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.
$19.97 $59.90 67% off
A sleek green formal dress with a cowl neckline, front cutout, and high side slit.
$19.97 $79.90 75% off
A royal blue glitter knit formal dress featuring a cutout design and high front slit.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$99.90
A dazzling denim sequin formal dress with a cutout open back and mermaid silhouette.
$19.97 $79.90 75% off
A black glitter formal dress with a cutout back, high front slit, and slim silhouette.
$59.90
An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.
$35.90
A black knit maxi dress featuring a front keyhole cutout and a curve-hugging, textured silhouette.
$69.90
A black glitter crepe mermaid dress with cutout strappy bodice and high front wrap slit.
$89.90
A red glitter knit bodycon dress with a cutout underbust and adjustable spaghetti straps.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$44.90
A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.
$79.90
A sparkling black formal dress with a cutout bodice, high slit, and adjustable spaghetti straps.
$44.90
A strapless burgundy mesh maxi dress featuring a bold floral print and a dramatic high side slit.
$59.90
A stunning black mesh formal dress featuring a one-shoulder neckline and elegant mermaid silhouette.
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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
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
Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: S | Chiffon/Crepe Fabric
A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Black | Size: M | Knit Fabric
The Gwendolyn glitter knit bow-back mermaid dress will have you sparkling up the night with a glamorous allure! Make your entrance in this floor-length gown designed to turn heads with a curve-flaunting mermaid fit and backless design. Fit & FeaturesGlitter knit fabric, moderate stretch, Square neckline, spaghetti straps, Backless design, high waist seam, Bow-back accent, floor-length train, Floor-sweeping hem, mermaid silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Weddings, black tie galas, formal dances, big birthday events, rehearsal dinners, engagement parties, red carpet occasions, upscale glam parties Free Shipping on All Orders Over $75. | Windsor Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black | Size: L | Knit Fabric
A sparkling sequin scroll pattern adds beauty and shine to the glamorous Saige formal long dress! With a lace-up back that turns heads, a curve-hugging mermaid silhouette, and a high slit for a gorgeous look. Fit & FeaturesSequin scroll pattern, mesh fabric, stretchy full knit lining, Sleeveless plunge V-neckline, padded bust, Spaghetti straps, open lace-up back detail, Back zipper and hook-eye closure, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, glam functions, and parties. Free Shipping on All Orders Over $75. | Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
The Lucille formal satin dress will have you looking and feeling radiant and luxe! The dress captivates with a lace-up back, mermaid silhouette, and high front slit for effortless allure. Fit & FeaturesLined satin knit fabric, minimal stretch, Sleeveless square neckline, padded bust, adjustable spaghetti straps, Open lace-up back design, zipper and hook-eye closure, Fitted bodice, front ruched seam, high-cut slit, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, black tie galas, red-carpet events, nights at the opera or theatre, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lucille Formal Satin Mermaid Dress in Coral | Size: L | Knit Fabric/Satin Fabric
Bring the romantic allure to the evening affair in the Marylou lace mesh plunge formal dress! She embodies flirtatious style in a sleeveless plunge V-neckline with a built-in padded bust and adjustable spaghetti straps on her empire waist bodice. The sparkly embroidered lace mesh fabric effortlessly flows into a floor-length silhouette with a high-side slit to showcase some legs. She also features a curve-conscious silhouette to flaunt your stunning figure! Complete the look in an elegant hair clip. Fit & FeaturesPlunge V-neckline, adjustable spaghetti straps, Adhesive bra recommended, built-in padded bust, High side slit, back zipper, hook and eye closure, Empire waist, form-fitting silhouette, Floor-length hem, Sparkly embroidered lace mesh fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marylou Lace Mesh Plunge Neck Formal Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Spend an evening in the timeless elegance of the Alicia floor-length formal dress and feel like a work of art! The side ruched seams accentuate your curves along the mermaid silhouette, and the high front slit adds a touch of drama to the floor-length hem. Fit & FeaturesSmooth knit fabric lined with stretchy knit, Padded bra cups, Back zipper and hook-eye closure, High front slit, Mermaid silhouette, Runs true to size, Where to Wear:Prom, galas, black tie parties, weddings, bridesmaids, nights at the theatre and opera, red-carpets Free Shipping on All Orders Over $75. | Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green | Size: XS | Knit Fabric
Sleek and sophisticated! The Emmie satin formal dress exudes elegance with a lace-up back and flattering mermaid silhouette that accentuates your figure. Fit & FeaturesStretchy satin-knit fabric, lined bust, Spaghetti straps, V-neckline, Lace-up back, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie galas, weddings, bridesmaids, formal parties, and red-carpet events. Free Shipping on All Orders Over $75. | Windsor Emmie Lace-Up Mermaid Satin Formal Dress in Brown | Size: L | Satin Fabric
Cutout Maxi Dresses
Ready to serve looks that are bold, breezy, and unapologetically you? Cutout maxi dresses are the ultimate power move for anyone who wants to turn heads and collect compliments like it’s a full-time job. These dresses don’t just walk into a room—they make an entrance with every step, thanks to daring details like waist cutouts, back slashes, and those iconic maxi dress slit cut outs that let you flash just enough leg. Whether you’re plotting your next girls’ night out, RSVP’ing to a rooftop party, or just want to level up your brunch game, a cut out maxi dress is your go-to for instant confidence. Imagine slipping into a casual cut out maxi dress that hugs your curves in all the right places, then catching your reflection and thinking, “Yep, I really am *that* girl.” These dresses are all about showing off your best assets while keeping things effortlessly chic, making them perfect for spontaneous adventures and planned celebrations alike.
Gifting a cutout maxi dress? Prepare to be crowned the queen of presents. These stunners are a favorite for birthdays, bachelorette weekends, or just as a treat-yourself moment (because, let’s be honest, you deserve it). The cut out white maxi dress is especially clutch for those milestone moments—think engagement parties, beach getaways, or when you just want to feel like an ethereal goddess. For the friend who’s always down for a little drama (the good kind), or the sister who’s ready to break out of her style rut, a cutout maxi dress is the ultimate “I see you, and I support your main character energy” gift. If you’re shopping for yourself, you already know the drill: these dresses are perfect for capturing those golden hour selfies, dancing the night away, or just strutting through your day with a little extra attitude.
When it comes to picking your perfect maxi, think about how you want to feel. Looking for a vibe that’s flirty and free? Go for a dress with side cutouts and a high slit for maximum movement (and twirl potential). Want something a little more mysterious? Try a dress with subtle back cutouts or a design that plays peekaboo with every step. And if you’re craving a classic with a twist, nothing says “iconic” quite like a cut out white maxi dress—just add a bold lip and your favorite heels. Don’t forget, if you’re feeling the urge to go darker and a little edgier, check out our Cutout Black Dresses for more inspo. No matter your style, cutout maxi dresses are here to hype you up, keep you cool, and make sure you’re always the main event.