Casual Midi Length Dresses
Casual midi length dresses are your not-so-secret weapon for looking effortlessly put together, no matter what’s on your calendar. Whether you’re brunching with the squad, running errands, or just vibing through the day, these dresses have your back with that perfect blend of laid-back and totally cute. Slip into a midi and let your confidence do the talking—because every Windsor girl knows that comfy can still be seriously chic.
$39.90
A brown knit midi dress with ruched detailing and an off-the-shoulder neckline for casual elegance.
$54.90
An elegant light blue mesh midi dress featuring faux pearl embellishments and a flattering off-the-shoulder neckline.
$42.90
A brown knit midi dress featuring a cowl neckline, spaghetti straps, and a chic high front slit.
$36.90
An elegant sage off-the-shoulder midi dress with a flared hem and smooth knit fabric.
$38.90
A black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$46.90
A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.
$44.90
An enchanting sage floral lace midi dress with ruffled trim, adjustable straps, and a flirty slit.
$39.90
A black mesh off-the-shoulder midi dress featuring ruched details, padded bust, and a flattering side slit.
$49.90
An ivory mesh midi dress with a dainty floral print, ruched seams, and a draped cowl neckline.
$33.90
A mocha strapless bodycon midi dress crafted from rib knit fabric with a side slit and moderate stretch.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$32.90
A brown sleeveless midi dress in smooth knit fabric with side ruching and a flattering bodycon fit.
$39.90
A curve-hugging ivory midi dress featuring ribbed knit fabric, a tie-back halter neckline, and open back.
$42.90
A black ribbed knit midi dress with a turtleneck, long sleeves, and a high side slit.
$49.90
A wine-colored knit midi dress featuring a low open back, statement bow, and ruffled mermaid hem.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$54.90
A sage midi dress with faux pearl embellishments and an off-the-shoulder bodycon silhouette.
$42.90
A navy blue velvet midi dress featuring a sleeveless sweetheart neckline and pleated bodice.
$42.90
A black knit midi dress featuring an off-shoulder neckline, cutout bodice, and front slit accents.
$39.90
A bold red knit midi dress featuring a strapless sweetheart neckline, twist bust, and sultry cutouts.
$44.90
A wine-colored midi dress featuring a floral flocked velvet pattern, halter neckline, and high side slit.
$44.90
A brown knit midi dress featuring a square neckline, lace-up back, and flared hem for flirty style.
$49.90
A white cold shoulder midi dress featuring a bodycon silhouette with ruched seams and padded cups.
$54.90
A black ribbed knit midi dress with a tie-dye pattern, scoop neckline, and back slit.
$42.90
A cozy ivory knit midi dress featuring a bodycon fit, sweetheart neckline, and chic side slit.
$56.90
An airy navy blue chiffon midi dress with a halter neckline, plunging front, and flowing A-line silhouette.
$45.90
A black midi dress featuring a ruched bodycon fit, cowl neckline, and adjustable spaghetti straps.
$19.97 $59.90 67% off
A white satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$48.90
A plum burnout velvet midi dress featuring a floral pattern, cowl neckline, and crisscross back straps.
$49.90
A pink knit midi dress featuring a pleated sweetheart neckline, cutout back, and form-hugging silhouette.
$38.90
A black knit midi dress with a plunging cowl neck, open back, and tie-back halter straps.
$49.90
A burgundy midi dress featuring a floral velvet burnout pattern on lined mesh with a mermaid silhouette.
$36.90
A green sleeveless midi dress in stretchy knit fabric with a square neckline and flared hem.
$34.90
A strapless wine knit midi dress featuring side ruching, bodycon silhouette, and a chic side slit.
$45.90
A red brown knit midi dress featuring a halter cowl neckline, open back, and flattering slit accent.
$46.90
A sultry black midi dress featuring flocked velvet roses, a cowl neckline, and a dramatic open back.
$17.97 $44.90 60% off
An elegant black knit midi dress featuring an off-the-shoulder neckline and a pleated faux wrap-front slit.
$34.90
A stunning emerald satin-knit midi dress with a strapless neckline and flattering ruched details.
$36.90
A sleek black knit midi dress featuring a cowl halter neckline, open back, and high side slit.
$46.90
A black knit midi sweater dress with abstract stripes, square neckline, and back slit accent.
$9.97 $44.90 78% off
A brown floral knit midi dress featuring a bodycon fit, sweetheart cowl neckline, and front slit.
$35.90
A brown mesh-lined midi dress featuring an abstract floral print, ruched bodycon silhouette, and mock neck.
$36.90
A sleek black knit midi dress with a halter neckline and flared mermaid silhouette.
$59.90
A navy blue satin midi dress with a cowl neckline, high slit, and twist-back accent.
$44.90
A grey ribbed knit midi dress featuring a sweetheart neckline with a twist accent and long sleeves.
$49.90
A black mesh-lined stretch midi dress featuring a mock neck, open back, side slit, and bodycon fit.
$44.90
A light blue lace midi dress featuring a low-cut back, square neckline, and trumpet hem.
$52.90
A pink floral mesh midi dress featuring a strapless sweetheart neckline and ruched bodycon silhouette.
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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
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: XS | 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
Look your best for a fancy night in the stunning Amirah formal glitter dress! Fashioned with an eye-catching cross back, this dress will make you feel like the star of the evening with a high slit and floor-length column silhouette. Fit & FeaturesGlitter knit fabric, moderate stretch, Sleeveless cowl neckline, Spaghetti straps, cross back, Side pleated seam, slim silhouette, high front slit, Floor-length column silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Prom, black-tie weddings, galas, and upscale birthday events. Free Shipping on All Orders Over $75. | Windsor Amirah Formal Glitter Cowl Neck Column Dress in Green | Size: XS | Knit Fabric
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 Brown | Size: XS | Knit Fabric/Mesh Fabric
Stunning for brides and celebrations, the Savannah formal crepe dress showcases simplicity and chicness! With a form-hugging silhouette and sultry high front slit, this formal dress is perfect for an evening of elegance. Fit & FeaturesLined crepe fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Back zipper and hook-eye closure, Form-hugging silhouette, Front high-cut slit, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, red-carpet events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Savannah Formal Crepe Long Dress in Black | Size: XS
Designed to be eyed up and down, the Shayla long formal dress brings the sultry heat to any black-tie occasion! A curved neckline and sheer mesh lace corset bodice create a sophisticated silhouette, while the lace-up back provides a personalized fit. Fit & FeaturesSheer mesh, smooth knit fabric, Lace corset bodice, flexible boning, padded bra cups, Lace-up, back zipper with hook-eye closure, Floor-length fitted silhouette, high front wrap slit, Runs true to size, Where to Wear:Formal dances, black-tie galas, red-carpet occasions, and big birthday events, weddings, bridal showers, engagement parties, rehearsal dinners. Free Shipping on All Orders Over $75. | Windsor Shayla Strapless Corset Lace Formal Dress in Black | Size: S | Knit Fabric/Sheer Mesh Fabric