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.
$36.90
An elegant black off-the-shoulder midi dress with a bodycon fit and flared hem in stretchy knit.
$38.90
A black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$44.90
A sophisticated white midi dress featuring chiffon sleeves, a square neckline, and a ruched bodycon silhouette.
$46.90
A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.
$20.97 $46.90 55% off
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$49.90
An ivory mesh midi dress with a dainty floral print, ruched seams, and a draped cowl neckline.
$59.90
A light blue woven midi dress featuring a corset bodice and lace-up back for a charming look.
$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 with a sleeveless sweetheart neckline and pleated bodice.
$48.90
A pink ruffled mesh midi dress with a V-wired notch and flattering bodycon fit.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$39.90
A curve-hugging ivory midi dress featuring ribbed knit fabric, a tie-back halter neckline, and open back.
$59.90
A green satin off-the-shoulder midi dress with a sweetheart neckline and ruched wrap design.
$39.90
A captivating black floral mesh maxi dress with a lace-up back and flared hem.
$46.90
A strapless black satin midi dress featuring pleating, a high side slit, and a form-hugging fit.
$54.90
An elegant white mesh midi dress featuring faux pearl embellishments, off-the-shoulder neckline, and bodycon fit.
$44.90
A black midi dress with a floral flocked velvet pattern, halter neckline, and high side slit.
$59.90
A white satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$49.90
A white cold shoulder midi dress featuring a bodycon silhouette with ruched seams and padded cups.
$44.90
An elegant black knit midi dress featuring an off-the-shoulder neckline and a pleated wrap-front slit.
$59.90
A chic navy blue midi dress with glitter knit fabric, lace-up back, and high front slit.
$44.90
A light blue lace midi dress featuring a low-cut back, square neckline, and trumpet hem.
$9.97 $49.90 80% off
An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.
$39.90
A burgundy knit midi dress featuring a one-shoulder neckline, bow trim, and flared hem.
$36.90
A sleek black knit midi dress with a halter neckline and flared mermaid silhouette.
$38.90
A pink floral mesh midi dress featuring a strapless neckline and curve-hugging fit for elegant occasions.
$19.97 $59.90 67% off
A sage satin midi dress featuring a lace-trimmed bust, keyhole cutout, and high front slit.
$42.90
A sleek green knit midi dress featuring a strapless sweetheart neckline, pleated overlay, and back slit.
$34.90
A stunning emerald satin-knit midi dress with a strapless neckline and flattering ruched details.
$9.97 $49.90 80% off
A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden pockets.
$59.90
A white satin midi dress featuring a strapless neckline, back bow detail, and flattering bodycon silhouette.
$49.90
A pink knit midi dress featuring a pleated sweetheart neckline, cutout back, and form-hugging silhouette.
$52.90
A black knit midi dress featuring lace trim, flirty cutouts, and a high side slit.
$36.90
A burgundy tube midi dress crafted from smooth, stretchy knit fabric with a flattering bodycon silhouette.
$44.90
An elegant burgundy velvet midi dress with a lace-trimmed sweetheart neckline and corset bodice.
$39.90
A wine-colored knit bodycon midi dress featuring a sweetheart neckline, bust detail, and sleek silhouette.
$59.90
A navy blue satin midi dress with a V-neckline, strappy back, and side slit.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and a sheer flowy hem.
$45.90
A strapless bodycon midi dress in natural floral mesh with a back slit and no-slip grip lining.
$42.90
A black knit midi dress featuring a front-tie bust, underbust cutout, and high front slit.
$40.90
A strapless denim knit midi dress featuring a sweetheart neckline, side slit, and curve-hugging silhouette.
$54.90
A wine-colored satin midi dress with a corset seam bodice and pleated faux wrap hem.
$39.90
A white rib knit midi dress featuring a halter V-neckline, bodycon silhouette, and center back slit.
$35.90
A pink sleeveless bodycon midi dress crafted from stretchy knit fabric with a square neckline.
$33.90
A light blue strapless bodycon midi dress crafted from rib knit fabric with a side slit detail.
$64.90
An ivory satin midi dress featuring a pleated cowl neckline, underbust cutout, and high side slit.
$35.90
A white knit bodycon midi dress featuring a square neckline, spaghetti straps, and side ruched seams.
