Fall Midi Dresses
Get ready to fall head over heels for the stunning collection of fall midi dresses that are about to become your seasonal staples. These beauties are here to keep you looking effortlessly chic as the leaves turn and the air gets crisp. Whether you're headed to a pumpkin patch, a cozy dinner, or just strutting down the street like it's your own personal runway, these dresses have got your back. With their perfect blend of style and comfort, you'll be turning heads and making memories all season long. So go ahead, embrace those autumn vibes and let your wardrobe do the talking!
$38.90
A black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$59.90
A glamorous burgundy satin wrap midi dress featuring a cowl neckline and adjustable spaghetti straps.
$59.90
A green satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$54.90
A green satin midi dress with a corset seam bodice and faux wrap hem for formal occasions.
$36.90
A wine-colored knit bodycon midi dress with a surplice V-neckline and spaghetti straps.
$46.90
A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.
$35.90
A strapless mauve midi dress with a cowl neckline, side slit, and bodycon fit in stretchy knit.
$46.90
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$23.97 $52.90 55% off
A black floral mesh midi dress with a sweetheart neckline, ruching, and a flirty side slit.
$19.97 $42.90 53% off
A mauve floral mesh midi dress with a bodycon silhouette and asymmetrical ruffled hem.
$19.97 $38.90 49% off
A black knit midi dress with an off-the-shoulder halter V-neckline and bodycon fit.
$9.97 $49.90 80% off
A sultry black midi dress featuring velvet and sheer lace with a sweetheart neckline and back slit.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$42.90
A natural floral print bodycon midi dress with a lace-up back and flirty side slit.
$20.97 $46.90 55% off
A strapless sage satin midi dress with pleating and a form-hugging fit for elegant occasions.
$46.90
A pink floral midi dress with a corset bodice, lace-up back, and flirty front slit.
$19.97 $42.90 53% off
A wine-colored glitter mesh midi dress with a V-neckline, ruching, and an asymmetrical hem.
$49.90
A black sheer midi dress with off-the-shoulder neckline, plunging v-neck, and high-side slit.
$32.90
A chic red sleeveless midi dress with ruched seams and a flattering bodycon silhouette.
$20.97 $46.90 55% off
A sleek brown midi dress featuring leopard print satin and a sheer lace bust overlay.
$46.90
An ivory gingham midi dress with a strapless neckline and convenient side pockets.
$39.90
A light blue off-the-shoulder floral midi dress in stretchy knit fabric with a bodycon silhouette.
$44.90
A grey ribbed knit midi dress featuring a sweetheart neckline with a twist accent and long sleeves.
$59.90
A glamorous red glitter lace midi dress with a corset bodice and high side slit.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$54.90
A black ribbed knit midi dress featuring a tie-dye pattern, scoop neckline, and back slit.
$59.90
A white satin midi dress with a cowl neckline, high slit, and twist-bar open back.
$20.97 $46.90 55% off
A strapless pink floral mesh midi dress with a ruched bodycon silhouette for elegant occasions.
$19.97 $29.90 33% off
A mauve knit midi dress with a square neckline and form-hugging fit, perfect for any occasion.
$28 $39.90 30% off
A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.
$42.90
An elegant blue floral midi dress with a strappy back, cowl neckline, and mesh fabric.
$9.97 $59.90 83% off
A black glitter midi dress with sheer sleeves, bodycon fit, and a ruched slit detail.
$46.90
A mauve satin strapless midi dress with a pleated neckline and flirty side slit.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a V-neckline for chic occasions.
$29.97 $59.90 50% off
A red velvet midi dress with a corset bodice, cowl neckline, and front wrap slit.
$39.90
A chic black strapless midi dress with glitter mesh and a bodycon silhouette for elegant occasions.
$34.90
A stunning emerald satin-knit midi dress with a strapless neckline and flattering ruched details.
