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.
$14.97 $54.90 73% off
A chic black crepe formal dress featuring waist cutouts and a high side slit for allure.
$59.90
A sleek green formal dress with a cowl neckline, front cutout, and high side slit.
$52.90
A coral mesh maxi dress featuring abstract tie-dye print, sultry cutouts, and a high front slit.
$69.90
A black glitter crepe mermaid dress with cutout strappy bodice and high front wrap slit.
$48.90
A brown gauze maxi dress featuring a halter neckline, lace-up back, cutouts, and a high front slit.
$35.90
A black knit maxi dress featuring a scoop neckline, spaghetti straps, and a front keyhole cutout.
$59.90
A dreamy white floral maxi dress with an open tie back and ruffled silhouette.
$99.90
A dazzling denim sequin formal dress with a cutout open back and mermaid silhouette.
$44.90
A strapless burgundy mesh maxi dress featuring a bold floral print and a dramatic high side slit.
$59.90
A strapless red brown knit maxi dress featuring a cutout bodice, metal accent, and high front slit.
$44.90
A rust-colored one-shoulder maxi dress with a tropical print, side cutout, and high slit.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$46.90
A natural knit maxi dress featuring a bold tropical leaf print, one-shoulder cutout, and gold hardware.
$42.90
A taupe tropical print maxi dress featuring mesh fabric, a one-shoulder neckline, and chic O-ring detail.
$44.90
A black tropical print maxi dress featuring a cutout bodice, sweetheart neckline, and high side slit.
$45.90
An olive green abstract maxi dress featuring a halter neckline, cutout bodice, and high side slit.
$39.90
A strapless natural floral maxi dress featuring a flirty cutout, mesh-lined fabric, and form-hugging silhouette.
$89.90
A red glitter knit bodycon dress with a cutout underbust and adjustable spaghetti straps.
$46.90
A black floral mesh maxi dress with a cowl neckline and beaded halter tie-back straps.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$38.90
A tropical print maxi dress in black with sheer mesh fabric and a high side slit.
$39.90
A strapless tropical maxi dress with a palm print, mesh fabric, and a high side slit.
$99.90
A yellow mermaid sequin dress with a cutout back, high slit, and adjustable spaghetti straps.
$79.90
A sparkling black formal dress with a cutout bodice, high slit, and adjustable spaghetti straps.
$79.90
A black glitter formal dress with a cutout back, high front slit, and slim silhouette.
$39.90
A multicolor striped knit maxi dress featuring a sheer finish, halter neckline, open back, and high slit.
$54.90
A breezy natural linen-blend maxi dress featuring a sleek halter neckline, open tie back, and high side slit.
$42.90
A coral mesh maxi dress featuring a bold floral print, ruched bust, and thigh-high side slit.
$52.90
A pink tie-dye mesh maxi dress featuring a cowl halter neckline, hoop details, and an open back.
$59.90
A stunning black mesh formal dress featuring a one-shoulder neckline and elegant mermaid silhouette.
$59.90
A pink satin maxi dress featuring a large floral print, strappy open back, and flowy silhouette.
$32.90
A black textured knit maxi dress featuring a strapless neckline, high side slit, and fitted silhouette.
$79.90
A glamorous hunter glitter formal dress featuring a cutout design and high front slit.
$46.90
A bold ivory maxi tube dress in lightweight woven fabric, featuring a geometric print, fringe trim, and side slit.
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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
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: M | Stretchy Fabric/Rhinestone
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: S | Satin Fabric
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: M | Woven Fabric
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: M | Knit Fabric
Evoke chic romance on date night in this gorgeous floral maxi dress designed with an open lace-up strappy back and floor-length form-hugging silhouette. Style with a sleek handbag and stiletto heels. Fit & FeaturesSheer mesh fabric with knit lining, high stretch, Large floral print, Sleeveless deep V-neckline, Spaghetti straps, Open cross-back lace-up strappy design, Maxi-length hem, form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Romance Floral Lace-Up Maxi Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Achieve a glowing radiance in this metallic knit maxi dress for vacation or sunset cocktails! Featuring a seductive plunge cowl halter neckline and a form-hugging silhouette, this dress accentuates your curves with effortless elegance while the back slit offers easy movement. Fit & FeaturesMetallic knit fabric, knit lining, moderate stretch, Plunge cowl halter neckline, Adjustable strappy open back, Form-hugging silhouette, Back slit, maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glow Goddess Strappy Back Metallic Knit Maxi Dress in Gold | Size: XS | Knit Fabric
Your new laid-back fave tank maxi dress for styling up or down for any occasion! Crafted from rib knit fabric, this crew neck dress offers a form-hugging fit and a maxi-length hem for a flattering silhouette. Complete the look in cute sandals and sunnies! Fit & FeaturesRib-knit stretchy fabric, Crew neck, Form-hugging maxi silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Laid Back Fave Crew Neck Tank Maxi Dress in Black | Size: M | Knit Fabric/Stretchy Fabric
Enjoy a sunset dinner and drinks in this floral maxi dress along the Amalfi Coast! With sultry details and a mermaid silhouette that flaunts your curves, this dress will turn heads. Fit & FeaturesFloral print, mesh fabric lined with stretchy knit, Plunge halter cowl neckline, tie closure, Mermaid silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Amalfi Coast Plunge Neck Mermaid Floral Maxi Dress in Burgundy | Size: S | Mesh Fabric/Mesh Fabric
Perfect for any occasion, this floral maxi dress will make a statement! The strapless neckline and maxi hem create a flattering silhouette, while the vibrant floral print and side slit add a touch of playful elegance. Fit & FeaturesFloral print, mesh fabric, soft knit stretchy lining, Strapless neckline, Side slit, Form-hugging fit, Relaxed maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Statement Blooms Strapless Floral Maxi Dress in Taupe | Size: L | Knit Fabric/Mesh Fabric/Mesh 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.