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.
$46.90
A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.
$46.90
A vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.
$49.90
An olive green gauze skater dress featuring a tie-front, ruffled tiers, and adjustable spaghetti straps.
$54.90
A sleeveless denim maxi dress featuring a flowy ruffled silhouette and lightweight woven fabric.
$21.97 $42.90 49% off
An effortlessly chic brown ribbed knit mini dress with long sleeves and a scoop neckline.
$42.90
A rust paisley skater dress featuring a halter V-neckline, smocked bust, and playful tie-back design.
$20.97 $46.90 55% off
An olive green gauze skater dress featuring flowy sleeves, V-necklines, and a chic cutout bodice.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$9.97 $49.90 80% off
A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden pockets.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$25 $34.90 28% off
A grey plaid strapless mini dress with a pleated hem and form-hugging knit fabric.
$9.97 $38.90 74% off
A wine-colored velvet mini dress with a sweetheart neckline, flare sleeves, and bodycon silhouette.
$6.97 $29.90 77% off
A taupe ribbed knit bodycon mini dress with spaghetti straps and a scoop neckline for casual outings.
$36.90
A ribbed knit mini dress in raisin with a folded off-the-shoulder neckline and skater silhouette.
$26.90
A taupe plaid mini dress with a V-neckline, spaghetti straps, and a side slit.
$32.90
An ivory striped ribbed knit mini dress with an off-the-shoulder neckline and long fitted sleeves.
$59.90
A pink woven mini dress featuring a tie-front design, pleated hem, and spaghetti strap ties.
$36.90
A denim satin mini dress with a ruched wrap silhouette and sleeveless square neckline.
$38.90
A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.
$42.90
A wine-colored mesh mini dress with a lace-up back and flattering bodycon silhouette.
$68.90
A chic mauve skater dress featuring floral jacquard satin, a corset bodice, and lace-up back.
$38.90
A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.
$19.97 $44.90 56% off
A white floral skater dress with a strappy tie-back and ruffled mini-length hem.
$44.90
A breezy white chiffon skater dress featuring a cold-shoulder design, sweetheart neckline, and ruched bodice.
$19.97 $59.90 67% off
An ivory mini dress with sheer mesh, faux pearl embroidery, and a cold-shoulder design.
$49.90
A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$39.90
An ivory lace skater dress with an off-the-shoulder neckline and sheer long fitted sleeves.
$44.90
A natural-colored knit mini dress with an off-the-shoulder neckline and twist popover accent.
$38.90
An olive green maxi dress featuring a low back, cowl neckline, and smooth, stretchy knit fabric.
$46.90
An adorably chic taupe skater dress featuring a plaid print and strapless sweetheart neckline.
$59.90
A black eyelet woven skater dress featuring a strapless smocked bodice and tiered ruffled mini skirt.
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Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Sage | Size: S | Satin Fabric
Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: XS | Rhinestone
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
Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet Fabric
Make a sparkly statement at your next soiree in the trendy glam Addison glitter formal dress! Bring radiance to the room in this floor-length dress with a sleek design that fits like a glove. Fit & FeaturesSheer glitter mesh fabric, full knit stretchy lining, Sleeveless cowl neckline, spaghetti straps, High waist seam, Floor-length fitted silhouette, Runs true to size, Where to Wear:Prom, black tie weddings, galas, special date nights, rehearsal dinner Free Shipping on All Orders Over $75. | Windsor Addison Glitter Mesh Formal Dress in Black | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
Sultry and stunning, the Alisha formal dress will keep all eyes on you. With thin rhinestone detailed straps that give effortless sparkle and a curve-hugging silhouette, and an alluring high slit. Fit & FeaturesLightweight, breathable stretchy fabric, Sleeveless cowl neckline, Rhinestone detailed straps, High waist seam, Floor-length hem, form-fitting silhouette, high slit, Runs true to size, Where to Wear:Prom, glamorous evenings, dinner parties, weddings Free Shipping on All Orders Over $75. | Windsor Alisha Rhinestone Strap Formal Dress in Black | Size: L | Stretchy Fabric/Rhinestone
Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric
The Rose formal long column dress is the perfect combination of elegance and glamour with a sheer corset trim and high-side slit for effortless allure! Fit & FeaturesMesh fabric, partial stretchy knit lining, Sleeveless sweetheart neckline, cowl pleating, Adjustable spaghetti straps, crisscross open back, Padded bust, sheer corset bodice, flexible boning, Side ruched seams, fitted column silhouette, High-side slit, floor-length hem, Style runs small, Where to Wear:Prom, weddings, bridesmaids, rehearsal dinners, cocktail soirees, and dressed-up date nights. Free Shipping on All Orders Over $75. | Windsor Rose Formal Mesh Corset Column Dress in Green | Size: M | Knit Fabric/Mesh Fabric
Fall Casual Dresses
When it comes to leveling up your everyday style, nothing hits quite like a closet stacked with casual fall dresses that make you feel like the main character in every room you walk into. Think about it—there’s something about slipping into a dress that’s equal parts cozy and cute, with just enough attitude to keep things interesting. Whether you’re running errands with your besties, grabbing coffee before class, or heading out for a spontaneous road trip, a collection of windsor fall dresses is your secret weapon. These aren’t just outfits—they’re your go-to confidence boosters, ready to turn any chill day into a mini fashion moment. And if you’re the queen of gifting, casual fall dresses are basically the ultimate “I get you” present for your ride-or-die, your sister, or anyone who deserves a little extra love (and let’s be real, who doesn’t?). Picture gifting a dress that’s as versatile as her playlist—something she can throw on for brunch, date night, or a late-night Target run, and feel unstoppable every single time.
Here’s the inside scoop: when you’re shopping for fall dresses casual enough for every day but still totally on-point, it’s all about those little details that make a big impact. Look for dreamy fabrics that feel soft against your skin—think ribbed knits that hug your curves in all the right places, flowy silhouettes that move with you, and playful prints that bring out your bold side. Pockets? Yes, please. Adjustable straps? Always a win. And let’s talk color palettes—rich neutrals, spicy earth tones, and pops of unexpected shades that make your outfit stand out without even trying. If you’re all about layering, you know the drill: pair your favorite dress with a denim jacket, a chunky cardigan, or even a faux leather moto for a look that’s as dynamic as your plans. And don’t forget the finishing touches—a pair of boots, a killer bag, and some statement jewelry can take your vibe from “just rolled out of bed” to “effortlessly iconic” in seconds. Whether you’re shopping for yourself or hunting for the perfect gift, keep an eye out for styles that offer comfort, versatility, and just enough edge to keep things fun. Because honestly, you deserve pieces that work as hard as you do—day in, day out.
Ready to build your dream wardrobe? From laid-back afternoons to spontaneous adventures, these dresses are made to keep up with your every move—and look good doing it. If you’re craving even more inspo, or just want to see what’s trending right now, check out our full lineup of Fall Season Dresses and discover a world of styles that are anything but ordinary. No matter where your plans take you, Windsor’s got your back with casual fall dresses that are all about making you feel unstoppable, one outfit at a time.