Plaid Skirts

Plaid skirts are the ultimate blend of classic charm and modern flair, ready to elevate your wardrobe game with a wink and a nod. Whether you're channeling preppy vibes or edgy chic, these skirts are your ticket to turning heads and making memories. Pair them with your fave graphic tee for a laid-back look or dress them up with a sleek blouse for those nights when you're feeling extra. No matter the occasion, plaid skirts are here to remind you that fashion is all about having fun and expressing your fearless self. So go ahead, strut your stuff and let the world know you're unstoppable!

Read More
Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort

$26.90

5 star rating

A black plaid pleated micro skort with a belted waist and hidden shorts for a preppy look.

$26.90

A gingham printed mini skort with a trendy belted front and stretchy knit shorts lining.

$36.90

5 star rating

A grey plaid skort featuring a pleated drop waist and hidden shorts for a chic look.

$29.90

5 star rating

A brown midi skirt featuring floral flocked velvet, sheer mesh, and a high-rise waist with lace trim.

Sale

$9.97 $26.90 63% off

A charming black plaid mini skirt with a mid-rise drop waist and dual bow accents.

$39.90

A grey plaid mini skort featuring a high-rise fit, pleated overlay, and thin belted design.

Sale

$15.97 $36.90 57% off

5 star rating

A charcoal woven mini skort with a high-rise waist and pleated A-line silhouette.

$46.90

An adorably chic taupe skater dress featuring a plaid print and strapless sweetheart neckline.

Loading...
Filters

Now Trending

Windsor Wrapped In Stylish Satin Mini Dress in Denim
(152) 4.6578946 star rating

Get all wrapped up in this stylish sleek satin mini dress. Dance the night away at that upcoming wedding or celebrate a girl's night in this statement dress that will have all eyes on you. The dress features a sleeveless square neckline, spaghetti straps, and a ruched wrap silhouette that hugs curves in all the right places. The mini-length dress is composed of a satin-like fabric that offers a moderate stretch. Complete your look with rhinestone earrings and strappy heels. Fit & FeaturesSleeveless square neckline, spaghetti straps, Strapless bra recommended, Ruched wrap-front detail , Mini-length bodycon silhouette , Satin-like fabric, sheen finish, Form-hugging fit, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wrapped In Stylish Satin Mini Dress in Denim | Size: XS | Rhinestone/Satin Fabric

Windsor So Your Vibe Strapless A-line Mini Dress in Lavender
(78) 4.8076925 star rating

This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules. Fit & FeaturesStretchy knit fabric with knit lining, Strapless straight neckline, no-slip strip, Pleated bust, A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Your Vibe Strapless A-line Mini Dress in Lavender | Size: XS | Knit Fabric

Lucy Taffeta Bow Mini Party Dress in White
(67) 4.432836 star rating

The Lucy mini party dress is sleek and simple from the front and stunning from the back. Turn heads as you stun from the back with a flirty big bow tie with a dramatic train that glides against the floor! Fit & FeaturesTaffeta structured woven-lined fabric, slight stretch, Strapless, square neckline, non-slip grip, Hidden side zipper, hook and eye closure, Front and back pleating and ruching, Form-hugging, mini-length hem, Detachable back bow with train, Runs true to size, Where to Wear:Prom, wedding receptions, brides, bachelorettes, big birthday events, fancy date nights, gorgeous dinner parties, cocktail soirees Free Shipping on All Orders Over $75. | Windsor Lucy Taffeta Bow Mini Party Dress in White | Size: XL

Windsor Kathy Iridescent Sequin Mini Dress in White
(64) 4.609375 star rating

Shine on in a sequin dress that brings the glitz and glam. Kathy features a plunging sleeveless V-neckline, iridescent sequins embroidered throughout, adjustable spaghetti straps for a customized fit, and a mini-length hem with a bodycon silhouette that will hug your curves. The sheer velvet fabric includes a full knit lining and offers a moderate stretch. Complete your A-list-worthy look with clear heels and rhinestone hoops. Fit & FeaturesSleeveless V-neckline, adjustable spaghetti straps, Back zipper, hook and eye closure, Mini-length hem, bodycon silhouette, Iridescent sequin embroidery, Sheer velvet fabric, full knit lining, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kathy Iridescent Sequin Mini Dress in White | Size: S | Knit Fabric/Rhinestone/Velvet Fabric

Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White
(40) 4.3 star rating

This satin mini dress will be your favorite for celebrations, events, and date nights! Sleek and smooth satin shapes this off-the-shoulder dress, which features a flattering A-line silhouette perfect for styling with heels. Fit & FeaturesSmooth and sleek satin fabric, stretchy knit lining, Off-the-shoulder neckline, Short sleeve cuffs, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White | Size: L | Knit Fabric/Satin Fabric

Marcy Glitter Bow Mini Party Dress in Blush
(22) 4.7272725 star rating

Dazzle from every angle in the sleek and stunning Marcy glitter mini party dress! Turn heads at weddings, school dances, and formal cocktail parties. She features a strapless, square neckline with non-slip grip lining, a hidden side zipper closure, and front and back pleat and ruching that creates the illusion of an hourglass figure. She stuns from the back with her flirty big bow tie with a dramatic train that glides against the floor. The formal dress is composed of a glitter woven fabric with a sewn-in knit lining and minimal stretch. Complete your dressy look in metallic heels and jewelry! Fit & FeaturesStrapless square neckline, non-slip grip lining, Strapless or sticky bra recommended, Hidden side zipper, hook and eye closure, Front and back pleat/ruching, bodycon fit, mini-length hem, Detachable back bow with train, Glitter woven fabric, sewn-in knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marcy Glitter Bow Mini Party Dress in Blush | Size: L | Knit Fabric/Woven Fabric

