Women's Plaid Dresses
Get ready to turn heads and make waves with our collection of women's plaid dresses that scream style and confidence. Whether you're channeling your inner 90s grunge queen or embracing a chic, preppy vibe, these dresses are here to elevate your wardrobe game. Perfect for any occasion, from casual brunches to spontaneous adventures, our plaid dresses are the ultimate go-to for those who love to mix timeless patterns with modern flair. So, Windsor girl, it's time to strut your stuff and show the world that plaid is anything but plain!
$26.90
A taupe plaid mini dress with a V-neckline, spaghetti straps, and a bodycon silhouette.
$25 $34.90 28% off
A grey plaid strapless mini dress with a pleated hem and form-hugging knit fabric.
$21 $29.90 30% off
A chic charcoal plaid mini dress with sheer lace trims and a flattering bodycon silhouette.
$35.90
A burgundy plaid mini dress with lace trim, spaghetti straps, and a form-hugging silhouette.
$46.90
An adorably chic taupe skater dress featuring a plaid print and strapless sweetheart neckline.
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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 Light Blue | Size: L | Knit Fabric
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
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: XS | 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 Pink | Size: S | Knit Fabric/Satin Fabric
A true showstopper of a mini dress perfect for adding a touch of sparkle to any occasion. The short-length rhinestone dress features a square neckline and adjustable spaghetti straps, while the A-line silhouette flatters your figure down to the uneven-cut hem. Complete the look in platform sandals for a dressy night out! Fit & FeaturesSleeveless square neckline, Adjustable spaghetti straps, Back zipper and hook-eye closure, A-line silhouette, Mini-length hem, uneven cut design, Rhinestone-embellished, mesh fabric, stretchy knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkling Perfection Rhinestone A-Line Mini Dress in Pink | Size: XS | Knit Fabric/Rhinestone/Mesh Fabric
Capture all the attention with your sultry allure in the Paige rhinestone formal bodycon mini dress! She features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, all-over rhinestone embellishments for that total glam girl vibe, a mini-length hem, and a bodycon silhouette to hug your gorgeous curves. The slinky knit fabric offers plenty of stretch. Style this mini dress with metallic heels for your next dressy night out! Fit & FeaturesSleeveless cowl neckline, Adjustable spaghetti straps, All-over rhinestone embellishments, Mini-length hem, bodycon silhouette, Slinky knit fabric, full-length knit lining, plenty of stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Paige Rhinestone Formal Bodycon Mini Dress in Light Blue | Size: M | Knit Fabric/Rhinestone
This chic side slit knit mini skirt will give you a fabulous fit and become a favorite in your closet! The ponte knit fabric offers a structured fit with moderate stretch. The high waist features an elasticized waistband for comfortable wear, while the mini-length hem and side slit accent will give that sultry flair. The bodycon silhouette will hug your gorgeous curves. Style this mini skirt with a basic bodysuit and ankle booties for happy hour. Fit & FeaturesPonte knit fabric, moderate stretch, High-rise elasticized waist, Mini-length hem, Asymmetric seam, side slit, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fabulous Fit Side Slit Knit Mini Skirt in Black | Size: L | Knit Fabric
Windsor Brenda Low Back Bow Taffeta Skater Dress in Black
$19.97 $64.90
69% off
Chat, dance, and twirl the night away in the Brenda taffeta skater dress! The short dress is ready to party with a voluminous silhouette and a stunning low-cut back with a statement bow. Fit & FeaturesTaffeta fabric lined with tulle, stretchy knit fabric, Tank shoulder straps, Low back with bow, Skater silhouette, Short-length hem, Runs true to size, Where to Wear:Prom, brides, weddings, bridesmaids, fancy date nights, dinner parties, cocktail events Free Shipping on All Orders Over $75. | Windsor Brenda Low Back Bow Taffeta Skater Dress in Black | Size: XS | Knit Fabric
A sassy mini dress to slip on when the sun goes down and the beat is calling you to the dancefloor! This dress is featured in a sultry bodycon silhouette with a halter neckline accented with hoop inserts. Fit & FeaturesAbstract print, stretchy knit fabric, Cowl halter neckline, hoop accents, Bodycon silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sun Goes Down Halter Abstract Bodycon Mini Dress in Brown | Size: S | Knit Fabric
Here comes the sun and you radiating trendy vibes in this strapless mini dress perf for casual plans! The ruched sides and ruffled hem add a playful touch to the bodycon silhouette. Fit & FeaturesDouble-lined brushed knit fabric, moderate stretch, Strapless straight neckline, Ruched side seams, Bodycon silhouette, Mini-length tiered ruffled hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Here Comes The Sun Strapless Ruffled Mini Dress in Brown | Size: S | Knit Fabric
Women's Plaid Dresses
Plaid dresses are the ultimate wardrobe chameleons—the kind of pieces that let you channel your inner main character whether you’re headed to brunch, class, or a last-minute road trip with your ride-or-die crew. There’s something about a plaid dress that just nails that sweet spot between classic and bold, giving you a look that feels both familiar and fresh every single time. Picture this: you’re slipping into a black and red plaid dress, the kind that instantly makes you feel like you could headline your own band or crash a cozy cabin getaway. The pattern itself is a total confidence booster, with its roots in vintage cool and a rebellious spirit that never goes out of style. Whether you’re drawn to the timeless charm of a brown plaid dress or you’re all about the playful energy of a plaid mini dress, these pieces are made for making memories. They’re perfect for mixing and matching with your favorite layers—think oversized denim jackets, chunky boots, or a slouchy beanie for those days when you want to look effortlessly put together without trying too hard.
When it comes to picking out the perfect plaid dress, it’s all about finding the cut and color that feels most like you. Love to show off your legs? A mini plaid dress is your go-to for turning sidewalks into runways and making every step feel like a power move. Prefer a little more coverage? Midi and maxi lengths bring all the drama while keeping things comfy and chic, making them a killer choice for everything from coffee dates to late-night hangs. The beauty of plaid is its versatility—these dresses can go from casual to dressy with just a swap of shoes or a statement accessory. Add a belt for a cinched waist, layer with a cropped sweater for extra attitude, or throw on a bold lip for instant glam. Plaid dresses also make amazing gifts for your besties, sisters, or that friend who’s always borrowing your clothes. They’re the kind of present that says, “I see your style, and I’m here to hype you up.” No matter your vibe, there’s a plaid out there with your name on it, ready to help you own every room you walk into.
If you’re all about those laid-back vibes and want a dress that works just as well for a spontaneous picnic as it does for a chill night in, check out our selection of Casual Plaid Dresses for even more inspo. Plaid dresses are made for mixing, matching, and making your own rules—whether you’re layering up for a crisp evening or keeping it simple for a sun-soaked afternoon. They’re the definition of easy style with maximum impact, designed for girls who aren’t afraid to stand out and have a little fun with their fashion. You deserve a closet full of options that keep up with your fearless energy, and nothing says “main character moment” quite like a plaid dress that’s as bold and unforgettable as you are.