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!
$36.90
A grey plaid skort with a pleated drop waist and hidden shorts in knit fabric.
$39.90
A navy blue plaid mini skirt featuring a lace-up high waist and flouncy woven fabric hem.
$46.90
An adorably chic taupe skater dress featuring a plaid print and strapless sweetheart neckline.
$36.90
A black and white gingham mini skirt featuring a high-rise waist and bodycon silhouette in woven fabric.
$26.90
A gingham printed mini skort with a trendy belted front and stretchy knit shorts lining.
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Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
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:Homecoming, weddings, brides, bachelorettes, big birthday events, fancy date nights, gorgeous dinner parties, cocktail soirees, rehearsal dinners, engagement photoshoots and parties Free Shipping on All Orders Over $75. | Windsor Lucy Taffeta Bow Mini Party Dress in White | Size: XS
Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: L | Knit Fabric
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
Express your devotion to romance in the Lena mesh mini dress perfect for modern brides, birthday girls, or graduates! The strapless cowl neckline adds a touch of elegance, while the bodycon fit accentuates your figure. Fit & FeaturesBeaded mesh fabric, stretchy knit lining, Strapless cowl neckline, Back zipper and hook-eye closure, Bodycon fit, mini-length hem, Runs true to size, Where to Wear:Prom, date nights, bachelorettes, girl's night out, birthdays Free Shipping on All Orders Over $75. | Windsor Lena Strapless Bodycon Beaded Mesh Mini Dress in White | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: M | Knit Fabric
Bling on the sultry glamour with the sparkling details of the stunning Catalina formal mini dress with a bodycon silhouette that will flaunt your gorgeous figure! Fit & FeaturesSheer mesh fabric, full-length knit lining, plenty of stretch, Mini iridescent rhinestones, faux pearl embellishments, Sleeveless cowl neckline, Adjustable spaghetti straps, Mini-length hem, bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, girl's night out, date nights Free Shipping on All Orders Over $75. | Windsor Catalina Rhinestone And Pearl Formal Mini Dress in White | Size: M | Knit Fabric/Rhinestone/Mesh Fabric
Show off a flawless allure in this figure-flaunting mini dress! Designed with a sleek knit fabric with a fab sheen, this mini-length dress offers plenty of stretch so you can dance all night. The sleeveless bodice is shaped with a pleated cowl neckline for a chic draped effect and spaghetti straps. The pleating across the bodycon silhouette will accentuate your stunning curves. Style with metallic heels for a club night out.Fit & FeaturesStretchy sleek knit fabric, Sleeveless pleated cowl neckline, Spaghetti straps, Pleating, Bodycon fit, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Pink | Size: L | Knit Fabric
Keep it sophisticated with a satin mini dress that radiates luxe. The dress features a sleeveless square neckline, detachable rhinestone embellished spaghetti straps, ruched side and back seams, and a form-hugging silhouette and mini-length hem. Complete look with rhinestone heels and a satin clutch. Fit & FeaturesSleeveless square neckline, Detachable rhinestone spaghetti straps, Ruched side and back seams, Form-hugging silhouette, Mini-length hem, Lined sleek satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Stunning Sophistication Rhinestone Mini Dress in Wine | Size: M | Rhinestone/Satin Fabric
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 Pink | Size: L | Rhinestone/Satin Fabric
Plaid Skirts
When it comes to plaid skirts, you already know you’re about to serve a look that’s equal parts classic and rebellious—think Cher Horowitz meets your favorite pop-punk icon with a dash of modern It-girl energy. Whether you’re all in for the iconic plaid mini skirt or vibing with a flirty plaid pink skirt, there’s a Windsor plaid skirt out there with your name on it, ready to turn sidewalks into runways and group hangouts into full-on fashion moments. These skirts are the ultimate wardrobe chameleons: dress them up with a crisp button-down and knee-high boots for a little academic edge, or go full-on fun with a graphic tee and chunky sneakers. Plaid isn’t just a print—it’s a whole mood, and no matter your style, there’s a pattern and color combo that’ll have you feeling like the main character. And honestly, if you’re on the hunt for a gift that’ll make your bestie’s jaw drop, a pink and brown plaid skirt wrapped up with a note that says “for your next adventure” is basically a friendship bracelet in clothing form.
Let’s talk details, because the right plaid skirt is all about nailing the fit, the vibe, and the possibilities. If you’re all about showing off those legs, a plaid mini skirt is your ride-or-die—pair it with a slouchy sweater or a fitted crop top and you’ve got instant cool-girl status. Or maybe you’re feeling that preppy-cute energy? Go for a pleated plaid skirt and throw on a blazer, then watch as everyone suddenly wants you on their study team (or their party guest list). The beauty of plaid is that it works for literally everyone, from the trendsetter who’s always first to post her OOTD, to the low-key babe who loves a closet staple she can wear a million ways. And let’s be real, plaid skirts are basically made for making memories—think spontaneous road trips, late-night concerts, or just twirling around your room with your BFFs. They’re also the ultimate “treat yourself” buy, because nothing says confidence like stepping out in a skirt that makes you feel unstoppable. Don’t forget, if you want to level up your whole vibe, check out our curated Plaid Outfits page for inspo that’ll have your followers double-tapping in seconds.
Plaid skirts are for the girls who love to stand out and the ones who want to blend a little tradition with a lot of personality. Whether you’re shopping for yourself or searching for that perfect gift, these skirts deliver on every front: comfort, style, and major main-character energy. Picture yourself strutting into brunch, coffee dates, or your next big event—heads turn, compliments fly, and you’re living your best life with zero apologies. From the sweet charm of a plaid pink skirt to the edgy flair of a darker check, the options are endless and the compliments are guaranteed. So go ahead, pick the plaid that feels like you, and get ready to own every room you walk into. Windsor’s got your back, your style, and your next iconic look—because you deserve nothing less than legendary.