Make It Known Satin Strapless Pleat Mini Dress in White
(22) 4.681818 star rating

Make yourself known in this satin mini dress as you step into the club or party! The short dress is designed with a strapless neckline with non-slip grip lining, a pleated bust and side seam, a flattering bodycon silhouette, and a mini-length hem. Style the satin dress with rhinestone heels for a charming sparkle! Fit & FeaturesStrapless neckline, non-slip grip lining, Pleated bust and side seam, Bodycon silhouette, Mini-length hem, Silky satin fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make It Known Satin Strapless Pleat Mini Dress in White | Size: L | Rhinestone/Satin Fabric

Glam Princess Lace-Up Sequin Mini Dress in Pink
(20) 4.7 star rating

Radiate major glam princess energy when you show up in this gorgeous sequin mini dress! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a lace-up strappy design for a customized fit, a mini-length hem, and a form-hugging silhouette. The lined mesh fabric features iridescent sequin embroidery in an intricate scroll pattern that will catch the light beautifully. Complete your regal look with a matching rhinestone jewelry set. Fit & FeaturesSleeveless square neckline, spaghetti straps, Open back, lace-up strappy design, tie closure, Lower back zipper, hook and eye closure, Mini-length hem, form-hugging fit, Iridescent sequin embroidery, scroll pattern, Sheer mesh fabric, full knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Princess Lace-Up Sequin Mini Dress in Pink | Size: L | Knit Fabric/Rhinestone/Mesh Fabric

Windsor Perfect Glow Strapless Pleat A-Line Satin Mini Dress in Gold
(20) 4.85 star rating

You'll have that perfect glow in this satin mini dress at the party! This stunning mini-length dress features a strapless neckline for a classic style, and a side pleated seam adds a touch of sophistication and creates a flattering A-line silhouette. Complete the look with stiletto heels. Fit & FeaturesSatin fabric lined with stretchy knit, Strapless neckline, Side pleated seam, Back zipper closure with hook-eye closure, A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfect Glow Strapless Pleat A-Line Satin Mini Dress in Gold | Size: S | Satin Fabric

Ethereal Beauty Iridescent Sequin Mini Dress in Blush
Sale
(17) 4.529412 star rating

Let your beauty bloom in this stunning sequin mini dress. It features a sleeveless V-neckline, spaghetti straps that lead to an open back with a lace-up design for a customized fit, and a short, form-hugging silhouette. The lined mesh fabric features all-over iridescent sequin embroidery in an intricate design. Complete the look with rhinestone heels. Fit & FeaturesSleeveless V-neckline, Spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted silhouette, Iridescent sequin embroidery, Sheer mesh fabric, full knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ethereal Beauty Iridescent Sequin Mini Dress in Blush | Size: L | Knit Fabric/Rhinestone/Mesh Fabric

Plaid Skirts

Plaid skirts are the ultimate power move for anyone who refuses to blend in. Whether you’re channeling classic prep, going full-on grunge, or just want to give your look a playful twist, a plaid skirt is always the right answer. There’s something about that crisp pattern—bold lines, pops of color, and a little bit of attitude—that makes every outfit feel like a main character moment. Think about it: a pink plaid skirt outfit, paired with a cropped tee and chunky boots, is basically the definition of “effortlessly cool.” Or maybe you’re feeling a white plaid skirt outfit with a fitted sweater and knee-high socks, ready to turn every sidewalk into your own personal runway. The best part? Plaid skirts don’t just look cute—they’re comfortable, versatile, and work for everything from coffee dates to late-night adventures with your ride-or-die crew.

When you’re picking out the perfect plaid skirt, think about what vibe you want to serve. Are you all about that classic school-girl energy, or do you want something a little more unexpected, like a plaid pink skirt that’s unapologetically bold? Mini, midi, or even a dramatic pleated maxi—there’s a plaid skirt for every mood and every body. Don’t be afraid to play with layers, either. Throw on an oversized denim jacket or a leather moto for instant edge, or keep it sweet with a fitted cardigan and dainty jewelry. And if you’re shopping for your bestie (or plotting a surprise for your sister who secretly raids your closet), a cute plaid skirt is basically a guaranteed win. It’s one of those gifts that says, “I see you, I get you, and I know you’re about to slay.” Plus, plaid is always in style—no matter what’s trending on your feed, it’s a pattern that never gets old. You can even double down on the look with a matching or contrasting top; if you’re feeling extra, check out our Plaid Tops for the kind of mix-and-match magic that’ll have everyone asking where you got your fit.

Let’s be real: there’s no wrong way to wear a plaid skirt. Dress it up with heels and a silky blouse for a night out, or keep it casual with sneakers and your go-to hoodie for a chill hang. If you’re the friend who’s always down for a spontaneous road trip or an impromptu photo shoot, a plaid skirt deserves a spot in your rotation. It’s the piece you reach for when you want to feel a little extra—confident, playful, and ready for whatever comes your way. Picture yourself twirling through the city, iced coffee in hand, sunlight catching the pleats just right. Or maybe you’re sprawled out on a picnic blanket, laughing with your friends, feeling cute and carefree in your favorite plaid. That’s the energy we’re bringing: bold, fearless, and always a little bit cheeky. So go ahead—pick your pattern, find your fit, and let your plaid skirt do the talking.