$36.90
A taupe midi dress with a sleeveless square neckline, ruching, and abstract marble print.
$34.90
A plum paisley mesh bodycon midi dress with a square neckline and flirty front slit.
$69.90
A green satin midi dress with a lace-up back and flattering faux wrap bodycon silhouette.
$19.97 $24.90 20% off
A bodycon midi dress in olive with cap sleeves and a flirty cutout back.
$22.97 $49.90 54% off
An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.
$19.97 $42.90 53% off
An ivory woven fabric midi dress featuring a ditsy floral print and lace-trimmed sweetheart neckline.
$9.97 $54.90 82% off
A pink satin one-shoulder midi dress with dual adjustable straps and a slim silhouette.
$59.90
A chic navy blue midi dress with a glitter knit fabric, lace-up back, and high front slit.
$23.97 $52.90 55% off
An alluring mauve midi dress with floral lace, off-the-shoulder neckline, and open lower back.
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Simple and sleek, this smooth knit midi dress is a perfect choice. It features a sleeveless cowl neckline, spaghetti straps, a high waist seam, a fitted, A-line silhouette, and a chic high front slit to showcase some leg. Style with embellished statement earrings for a cocktail party. Fit & FeaturesSleeveless cowl neckline, Spaghetti straps, High waist seam, Fitted A-line silhouette, High front slit, Knit fabric, plenty of stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue | Size: L | Knit Fabric
Wrap yourself in a glam formal dress that captivates from the moment you enter the room! Margaret features a sleeveless cowl neckline, adjustable spaghetti straps, corset seams with flexible boning, and a ruched wrap midi silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels and rhinestone earrings. Fit & FeaturesSleeveless cowl neckline, adjustable spaghetti straps, Built-in padded bust, Corset seams, flexible boning, Ruching, wrap midi skirt, Buttery soft silk fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Margaret Formal Satin Wrap Midi Dress in Navy Blue | Size: S | Rhinestone/Satin Fabric
Radiate elegance in a formal dress that showcases your timeless style! Seona features a pleated cowl neckline, spaghetti straps, a cutout at the midriff, and a midi-length silhouette accented with a high side slit. The dress is composed of a silky-satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a clutch. Fit & FeaturesSleeveless cowl neckline, pleating, Spaghetti straps, Cutout at the midriff, Midi-length silhouette, high side slit, Satin fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Seona Formal Satin Midi Dress in Red | Size: XL | Rhinestone
Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, High front slit, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black | Size: M | Knit Fabric
Shine like a vision in the silky satin Samantha formal dress in a striking bodycon silhouette with a corset bodice that enhances your natural curves! Fit & FeaturesLined satin knit fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Corset seam bodice, pleated side seam, Form-hugging silhouette, Faux wrap midi-length hem, Runs true to size, Where to Wear:Weddings, bridesmaids, cocktail parties, date nights, engagement parties, rehearsal dinner, graduations Free Shipping on All Orders Over $75. | Windsor Samantha Formal Satin Midi Dress in Navy Blue | Size: S | Knit Fabric/Satin Fabric
Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit. Fit & FeaturesDitsy floral-printed woven fabric, Sweetheart neckline, ruched bust, tie-front detail, underwire bust, Thin tank shoulder straps, Corset-style bodice with piping, high waist seam, Hidden side zipper and hook-eye closure, High front slit, Midi-length A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown | Size: S | Woven Fabric
Nadine Formal Ruched Satin Midi Dress in Red
$9.97 $49.90
80% off
Make a stunning impression in this satin midi dress. Elevate your night out look in this luxe stretch satin midi cocktail dress with a flattering cowl neckline for a post-worthy look. Fit & FeaturesStretch satin fabric, minimal stretch, Cowl neckline, spaghetti straps, Form-hugging fit, Ruched high side slit, Midi-length hem, Runs true to size, Where to Wear:Weddings, cocktail parties, date night, Vegas, girl's night out, rooftop bars, celebrations Free Shipping on All Orders Over $75. | Windsor Nadine Formal Ruched Satin Midi Dress in Red | Size: S | Satin Fabric
