Fall Casual Dresses
Hey there, autumn queen! 🍂 It's time to dive into the cozy-chic world of fall casual dresses that are ready to slay your seasonal style game. Whether you're crunching leaves underfoot or sipping on a pumpkin spice latte, these dresses are your ticket to effortless elegance with a dash of laid-back charm. Think warm hues, playful patterns, and silhouettes that hug you just right—perfect for everything from weekend brunches to spontaneous road trips. So go ahead, wrap yourself in the magic of fall, and let these dresses be your ultimate style sidekick.
$36.90
An elegant sage off-the-shoulder midi dress with a flared hem and smooth knit fabric.
$36.90
A chic pink skater dress with a ribbed knit, off-the-shoulder neckline, and long fitted sleeves.
$46.90
A vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.
$46.90
A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.
$19.97 $29.90 33% off
A strapless black floral maxi dress with a ruffle neckline, front slit, and stretchy knit fabric.
$39.90
A brown knit midi dress with ruched detailing and an off-the-shoulder neckline for casual elegance.
$35.90
An ivory floral eyelet mini dress with a V-neckline and adjustable spaghetti straps.
$19.97 $32.90 39% off
A brown knit halter skater dress with ruched waist and a flirty double-layered skirt.
$20.97 $46.90 55% off
An ivory chiffon skater dress featuring a smocked bodice, cutout accent, and breezy long sleeves.
$9.97 $38.90 74% off
A brown knit bodycon midi dress featuring flare cuff sleeves with tie accents and a V-neckline.
$28 $39.90 30% off
A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.
$19.97 $30.90 35% off
A chic black A-line mini dress with a tie-back design and cap sleeves, perfect for casual outings.
$19.97 $34.90 43% off
A charcoal skater dress with a ribbed knit top and tiered ruffled chiffon A-line silhouette.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.
$21.97 $42.90 49% off
An effortlessly chic brown ribbed knit mini dress with long sleeves and a scoop neckline.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$49.90
A black woven mini dress with pleated A-line silhouette and tie spaghetti straps for casual outings.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$19.97 $24.90 20% off
An olive bodycon midi dress with cap sleeves, a cutout back, and stretchy rib knit fabric.
$38.90
A burgundy knit skater dress featuring a cold-shoulder design and corset-style seams for stylish flair.
$59.90
An effortlessly pretty chiffon midi dress with a floral print, ruffled tiers, and smocked details.
$24.97 $54.90 55% off
A charming ivory skater dress featuring a ditsy floral print and tiered ruffled silhouette.
$9.97 $38.90 74% off
A wine-colored velvet mini dress with a sweetheart neckline, flare sleeves, and bodycon silhouette.
$59.90
A pink woven mini dress featuring a tie-front design, pleated hem, and spaghetti strap ties.
$26.90
A taupe plaid mini dress with a V-neckline, spaghetti straps, and a side slit.
$25 $34.90 28% off
An elegant grey plaid mini dress with a strapless neckline and flirty pleated hem.
$32.90
An ivory striped ribbed knit mini dress with an off-the-shoulder neckline and long fitted sleeves.
$9.97 $38.90 74% off
A dark marsala off-the-shoulder ribbed knit midi dress with fitted long sleeves and bodycon fit.
$9.97 $44.90 78% off
A dark marsala skater dress with a floral pattern, lace-up back, and faux button accents.
$36.90
A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.
$79.90
A black mini dress with faux pearl embellishments, featuring a strappy open-back and bodycon silhouette.
$42.90
A wine-colored mesh mini dress with a lace-up back and flattering bodycon silhouette.
$38.90
A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.
$32.90
A strapless red mini dress with ruched sides and a playful ruffled hem in brushed knit fabric.
$44.90
A white floral skater dress with a strappy tie-back and ruffled mini-length hem.
$35.90
A natural-colored sleeveless mini dress in stretchy knit with a faux wrap-front and tie detail.
$35.90
A sassy red-brown bodycon mini dress with a one-shoulder neckline and soft hacci knit fabric.
$52.90
A pink lace mini dress with butterfly embroidery, tie-back design, and ruffled adjustable straps.
$46.90
A black mesh maxi dress with a floral print, cowl neckline, and halter tie-back straps.
$49.90
A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$9.97 $39.90 75% off
A black bodycon mini dress with a cutout bust, ruched wrap design, and sheer mesh sleeves.
$22.97 $49.90 54% off
A sage woven maxi dress with a flirty bust tie and flowy ruffled silhouette.
$25 $34.90 28% off
An off-white one-shoulder mini dress featuring an abstract print and a 70s-inspired sheer flared sleeve.
$19.97 $42.90 53% off
A slate A-line mini dress with a V-neckline and ruffled hem in soft knit fabric.
$44.90
A black floral skater dress featuring a corset bodice and bubble hem for a flattering silhouette.
