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!
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$59.90
A glamorous black satin midi dress with a cowl neckline and adjustable spaghetti straps.
$36.90
A wine-colored knit bodycon midi dress with a surplice V-neckline and spaghetti straps.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$59.90
A green satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.
$38.90
A black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$44.90
A sophisticated white midi dress featuring sheer chiffon sleeves and a sultry ruched bodycon silhouette.
$54.90
An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$42.90
A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.
$49.90
A black sheer midi dress with off-the-shoulder neckline, plunging v-neck, and high-side slit.
$46.90
A strapless black satin midi dress featuring pleating, a high side slit, and a form-hugging fit.
$49.90
An A-line midi dress in natural woven fabric featuring a smocked bodice, pleats, and hidden pockets.
$32.90
A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.
$69.90
A navy blue satin midi dress with a lace-up back and flattering faux wrap silhouette.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$46.90
A burgundy bodycon midi dress featuring floral lace texture, a square neckline, and a daring front slit.
$59.90
A white satin midi dress with a high slit, cowl neckline, and twist-bar open back.
$44.90
A black mesh midi dress with a floral flocked velvet pattern and a high side slit.
$44.90
A grey ribbed knit midi dress with a sweetheart neckline and twist accent, perfect for casual outings.
$9.97 $59.90 83% off
A black glitter midi dress with sheer sleeves, bodycon fit, and a ruched slit detail.
$49.90
A wine-colored mesh and knit midi dress featuring cold shoulders, ruched seams, and a bodycon silhouette.
$42.90
An elegant blue floral midi dress with a strappy back, cowl neckline, and mesh fabric.
$46.90
A mauve satin strapless midi dress with a pleated neckline and flirty side slit.
$19.97 $59.90 67% off
A red velvet midi dress with a corset bodice, cowl neckline, and front wrap slit.
$19.97 $39.90 50% off
A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.
$39.90
A mauve floral off-shoulder bodycon dress in stretchy knit fabric with soft ruching and flared hem.
$39.90
A chic black strapless midi dress with glitter mesh and a bodycon silhouette for elegant occasions.
$36.90
A sleek black knit midi dress featuring a halter neckline and flared mermaid silhouette.
$34.90
A stunning emerald satin-knit midi dress with a strapless neckline and flattering ruched details.
$39.90
A red striped knit midi dress featuring a strapless neckline, cutout bodice, and bodycon silhouette.
$42.90
A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.
$9.97 $49.90 80% off
An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.
$39.90
A curve-hugging ivory midi dress featuring ribbed knit fabric, a tie-back halter neckline, and open back.
$59.90
A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.
$48.90
A sage mesh midi dress with a V-wired notch and tiered ruffled hem for elegant occasions.
$44.90
A chic black knit midi dress featuring an off-the-shoulder neckline, faux wrap front, and thigh-high slit.
$59.90
A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$22.97 $49.90 54% off
A light blue chiffon midi dress with floral print, puff sleeves, and a chic high front slit.
$49.90
A yellow floral mesh midi dress featuring a strapless neckline, ruched sides, and a flattering bodycon fit.
$42.90
A light blue woven midi dress featuring dainty floral print, adjustable straps, smocked back, and front slit.
$36.90
A green sleeveless midi dress in stretchy knit fabric with a square neckline and flared hem.
$46.90
A black floral halter midi dress with a flowy A-line silhouette and tie-back design.
$44.90
An elegant burgundy velvet midi dress with a lace-trimmed sweetheart neckline and corset bodice.
Now Trending
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 form-hugging silhouette, and a chic high front slit to showcase some leg. Fit & FeaturesSleek knit fabric, stretchy knit lining, Cowl neckline, Spaghetti straps, High waist seam, Form-hugging silhouette, High front slit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue | Size: M | 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 Black | 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 Green | Size: S | 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
Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: XL | Chiffon/Crepe 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 Green | Size: XS | 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: XS | Woven 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
Set the tone for spring dressing in this halter floral midi dress. The voluminous fit and flare silhouette embodies vintage charm with pretty modern details like a corset bodice and lace-up back design. Fit & FeaturesDelicate floral print, Poplin woven fabric, tulle and woven linings, Halter V-neckline with tie straps, wired underbust, Side zipper and hook-eye closure, Corset bodice, flexible boning, lace-up back, Fit and flare silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Set For Spring Halter Corset Floral Midi Dress in Natural | Size: XS | Woven 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: L | Woven Fabric
Fall Midi Dresses
There’s something magical about slipping into a midi dress that just *gets* you—especially when the air starts to cool and your social calendar refuses to chill. Midi dresses for autumn are basically the main character energy your wardrobe has been waiting for: that perfect not-too-short, not-too-long vibe that’s equal parts polished and playful. Whether you’re darting from coffee runs to last-minute dinner plans, or just living your best life on a spontaneous road trip, midi dresses let you do it all with a little twirl and a lot of confidence. For the Windsor girl, every day is a runway, and these dresses are her secret weapon—effortless to style, easy to layer, and always ready to take her from daytime adventures to late-night mischief. The best part? Windsor fall dresses come in a range of silhouettes and fabrics that hug you in all the right places, with details like flirty slits, dreamy ruching, and sleeves that let you play it coy or bold. If you’re gifting, midi dresses are the ultimate “I know your vibe” present for your sister, bestie, or anyone who deserves a little extra glam—think birthdays, bridal showers, or just-because moments when you want to be the hero of their group chat.
Styling midi dresses Windsor style is a full-on mood, especially when you’re craving a look that feels put-together without trying too hard. Picture this: you, a killer pair of boots, and a midi that moves with you—whether you’re conquering the office, dancing at rooftop parties, or just turning the sidewalk into your personal catwalk. Layering is your BFF here; throw on a leather jacket for a little edge, or drape a fuzzy cardigan for that “I woke up like this” charm. And don’t even get us started on accessorizing—chunky hoops, statement belts, or a crossbody bag that holds your secrets (and your lip gloss). Midi dresses for autumn are made for mixing it up, letting you play with textures and colors that match your mood. If you’re all about that extra flair, check out options with mesh panels or sheer overlays—these styles are basically built for compliments and double-takes. For a little inspo, browse the latest Mesh Midi Dresses and level up your wardrobe with styles that are equal parts daring and dreamy.
Shopping for midi dresses is more than just ticking off a trend—it’s about finding those pieces that make you feel unstoppable, no matter what’s on your agenda. Windsor fall dresses are designed for the girl who wants it all: comfort, style, and that little spark of mischief that turns every day into an adventure. They’re the go-to for anyone who wants to look cute without overthinking it, perfect for gifting to the friend who’s always late because she “can’t find anything to wear” (we’ve all been there). With so many ways to style and wear them, midi dresses Windsor style are a closet staple you’ll reach for again and again—because when you look this good, the world is your playground.