Little Black Midi Dresses

Little black midi dresses are the ultimate game-changer—effortlessly chic, endlessly versatile, and always ready to make you the main character. Whether you’re stirring up a little mischief on girls’ night or owning the spotlight at your next big event, these dresses have your back. Slip into one and instantly level up your confidence—because with a little black midi dress, you’ll never have to worry about what to wear again.

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$42.90

4.671429 star rating

A sleek black knit midi dress with a high slit, cowl neckline, and spaghetti straps.

$59.90

4.560748 star rating

A glamorous black satin midi dress with a cowl neckline and adjustable spaghetti straps.

Best Seller

$36.90

4.617647 star rating

An elegant black off-the-shoulder midi dress with a bodycon fit and flared hem in stretchy knit.

$59.90

4.490566 star rating

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

$38.90

4.577778 star rating

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

$39.90

4.8125 star rating

A sultry black one-shoulder bodycon midi dress crafted from smooth, stretchy double-lined knit fabric.

$49.90

4.666667 star rating

A black satin midi dress featuring a cowl neckline, ruched front, bodycon fit, and sultry slit.

$48.90

4.9 star rating

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

$54.90

4.6 star rating

A black crepe glitter knit midi dress with a form-hugging silhouette and chic wrap hem.

$46.90

3.444444 star rating

A chic black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.

$39.90

4 star rating

A captivating black floral mesh maxi dress with a lace-up back and flared hem.

$46.90

5 star rating

A strapless black satin midi dress featuring pleating, a high side slit, and a form-hugging fit.

Sale

$9.97 $42.90 77% off

4.6 star rating

A chic black strapless midi dress with a cowl-draped neckline and asymmetric hem for allure.

$35.90

4.5 star rating

A sleek black strapless midi dress crafted from smooth, stretchy knit fabric with padded bra cups.

$36.90

3.75 star rating

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

$44.90

3.333333 star rating

A black midi dress with a floral flocked velvet pattern, halter neckline, and high side slit.

$38.90

4.333334 star rating

A curve-flaunting black midi dress with a plunging cowl neck and open tie-back design.

Sale

$19.97 $28.90 31% off

5 star rating

A breezy black midi dress featuring gauze fabric, a V-neck, adjustable straps, and hidden side pockets.

Sale

$9.97 $49.90 80% off

3.5 star rating

An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.

$49.90

3.5 star rating

A chic black mesh midi dress with a mock neck, scarf accent, and flirty side slit.

Sale

$9.97 $59.90 83% off

3.5 star rating

A black glitter midi dress with sheer sleeves, bodycon fit, and a ruched slit detail.

$36.90

5 star rating

A sleek black knit midi dress with a halter neckline and flared mermaid silhouette.

$44.90

5 star rating

An elegant black knit midi dress featuring an off-the-shoulder neckline and a pleated wrap-front slit.

$39.90

5 star rating

A sultry black bodycon midi dress featuring a floral velvet burnout texture and lace-trimmed neckline.

$35.90

5 star rating

A black knit midi dress featuring a halter neckline, crisscross back, and flattering bodycon silhouette.

$59.90

5 star rating

A sultry black strapless velvet midi dress with a ruched bodycon fit and side slit.

$54.90

5 star rating

An alluring black velvet midi dress with a flirty bust cutout and ruffled hem for cocktail events.

$49.90

5 star rating

An off-the-shoulder black midi dress featuring mesh-lined fabric, ruched bodycon silhouette, and a bold side slit.

$39.90

4 star rating

A sleek black knit midi dress featuring a ruched bodycon silhouette, sleeveless V-neckline, and spaghetti straps.

$52.90

5 star rating

A black knit midi dress featuring lace trim, flirty cutouts, and a high side slit.

Sale

$29.97 $59.90 50% off

5 star rating

A chic black strapless bodycon midi dress with a front slit and flexible boning.

$48.90

5 star rating

A black ponte knit midi dress featuring a strapless fold-over neckline, pleated waist, and back slit.

Sale

$29.97 $59.90 50% off

A black glitter knit midi dress with an off-the-shoulder neckline and chic ruched details.

$56.90

A versatile black knit bodycon midi dress with a convertible neckline for multiple styling options.

$55.90

An elegant black mesh midi dress adorned with mini rhinestones and faux pearls for a glamorous look.

Sale

$9.97 $39.90 75% off

A black glitter knit midi dress with a cowl neckline and mermaid silhouette for formal occasions.

Sale

$9.97 $49.90 80% off

A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden pockets.

$42.90

A black knit midi dress featuring a front-tie bust, underbust cutout, and high front slit.

$46.90

A strapless black bodycon midi dress in structured ponte knit with a sweetheart neckline and vertical seams.

$39.90

4.626506 star rating

A sultry black formal dress with rhinestone straps, cowl neckline, and a high slit.

Sale

$20.97 $46.90 55% off

4.928571 star rating

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

$59.90

4.615385 star rating

A black crepe mermaid dress with a square halter neckline and elegant high front slit.

