Casual Black Midi Dresses
Casual black midi dresses are the ultimate partner-in-crime for every plan on your calendar. Effortlessly cool and endlessly versatile, these must-haves are here to turn “just another day” into your runway. Whether you’re brunching with your crew or owning the dancefloor at a last-minute invite, these dresses keep it low-key luxe with a side of main character energy. Ready to serve looks without even trying? Your new closet MVP is waiting.
$39.90
A black mesh off-the-shoulder midi dress featuring ruched details, padded bust, and a flattering side slit.
$42.90
A black hacci rib knit midi dress featuring long sleeves, a sweetheart neckline, and a chic side slit.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$42.90
A black polka dot halter midi dress with a plunging neckline and curve-hugging, mesh-lined fit.
$42.90
A sleek black knit midi dress with side ruching, mock neck, and a flattering bodycon fit.
$39.90
A sleek black rib knit halter midi dress featuring a bodycon silhouette and side slit detail.
$52.90
A black burnout velvet midi dress featuring a sweetheart cowl neckline, ruffled slit, and bodycon fit.
$59.90
A black satin midi dress featuring a V-neckline, strappy back, padded cups, and side slit.
$39.90
A black ribbed knit midi dress featuring a strapless neckline, side ruching, and a chic side slit.
$59.90
A black glitter knit midi dress featuring a bodycon fit, cowl neckline, cutout bodice, and side slit.
$19.97 $45.90 56% off
A sleek black knit midi dress featuring a twist bust, V-neckline, and fitted long sleeves.
$18.97 $38.90 51% off
A black strapless midi dress in stretch knit fabric featuring a twist-front bodice and underbust cutout.
$54.90
A black velvet midi dress featuring a flocked floral pattern, cold-shoulder design, and ruched details.
$19.97 $52.90 62% off
A black knit midi dress featuring lace trim, flirty cutouts, a sweetheart neckline, and a high side slit.
$33 $46.90 30% off
A black mesh midi dress featuring a wired V-neckline, double tank straps, and allover flattering ruching.
$24.90
A black rib knit midi dress featuring a sweetheart neckline, cutout back, and side slit for chic style.
$42.90
A black glitter-knit midi dress featuring a sweetheart neckline, spaghetti straps, and a sleek bodycon silhouette.
$18.97 $38.90 51% off
A sleek black knit bodycon midi dress featuring a halter sweetheart neckline and tie closure.
$44.90
A black crepe midi dress featuring a square neckline, tank straps, and an open tie-back cutout.
$56.90
A black strapless midi dress with flocked velvet florals, a lace-up back, and a flared trumpet hem.
$9.97 $44.90 78% off
An off-the-shoulder black ribbed knit midi dress featuring a front cutout and high side slit.
$39.90
A black ribbed knit midi dress featuring a bodycon silhouette, square neckline, and striking open back.
$44.90
A black ribbed knit midi dress featuring an off-shoulder foldover neckline and a chic side slit.
$42.90
An artsy black abstract print midi dress with a draped cowl neckline, spaghetti straps, and front slit.
Now Trending
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 White | Size: L | Knit Fabric
Show off your smooth moves in this strapless bodycon midi dress perfect for dressing up or down for any occasion! Fit & FeaturesRib knit fabric, sewn-in knit lining, moderate stretch, Strapless neckline, Side slit, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Talker Strapless Bodycon Midi Dress in Brown | Size: XS | Knit Fabric
Flirty, fitted, and effortlessly classic. This halter midi dress features a plunging neckline and all-over polka dot print for that perfect mix of vintage charm and modern polish. Perfect for brunch, celebrations, or date night! Fit & FeaturesPolka dot print, mesh-lined fabric, moderate stretch, Halter V-neckline, Curve-hugging fit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Retro Romance Halter Midi Dress in Black | Size: S
Sleek, soft, and made to flatter. This mock neck midi dress hugs in all the right places with side ruching and a soft modal blend knit fabric that gives casual polish. Perfect for weekday styling and weekend looks! Fit & FeaturesSoft modal-blend knit fabric, knit lining, moderate stretch, Sleeveless mock neck, Side ruched seams, Bodycon fit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Curve Flow Bodycon Midi Dress in Black | Size: XS | Knit Fabric
Giving flirty fairytale but make it chic. This lace-trimmed maxi dress hugs like a dream and serves up soft-girl glam with a sultry high side slit. Perfect for garden parties, shower celebrations, and dressy dates. Fit & FeaturesFloral print, mesh-lined fabric, Lace sweetheart neckline and shoulder straps, Back zipper closure, High side slit, Form-hugging silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Garden Party Chic Lace Floral Maxi Dress in Natural | Size: M
Windsor Moonlit Bloom Abstract Floral Maxi Dress in Brown
$35 $49.90
30% off
Slip into something sleek—this mesh maxi dress flaunts an abstract floral print that gives the illusion of an hourglass figure for an effortless allure at every event you're seen at! Fit & FeaturesAbstract floral print, mesh-lined stretch fabric, Scoop neckline, Spaghetti straps, Curve-hugging silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Moonlit Bloom Abstract Floral Maxi Dress in Brown | Size: XS | Mesh Fabric
Soft curves, no effort. This ribbed knit midi dress hugs just right with a bodycon fit that moves from dinner plans to late-night photos without missing a beat. Fit & FeaturesSoft rib knit fabric, sewn-in stretch lining, Sweetheart neckline with twisted bust detail, Spaghetti straps, Fitted bodice through the waist, Bodycon silhouette through the hips, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Soft Focus Moment Ribbed Knit Midi Dress in Pink | Size: S | Knit Fabric
Show off pretty vibes in this adorable layered skater dress made with breezy eyelet knit fabric. Pair with sneakers for a cute casual look or wedges for a dressier style. Fit & FeaturesStretchy sheer eyelet knit fabric, partial knit lining, Square neckline, Spaghetti straps, Double-layered skater skirt, Short fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Vibes Eyelet Knit Layered Skater Dress in White-2 | Size: L | Knit Fabric
Show off a sleek fit in this chic smooth knit maxi dress featuring a strapless neckline and high-cut side slit. The form-hugging silhouette will flaunt your gorgeous figure. Fit & FeaturesSmooth knit fabric, high stretch, Strapless straight neckline, Ruched high front slit, Maxi-length hem, Form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Fit Strapless High Slit Maxi Dress in Red | Size: XL | Knit Fabric
Sun goddess maxi dress boasting a V-neckline with a unique metal accent and a body-skimming silhouette. Style with strappy sandals for a sunset dinner. Fit & FeaturesTextured knit fabric, soft knit stretchy lining, V-neckline with metal accent, Spaghetti straps, Body-skimming silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Into The Sun V-Neck Maxi Dress in Natural | Size: L | Knit Fabric