Fashion Plaid Skirts

Fashion plaid skirts are your ticket to effortlessly chic vibes, blending timeless patterns with modern flair. Whether you're channeling your inner punk rock queen or embracing preppy elegance, these skirts are a versatile must-have for every wardrobe. Pair them with a sleek turtleneck for a sophisticated look or throw on a graphic tee for that cool-girl edge. From brunch dates to boardroom meetings, fashion plaid skirts have got your back, turning every sidewalk into your personal runway. Get ready to strut your stuff and make a statement that's as bold as you are!

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Windsor Plaid Charm Pleated Drop Waist Skort in Grey

$36.90

A grey plaid skort with a pleated drop waist and hidden shorts in knit fabric.

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Cute Icon Gingham Belted Mini Skort in Black/white

$10.97 $26.90 59% off

A gingham printed mini skort in black and white with a trendy faux belted front design.

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Iconic Moves Ruffled Ponte Knit Mini Skirt in Black

$9.97 $39.90 75% off

A black ruffled mini skirt in ponte knit with a high waist and bodycon fit.

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Wild At Heart Long Fringe Skirt in Tan

$29.90

(33)

Channel your western side with this trendy-chic skirt that will level up your festival look! It features a high-rise waist, an asymmetric mini-length hem with a form-hugging fit, and long fringe detailing that cascades to your ankles. The stylish fringe design will dance with you to your favorite band! Complete your 'fit with a cropped graphic tee and cowboy boots. Fit & FeaturesHigh-rise waist, Back zipper, hook and eye closure, Asymmetric mini-length hem, Form-hugging fit, Long fringe design, ankle-length hem, Faux suede fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild At Heart Long Fringe Skirt in Tan | Size: XS | Faux Suede

Bold Staple Ruched Asymmetrical Midi Skirt in Black

$26.90

(10)

Fit & FeaturesStretchy smooth knit-lined fabrication, High-rise fit, Ruching, Asymmetrical high-side slit, Midi length hem, Runs true to size, Shop Matching Crop Top: Bold Staple Long Sleeve Crop Top Free Shipping on All Orders Over $75. | Windsor Bold Staple Ruched Asymmetrical Midi Skirt in Black | Size: XS

Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural

$36.90

(9)

Channel that coastal chic vibe with this breezy linen maxi skirt featuring a tiered design, high-cut side slit, and flowy A-line silhouette. Fit & FeaturesLinen-blend fabric, High-rise waist, Tiered design, Thigh-high side slit, Flowy A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural | Size: L

Keep A Secret Lace Slit Maxi Skirt in Black

$39.90

(7)

Make a statement in this lace slit maxi skirt. With sheer lace, ruching, and a high slit, it's your go-to for that effortlessly chic vibe. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, High front slit, Maxi-length hem, Flowy silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep A Secret Lace Slit Maxi Skirt in Black | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Windsor Sleek Status Faux Leather Mini Skirt in Black

$19.90

(6)

Level up your sleek status with this chic mini skirt made with smooth faux leather fabric to elevate your casual 'fits. It features a high-rise waist, a side slit accent at the hem, and a form-hugging silhouette to highlight your stunning curves. Fit & FeaturesFaux leather fabric, plenty of stretch, High-rise elasticized waist, Side slit, Mini-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Status Faux Leather Mini Skirt in Black | Size: S

Breezy Boho Sheer Lace Asymmetric Maxi Skirt in Ivory

$39.90

(5)

Channel an effortless boho vibe in this breezy sheer lace maxi skirt featuring a high-rise waist, ruched detailing with an adjustable drawstring, a high-cut side slit, and an asymmetric hem with a flowy silhouette. Perfect for pairing with a crop top and booties. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, adjustable drawstring, High side slit, Asymmetric maxi-length hem, Flowy fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Boho Sheer Lace Asymmetric Maxi Skirt in Ivory | Size: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Windsor Iconic Getaway Tie-Waist Wrap Fringe Skirt in Ivory

$42.90

(5)

