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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$109.90

4 star rating

A mint strapless bodycon dress featuring beaded embellishments, dual cutouts, and a high side slit.

Sale

$19.97 $64.90 69% off

4 star rating

A chic black crepe formal dress featuring a halter neckline and alluring waist cutouts.

Sale

$19.97 $64.90 69% off

5 star rating

An elegant black mesh formal dress with a plunging V-neckline and asymmetric waist cutouts.

$69.90

3 star rating

A chic black mermaid dress featuring a sheer lace bodice, satin-knit skirt, and sultry waist cutouts.

$74.90

4.764706 star rating

A glamorous gold satin formal dress with a V-neckline, waist cutout, and high side slit.

$59.90

4.846154 star rating

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

Sale

$19.97 $74.90 73% off

4.75 star rating

A brown satin formal dress featuring a waist cutout, high slit, and pleated cowl neckline.

$54.90

5 star rating

A chic black crepe formal dress featuring waist cutouts and a high side slit for allure.

$46.90

4.75 star rating

A sultry brown maxi dress featuring a twist plunge V-neckline, cutout bodice, and ruffled slit.

$59.90

5 star rating

A white floral maxi dress with a ruffled silhouette and charming open tie back design.

$74.90

4 star rating

A luxurious black velvet dress featuring a sleeveless cowl neckline, midriff cutout, and high-side slit.

$39.90

5 star rating

A black maxi dress featuring a cutout bodice and high slit in stretchy knit fabric.

Sale

$29.97 $69.90 57% off

A black knit formal dress with cutout details, adjustable straps, and a flattering slim silhouette.

$59.90

A chic black V-neck maxi dress with color block panels and trendy spaghetti straps.

$45.90

A chic brown maxi dress featuring an abstract print, cutout bodice, and sultry side slit.

$29.90

4.5 star rating

A black strapless floral maxi dress with a ruffle trim and front slit in stretchy knit fabric.

$84.90

4.857143 star rating

A chic green mermaid dress with cutout details, sweetheart neckline, and a thigh-high side slit.

$119.90

4.5 star rating

A coral bodycon formal dress with sequin embellishments, cutout back, and floor-length hem.

$89.90

4.6 star rating

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

$49.90

5 star rating

An airy pink mesh maxi dress with a bold floral print and adjustable spaghetti straps.

$69.90

4.75 star rating

A wine-colored mermaid dress with glitter crepe fabric, cutout bodice, and high front slit.

$42.90

5 star rating

A black sleeveless maxi dress with a floral pattern, lace-up back, and high side slit.

$99.90

4.5 star rating

A yellow mermaid sequin dress with a cutout back, high slit, and adjustable spaghetti straps.

$99.90

5 star rating

A dazzling denim sequin formal dress with a cutout open back and mermaid silhouette.

$46.90

5 star rating

A black floral mesh maxi dress with a cowl neckline and beaded halter tie-back straps.

$48.90

5 star rating

A strapless black lace maxi dress with a semi-sheer design and form-hugging fit.

$59.90

5 star rating

An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.

$79.90

5 star rating

A black glitter formal dress with a cutout back, high front slit, and slim silhouette.

$79.90

5 star rating

A sparkling black formal dress with a cutout bodice, high slit, and adjustable spaghetti straps.

$44.90

A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.

$59.90

A chic black satin maxi dress featuring a halter neckline and a high front slit.

$44.90

An airy taupe maxi dress with a strapless neckline, abstract print, and high side slit.

$46.90

An ivory chiffon skater dress featuring a smocked bodice, cutout accent, and breezy long sleeves.

$49.90

A strapless floral maxi dress with a lace-up back and ruffled mermaid silhouette in white knit.

$44.90

A black sleeveless maxi dress with a floral pattern and lace detail, perfect for special occasions.

$79.90

A glamorous hunter glitter formal dress featuring a cutout design and high front slit.

$69.90

A glamorous green mermaid dress with a glitter knit fabric and twist-front cutout design.

Sale

$19.97 $59.90 67% off

A black glitter mesh formal dress with a halter neckline, cutout back, and high front slit.

