Trendy Midi Dresses
Get ready to strut your stuff, because trendy midi dresses are here to steal the spotlight! These beauties are the perfect blend of chic and playful, making them your go-to for any occasion that calls for a little extra flair. Whether you're brunching with the besties or owning the dance floor, these dresses serve up style with a side of sass. With a vibe that's effortlessly cool and endlessly versatile, our selection of midi dresses will have you feeling like the queen you truly are. So go ahead, make every step a statement, because you're about to turn heads and break hearts in these must-have midi marvels!
$59.90
A glamorous black satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$29.97 $59.90 50% off
A navy blue satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.
$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.
$54.90
An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.
$46.90
A brown woven midi dress with a ditsy floral print, 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.
$35.90
A pink sleeveless bodycon midi dress crafted from stretchy knit fabric with a square neckline.
$54.90
A dazzling black midi dress with a glitter knit fabric, featuring a chic wrap hem and slit.
$46.90
A black bodycon midi dress with a square neckline, crafted from stretchy double-lined knit fabric.
$29.97 $49.90 40% off
A radiant red satin midi dress with a corset bodice, adjustable straps, and a wrap slit.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$45.90
An elegant white satin midi dress with a strapless cowl neckline and form-hugging fit.
$39.90
A captivating black floral mesh maxi dress with a lace-up back and flared hem.
$9.97 $42.90 77% off
A berry-colored strapless knit midi dress with a cowl neckline and asymmetric hem for sultry allure.
$35.90
A strapless raisin bodycon midi dress crafted from smooth, stretchy knit fabric for cocktail occasions.
$46.90
A burgundy bodycon midi dress featuring floral lace texture, a square neckline, and a daring front slit.
$35.90
A black knit halter midi dress featuring a crisscross back, ruched sides, and a bodycon silhouette.
$39.90
A sultry black midi dress featuring a floral velvet burnout pattern and lace-trimmed sweetheart neckline.
$59.90
A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.
$44.90
A black midi dress with a floral flocked velvet pattern, halter neckline, and high side slit.
$42.90
A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.
$49.90
A white cold shoulder midi dress featuring a bodycon silhouette with ruched seams and padded cups.
$38.90
A brown knit bodycon midi dress with ruched detailing and a sleeveless sweetheart neckline.
$59.90
A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$59.90
A sleek black satin midi dress featuring a cowl neckline, high slit, and twist-bar open back.
$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.
$42.90
A sleek green knit midi dress featuring a strapless sweetheart neckline, pleated overlay, and back slit.
$36.90
A sleek black knit midi dress with a halter neckline and flared mermaid silhouette.
$52.90
An ivory woven A-line midi dress featuring a sweetheart neckline, underbust cutout, and adjustable straps.
$38.90
A pink floral mesh midi dress featuring a strapless neckline and curve-hugging fit for elegant occasions.
$39.90
An ivory ribbed knit midi dress featuring a strapless neckline, side ruching, and a flattering bodycon fit.
$42.90
A strapless burgundy midi dress in sleek knit fabric, featuring a pleated bust and sultry back slit.
$9.97 $49.90 80% off
A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden pockets.
$49.90
A pink knit midi dress featuring a pleated sweetheart neckline, cutout back, and form-hugging silhouette.
$54.90
An alluring black velvet-patterned midi dress with a flirty bust cutout and ruffled hem.
$46.90
A sage green knit midi dress featuring a cowl halter neckline, pleated bust, and ruched bodycon silhouette.
$42.90
A black glitter knit midi dress with a cowl neckline, cross-back straps, and high side slit.
$9.97 $39.90 75% off
A black glitter knit midi dress with a cowl neckline and mermaid silhouette for formal occasions.
$52.90
A black knit bodycon 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.
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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: 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
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
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: L | 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
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: M | Knit Fabric
On A Vacay Strapless Tropical Slit Maxi Dress
$19.97 $39.90
50% off
From sunny vacations to island getaways, this tropical maxi dress is destined to go with you on your next trip! Fit & FeaturesTropical palm print, mesh fabric lined with stretchy knit, Strapless neckline, Form-hugging silhouette, High side slit, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor On A Vacay Strapless Tropical Slit Maxi Dress | Size: XS | Mesh Fabric/Mesh Fabric
Windsor Blissful Cutie Halter Cutout Skater Dress in Yellow
$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 Yellow | Size: L | Gauze/Woven Fabric
Trendy Midi Dresses
When you’re on the hunt for that just-right vibe—effortless, flirty, and totally on-point—trendy midi dresses are your ride-or-die wardrobe heroes. There’s something about slipping into a midi dress Windsor style that instantly makes you feel put together, even if you only had five minutes to get ready. They’re that sweet spot between casual and elevated: not too short, not too long, and always ready to keep up with your plans, whether it’s brunch with your besties, a spontaneous road trip, or a date night that’s got butterflies doing somersaults in your stomach. These dresses have a way of making you feel like the main character, with silhouettes that flirt with the breeze and colors that pop just the way you like. Midi dresses Windsor girls adore are all about showing off your personality—think bold prints, dreamy fabrics, and those little details (like ruching or a cheeky slit) that make you want to twirl in front of every mirror. The beauty of a Windsor midi dress is how it flexes with your mood: throw on sneakers and a denim jacket for a coffee run, or grab your strappiest heels and a swipe of your favorite gloss for a night that promises stories you’ll be telling for weeks.
Gifting a midi dress Windsor style is basically wrapping up a confidence boost and handing it to your bestie, your sister, or honestly, yourself—because self-gifting is a love language, too. These dresses are the ultimate “I saw this and thought of you” present, perfect for birthdays, graduations, or just because you want to make someone’s day. They flatter every shape and style; whether she’s all about that curve-hugging fit or loves a breezy, flowy look, there’s a Windsor dresses midi option that’ll make her feel like she just stepped out of her own music video. And let’s be real, midi dresses are a lifesaver when you need to go from work mode to party mode without skipping a beat. They’re the chameleons of your closet, ready for rooftop hangs, dinner parties, or that last-minute invite that pops up in the group chat. With endless ways to style them—layer with a cropped sweater, cinch with a belt, or keep it sleek and simple—these dresses are the MVPs you’ll reach for again and again. Plus, if you’re craving something a little extra, you can always check out the Unique Midi Dresses collection for those one-of-a-kind finds that guarantee you’ll stand out, no matter the crowd.
When you’re curating your closet with Windsor midi dresses, you’re not just collecting clothes—you’re building a vibe, a mood, a whole main-character energy that’s ready for whatever comes next. These dresses are made for the girl who’s always down for a little adventure, who knows that confidence is the best accessory, and who wants her style to keep up with her big plans (and even bigger dreams). Whether you’re shopping for yourself or picking out the perfect gift, midi dress Windsor picks are your ticket to feeling fearless, fabulous, and just the right amount of extra. So go ahead—let your closet reflect your boldest self, and step out knowing you’re bringing the good vibes wherever you go.