Casual Black Maxi Dresses

Casual black maxi dresses are the ultimate partner-in-crime for every laidback adventure and spontaneous plan. Effortlessly cool, endlessly versatile, and always ready to turn a sidewalk into a runway—these dresses are here to keep your style game strong with zero stress required. Whether you’re brunch-bound, coffee-running, or just vibing with your crew, a casual black maxi dress lets you show up looking put-together without even trying. Throw on your favorite sneakers or some bold accessories and let your confidence do the talking—because when it comes to easy style wins, you just found your new obsession.

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Windsor Lasting Impression Sheer Mesh Maxi Dress in Black

$38.90

A curve-hugging black maxi dress crafted from partially sheer mesh fabric with a sweetheart neckline.

Windsor Bloom With Grace Lace-Up Maxi Dress in Black

$44.90

A black floral mesh maxi dress featuring a draped cowl neckline, lace-up back, and curve-hugging silhouette.

All Eyes On You High Slit Maxi Dress in Black

$42.90

A black knit maxi dress featuring a draped cowl neckline, side slit, and flattering ruching.

Laid Back Fave Crew Neck Tank Maxi Dress in Black

$34.90

A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.

Windsor Chic Romance Floral Lace-Up Maxi Dress in Black

$44.90

A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.

Windsor Upscale Sparkle Sequin Low Back Maxi Dress in Black

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Windsor Upscale Sparkle Sequin Low Back Maxi Dress in Black

$49.90

A black sequin knit maxi dress featuring a bodycon fit, low back, and high side slit.

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Windsor Mayra Formal Satin Slit Long Dress in Sage

$59.90

(180)

Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Sage | Size: M | Satin Fabric

Marissa Formal Satin Cowl Neck Dress in Green

$89.90

(178)

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: M | Satin Fabric

Windsor Sasha Formal High Slit Wrap Dress in Black

$39.90

(173)

Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: XS | Rhinestone

Windsor Rowena Sequin Mermaid Dress in Navy Blue

$109.90

(168)

Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2

$59.90

(125)

Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet Fabric

Addison Glitter Mesh Formal Dress in Black

$69.90

(113)

Make a sparkly statement at your next soiree in the trendy glam Addison glitter formal dress! Bring radiance to the room in this floor-length dress with a sleek design that fits like a glove. Fit & FeaturesSheer glitter mesh fabric, full knit stretchy lining, Sleeveless cowl neckline, spaghetti straps, High waist seam, Floor-length fitted silhouette, Runs true to size, Where to Wear:Prom, black tie weddings, galas, special date nights, rehearsal dinner Free Shipping on All Orders Over $75. | Windsor Addison Glitter Mesh Formal Dress in Black | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Bethanie Formal Sequin V-Neck Mermaid Dress in Light Blue

$149.90

(90)

Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Light Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Amirah Formal Glitter Cowl Neck Column Dress in Red

$59.90

(71)

Look your best for a fancy night in the stunning Amirah formal glitter dress! Fashioned with an eye-catching cross back, this dress will make you feel like the star of the evening with a high slit and floor-length column silhouette. Fit & FeaturesGlitter knit fabric, moderate stretch, Sleeveless cowl neckline, Spaghetti straps, cross back, Side pleated seam, slim silhouette, high front slit, Floor-length column silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Prom, black-tie weddings, galas, and upscale birthday events. Free Shipping on All Orders Over $75. | Windsor Amirah Formal Glitter Cowl Neck Column Dress in Red | Size: M | Knit Fabric

Windsor Jamie Lace-Up Satin Formal Column Dress in Red

$89.90

(70)

Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric

Windsor Rose Formal Mesh Corset Column Dress in Red

$54.90

(69)

The Rose formal long column dress is the perfect combination of elegance and glamour with a sheer corset trim and high-side slit for effortless allure! Fit & FeaturesMesh fabric, partial stretchy knit lining, Sleeveless sweetheart neckline, cowl pleating, Adjustable spaghetti straps, crisscross open back, Padded bust, sheer corset bodice, flexible boning, Side ruched seams, fitted column silhouette, High-side slit, floor-length hem, Style runs small, Where to Wear:Prom, weddings, bridesmaids, rehearsal dinners, cocktail soirees, and dressed-up date nights. Free Shipping on All Orders Over $75. | Windsor Rose Formal Mesh Corset Column Dress in Red | Size: XS | Knit Fabric/Mesh Fabric

Casual Black Maxi Dresses

There’s a reason the black maxi dress holds cult status in every closet—effortless, endlessly wearable, and just a bit mysterious, it’s the piece you reach for when you want to look put-together with zero overthinking. A black basic maxi dress is the ultimate style chameleon, shifting from errands to dinner dates with a quick change of shoes or a new layer. Right now, as autumn leans into winter and your calendar fills with everything from holiday shopping runs to impromptu coffee catch-ups, a black long dress casual enough for everyday wear but polished enough for a last-minute invite is a wardrobe win. Think of it as your cold-weather plus-one: cozy enough for layering with a chunky cardigan or your favorite leather jacket, sleek enough to slip under a tailored coat, and versatile enough to pair with boots, sneakers, or even fuzzy socks when you’re lounging at home. No more standing in front of your closet wondering if you’re overdressed or underdressed—the long black dress casual vibe means you’re always right in the middle, exactly where you want to be.

Gifting a black maxi dress Windsor style is like handing over a blank canvas to someone you love—there’s no wrong way to wear it, and it always feels personal. Whether it’s for a friend who just started a new job and needs a confidence boost, a sister who lives in leggings but wants to branch out, or yourself (because self-gifting is a love language), a black maxi is a thoughtful pick that doesn’t scream “last-minute gift.” It’s the kind of piece she’ll keep reaching for, season after season, because it fits wherever life takes her. And if you’re shopping for yourself, consider how a black maxi dress Windsor design can become your signature move. Picture yourself at a weekend market, coffee in hand, dress swishing around your ankles with every step; or bundled up at a November bonfire, your dress peeking out from under an oversized scarf. The beauty of the black maxi is in its adaptability—it looks just as good styled with statement jewelry and a bold lip as it does with a messy bun and your favorite crossbody bag. If you’re already dreaming of warmer months, or want to see how this staple plays out in a different season, check out our Casual Summer Maxi Dresses for more inspiration.

Buying a black maxi dress is about more than filling a gap in your closet—it’s about investing in ease, confidence, and the freedom to show up as yourself, no matter the setting. Look for details that speak to your style: a subtle slit for movement, ribbed knits for texture, or a cinched waist for a hint of shape. The best black maxi dress Windsor offers is one that feels like it was made for your life, not just your body. Trust your instincts—if it makes you want to twirl in the dressing room or take a mirror selfie before you’ve even finished getting ready, you’ve found the one. The long black dress casual edit is all about pieces that work hard so you don’t have to, letting you dress up or down without a second thought. Whether you’re layering up for chilly mornings, dressing down for a movie night in, or styling for that “just in case” moment when plans change, the right black maxi will always have your back.

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Casual Black Maxi Dresses

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Casual Black Maxi Dresses

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