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Get all wrapped up in this stylish sleek satin mini dress. Dance the night away at that upcoming wedding or celebrate a girl's night in this statement dress that will have all eyes on you. The dress features a sleeveless square neckline, spaghetti straps, and a ruched wrap silhouette that hugs curves in all the right places. The mini-length dress is composed of a satin-like fabric that offers a moderate stretch. Complete your look with rhinestone earrings and strappy heels. Fit & FeaturesSleeveless square neckline, spaghetti straps, Strapless bra recommended, Ruched wrap-front detail , Mini-length bodycon silhouette , Satin-like fabric, sheen finish, Form-hugging fit, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wrapped In Stylish Satin Mini Dress in Denim | Size: XS | Rhinestone/Satin Fabric
Wrap yourself in a glam formal dress that captivates from the moment you enter the room! Margaret features a sleeveless cowl neckline, adjustable spaghetti straps, corset seams with flexible boning, and a ruched wrap midi silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels and rhinestone earrings. Fit & FeaturesSleeveless cowl neckline, adjustable spaghetti straps, Built-in padded bust, Corset seams, flexible boning, Ruching, wrap midi skirt, Buttery soft silk fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Margaret Formal Satin Wrap Midi Dress in Black | Size: S | Rhinestone/Satin Fabric
Radiate elegance in a formal dress that showcases your timeless style! Seona features a pleated cowl neckline, spaghetti straps, a cutout at the midriff, and a midi-length silhouette accented with a high side slit. The dress is composed of a silky-satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a clutch. Fit & FeaturesSleeveless cowl neckline, pleating, Spaghetti straps, Cutout at the midriff, Midi-length silhouette, high side slit, Satin fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Seona Formal Satin Midi Dress in Green | Size: XS | Rhinestone
Shine like a vision in the silky satin Samantha formal dress in a striking bodycon silhouette with a corset bodice that enhances your natural curves! Fit & FeaturesLined satin knit fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Corset seam bodice, pleated side seam, Form-hugging silhouette, Faux wrap midi-length hem, Runs true to size, Where to Wear:Weddings, bridesmaids, cocktail parties, date nights, engagement parties, rehearsal dinner, graduations Free Shipping on All Orders Over $75. | Windsor Samantha Formal Satin Midi Dress in Green | Size: XS | Knit Fabric/Satin Fabric
Flirt up the room at your next dressy affair in this adorable skater dress designed with a floral jacquard satin fabric for a chic look. It features a sleeveless sweetheart neckline with ruching at the bust and a tie-front detail, a corset bodice with vertical seam detailing, a lace-up back design to create that snatched fit, a V-shaped drop waist, and a short skater skirt with an iconic fit-and-flare silhouette. Fit & FeaturesFloral jacquard satin fabric with lace-trim lining, Sweetheart neckline, ruched underwire bust, tie-front detail, Thin adjustable shoulder straps, lace-up back, Corset bodice with vertical seam detailing, flexible boning, V-shaped drop waist, Short skater skirt, fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirt It Up Floral Jacquard Satin Corset Skater Dress in Mauve | Size: XS | Satin Fabric
Trend right and look timeless in the body-skimming Kristen formal satin midi dress at cocktail parties, graduations, and dressy birthdays! She features a sleeveless cowl neckline, spaghetti straps, a front ruched seam that accentuates your curves, a bodycon silhouette, and a sultry slit along her hem. The formal dress is composed of a luxurious silky satin-lined fabric with minimal stretch. Complete the look in rhinestone strappy heels. Fit & FeaturesSleeveless cowl neckline, spaghetti straps, Front ruched seam, slit accent, Bodycon silhouette, Midi-length hem, Lined silky satin fabric, minimal stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Formal Satin Cowl Neck Midi Dress in Black | Size: XL | Rhinestone/Satin Fabric
Wrap yourself up in this stylish satin mini dress for your next GNO! The dress features a sleeveless surplice V-neckline, spaghetti straps, a pleated side seam, a flattering bodycon silhouette, and a wrap hem. Complete the look in strappy block heels. Fit & FeaturesSleeveless surplice V-neckline, Spaghetti straps, Pleated side seam, Back zipper with hook-eye closure, Bodycon silhouette, wrap mini-length hem, Smooth satin fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wrapped Up In Style Satin Mini Dress in Green | Size: XS | Satin Fabric
