Stretch Midi Dresses
Stretch midi dresses are where comfort meets chic, ready to take you from brunch to boardroom without missing a beat. These versatile beauties hug your curves in all the right places, making sure you feel like the confident queen you are. Whether you're strutting down city streets or twirling on the dance floor, these dresses are your go-to for effortless style. Perfect for those days when you want to keep it cool yet classy, stretch midi dresses are here to make sure you're always dressed to impress. So go ahead, let your wardrobe do the talking and watch heads turn as you make your grand entrance!
$36.90
A wine-colored bodycon midi dress with a surplice V-neckline and spaghetti straps for elegant occasions.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$59.90
A red 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 sheer chiffon sleeves and a sultry ruched bodycon silhouette.
$54.90
An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.
$44.90
A black mesh bodycon midi dress with a high neckline and ruffled hem for formal occasions.
$39.90
A sultry black one-shoulder bodycon midi dress crafted from smooth, stretchy double-lined knit fabric.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$35.90
A sleeveless green bodycon midi dress crafted from stretchy knit fabric with a square neckline.
$39.90
An olive ribbed knit bodycon midi dress with a halter V-neckline and center back slit.
$46.90
A sleek black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.
$9.97 $48.90 80% off
A sage mesh midi dress with a V-wired notch and tiered ruffled hem for elegant occasions.
$39.90
A curve-hugging ivory midi dress featuring ribbed knit fabric, a tie-back halter neckline, and open back.
$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.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$59.90
A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.
$42.90
A chartreuse bodycon midi dress featuring a cutout back, side slit, and stretchy knit fabric.
$38.90
A brown knit bodycon midi dress with ruched detailing and a sleeveless sweetheart neckline.
$19.97 $59.90 67% off
A red velvet midi dress with a corset bodice, cowl neckline, and front wrap slit.
$38.90
A curve-flaunting black midi dress with a plunging cowl neck and open tie-back design.
$9.97 $49.90 80% off
An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.
$42.90
A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.
$49.90
A chic black mesh midi dress with a mock neck, scarf accent, and flirty side slit.
$44.90
An elegant black knit midi dress featuring an off-the-shoulder neckline and a pleated wrap-front slit.
$59.90
A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$9.97 $29.90 67% off
A pink ribbed knit bodycon midi dress with a square neck, spaghetti straps, and high side slit.
$34.90
A curve-hugging emerald satin midi dress with a strapless neckline and ruched detailing.
$42.90
A sleek green knit midi dress featuring a strapless sweetheart neckline, pleated overlay, and back slit.
$19.97 $59.90 67% off
A sage satin midi dress featuring a lace-trimmed bust, keyhole cutout, and high front slit.
$35.90
A black knit midi dress featuring a halter neckline, crisscross back, and flattering bodycon silhouette.
$36.90
A sleek black knit midi dress featuring a halter neckline and flared mermaid 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.
$29.97 $59.90 50% off
A chic black strapless bodycon midi dress with a front slit and flexible boning.
$36.90
A burgundy tube midi dress crafted from smooth, stretchy knit fabric with a flattering bodycon silhouette.
$39.90
A wine-colored knit bodycon midi dress featuring a sweetheart neckline, bust detail, and sleek silhouette.
$40.90
A strapless denim midi dress featuring a sweetheart neckline, side slit, and curve-hugging knit fabric.
$29.97 $59.90 50% off
A black glitter knit midi dress with an off-the-shoulder neckline and chic ruched details.
$45.90
A strapless bodycon midi dress in natural floral mesh with a back slit and no-slip grip lining.
$46.90
A romantic natural floral mesh midi dress featuring a halter V-neck, open back, and ruffled trim.
$9.97 $39.90 75% off
A black glitter knit midi dress with a cowl neckline and mermaid silhouette for formal occasions.
$56.90
A versatile black knit bodycon midi dress with a convertible neckline for multiple styling options.
