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 print, corset bodice, and high front slit.
$36.90
A mauve knit midi dress with a sleeveless square neckline and pleated mermaid silhouette.
$19.97 $28.90 31% off
A breezy black midi dress featuring gauze fabric, a V-neck, adjustable straps, and hidden side pockets.
$19.97 $42.90 53% off
A light blue woven midi dress featuring dainty florals, adjustable straps, and a front slit.
$46.90
A sage cotton-blend knit midi dress featuring a strapless twist-front neckline and scalloped hem.
$19.97 $36.90 46% off
A natural striped knit midi tube dress featuring a bodycon silhouette and a strapless, straight-across neckline.
$9.97 $49.90 80% off
A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden side pockets.
$42.90
A sleek black knit midi dress with a high slit, cowl neckline, and spaghetti straps.
$36.90
An elegant natural off-the-shoulder midi dress with a stretchy knit fabric and flared hem.
$59.90
A light blue woven midi dress featuring a corset bodice and charming lace-up back detail.
$32.90
A chic brown sleeveless midi dress in smooth knit fabric with flattering ruched seams and bodycon fit.
$6.97 $46.90 85% off
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$44.90
An elegant black knit midi dress featuring an off-the-shoulder neckline, pleated wrap front, and thigh-high slit.
$52.90
An ivory woven A-line midi dress featuring a sweetheart neckline, underbust cutout, and adjustable straps.
$46.90
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.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and flowy sheer hem.
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Give off those cool-girl vibes in this sleek faux leather wrap skort! It features a high-rise waist, a wrap-front overlay with pleated detailing, and fitted shorts. The smooth faux leather fabric offers a moderate stretch. Style this skort with a chic corset top and ankle booties. Fit & FeaturesHigh-rise waist, Back zipper closure, Wrap-front overlay, pleating, Fitted shorts, Smooth faux leather fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cool-Girl Vibes Faux Leather Wrap Skort in Black | Size: S
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
Radiate popstar diva energy in this fabulous rhinestone romper to get everyone starstruck over you! Showcasing a strapless straight-across neckline, a flawless form-hugging silhouette, and a short-length fitted hem with knit fabric embellished with countless rhinestones. Complete the look with hoop earrings and clear mules for a seamless chic night! Fit & FeaturesRhinestone embellished knit fabric, moderate stretch, Strapless straight neckline with no-slip strip, Back zipper with hook and eye closure, High waist seam, Form-hugging silhouette, Romper in size small is 23" top hem to bottom hem with a 13" front rise and a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Popstar Diva Strapless Rhinestone Romper in Black-2 | Size: S | Knit Fabric/Rhinestone
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: S | Woven Fabric
Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black
$20.97 $46.90
55% off
Thrive with sweet energy in this floral midi dress perfect for brunches or dates! With a corset bodice that snatches your waist and a flirty front slit, this a-line dress will captive everyone. Pair with a necklace. Fit & FeaturesDitsy floral print, woven fabric, Wide shoulder straps, sweetheart neckline, Corset bodice, Side pockets, A-line silhouette, front slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black | Size: S | Woven Fabric
Set the tone for spring dressing in this halter floral midi dress. The voluminous fit and flare silhouette embodies vintage charm with pretty modern details like a corset bodice and lace-up back design. Fit & FeaturesDelicate floral print, Poplin woven fabric, tulle and woven linings, Halter V-neckline with tie straps, wired underbust, Side zipper and hook-eye closure, Corset bodice, flexible boning, lace-up back, Fit and flare silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Set For Spring Halter Corset Floral Midi Dress in Natural | Size: XS | Woven Fabric
Capture hearts with your sweet look in this airy eyelet knit skater dress. You'll adore the flowy feel of the fit-and-flare silhouette. Fit & FeaturesEyelet knit fabric with knit lining, Sleeveless square neckline, underbust seam, Adjustable spaghetti straps, Skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Look Eyelet Knit Skater Dress in White | Size: M | Knit Fabric
A sleeveless midi dress designed to highlight your curves featuring a flattering halter V-neckline, bodycon silhouette, and a flirty center back slit for movement. Complete the look with earrings and booties. Fit & FeaturesStretchy rib knit fabric, Halter V-neckline, Bodycon silhouette, Center back slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Curve Avenue Halter V-Neck Bodycon Midi Dress in Red | Size: L | Knit Fabric
Create a cute picturesque 'fit in this corset A-line midi dress! The corset bodice and lace-up back add a touch of allure to the sweet silhouette. Fit & FeaturesWoven fabric lined with stretchy knit, Sweetheart neckline, tie-front detail, Thin adjustable straps, Corset bodice, lace-up back, High waist seam, Midi-length A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Picturesque Cutie Corset Lace-Up A-Line Midi Dress in Light Blue | Size: S | Woven Fabric
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 Blue | Size: M | Knit Fabric
Casual Cotton Midi Dresses
When it comes to living your best laidback life, nothing hits quite like a casual cotton midi dress. It’s the closet MVP for the girl who wants to look effortlessly put together—whether she’s running into her ex at the farmer’s market (with zero warning) or making a coffee run that somehow turns into a spontaneous brunch with the crew. These dresses are the definition of easygoing chic: they move with you, breathe with you, and never ask you to sacrifice comfort for style. The magic is in the fabric—think soft, airy cotton that feels like your favorite worn-in tee, but with way more main character energy. Cotton midi dresses are all about that lived-in, low-maintenance vibe, but they still know how to turn heads. And if you’re eyeing a midi dress cotton combed for that extra-smooth, luxe finish? Chef’s kiss. That’s the kind of detail that takes your casual look from “just rolled out of bed” to “I woke up like this” perfection.
Let’s talk about who’s living for these dresses. Spoiler: everyone. The college bestie who needs an easy throw-on for last-minute study sessions, the cool aunt who’s always down for a patio lunch, the friend who’s obsessed with capsule wardrobes, and even your mom (because she’s secretly as obsessed with TikTok trends as you are). Cotton midi dresses make iconic gifts, too—especially if you’re shopping for someone who loves practical pieces but still wants to serve a little style. They’re the ultimate “just because” present, perfect for birthdays, graduations, or that moment when your bestie lands her dream job and you want to send her something that says, “Go get ‘em, queen.” The beauty of a midi dress is in its versatility. An a line midi dress gives you that twirl-worthy silhouette that flatters literally every body type, cinching at the waist and skimming out just enough to make you feel like you could conquer the world—or at least your next group selfie. Style it with sneakers for a look that’s ready for city adventures, or go for strappy sandals when you want to channel those rooftop dinner vibes. Layer on a denim jacket or tie a sweater around your shoulders for a touch of “I’m with the band” energy.
If you’re all about making every day feel like a runway, a cotton midi is your secret weapon. It’s the piece you’ll reach for when you want to look cute but can’t be bothered to overthink it. And with so many colors and silhouettes out there, you can build a whole rotation—trust, your closet will thank you. Whether you’re scrolling for a new go-to for weekend hangs or need something that’ll keep you cool and comfy on those sun-soaked afternoons, these dresses are always a good idea. If you’re craving even more inspo (because let’s be real, you can never have too many options), check out our Casual Spring Midi Dresses edit for all the styles that keep the good vibes going strong. No matter where you’re headed or who you’re gifting, a casual cotton midi dress is the ultimate BFF—always ready to hype you up, keep you comfy, and make every day a little more iconic.