Plaid Fall Dresses

Plaid fall dresses are your ticket to a season of style that’s as cozy as it is chic. Whether you're sipping pumpkin spice lattes or strolling through a sea of crunchy leaves, these dresses have got you covered for every autumn adventure. Perfect for layering or standing out on their own, plaid patterns bring that timeless flair with a modern twist. Get ready to turn heads and capture hearts with looks that say, "I'm here for the fall feels and fabulous vibes." Embrace the cooler temps with confidence and let your wardrobe do the talking—because who needs words when your outfit's this fierce?

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$46.90

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

$35.90

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

$26.90

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

Sale

$25 $34.90 28% off

A grey plaid strapless mini dress with a pleated hem and form-hugging knit fabric.

Sale

$21 $29.90 30% off

A charcoal plaid mini dress with sheer lace trims and a chic bow detail for date night.

$59.90

5 star rating

A red gingham skater dress featuring a ruffled hem, open back, and sweetheart neckline.

$49.90

A red cotton-blend gingham skater dress featuring puff sleeves, ruffled trim, and a dainty bow detail.

$44.90

A pink woven mini dress featuring floral and plaid patchwork, crochet trim, and a tie-front detail.

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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 Navy Blue
(84) 4.785714 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 Navy Blue | Size: L | Knit Fabric

Lucy Taffeta Bow Mini Party Dress in Black
(69) 4.4492755 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: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 Black | Size: XS

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

Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in Pink
(44) 4.2727275 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 Pink | Size: S | Knit Fabric/Satin Fabric

Make It Known Satin Strapless Pleat Mini Dress in White
(23) 4.695652 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: S | Rhinestone/Satin Fabric

Windsor Marcy Glitter Bow Mini Party Dress in Light Blue
(23) 4.7391305 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 Light Blue | Size: L | Knit Fabric/Woven 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: M | Knit Fabric/Rhinestone/Mesh Fabric

Sparkling Perfection Rhinestone A-Line Mini Dress in White
(17) 4.352941 star rating

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 White | Size: M | Knit Fabric/Rhinestone/Mesh Fabric

Pretty Elegance Tulle Lace-Up Floral Sequin Mini Dress in Lavender
(16) 4.5625 star rating

Radiate pretty elegance in this sleeveless mini dress featuring tulle shoulder straps that shape the striking lace-up back design and a flattering A-line silhouette. The sheer mesh fabric is decorated with a floral sequin embellished pattern perfect for a school dance or birthday. Fit & FeaturesSheer mesh fabric lined with stretchy knit, Floral sequin embellished pattern, Square neckline, Tulle shoulder straps, Tulle lace-up back, lower zipper with hook-eye closure, Mini-length A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Elegance Tulle Lace-Up Floral Sequin Mini Dress in Lavender | Size: M | Mesh Fabric/Sheer Mesh Fabric

Plaid Fall Dresses

Plaid dresses are basically the VIP pass to instant main character energy, and let’s be real—there’s just something about that classic check pattern that makes every outfit feel a little extra, a little rebellious, and a whole lot of fun. If you’re eyeing plaid for your next closet upgrade, you’re not alone. This print has been a go-to for icons and trendsetters for decades, and it’s not slowing down anytime soon. Whether you’re planning a cute coffee date, a study sesh at your favorite café, or a weekend adventure with your crew, a plaid dress brings the perfect mix of comfort, confidence, and “I woke up like this” style. The best part? Plaid is totally versatile—think soft flannels for that cozy, borrowed-from-the-boys vibe, or sleek, fitted silhouettes that bring a little edge to your day-to-night look. And if you’re hunting for the ultimate gift for your BFF, sister, or even yourself (because self-love is a thing, babe), a plaid dress is the move. It’s the kind of piece that goes from chill hangouts to spontaneous road trips without skipping a beat, and it always brings the good vibes.

When it comes to choosing your perfect plaid, it’s all about what makes you feel unstoppable. Maybe you’re into bold, oversized patterns that turn heads in the hallway, or maybe you lean toward subtle, classic checks that give off major “effortlessly cool” energy. Either way, plaid lets you play with color and texture in a way that feels totally you. Layer it up with chunky boots, a leather jacket, and your favorite accessories for a look that’s ready for anything—because let’s face it, you never know where the day (or night) might take you. And don’t forget, plaid isn’t just for solo style moments. Matching dresses for you and your bestie? Yes, please. Coordinating looks for a group outing or that Insta-worthy brunch? Absolutely. Plaid dresses are the ultimate “let’s make a memory” outfit, and they’re just begging to be part of your next adventure. If you’re ready to channel your inner trendsetter and make plaid your new signature, dive into our Women's Plaid Dresses collection and get ready to serve looks that are as fearless and unforgettable as you are.