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!

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Windsor Heat Check Halter Mini Dress

$39.90

A multi-colored plaid halter mini dress featuring a deep plunge neckline and ruched mesh-lined fabric.

Adorable Look Plaid Print Strapless Skater Dress in Taupe

$46.90

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

Windsor Find Me In Plaid A-Line Mini Dress in Charcoal

$35.90

A charcoal plaid mini dress featuring a strapless folded neckline and flattering A-line silhouette in soft knit.

Windsor Edgy In Plaid Scoop Neck Mesh Mini Dress in Burgundy

$26.90

A burgundy plaid mesh mini dress featuring a scoop neckline, spaghetti straps, and a hanky-style hem.

Windsor Pretty In Plaid Sleeveless Knit Mini Dress in Taupe

$26.90

A taupe plaid mini dress with a V-neckline, spaghetti straps, and a bodycon silhouette.

Flirty Silhouette Lace Trim Plaid Mini Dress in Burgundy

$35.90

A burgundy plaid mini dress with lace trim, spaghetti straps, and a form-hugging silhouette.

Windsor Attitude Check Velvet Cutout Mini Dress in Black

$39.90

A black velvet mini dress featuring bold cutouts, metallic ring accents, and a lace-up open back.

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Senorita Mesh Strappy Mini Dress in Pink

$32.90

(92)

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

Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in Pink

$32.90

(86)

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: L | Knit Fabric/Satin Fabric

Windsor Lucy Taffeta Bow Mini Party Dress in White

$79.90

(72)

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

Windsor Cute Attitude Ponte Slit Mini Skort in Black

$27.90

(68)

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

Windsor Lena Strapless Bodycon Beaded Mesh Mini Dress in Black

$84.90

(61)

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 Black | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Get Down With Basic Slit Mini Skirt in Black

$16.90

(54)

Minimal, but never boring. This sleek mini skirt brings the heat with a flirty slit and body-hugging fit made for going out or dressing up your everyday looks. Fit & FeaturesStretchy and smooth knit fabric, High-rise elasticized waistband, Mini-length hem, short front slit, Bodycon silhouette, 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

Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Navy Blue

$35.90

(48)

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 Navy Blue | Size: L | Knit Fabric

Windsor Catalina Rhinestone And Pearl Formal Mini Dress in White

$69.90

(43)

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: L | Knit Fabric/Rhinestone/Mesh Fabric

Stunning Sophistication Rhinestone Mini Dress in Wine

$42.90

(38)

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

Perfect Glow Strapless Pleat A-Line Satin Mini Dress in Gold

$39.90

(30)

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, 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: L | Satin 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.

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Women's Plaid Dresses

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