Silky Midi Dresses

Silky midi dresses are your ticket to effortlessly chic vibes, turning every sidewalk into your personal runway. Whether you're strutting into brunch or making waves at a soirée, these dresses bring that perfect blend of sophistication and sass. With their smooth textures and flattering lengths, they’re the go-to choice for our Windsor girl who loves to make a statement without saying a word. Slip into one and let the compliments roll in, because darling, you were born to stand out!

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Best Seller

$36.90

4.58 star rating

An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.

$36.90

4.95 star rating

A wine-colored knit bodycon midi dress with a surplice V-neckline and spaghetti straps.

$59.90

4.560748 star rating

A navy blue satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.

$89.90

4.797102 star rating

A stunning brown satin formal dress with a plunge halter neckline and lace-up open back.

$59.90

4.490566 star rating

A red satin midi dress featuring a pleated cowl neckline, midriff cutout, and high side slit.

$39.90

4.794118 star rating

A sleek black satin midi dress with a cowl neck and faux-wrap silhouette for semi-formal events.

$54.90

4.483871 star rating

A green satin midi dress with a corset seam bodice and faux wrap hem for formal occasions.

$46.90

4.882353 star rating

A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.

Sale

$9.97 $49.90 80% off

4.166667 star rating

A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.

$49.90

4.7 star rating

A mint satin midi dress with a cowl neckline, ruched seam, and sultry slit accent.

$46.90

4.888889 star rating

A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.

Sale

$30 $42.90 30% off

3.375 star rating

A black satin midi dress with a scoop neckline, waist cutout, and thigh-high front slit.

$45.90

4.25 star rating

An elegant white satin midi dress with a strapless cowl neckline and form-hugging fit.

Sale

$20.97 $46.90 55% off

5 star rating

A strapless sage satin midi dress with pleating and a form-hugging fit for elegant occasions.

$39.90

5 star rating

A light blue off-the-shoulder floral midi dress in stretchy knit fabric with a bodycon silhouette.

Sale

$20.97 $46.90 55% off

4 star rating

A brown leopard print satin midi dress with a sheer lace bust overlay and tie-front detail.

$59.90

4.333334 star rating

A white satin midi dress with a cowl neckline, high slit, and twist-bar open back.

$69.90

4.5 star rating

A green satin midi dress with a lace-up back and faux wrap bodycon silhouette.

$46.90

5 star rating

A mauve satin strapless midi dress with a pleated neckline and flirty side slit.

$36.90

5 star rating

A taupe midi dress with a sleeveless square neckline, ruching, and abstract marble print.

$32.90

5 star rating

A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.

$34.90

5 star rating

A curve-hugging emerald satin midi dress with a strapless neckline and ruched detailing.

$54.90

5 star rating

A chic sage satin midi dress with a cowl neckline and flattering faux wrap silhouette.

$59.90

4 star rating

A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.

Sale

$9.97 $54.90 82% off

5 star rating

A pink satin one-shoulder midi dress with dual adjustable straps and a slim silhouette.

$59.90

5 star rating

A chic navy blue midi dress with glitter knit fabric, lace-up back, and high front slit.

$59.90

An effortlessly pretty chiffon midi dress with a floral print, ruffled tiers, and smocked details.

Sale

$9.97 $49.90 80% off

A curve-hugging brown midi dress with a zebra print, featuring a cowl neckline and open back.

$52.90

A sage midi dress with floral sequins, lace-up back, and bodycon fit for glamorous occasions.

$40.90

A burgundy glitter satin midi dress with a lace-up back and chic faux-wrap slit.

$42.90

A sultry red halter midi dress with a V-neckline, open back, and side slit.

$59.90

A navy blue satin midi dress with a V-neckline, strappy back, and side slit.

$49.90

A light blue chiffon midi dress with floral print, puff sleeves, and a chic high front slit.

$38.90

4.568182 star rating

A black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.

Sale

$9.97 $59.90 83% off

4.45 star rating

A striking green one-shoulder satin dress with a side slit and curve-hugging fit.

$48.90

4.875 star rating

An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.

Sale

$23.97 $52.90 55% off

4.714286 star rating

A black floral mesh midi dress with a sweetheart neckline, ruching, and a flirty side slit.

Sale

$19.97 $42.90 53% off

3.857143 star rating

A mauve floral mesh midi dress with a bodycon silhouette and asymmetrical ruffled hem.

$42.90

5 star rating

A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.

$35.90

5 star rating

A pink sleeveless bodycon midi dress crafted from stretchy knit fabric with a square neckline.

Sale

$19.97 $38.90 49% off

4.75 star rating

A black knit midi dress with an off-the-shoulder halter V-neckline and bodycon fit.

$46.90

4.75 star rating

An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.

Sale

$19.97 $42.90 53% off

4.5 star rating

A wine-colored glitter mesh midi dress with a V-neckline, ruching, and an asymmetrical hem.

$49.90

5 star rating

A black sheer midi dress with off-the-shoulder neckline, plunging v-neck, and high-side slit.

$36.90

3.666667 star rating

A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.

$39.90

5 star rating

A chic black strapless midi dress with glitter mesh and a bodycon silhouette for elegant occasions.

Sale

$9.97 $38.90 74% off

5 star rating

A brown knit bodycon midi dress featuring flare cuff sleeves with tie accents and a V-neckline.

Sale

$28 $39.90 30% off

4.5 star rating

A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.