$49.90

A pink floral mesh maxi dress with a mermaid silhouette and adjustable spaghetti straps.

$69.90

A black crepe mermaid dress with a sweetheart neckline and sheer lace back cutout.

$59.90

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

Sale

$19.97 $59.90 67% off

A black glitter knit formal dress with a halter neckline, cutout back, and wrap-front slit.

Best Seller

$39.90

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

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Cutout Maxi Dresses
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Sasha Formal High Slit Wrap Dress in Black
(154) 4.6168833 star rating

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: L | Rhinestone

Windsor Alisha Rhinestone Strap Formal Dress in Black
(79) 4.670886 star rating

Sultry and stunning, the Alisha formal dress will keep all eyes on you. With thin rhinestone detailed straps that give effortless sparkle and a curve-hugging silhouette, and an alluring high slit. Fit & FeaturesLightweight, breathable stretchy fabric, Sleeveless cowl neckline, Rhinestone detailed straps, High waist seam, Floor-length hem, form-fitting silhouette, high slit, Runs true to size, Where to Wear:Prom, glamorous evenings, dinner parties, weddings Free Shipping on All Orders Over $75. | Windsor Alisha Rhinestone Strap Formal Dress in Black | Size: XS | Stretchy Fabric/Rhinestone

Windsor Ella Cowl Neck Satin Dress in Mauve-2
(46) 4.369565 star rating

Enchant the room instantly in this gorgeous floor-length gown! Ella features a stunning sleeveless cowl neck, flattering high slit, and sleek spaghetti straps. Fit & FeaturesStretch satin lined fabric, Cowl neck, sleek spaghetti straps, Form-fitting silhouette, high-side slit, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, fancy date nights, cocktail parties, engagement parties, rehearsal dinners Free Shipping on All Orders Over $75. | Windsor Ella Cowl Neck Satin Dress in Mauve-2 | Size: XL | Satin Fabric

Charming Presence Strapless Slit Floral Maxi Dress in Black
(8) 4.5 star rating

Your presence will always be charming in this ditsy floral maxi dress at wedding showers, brunch, or casual parties! Adorned in a stunning disty floral print, this strapless dress features a ruffle trim neckline and padded bra cups for flattering support. The curve-hugging silhouette, front slit, and maxi-length hem create a captivating look, while the brushed knit stretchy fabric ensures comfort. Pair with earrings and strappy sandals. Fit & FeaturesDitsy floral print, Brushed knit stretchy fabric, Padded bra cups, Front slit, Curve-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Charming Presence Strapless Slit Floral Maxi Dress in Black | Size: L | Knit Fabric/Stretchy Fabric

Windsor Grandeur Blooms Strapless Slit Floral Maxi Dress in Brown
(6) 4.5 star rating

Gorgeous blooms dance across this floral maxi dress making every entrance statement worthy! Perfect for cocktail parties or dressy dinners, this strapless dress boasts a form-hugging fit, a high side slit allowing for movement, and a maxi-length hem. Complete the look with a clutch purse and heels. Fit & FeaturesFloral print, mesh fabric, stretchy knit lining, Strapless neckline, High side slit, Form-hugging fit, Runs true to size, Please note flower placement may vary, Free Shipping on All Orders Over $75. | Windsor Grandeur Blooms Strapless Slit Floral Maxi Dress in Brown | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Dreamy Vibes V-Neck Floral Mesh Maxi Dress in Black
(5) 5 star rating

An effortless and dreamy floral mesh maxi dress to slip into for date night or dinners on vacay! The sleeveless dress is designed with a flattering V-neckline, delicate adjustable spaghetti straps, and a form-hugging fit that leads to the flowy floor-length hem. Pair with a hair accessory. Fit & FeaturesFloral print, mesh fabric, stretchy knit lining, V-neckline, adjustable spaghetti straps, Form-hugging fit, Flowy floor-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dreamy Vibes V-Neck Floral Mesh Maxi Dress in Black | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric

