Cutout Maxi Dresses

Cutout maxi dresses are the ultimate statement-makers for our Windsor girls who dare to be a little extra and love every second of it! These stunning pieces combine elegance with a hint of playful edge, making sure all eyes are on you as you strut your stuff. Whether you're hitting up a rooftop party or just feeling fabulous on a casual day out, these dresses ensure you're serving looks and turning heads. Embrace those bold cutouts and flowy silhouettes that scream confidence and style, because when it comes to making an entrance, you've got it down to an art.

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Candice Cutout Strappy Mermaid Glitter Formal Dress in Black

$69.90

A black glitter crepe mermaid dress with cutout strappy bodice and high front wrap slit.

Windsor Glow Goddess Strappy Back Metallic Knit Maxi Dress in Gold

$44.90

A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.

Idella One-Shoulder Cutout Mesh Formal Dress in Black

$59.90

A stunning black mesh formal dress featuring a one-shoulder neckline and elegant mermaid silhouette.

Ruffle and Ready Chiffon Halter Maxi Dress in Brown

$59.90

A brown chiffon maxi dress featuring cascading ruffles, sultry cutouts, and a dramatic front slit.

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Celia Formal Cutout High Slit Column Dress in Green

$19.97 $59.90 67% off

A sleek green formal dress with a cowl neckline, front cutout, and high side slit.

Windsor Harley Sleeveless Cutout Glitter Column Dress in Red

$89.90

A red glitter knit bodycon dress with a cutout underbust and adjustable spaghetti straps.

Harlow Cutout Slit Glitter Formal Dress in Red

$79.90

A sparkling red formal dress featuring a cutout bodice, high slit, and adjustable straps.

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Windsor Mayra Formal Satin Slit Long Dress in Sage

$59.90

(182)

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: S | Satin Fabric

Marissa Formal Satin Cowl Neck Dress in Green

$89.90

(179)

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: XS | Satin Fabric

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

(129)

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

(114)

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

Amirah Formal Glitter Cowl Neck Column Dress in Green

$59.90

(73)

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 Green | Size: XS | Knit Fabric

Windsor Jamie Lace-Up Satin Formal Column Dress in Red

$89.90

(71)

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

Rose Formal Mesh Corset Column Dress in Brown

$54.90

(71)

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 Brown | Size: XS | Knit Fabric/Mesh Fabric

Windsor Savannah Formal Crepe Long Dress in Black

$49.90

(66)

Stunning for brides and celebrations, the Savannah formal crepe dress showcases simplicity and chicness! With a form-hugging silhouette and sultry high front slit, this formal dress is perfect for an evening of elegance. Fit & FeaturesLined crepe fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Back zipper and hook-eye closure, Form-hugging silhouette, Front high-cut slit, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, red-carpet events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Savannah Formal Crepe Long Dress in Black | Size: XS

Windsor Shayla Strapless Corset Lace Formal Dress in Black

$159.90

(64)

Designed to be eyed up and down, the Shayla long formal dress brings the sultry heat to any black-tie occasion! A curved neckline and sheer mesh lace corset bodice create a sophisticated silhouette, while the lace-up back provides a personalized fit. Fit & FeaturesSheer mesh, smooth knit fabric, Lace corset bodice, flexible boning, padded bra cups, Lace-up, back zipper with hook-eye closure, Floor-length fitted silhouette, high front wrap slit, Runs true to size, Where to Wear:Formal dances, black-tie galas, red-carpet occasions, and big birthday events, weddings, bridal showers, engagement parties, rehearsal dinners. Free Shipping on All Orders Over $75. | Windsor Shayla Strapless Corset Lace Formal Dress in Black | Size: S | Knit Fabric/Sheer Mesh Fabric

Cutout Maxi Dresses

There’s something undeniably magnetic about a cutout maxi dress. It’s the kind of piece that instantly elevates your look, whether you’re heading to a rooftop party, a friend’s engagement dinner, or just feeling extra for a coffee run. With their artful slices and peekaboo details, cutout maxi dresses walk the perfect line between daring and sophisticated. They’re not just dresses—they’re conversation starters and confidence boosters, designed to highlight your favorite features and keep things interesting from every angle. If you’ve ever slipped into a cut out maxi dress and caught yourself smiling in the mirror, you already know the feeling: a little bit bold, a little bit mysterious, and a whole lot of “I’ve got this.” As the days get shorter and the air gets crisp, maxi dress slit cut outs bring just enough edge to your fall and winter wardrobe, letting you layer up with boots and jackets or keep it breezy for those rare warm afternoons. They’re the ultimate chameleons—glamorous enough for a holiday soirée, yet effortless for a weekend brunch.

When you’re shopping for a cutout dress maxi, it’s all about finding the right balance for your vibe. Think about what you want to show off: a flash of waist, a hint of shoulder, a dramatic open back. Placement matters, and so does comfort—after all, the best cutout maxi dress should make you feel like the main event without a second thought about adjusting your outfit all night. Look for thoughtful details like adjustable straps, ruching, or tie-backs that let you customize the fit, and don’t sleep on fabric choice. Luxe knits, silky satins, and soft jerseys each bring their own energy, whether you’re dressing up for date night or layering for a girls’ trip. Gifting a cutout maxi dress is a power move—perfect for your bestie who lives for statement moments, your sister who loves to experiment with trends, or even as a treat-yourself moment because, honestly, you deserve it. And if you’re eyeing something iconic like the aria cut out maxi dress, it’s a surefire way to turn heads at any celebration, from Friendsgiving to New Year’s Eve.

Styling a cutout maxi dress is all about embracing the unexpected. Pair one with boots and a leather jacket for that model-off-duty energy, or keep it classic with strappy heels and a sleek clutch for a more polished vibe. Don’t be afraid to mix textures—think chunky knits thrown over a sleek slit cut out for a layered look that feels both intentional and cozy. Jewelry is your friend here: gold hoops, layered chains, or a statement cuff can play up the drama without competing with the dress itself. And if you’re feeling the allure of a classic black moment, check out our curated selection of Cutout Black Dresses for even more inspo. Whether you’re dressing for a big night out or just want to make everyday a little more extraordinary, the cutout maxi dress is your go-to for standing out, feeling unstoppable, and owning every room you walk into.

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Cutout Maxi Dresses

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