$34.90
A sage strapless bodycon midi dress with side ruching and a flattering side slit.
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The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric
Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
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: XS | Knit Fabric/Mesh Fabric/Mesh 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: XL | Knit Fabric
Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels. Fit & FeaturesSmooth stretchy knit fabric with knit lining, Off-the-shoulder neckline, Short-sleeve cuffs, Bodycon fit, Flare hem, Style runs small, Free Shipping on All Orders Over $75. | Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Black-2 | Size: XL | Knit Fabric
Bring the dazzling glamour to the party in this long sleeve rhinestone mesh mini dress! Designed with a stretchy sheer mesh fabric with a partial knit lining, the mini-length dress is accented with all-over rhinestone embellishments for a gorgeous and chic shine. The square neckline shapes the bodice, and the unlined long sleeves have slit accents and flare out for a trendy look. The bodycon silhouette will hug your gorgeous curves. Style this mini dress with rhinestone heels for all the more sparkle. Fit & FeaturesStretchy sheer mesh fabric, partial knit lining, Rhinestone embellishments, Square neckline, Long bell sleeves with slit detail, Back zipper, hook and eye closure, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Beige | Size: XL | Knit Fabric/Rhinestone/Mesh Fabric
A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
The first step is picking the right dress. You're going to be working it in this figure-hugging mini! Put your hair in a half-up-do and slip into some heels for a bomb AF look! The dress features a sleeveless cowl neckline, spaghetti straps that cross at the back, and an asymmetrical hem. Complete the outfit with sleek hoop earrings. Fit & FeaturesSleeveless drapey cowl neckline, Spaghetti straps, cross at back, Mini length, asymmetric hemline , Smooth knit fabric, metallic sheen , Form-hugging fit , Plenty of stretch , Runs true to size, Free Shipping on All Orders Over $75. | Windsor All The Right Moves Cowl Neck Mini Dress in Green | Size: S | Knit Fabric
Everyone will see you shining at the club in this glitter mini dress! It features an off-the-shoulder sweetheart neckline, sheer fitted ruched long sleeves, adjustable spaghetti straps, a ruched seam along the padded bust, a sheer bodice with trim, and side ruched seams that hug your curves on the bodycon silhouette. Complete the look with a clutch and heels. Fit & FeaturesOff-the-shoulder sweetheart neckline, Adjustable spaghetti straps, Sheer fitted ruched long sleeves, Ruched and padded bust, sheer bodice, trim, Side ruched seams, bodycon silhouette, mini-length hem, Glitter mesh fabric, sewn-in knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Navy Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Fall Casual Dresses
Let’s be real—there’s just something about slipping into a casual fall dress that makes you feel like you’re main character energy, living your best life with a pumpkin spice latte in one hand and your phone blowing up with group chat notifications in the other. Whether you’re headed to a coffee date, a laid-back brunch, or just vibing through the city with your besties, these easygoing fits are all about that carefree confidence. Windsor casual dresses are made for those moments when you want to look put together but still feel like you could break into a spontaneous dance party at any second. Think soft knits that hug you just right, flirty silhouettes that move with you, and details that turn even the most chill hangout into a full-on moment. The beauty of fall dresses casual is their versatility—dress them up with boots and a killer jacket for dinner plans, or keep it low-key with sneakers and a messy bun for those “just running errands” kind of days (but let’s be honest, you still want to look cute in aisle six).
If you’re shopping for yourself, you know the drill: always choose pieces that let your personality shine. Maybe you love a little drama with a bold print, or maybe you’re all about those cozy, neutral tones that go with literally everything in your closet. Either way, casual dresses for fall are the wardrobe MVPs that work overtime. They’re also the ultimate gift for your ride-or-die who never misses a chance to say, “I have nothing to wear!”—because who doesn’t love a dress that makes getting ready a breeze? Picture this: you surprise your BFF with a casual fall dress, she tries it on, and suddenly she’s planning a whole weekend around her new look. That’s the kind of energy we’re bringing. And if you’re the type who loves to layer, these dresses are the perfect canvas for oversized cardigans, chunky scarves, and all the accessories your heart desires. You can totally create a new vibe every time you wear them, making them a solid investment for anyone who likes to keep their style on point without overthinking it.
Let’s not forget, a curated collection of casual fall dresses is basically a secret weapon for those in-between days when the weather can’t make up its mind. One minute you’re basking in golden hour, the next you’re reaching for your favorite denim jacket, but your outfit? Still on fire. Windsor casual dresses are designed to keep up with your every move, whether you’re conquering your to-do list or just living for the group selfie. And if you’re ready to take your wardrobe to the next level, check out our full lineup of Fall Season Dresses for even more inspo. Trust us—once you find your perfect match, you’ll wonder how you ever did fall without it.