Love Language Floral Print Mesh Maxi Dress in Pink
(4) 5 star rating

This airy mesh maxi dress speaks your love language designed with a bold floral print and long fitted silhouette. Style with mules for date night. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Large floral print, V-neckline, Adjustable spaghetti straps, Maxi-length hem, fitted silhouette, Floral print placement may vary, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Love Language Floral Print Mesh Maxi Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Impressive Blossom Strapless Floral Maxi Dress in Black
(4) 4.5 star rating

Impress in this floral maxi dress showcasing a sleek strapless neckline and a column silhouette that flatters your figure. Style the dress with a choker. Fit & FeaturesStatement floral print, Mesh fabric lined with soft, stretch knit, Column silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Impressive Blossom Strapless Floral Maxi Dress in Black | Size: XS | Mesh Fabric

Floral Passion Sleeveless Lace-Up Maxi Dress in Black
(3) 5 star rating

The maxi dress features a sleeveless square neckline supported with additional built-in flexible boning, an abstract floral pattern, a lace-up back design, and a bold high-side slit. Complete the look with stiletto heels for the perfect date night outfit. Fit & FeaturesMesh fabric, sewn-in knit lining, Sleeveless square neckline, Built-in-boning, Floral pattern, Lace-up back design, High side slit, Maxi length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Floral Passion Sleeveless Lace-Up Maxi Dress in Black | Size: M | Knit Fabric/Mesh Fabric

Mildred Off-The-Shoulder Floral Satin Formal Dress in Taupe
Sale
(3) 5 star rating

The Mildred floral satin formal dress was made to celebrate enchanting evenings in the most lovely fashion! Designed with a sweetheart neckline and short-sleeve cuffs, this dress features a built-in padded underwire bust and flexible boning for a flattering fit. The high front wrap slit adds an alluring touch to the slim silhouette, crafted from luxurious floral printed satin fabric. Complete the look with earrings, heels, and a clutch! Fit & FeaturesFloral print, satin fabric, sewn-in knit lining, Off-the-shoulder sweetheart neckline, Built-in padded underwire bust, Back zipper and hook-eye closure, Flexible boning, Slim silhouette, high front wrap slit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Mildred Off-The-Shoulder Floral Satin Formal Dress in Taupe | Size: XS | Knit Fabric/Satin Fabric

Cutout Maxi Dresses

As the sun dips lower and the days stretch out, there's no better way to step into the warmth of the new season than with a stunning cutout maxi dress. This style isn't just a dress; it's a declaration of all the fun and flirty vibes you're bringing to your spring and summer adventures. Imagine yourself walking down a sun-dappled street or attending an outdoor soirée, where every step you take in a Windsor cutout dress catches the light and draws the eye. It's not just about showing a little skin—it's about showcasing confidence and the bold spirit of the season.

Cutout maxi dresses are for the fearless girl who loves to make a statement. Whether it’s a subtle side cutout that hints at mischief or a daring backless design that screams queen of the night, these dresses are all about celebrating the art of allure. Perfect for a variety of occasions, from casual beach days to more formal events, the versatility of a cutout dress from Windsor makes it a must-have in any wardrobe. And for those who dare to dazzle, the cutout front lace up strapless slim fit mermaid hem lace maxi dresses-red is a showstopper that’s bound to make heads turn at any event. Picture yourself making a grand entrance at a summer wedding or dancing the night away at a chic rooftop party—this dress is your partner in crime, ensuring you look nothing less than spectacular.

For those who are drawn to the timeless elegance of darker hues, our collection of Cutout Black Dresses offers just the right mix of classic sophistication and modern sexiness. These pieces are ideal for anyone looking to strike a balance between classic chic and contemporary edge. Whether gifted to a fashion-forward friend or chosen as a treat for yourself, a cutout dress from Windsor is more than just a piece of clothing—it's a passport to unforgettable experiences and bold, beautiful moments. As you navigate through our selection, remember that each dress is designed to empower and celebrate the woman who wears it. So embrace the warmer seasons with open arms and a fabulous cutout maxi dress that perfectly captures your vibrant and cheeky spirit.