Casual Cotton Midi Dresses
Casual cotton midi dresses are here to make everyday style look effortlessly cool—no overthinking required. Whether you’re running errands or meeting up for impromptu brunch plans, these easygoing picks keep things comfy while serving up major main character energy. Throw one on, add your favorite sneakers or sandals, and let your vibe do the talking. With casual cotton midi dresses, you’ve officially unlocked the secret to looking cute with zero stress—because life’s too short for anything less than fabulous.
$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 pattern, corset bodice, and high front slit.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$39.90
A curve-hugging ivory midi dress featuring ribbed knit fabric, a tie-back halter neckline, and open back.
$44.90
A grey ribbed knit midi dress with a sweetheart neckline and twist accent, perfect for casual outings.
$46.90
A sage cotton-blend knit midi dress featuring a strapless twist-front neckline and scalloped hem.
$9.97 $36.90 73% off
A natural striped knit midi tube dress featuring a strapless neckline and bodycon silhouette for a flattering fit.
$42.90
A navy blue knit midi dress with a sleeveless cowl neckline and chic high front slit.
$36.90
An elegant natural off-the-shoulder midi dress with a stretchy knit fabric and flared hem.
$44.90
An enchanting sage floral lace midi dress with ruffled trim, adjustable straps, and a flirty slit.
$32.90
A chic brown sleeveless midi dress in smooth knit fabric with flattering ruched seams and bodycon fit.
$42.90
A black ribbed knit midi dress featuring a turtleneck, long sleeves, and a high side slit.
$36.90
A green sleeveless midi dress in stretchy knit with a square neckline and flared hem for elegance.
$19.97 $52.90 62% off
An ivory woven A-line midi dress featuring a sweetheart neckline, underbust cutout, and adjustable straps.
$44.90
A natural ribbed knit midi dress featuring a bold cutout bodice, side slit, and bodycon silhouette.
$20.97 $46.90 55% off
A romantic natural floral mesh midi dress featuring a halter V-neck, open back, and ruffled trim.
$45.90
A strapless bodycon midi dress in natural floral mesh with a back slit and no-slip grip lining.
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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
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
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 Light Blue | Size: L | Knit Fabric
Toasty Sweetheart V-Neck Bodycon Knit Midi Dress in Chartreuse
$15.97 $38.90
59% off
This sleeveless ribbed knit midi dress features a striking V-neckline and bodycon fit with a front slit detail for movement. Perfect for layering with a jacket and heels. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, Front slit, Midi-length bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Toasty Sweetheart V-Neck Bodycon Knit Midi Dress in Chartreuse | Size: L | Knit Fabric
The perfect chic sleeveless midi dress for grabbing dinner downtown! Crafted from smooth knit fabric, this crew neck dress boasts curve-accentuating ruched seams along the bodycon silhouette and a sleek midi-length hem. Pair with kitten heels and a clutch. Fit & FeaturesSmooth knit fabric, stretchy knit lining, Sleeveless crew neck, Side ruched seams, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dinner Downtown Sleeveless Ruched Midi Dress in Brown | Size: XS | 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
Windsor Blissful Cutie Halter Cutout Skater Dress in Blue
$9.97 $46.90
79% off
Get swept off your feet in this cute skater dress for any casual occasion! With its halter neckline and cutout bodice, this dress is designed to show off your figure, while the ruffled mini-length hem adds a flirty touch. Fit & FeaturesGauze woven fabric, woven lining, Halter neckline with spaghetti strap ties, Stretchy smocked bust, Cutout bodice, Ruffled skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Blissful Cutie Halter Cutout Skater Dress in Blue | Size: M | Gauze/Woven Fabric
Windsor So Effortless Tie-Front Ruffled Skater Dress in Olive
$19.97 $49.90
60% off
Make your weekend outfits so effortless with this adorable tie-front skater dress. The lightweight gauze fabric paired with the ruffled skater silhouette creates that breezy, flowy fit you'll love. Fit & FeaturesGauze woven fabric with smooth woven fabric, no stretch, Sleeveless V-neckline, padded bust, bust tie accent, keyhole cutout, Adjustable spaghetti straps, Partially smocked back, High waist seam, Short skater silhouette, tiered ruffled design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Effortless Tie-Front Ruffled Skater Dress in Olive | Size: S | Gauze/Woven Fabric
She’s giving beach goddess vibes from brunch to golden hour cocktails. This crochet maxi hugs your curves with a bodycon fit and an open lace-up back that’s totally Insta-worthy. Fit & FeaturesCrochet lined fabric, V-neckline, Spaghetti straps, Open lace-up back design, Bodycon silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Beach Goddess Crochet Lace-Up Maxi Dress in Natural | Size: L
Own the spotlight on vacation in this midi dress! Featuring a bold halter neckline and an sexy open back, this dress exudes allure, while the bodycon silhouette and slit add a flattering look. Fit & FeaturesSlinky knit fabric, smooth stretchy knit lining, Halter cowl neckline, beaded spaghetti strap tie, Open back with spaghetti strap tie, Bodycon silhouette, Slit accent, midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Paradise Halter Open Back Slit Midi Dress in Red Brown | Size: S | Knit Fabric