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!
$46.90
A black floral halter midi dress with a flowy A-line silhouette and tie-back design.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$59.90
A red satin midi dress featuring 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 white midi dress with chiffon sleeves, square neckline, and a ruched bodycon silhouette.
$54.90
An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.
$36.90
A wine-colored bodycon midi dress with a surplice V-neckline and spaghetti straps for elegant occasions.
$44.90
An enchanting sage floral lace midi dress with ruffled trim, adjustable straps, and a flirty slit.
$39.90
A sultry black one-shoulder bodycon midi dress crafted from smooth, stretchy double-lined knit fabric.
$35.90
A sage strapless midi dress in stretchy knit fabric, featuring a cowl neckline, ruched seams, and side slit.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$46.90
A sleek black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$42.90
A black ribbed knit midi dress featuring a turtleneck, long sleeves, and a high side slit.
$35.90
A sleeveless green bodycon midi dress crafted from stretchy knit fabric with a square neckline.
$30 $42.90 30% off
A black satin bodycon midi dress featuring a scoop neckline, waist cutout, and thigh-high slit.
$49.90
A black sheer midi dress with off-the-shoulder neckline, plunging v-neck, and high-side slit.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$39.90
A red knit bodycon midi dress with a halter V-neckline and a center back slit.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$39.90
A captivating black floral mesh maxi dress with a lace-up back and flared hem.
$42.90
A chartreuse bodycon midi dress featuring a cutout back, side slit, and stretchy knit fabric.
$42.90
An elegant blue floral midi dress with a strappy back, cowl neckline, and mesh fabric.
$19.97 $39.90 50% off
A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$39.90
A chic black strapless midi dress with glitter mesh and a bodycon silhouette for elegant occasions.
$34.90
A mocha knit strapless midi dress featuring side ruching, bodycon silhouette, and a chic side slit.
$34.90
A curve-hugging emerald satin midi dress with a strapless neckline and ruched detailing.
$19.97 $59.90 67% off
A red velvet midi dress with a corset bodice, cowl neckline, and front wrap slit.
$35.90
A black knit midi dress featuring a halter neckline, crisscross back, and flattering bodycon silhouette.
$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 sleek black knit midi dress featuring a halter neckline and flared mermaid silhouette.
$38.90
A curve-flaunting black midi dress with a plunging cowl neck and open tie-back design.
$39.90
A red striped knit midi dress featuring a strapless neckline, cutout bodice, and bodycon silhouette.
$9.97 $49.90 80% off
An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.
$38.90
A brown knit bodycon midi dress with ruched detailing and a sleeveless sweetheart neckline.
$39.90
A curve-hugging ivory midi dress featuring ribbed knit fabric, a tie-back halter neckline, and open back.
$59.90
A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.
$19.97 $44.90 56% off
A vibrant orange geometric print midi dress in smooth knit fabric with a halter neckline and open back.
$48.90
A sage mesh midi dress with a V-wired notch and tiered ruffled hem for elegant occasions.
$44.90
A chic black knit midi dress featuring an off-the-shoulder neckline, faux wrap front, and thigh-high slit.
$42.90
A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.
$59.90
A white floral eyelet midi dress featuring a ruffled A-line silhouette and whimsical tie-back design.
$59.90
A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$42.90
A black glitter knit midi dress with a cowl neckline, cross-back design, and high side slit.
$36.90
A green sleeveless midi dress in stretchy knit fabric with a square neckline and flared hem.
$36.90
A sultry brown knit midi dress featuring a lace-up back, ruched bodycon fit, and side slit.
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The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric
Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: XL | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Red | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels. Fit & FeaturesSmooth stretchy knit fabric with knit lining, Off-the-shoulder neckline, Short-sleeve cuffs, Bodycon fit, Flare hem, Style runs small, Free Shipping on All Orders Over $75. | Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Natural | Size: XS | Knit Fabric
Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: XL | Knit Fabric
Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Light Blue-2 | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: XL | Knit Fabric
Everyone will see you shining at the club in this glitter mini dress! It features an off-the-shoulder sweetheart neckline, sheer fitted ruched long sleeves, adjustable spaghetti straps, a ruched seam along the padded bust, a sheer bodice with trim, and side ruched seams that hug your curves on the bodycon silhouette. Complete the look with a clutch and heels. Fit & FeaturesOff-the-shoulder sweetheart neckline, Adjustable spaghetti straps, Sheer fitted ruched long sleeves, Ruched and padded bust, sheer bodice, trim, Side ruched seams, bodycon silhouette, mini-length hem, Glitter mesh fabric, sewn-in knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Navy Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Stretch Midi Dresses
Let’s be real—there’s nothing like a midi dress stretch moment to make you feel like you can conquer absolutely anything. The power of a stretchy dress? It’s all about that perfect blend of comfort and confidence, hugging every curve just right while letting you move, dance, and live your best life. Whether you’re strutting into brunch with your squad, running errands with a coffee in hand, or making an entrance at a rooftop party, a windsor midi dress is the ultimate ride-or-die piece that fits every vibe. The beauty of midi dress windsor styles is that they’re made for every shape, every mood, and every wild plan you come up with at the last minute. Picture this: you, slipping into a figure-flattering, soft-to-the-touch midi that stretches with you—no pinching, no restrictions—just pure, effortless style. Stretchy dresses are the low-key MVPs of any closet, ready to turn heads and boost your mood, no matter where you’re headed.
Shopping for the perfect midi dress stretch fit is kind of like finding your new favorite playlist—it’s personal, a little bit thrilling, and when you nail it, you just know. Look for those details that make you feel unstoppable: ruching that flatters, slits that show off a little leg, and necklines that highlight your best features. The versatility of windsor midi dresses means you can dress them up with heels and bold accessories for a night out, or keep it chill with sneakers and a denim jacket for a day of adventure. And let’s not forget the gift potential—these dresses are the ultimate “thinking of you” surprise for birthdays, bestie celebrations, or just because. They’re the kind of present that says, “I know you, I see you, and I know you love a look that’s as comfy as it is cute.” Plus, with so many colors and textures to choose from, there’s a Windsor midi dress for every personality—whether she’s all about classic black, loves a pop of color, or can’t resist a bold print.
If you’re all about that luxe-on-the-low look, don’t sleep on the details—think soft fabrics that stretch but never sag, cuts that hit just below the knee for that effortlessly chic silhouette, and enough give to keep you comfy from day to night. Styling is a breeze: throw on a leather jacket for some edge, layer up with statement jewelry, or keep it simple and let your confidence do the talking. And if you’re craving a little extra coverage or a dress that feels as good on the inside as it looks on the outside, check out our Lined Midi Dresses for even more options that’ll have you feeling put together and ready for anything. No matter your plans, a midi dress stretch style from Windsor is the closet staple you’ll reach for again and again—because, let’s be honest, life’s too short for boring outfits and uncomfortable fits.