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Sleek And Smooth High Slit Midi Dress in Navy Blue
(134) 4.6567163 star rating

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 fitted, A-line silhouette, and a chic high front slit to showcase some leg. Style with embellished statement earrings for a cocktail party. Fit & FeaturesSleeveless cowl neckline, Spaghetti straps, High waist seam, Fitted A-line silhouette, High front slit, Knit fabric, plenty of stretch, 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

Margaret Formal Satin Wrap Midi Dress in Navy Blue
(107) 4.5607476 star rating

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 Navy Blue | Size: S | Rhinestone/Satin Fabric

Windsor Seona Formal Satin Midi Dress in Red
(53) 4.4905663 star rating

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 Red | Size: XL | Rhinestone

Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black
(44) 4.568182 star rating

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

Samantha Formal Satin Midi Dress in Navy Blue
(32) 4.46875 star rating

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 Navy Blue | Size: S | Knit Fabric/Satin Fabric

Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown
(17) 4.882353 star rating

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

Nadine Formal Ruched Satin Midi Dress in Red
Sale
(12) 4.1666665 star rating

Make a stunning impression in this satin midi dress. Elevate your night out look in this luxe stretch satin midi cocktail dress with a flattering cowl neckline for a post-worthy look. Fit & FeaturesStretch satin fabric, minimal stretch, Cowl neckline, spaghetti straps, Form-hugging fit, Ruched high side slit, Midi-length hem, Runs true to size, Where to Wear:Weddings, cocktail parties, date night, Vegas, girl's night out, rooftop bars, celebrations Free Shipping on All Orders Over $75. | Windsor Nadine Formal Ruched Satin Midi Dress in Red | Size: S | Satin Fabric

Enchanted Moment Floral Ruffled Lace Midi Dress in Sage
(11) 4.181818 star rating

Look enchanting in this floral ruffled lace midi dress showcasing a bodycon silhouette and flirty slit for movement. Pair with heels. Fit & FeaturesSheer floral lace fabric with knit lining, moderate stretch, Square neckline, Adjustable spaghetti straps, Ruched front, Asymmetric midi-length hem with ruffled trim, front slit, Bodycon silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Enchanted Moment Floral Ruffled Lace Midi Dress in Sage | Size: XL | Lace Fabric/Knit Fabric

Windsor Casual Affair Long Sleeve Ruched Midi Dress in Brown
(10) 4.7 star rating

Make a casual-chic impression in this long sleeve ruched midi dress showcasing a folded off-the-shoulder neckline and a bodycon silhouette. Pair with heels. Fit & FeaturesSmooth knit fabrication, moderate stretch , Off-the-shoulder neckline, foldover accent, Fitted long sleeves, Ruching, Midi length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Casual Affair Long Sleeve Ruched Midi Dress in Brown | Size: S | Knit Fabric

Thriving Blooms Corset Floral Slit Midi Dress in Black
(9) 4.888889 star rating

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: XL | Woven Fabric

Silky Midi Dresses

Let’s be real—there’s something about slipping into a silky midi dress that just hits different. Instantly, you’re the main character in your own rom-com, gliding through the city with that effortless, “I woke up like this” energy. Silky midis are the ultimate power move for the girl who wants to turn heads without even trying. They’re the go-to for everything from rooftop brunches to spontaneous nights out, and yes, even those moments when you want to look like you’ve got your whole life together (even if you totally don’t). The magic is in the fabric—soft, luminous, and drapey, it hugs your curves in all the right places and moves with you, catching the light and making you feel like you’re walking in your own personal spotlight. Whether you’re styling one with chunky sneakers and a denim jacket for a casual vibe, or dressing it up with strappy heels and bold jewelry for that “all eyes on me” effect, silky midi dresses are the ultimate chameleons. They’re perfect for date nights, birthday dinners, or those just-because moments when you want to treat yourself to a little luxury. And let’s not forget, they’re basically made for gifting—because who wouldn’t want to unwrap a little slice of elegance and confidence?

Shopping for a silky midi dress is all about knowing your vibe and owning it. Think about the silhouette that makes you feel your most confident—maybe you love a classic slip with a cowl neck, or you’re into a wrap style that cinches your waist just right. Pay attention to the details: adjustable straps, side slits, and ruched touches can totally change the game when it comes to comfort and fit. And don’t sleep on color—whether you’re feeling a bold jewel tone for maximum drama or a soft pastel for that dreamy, romantic energy, there’s a silky midi out there with your name on it. Pro tip: these dresses are the definition of low-maintenance glam. They pack like a dream for getaways, barely wrinkle, and always look luxe—even if you’re running out the door five minutes late (because, let’s be honest, who isn’t?). And if you’re on the hunt for a gift that’ll make your bestie, sister, or favorite coworker feel like a million bucks, a silky midi is basically the universal language of “you deserve to shine.” For those who love a little extra feminine flair, don’t forget to check out our Feminine Midi Dresses for even more inspo.

When it comes to making memories, silky midi dresses are your ride or die. They’re the pieces you reach for when you want to feel unstoppable, whether you’re making an entrance at a party, catching up with friends over cocktails, or just living your best life. Picture yourself twirling on the dance floor, the fabric catching every glimmer of light, or lounging on a patio with a glass of bubbly, feeling like you’re exactly where you’re meant to be. These dresses aren’t just clothes—they’re confidence boosters, conversation starters, and the secret weapon in your style arsenal. So whether you’re shopping for yourself or putting together the perfect gift, know that a silky midi dress is more than just a look—it’s a whole mood. Get ready to step out, stand out, and own every moment, because you’re that girl, and the world is yours for the taking.