Look enchanting in this floral ruffled lace midi dress showcasing a bodycon silhouette and flirty slit for movement. Pair with heels. Fit & FeaturesSheer floral lace fabric with knit lining, moderate stretch, Square neckline, Adjustable spaghetti straps, Ruched front, Asymmetric midi-length hem with ruffled trim, front slit, Bodycon silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Enchanted Moment Floral Ruffled Lace Midi Dress in Sage | Size: XL | Lace Fabric/Knit Fabric
Make a casual-chic impression in this long sleeve ruched midi dress showcasing a folded off-the-shoulder neckline and a bodycon silhouette. Pair with heels. Fit & FeaturesSmooth knit fabrication, moderate stretch , Off-the-shoulder neckline, foldover accent, Fitted long sleeves, Ruching, Midi length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Casual Affair Long Sleeve Ruched Midi Dress in Brown | Size: S | Knit Fabric
Thrive with sweet energy in this floral midi dress perfect for brunches or dates! With a corset bodice that snatches your waist and a flirty front slit, this a-line dress will captive everyone. Pair with a necklace. Fit & FeaturesDitsy floral print, woven fabric, Wide shoulder straps, sweetheart neckline, Corset bodice, Side pockets, A-line silhouette, front slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black | Size: XL | Woven Fabric
Fall Midi Dresses
When you’re building your closet around those effortlessly cool, “I just threw this on and look amazing” vibes, nothing comes close to a fall midi dress. It’s the dress you reach for when you want to look put together without even trying, the one that takes you from coffee runs to candlelit dinners without missing a beat. The midi length is that sweet spot—long enough for a little mystery, short enough to show off those killer boots or that fresh pedicure. Whether you’re heading out for a day of apple picking (no shame in being basic when you look this good), meeting your crew for brunch, or just making the sidewalk your runway, a windsor midi dress is your secret weapon. And let’s be honest, there’s something about slipping into a midi that makes you feel like the main character in your own story—confident, a little mischievous, and ready for whatever the day throws your way.
Gifting a midi dress? You’re about to earn major bestie points. These dresses are the ultimate “I totally get your vibe” present—perfect for birthdays, celebrations, or just because your BFF deserves to feel like a ten. With the right midi, your bestie can dress it up with strappy heels and a bold lip for a night out, or keep it chill with sneakers and a denim jacket for a day of adventures. The versatility is next-level: think wine tastings, rooftop hangs, or even that last-minute invite to a family dinner where you want to impress (but not look like you tried too hard). And for those moments when you want to channel your inner boss babe at work or stun at a date night, a windsor black midi dress has your back—timeless, chic, and always on point. If you’re not sure where to start, check out the details: ruching, cutouts, and wrap silhouettes are all the rage, and don’t sleep on bold prints or rich textures that make you stand out in the best way. For a little extra drama, consider the subtle allure of mesh—our Mesh Midi Dresses collection brings a flirty edge that’s totally unforgettable.
When it comes to shopping midi dresses Windsor girls know it’s all about finding that perfect fit that hugs you in all the right places and moves with you through every adventure. Look for adjustable straps, stretchy fabrics, and those little details that make a dress feel like it was made just for you. Windsor midi dresses are designed with real life in mind—comfy enough for a road trip, cute enough for a spontaneous photo shoot with your squad, and always ready for those “I need to look amazing in five minutes” moments. Layer with a moto jacket, add a chunky knit, or throw on your favorite statement earrings—the styling options are endless, and the confidence boost is instant. Whether you’re shopping for yourself or picking out a gift for your favorite trendsetter, a fall midi dress is more than just a piece of clothing—it’s your ticket to feeling bold, beautiful, and totally unstoppable.