$34.90
A green knit bodycon midi dress with a ruched V-neckline and high front slit.
$42.90
A black knit midi dress featuring a front-tie bust, underbust cutout, and high front slit.
$59.90
A glamorous black satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.
$39.90
A black mesh midi dress featuring an off-the-shoulder neckline, ruched details, and a bodycon silhouette.
Now Trending
Simple and sleek, this smooth knit midi dress is a perfect choice. It features a sleeveless cowl neckline, spaghetti straps, a high waist seam, a form-hugging silhouette, and a chic high front slit to showcase some leg. Fit & FeaturesSleek knit fabric, stretchy knit lining, Cowl neckline, Spaghetti straps, High waist seam, Form-hugging silhouette, High front slit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue | Size: L | Knit Fabric
No one can deny your sultriness in this one-shoulder midi dress perfect for cocktail parties or receptions! The dress is crafted from a smooth double-lined knit fabric with plenty of stretch. It features a one-shoulder neckline, a figure-flaunting bodycon fit, and an asymmetrical midi-length hem. Fit & FeaturesSmooth double-lined knit fabric, moderate stretch, One-shoulder neckline, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Can't Deny It One-Shoulder Bodycon Midi Dress in Brown | Size: L | Knit Fabric
Show off a chic and sleek look at a rooftop bar in this bodycon midi dress! Designed with a stretchy double-lined knit fabric, this curve-hugging dress will flaunt your stunning figure with its bodycon silhouette. The mid-length dress features a sleeveless square neckline for a flattering look, tank shoulder straps, a closed-back design, and a back slit for added allure. Style with strappy stiletto heels. Fit & FeaturesStretchy double-lined knit fabric, Square neckline, Tank shoulder straps, Closed back, Back slit, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Look Square Neck Bodycon Knit Midi Dress in Black | Size: M | Knit Fabric
You'll be lookin' oh-so-fab in this ruched bodycon midi dress designed to hug your stunning curves. The cold-shoulder neckline adds a sweet touch to the alluring silhouette. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Sweetheart neckline, bust seam outline, padded bra cups, Cold-shoulder design, thin tank shoulder straps, off-the-shoulder straps, Back zipper hook-eye closure, Ruching, Midi-length bodycon silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Looking Fab Cold-Shoulder Ruched Bodycon Midi Dress in Pink | Size: S | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Create a dreamy vibe for your next garden party in this mesh midi dress featuring a dainty floral print pattern. The ruched seams will accentuate your curves along the bodycon silhouette. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Floral print, padded bra cups, Sleeveless sweetheart neckline, lace bust insert, draped cowl neck overlay, Adjustable spaghetti straps, back zipper with hook-eye closure, Ruched side and back seams, Midi-length bodycon silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Garden Stroll Floral Mesh Midi Dress in Ivory | Size: S | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Sultry Drama Strapless Asymmetric Knit Midi Dress in Black
$9.97 $42.90
77% off
This chic strapless asymmetric midi dress will bring the sultry drama to your night-out vibe. Designed with a stretchy knit fabric, this mid-length dress features a strapless straight-across neckline with a cowl-draped design for that stylish flair. The fitted bodice is supported with flexible boning inserts, followed by a high waist seam. The ruching down the side seam will accentuate your gorgeous curves on the bodycon silhouette. The asymmetric hem creates a high side slit for a touch of allure. Complete your look with lace-up stilettos! Fit & FeaturesStretchy knit fabric, lined bust, Strapless straight neckline with cowl-draped design, Flexible boning, High waist seam, ruched side seam, Asymmetric hem, high-cut side slit, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sultry Drama Strapless Asymmetric Knit Midi Dress in Black | Size: XS | Knit Fabric