Get dressed to impress in this bodycon midi dress perfect for brides-to-be or a dressy date night! Fit & FeaturesSmooth knit fabric lined with stretchy knit, Square neckline, spaghetti straps, Side ruched seams, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Impressive Beauty Bodycon Midi Dress in White | Size: XL | Knit Fabric
Windsor Harriet Formal Satin Corset Midi Dress in Red
$29.97 $49.90
40% off
Be radiant in the fiery Harriet formal satin midi dress perfect for bridesmaids, rehearsal dinners, or banquets! She features a figure-snatching corset-designed bodice with a square neckline, adjustable spaghetti straps, and flexible boning inserts. A side pleated seam leads to the bodycon silhouette showcasing a high front wrap slit along the midi-length hem. The formal dress is crafted from a glossy and sleek satin fabric that exudes sophistication! Complete the look with earrings and block heels. Fit & FeaturesSleeveless square neckline, adjustable spaghetti straps, Corset-designed bodice, flexible boning, Bodycon silhouette, high front wrap slit, midi-length hem, Satin knit fabric, moderate stretch, Pasties or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Harriet Formal Satin Corset Midi Dress in Red | Size: S | Knit Fabric/Satin Fabric
Chic and curve-hugging, the Lilith satin formal dress brings sleek confidence with its bodycon silhouette and sculptural details. A softly draped cowl neckline pairs with a striking cutout waist and wrap-front slit—because blending in was never the plan. Fit & FeaturesStretch satin fabric, sewn-in knit lining, Pleated cowl neckline, padded bra cups, Spaghetti straps, back zipper closure, Underbust cutout, Pleated faux wrap-front design, high side slit, Midi-length bodycon silhouette, Runs true to size, Where to Wear:School dances, weddings, bridal showers, engagement parties, rehearsal dinners, date nights, birthdays, dinner parties, galas, black tie events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lilith Satin Cutout Wrap-Front Midi Dress in Ivory | Size: XS | Knit Fabric/Satin Fabric
Casual Midi Length Dresses
When it comes to building a wardrobe that’s as versatile as your social calendar, nothing hits the sweet spot quite like a casual midi dress. This is the piece you reach for when you want to look put together without trying too hard—whether you’re meeting your crew for a spontaneous brunch, running errands that somehow turn into a coffee date, or heading out for a low-key dinner that might just turn into an all-night adventure. The midi length is the ultimate power move: it’s flirty without being fussy, offering just the right amount of coverage while letting your favorite sneakers, boots, or strappy sandals steal a little of the spotlight. Think of it as your secret weapon for those days when you want to feel like the main character, even if you’re just making a Target run. And if you’re shopping for a friend (or, let’s be real, dropping hints for your next birthday), a casual midi dress is the kind of gift that says, “I know you, I see your vibe, and I get your need for comfort with a side of cute.”
Choosing a casual midi dress is all about embracing what makes you feel unstoppable. Maybe you’re all about soft knits that hug your curves and keep things cozy, or perhaps you gravitate toward breezy fabrics that move with you—perfect for those impromptu dance parties in your living room. Don’t sleep on those details, either: a little ruching here, a side slit there, or a playful tie at the waist can take your look from “just threw this on” to “runway ready” in two seconds flat. The beauty of the midi is in its adaptability; it’s the canvas for your personal style, ready to be layered with a denim jacket, dressed up with bold jewelry, or kept simple with your go-to crossbody bag. If you’re the kind of girl who likes to stand out, there’s a whole world of Unique Midi Dresses waiting to be discovered, with unexpected prints, textures, and silhouettes that are anything but basic.
Midi dresses aren’t just for the days when you want to keep it chill—they’re also the low-key heroes of your closet for those moments when plans pop up out of nowhere. They’re the answer to the “what do I wear?” panic before a family get-together, a casual office day, or a last-minute invite to a rooftop hang. And let’s not forget, they’re universally flattering, making them a go-to for gifting (because who doesn’t want a dress that just gets them?). Whether you’re dressing for your mood, your to-do list, or your next Insta pic, a casual midi dress is the piece that keeps you looking fresh, feeling fearless, and ready for whatever comes your way. So go ahead—find your new favorite, make it your own, and let your style do the talking.