Get ready for an iconic getaway with this tie-waist wrap fringe skirt perfect for days spent under the sun or sipping on drinks poolside! Fit & FeaturesCrochet knit design, sewn-in knit lining, Wrap-tie waist, Back zipper and hook-eye closure, Cascading fringe hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Iconic Getaway Tie-Waist Wrap Fringe Skirt in Ivory | Size: S | Knit Fabric

Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural

$32.90

(4)

Heading on vacation? Don't forget to grab this vacay ready high-rise crochet maxi skirt with a sultry high front slit that flaunts some leg. Pair with the matching top and your fave shades! Fit & FeaturesCrochet fabric, stretchy knit lining, High-rise elasticized waist, High front slit, Flowy maxi-length silhouette, Runs true to size , Shop The Matching Top: Vacay Ready Tie-Front Bandea Crochet Crop Top Free Shipping on All Orders Over $75. | Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural | Size: L | Knit Fabric

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Boho Babe Lace Hanky Hem Maxi Skirt in Ivory

$13.97 $32.90
58% off

(4)

Live out your boho era in this airy sheer lace maxi skirt with a mini-length lining for a chic look. The long flowy silhouette will create that effortlessly cool vibe. Fit & FeaturesSheer lace fabric with mini-length knit lining, High-rise waist, Hip-hugging fit, Maxi-length hanky hem, Flowy silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Boho Babe Lace Hanky Hem Maxi Skirt in Ivory | Size: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Breezy Vibes Lace Mini Skirt in Ivory

$26.90

(3)

Show off a breezy chic vibe in this airy lace mini skirt featuring a high-rise waist and a short form-hugging fit. Style with the matching tie-front top for a weekend getaway. Shop Matching Top: Breezy Vibes Lace Tie-Front TopFit & FeaturesSheer lace fabric with lining, High-rise waist, eyelet lace trim, Mini-length bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Vibes Lace Mini Skirt in Ivory | Size: L | Lace Fabric/Sheer Lace Fabric

Fashion Plaid Skirts

Plaid skirts are the ultimate main-character move—seriously, nothing says “I run this hallway” like a perfectly styled plaid mini skirt. Whether you’re channeling your inner icon with a black and white plaid skirt or mixing it up with bold color combos, these pieces are made for girls who want to be seen. They’re not just for school days or vintage throwbacks, either. Plaid skirt women know how to make an entrance, whether it’s at brunch with the girls, a spontaneous road trip, or a flirty date night where you want to look cute but not like you tried too hard (even though, let’s be real, you totally did). The beauty of cute plaid skirts is how they instantly add attitude to any outfit. Pair one with a graphic tee and chunky sneakers for an effortlessly cool vibe, or go all-in with a cropped sweater and knee-high boots when you’re feeling extra. The options are endless, and there’s no wrong way to wear them—just whatever makes you feel like the most confident version of yourself.

Shopping for a plaid skirt is basically a rite of passage, and it’s all about finding the fit that matches your energy. Love a classic look? A black and white plaid skirt is timeless and goes with literally everything in your closet. Want to make a statement? Try a plaid mini skirt with an unexpected color pop or a pleated detail for extra movement. And don’t even get us started on the gift potential—these skirts are the ultimate “I saw this and thought of you” present for your fashion-obsessed bestie, your little sis who’s just discovering her style, or even as a treat-yourself moment (because who says you need a reason?). When you’re picking your perfect plaid, think about fabric weight, length, and how you want it to sit on your waist—high-rise for that snatched look, or mid-rise for a laid-back feel. The right plaid skirt can take you from a chill day at the café to a night out, just by swapping out your accessories. And if you’re the type who loves to mix and match, plaid plays so well with everything from oversized blazers to dainty camis, making your styling options basically endless.

Plaid skirts are more than a trend—they’re a whole mood, and they’re here for every plan you’ve got on your calendar. From spontaneous adventures to those moments when you want to feel like the star of your own movie montage, these skirts have your back. Whether you’re stacking your closet with every colorway or just searching for that one show-stopping piece, you’ll find your new go-to in this collection. For even more inspo and a full lineup of styles that’ll keep your wardrobe fresh and fun, check out the latest must-haves on our Fashion Skirts page—because you deserve to serve looks every single day.

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