Sleek and stunning, flaunt your figure in this smooth knit bodycon midi dress with ruched detailing to highlight your gorgeous curves. Fit & FeaturesLined smooth knit fabric, high stretch, Sleeveless sweetheart neckline, padded bust, Cross-front design at the bust, Thin tank straps, cross-back design, Ruching, Midi-length bodycon silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Look Ruched Knit Bodycon Midi Dress in Brown | Size: XS | Knit Fabric
Boost your sultriness in this bodycon midi dress with a flirty cutout back and side slit giving effortless allure! Fit & FeaturesTextured knit stretchy fabric, sewn-in knit lining, Scoop neckline, Spaghetti straps, Cutout back, twist straps, Bodycon silhouette, Side slit, midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sultry Mood Cutout Bodycon Midi Dress in Chartreuse | Size: L | Knit Fabric/Stretchy Fabric
Classy and chic, this sleek knit midi dress features a strapless sweetheart neckline with a pleated draped overlay and a back slit accent for effortless movement. Style with stilettos for a cocktail party. Fit & FeaturesSmooth knit fabric with full-length knit lining, high stretch, Strapless sweetheart neckline, no-slip strip, Pleated cowl neck draped overlay, Back slit, Midi-length hem, Form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classy Chic Strapless Knit Midi Dress in Green | Size: XL | Knit Fabric
She’s giving effortless hot. This high slit curve-hugging midi skirt brings sleek movement and a snatched fit that’s all about the slow turn and stare. Perfect for rooftop nights or a content-worthy dinner 'fit. Shop Matching Top: Always Happy Hour Cowl Neck Crop TopFit & FeaturesDouble-lined slinky knit fabric, high stretch, High-rise elasticized waist, Ruching, High side slit, Midi-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Catch The Curve High Slit Midi Skirt in Green | Size: S | Knit Fabric
Stretch Midi Dresses
When it comes to wardrobe essentials that work overtime, nothing hits the sweet spot quite like a stretchy midi dress. Designed for the girl who wants it all—comfort, style, and a little extra room to breathe—these dresses are the ultimate ride-or-die for every calendar moment. Whether you’re hustling through a marathon day of classes, racing from the office to happy hour, or just vibing at a rooftop brunch, a stretchy dress is your secret weapon. Picture this: you wake up with a packed schedule and zero time for outfit changes. Slide into a midi dress stretchy enough to move with you, and suddenly, you’re ready for whatever the day throws your way—no pinching, no awkward tugging, just pure confidence. The magic of midi dress stretch is that it hugs your curves in all the right places but still lets you take that extra slice of cake or break out your best dance moves without a second thought. It’s the kind of dress that says, “I look good and I know it,” without you having to say a word.
Gifting a stretchy midi dress? Trust, you’re about to win BFF of the year. This is the kind of piece every girl wants in her rotation, whether she’s a trendsetter, a comfort queen, or someone who just loves a low-maintenance look that still turns heads. Midi dresses Windsor girls adore are all about versatility—think family dinners, date nights, or those last-minute invites that pop up in the group chat. The right midi dress is like a blank canvas for your vibe: throw on sneakers and a denim jacket for a casual stroll, or amp it up with strappy heels and bold jewelry for a night out. And let’s not forget about those Insta-worthy moments—a stretchy midi dress photographs like a dream, catching just the right amount of movement and attitude. From body-skimming silhouettes that celebrate your shape to flowy fits that twirl with every step, there’s a style for every mood and every body.
Shopping for midi dresses Windsor style means you can play with textures, necklines, and colors that match your energy. Maybe you’re eyeing a ribbed knit for that snuggly, lived-in feel, or a ruched number that flatters with zero effort. The beauty of a midi dress stretchy enough to keep up with your plans is that it lets you focus on living your best life, not fussing over your outfit. And if you’re in the mood to switch up your look, check out the Wrap Midi Dresses collection for even more ways to slay the midi game. At the end of the day, a stretchy midi dress isn’t just a piece of clothing—it’s your ticket to feeling unstoppable, from sunup to sundown. So go ahead, make room in your closet for the dress that’s always down for a little adventure and a lot of compliments.