$26.90

5 star rating

A sleek black knit midi skirt featuring a high-rise waist, bodycon fit, and center back slit.

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Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue
(140) 4.6714287 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 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: M | Knit Fabric

Enchanted Moment Floral Ruffled Lace Midi Dress in Sage
(17) 4.2352943 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 Can't Deny It One-Shoulder Bodycon Midi Dress in Brown
(16) 4.8125 star rating

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

Windsor Can't Help It Mesh Off-The-Shoulder Midi Dress in Black
(11) 4.4545455 star rating

A girl like you can't help but show up in this midi dress and slay! The midi-length dress features a sultry off-the-shoulder sweetheart neckline, short-sleeve cuffs, a ruched and padded bust, a flattering side slit, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in strappy heels for a dinner party or wedding! Fit & FeaturesOff-the-shoulder sweetheart neckline, Short-sleeve cuffs, Ruched and padded bust, Side slit, ruched seams, Bodycon silhouette, midi-length hem, Mesh fabric, stretchy knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Can't Help It Mesh Off-The-Shoulder Midi Dress in Black | Size: S | Knit Fabric/Mesh Fabric

Dreamy Energy Sleeveless Bodycon Midi Dress in Pink
(10) 5 star rating

Step out looking like a dream in this sleeveless midi dress in a flattering bodycon fit perfect for dressing up. Fit & FeaturesStretchy knit fabric, knit lining, Square neckline, Spaghetti straps, Bodycon fit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dreamy Energy Sleeveless Bodycon Midi Dress in Pink | Size: XS | Knit Fabric

Chic Look Square Neck Bodycon Knit Midi Dress in Black
(9) 3.4444444 star rating

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: XS | Knit Fabric

Looking Fab Cold-Shoulder Ruched Bodycon Midi Dress in Pink
(9) 5 star rating

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

Dinner Downtown Sleeveless Ruched Midi Dress in Brown
(8) 5 star rating

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

Garden Stroll Floral Mesh Midi Dress in Ivory
(8) 5 star rating

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

Sophisticated Enchantment Velvet Midi Dress in Navy Blue
(7) 5 star rating

The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit. Fit & FeaturesVelvet fabrication, Sleeveless sweetheart neckline, Pleated bodice, Midi length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sophisticated Enchantment Velvet Midi Dress in Navy Blue | Size: S | Rhinestone/Velvet Fabric

Little Black Midi Dresses

Every Windsor girl knows the power of a little black midi dress—it’s the ultimate style sidekick, always ready to turn any moment into a main character moment. Whether you’re making an entrance at a rooftop party, owning the dance floor, or just strutting into brunch like you’re on a runway, a midi little black dress is the definition of versatile glam. The midi length is that sweet spot—long enough to keep things sophisticated, but short enough to still show off those killer shoes and a bit of leg. It’s the kind of silhouette that flatters every curve, hugs you in all the right places, and moves with you (because let’s be honest, we’re not standing still for long). When you slip into a black midi, you’re not just getting dressed; you’re setting the tone for whatever adventure comes next—whether that’s a spontaneous road trip, a last-minute dinner date, or a girls’ night that turns into a sunrise breakfast.

Shopping for a midi little black dress is all about finding your vibe. Are you channeling classic Hollywood with sleek lines and minimalist details, or are you here to make jaws drop with daring cutouts, luxe fabrics, or a flirty slit? The beauty of the black midi is that it can be as extra or as understated as you want. It’s the perfect blank canvas for your boldest accessories—think chunky gold hoops, a neon clutch, or those strappy heels you’ve been dying to show off. And if you’re on the hunt for the perfect gift, trust: a black midi is the ultimate “I got you” present for birthdays, bachelorettes, or just because your bestie deserves to feel like a star. There’s something about gifting a dress that feels personal, like you’re handing over a ticket to confidence and unforgettable memories. Plus, with all the different necklines, sleeve lengths, and details out there, you can pick a style that matches her energy—whether she’s the queen of understated chic or loves to turn every sidewalk into a catwalk.

Let’s be real: the best part of owning a midi little black dress is how it fits into every single plan—planned or unplanned. You can throw on a denim jacket and sneakers for a coffee run, then swap in a blazer and pumps for that big meeting, and still be ready to hit the city lights by nightfall. The right midi hugs your curves, gives you that “I woke up like this” confidence, and looks just as good when you’re twirling on the dance floor as it does when you’re perched at the bar, sipping something bubbly. And if you’re craving a little extra drama, don’t miss out on the magic of ruching—check out our Black Ruched Midi Dresses for styles that sculpt, flatter, and serve major attitude. At the end of the day, a black midi isn’t just a dress—it’s a whole mood, ready to back you up no matter where the night takes you. So go ahead, make space in your closet for a piece that’s always down for a little fun and a lot of compliments.

Top Picks For Little Black Midi Dresses