golden rye maxi Banana Republic skirt comes in both regular and petite sizing and has two slits along the side of the legs, making it sultry enough for date night. Made with a brilliant sheen on the outside and matte finish on the inside, this silk charmeuse fabric is a mood. Throw on some pumps et voilà , you’re ready to take on the night.

Size Range: XXS to L

Best Winter Skirts Zara Knit Midi Skirt
Zara

Best Knit Skirt

5. Zara Knit Midi Skirt

Zara

Few things are better than feeling like you’re under a blanket and looking stylish. Knit is a no brainer this winter, as the thick, cozy material will accomplish just that. Take this knit midi skirt from Zara for example: It’s sleek, form-fitting and weighted with warm, thick fabric. Its snowy ecru color bares resemblance to arctic wolf, a trending shade of the fall that we predict will undoubtably continue its reign this winter.

Size Range: XS to XL

Best Winter Skirts Elie Tahari Vegan Leather Wrap Skirt
Saks Fifth Avenue

Best Leather Skirt

6. Elie Tahari Vegan Leather Wrap Skirt

Saks Fifth Avenue

A fun twist on a classic silhouette, this Elie Tahari skirt uses vegan leather that gathers at the side, creating the flattering illusion of a cinched waistline. Not to mention, with an asymmetrical hem and a tasteful slit in the front, this leather stunner can go from day to night in a heartbeat.

Size Range: 2 to 14

Best Winter Skirts Reformation Jayde High Rise Denim Midi Skirt
Reformation

Best Denim Skirt

7. Reformation Jayde High Rise Denim Midi Skirt

Reformation

The secret to finding your perfect denim skirt is to gravitate towards form-fitting cuts like this one from Reformation that compliments the waist and tapers in below the knee. Plus, it has functional front and back pockets, belt loops and an unexpected, spicy back slit. Not to mention, the dark, slightly speckled blue wash stole our hearts in an instant.

Size Range: 23 to 31

Best Winter Skirts DEALSANXUN Wool Plaid Maxi Skirt
Amazon

Best Wool Skirt

8. DEALSANXUN Wool Plaid Maxi Skirt

DEALSANXUN

With over 4,000 five-star reviews on Amazon, this wool fit-and-flare maxi skirt seems to be the “it” fashion item of the season. “I'm in love with this skirt!” says one reviewer ready to purchase another pattern. “The skirt is lined so it feels like it has some quality to it and the side zip is handy. Plus, some elastic on the back of the waist makes it easy to get it settled on your hips or a little higher, depending on where you want it to ride on your waist,” she adds. And here comes the best part…it has pockets. Hurry up and snag your khaki plaid maxi skirt or choose from 36 other colorways like a rich berry wine or a light coffee.

Size Range: XS to 3XL

Best Winter Skirts Reformation Baylee Velvet Skirt
Reformation

Best Velvet Skirt

9. Reformation Baylee Velvet Skirt

Reformation

We know we previously raved about knit above, but velvet is a top-tier winter fabric in our book—especially when it comes from Reformation. This blood orange beauty is guaranteed to have your friends wanting one of their own with its smooth texture and mesmerizing fibers. While the velvet is a non-stretch material, it’s made to fit relaxed around the waist and has an invisible zipper at the side for easy wear. We’ll take the forest green, too, please and thank you.

Size Range:0 to 12

Best Winter Skirts Mango Checked Plaid Midi Skirt
Mango

Best Plaid Skirt

10. Mango Checked Plaid Midi Skirt

Mango

We need this Mango midi skirt in our winter wardrobes. With a light grey and black houndstooth check and A-line gather-to-flare that flatters nearly all body shapes, we won’t blame you if you can’t resist the urge to do a few twirls. The frayed ends at the bottom of the skirt, however small, goes a long way at putting a modern stamp on the English traditional look worthy of a royal.

Size Range: XS to XL


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