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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$46.90

4.875 star rating

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

$69.90

3.5 star rating

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

$59.90

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

Sale

$19.97 $54.90 64% off

5 star rating

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

Sale

$20.97 $46.90 55% off

4 star rating

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

$99.90

5 star rating

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

Sale

$26.97 $59.90 55% off

5 star rating

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

$44.90

4.75 star rating

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

Sale

$29.97 $74.90 60% off

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.

$59.90

5 star rating

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

$89.90

4.625 star rating

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

Sale

$59.97 $119.90 50% off

4.571429 star rating

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

$69.90

4.571429 star rating

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

Sale

$22.97 $49.90 54% off

4.5 star rating

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

Best Seller

$46.90

4.8 star rating

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

$39.90

3.75 star rating

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

$59.90

5 star rating

A dreamy white floral maxi dress with an open tie back and ruffled silhouette.

$99.90

4.5 star rating

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

$79.90

5 star rating

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

$109.90

4 star rating

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

$79.90

5 star rating

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

Sale

$26.97 $59.90 55% off

5 star rating

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

Sale

$22.97 $49.90 54% off

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

$79.90

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

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Windsor 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: XS | Rhinestone

Alisha Rhinestone Strap Formal Dress in Burgundy
(83) 4.626506 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 Burgundy | Size: S | Stretchy Fabric/Rhinestone

Ella Cowl Neck Satin Dress in Orange
Sale
(53) 4.3584905 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 Orange | Size: S | Satin Fabric

Charming Presence Strapless Slit Floral Maxi Dress in Black
Sale
(11) 4.5454545 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: M | Knit Fabric/Stretchy Fabric

Island Time Tropical Floral Mesh Maxi Dress in Pink
(9) 4.888889 star rating

Get ready to be on island time in this gorg tropical floral mesh maxi dress perf for vacay. Featuring a strapless neckline and high side slit, style with heels. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Large tropical floral print, Strapless straight neckline, High-cut side slit, Maxi-length hem, Form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Island Time Tropical Floral Mesh Maxi Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Love Language Floral Print Mesh Maxi Dress in Pink
Sale
(6) 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

Grandeur Blooms Strapless Slit Floral Maxi Dress in Blue
(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 Blue | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Sunshine Dream Open Tie Back Floral Maxi Dress in White
(4) 5 star rating

A floral print adds to the dreamy charm of this flowy maxi dress boasting an open tie back design and ruffled silhouette perfect for beachside strolls or day parties. Fit & FeaturesFloral print, woven fabric, short woven lining, Sweetheart neckline with bust tie, Spaghetti straps, Open tie back design, Ruffled flowy silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunshine Dream Open Tie Back Floral Maxi Dress in White | Size: L | Woven Fabric

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: L | Mesh Fabric

In Tulum One-Shoulder Tropical Maxi Dress in Black
(4) 4.75 star rating

Perfect for your vacay in Tulum, this one-shoulder tropical maxi dress was made for sunset dinners and dancing! Fit & FeaturesTropical print, smooth knit fabric with short stretchy lining, One-shoulder neckline, One shoulder strap with metal accents, Front ruffled slit, Bodycon silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor In Tulum One-Shoulder Tropical Maxi Dress in Black | Size: S | Knit 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.