Cutout Dresses

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Cutout Dresses That Own the Spotlight

Dial up the drama with Windsor’s cutout dresses, designed to turn heads from golden-hour dinners to holiday parties. Whether you're stepping out for a seasonal soirée or dressing for a fall night out, these standout styles bring bold energy and effortless edge.

Chic & Sultry

Bodycon minis and skater dresses with side or waist cutouts offer a playful twist for date nights, concerts, or weekend plans. Luxe satin, ribbed knits, and velvet fabrics keep it seasonally chic, while front and back cutouts show just enough skin to stay polished and put-together.

Bold & Elevated

Heading to a formal event? Slip into a mermaid gown or a sleek midi with statement cutouts at the neckline, back, or sleeves. These looks mix modern structure with curve-loving fits that shine at weddings, galas, and holiday celebrations—just add heels and a clutch.

Ready to stand out this season? Shop Windsor’s latest collection of cutout dresses online, in-app, or in-store today.

  • Mildred Taffeta Skater Party Dress

    Special Occasion

    Pierce the room in the flirty Mildred party dress that brings the flirtatious flare to homecoming, fall banquets, and formal events! She features a sleeveless, v-neckline, adjustable spaghetti straps, princess seams along the bodice, a cutout back accent, and a high-waist seam leading to her short, skater silhouette. The party dress is composed of a taffeta woven fabric with tulle and knit lining. Complete your dressy look in statement heels and a clutch. 

    Fit & Features

    • Sleeveless, v-neckline, adjustable spaghetti straps
    • Strapless or adhesive bra recommended
    • Princess seam bodice, back zipper closure
    • High-waist seam, back cutout
    • Short, skater silhouette
    • Taffeta woven fabric, tulle and knit lining
    • Fits true to size

    Style Number/Barcode: 05001-1143

    Category Name: Cutout Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Curvaceous Cutie Mesh Mini Dress

    Check you out cutie! Show off your curves in this mesh mini dress designed in a sleeveless, one-shoulder strap neckline with a cutout, bodycon silhouette, and all-over ruching that gives you the perfect hourglass appearance. Complete the look with a chic clutch and heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline, cutout strap
    • Bodycon silhouette
    • All-over ruching 
    • Mini-length hem
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4593

    Category Name: Cutout Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek Zebra Print Midi Dress

    Keep your look so sleek with a midi dress that levels up your casual outfits! It features a sleeveless V-neckline with a knot-front design, a small keyhole cutout under the bust, spaghetti straps, a midi-length, fitted, A-line sihouette, and a chic front slit. The smooth knit fabric features an all-over zebra print pattern. Stye with strappy mules.

    Fit & Features

    • Sleeveless V-neckline, knot-front design
    • Keyhole cutout under the bust
    • Spaghetti straps
    • Midi-length hem, fitted A-line silhouette
    • High front slit
    • Knit fabric, plenty of stretch
    • Zebra print
    • Runs true to size

    Style Number/Barcode: 05102-4703

    Category Name: Cutout Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Varisty Babe Graphic Tunic

    Level up your look to varsity status with this adorable tunic! It features a crew neckline, short fitted sleeves, a center football helmet graphic with a script that reads "New Season," dual waist cutouts with a center O-ring cutout accent, and a short, form-hugging fit. Style with a cute shacket and sneakers.

    Fit & Features

    • Crew neckline, short sleeves
    • Football helmet graphic
    • Script that reads "New Season"
    • Dual waist cutouts, center O-ring cutout
    • Short, form-fitting silhouette
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1350

    Category Name: Cutout Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Annie Formal Sequin Long Dress

    Special Occasion

    Perfect for homecoming and galas, Annie makes a striking impression at every event! She stuns in a shimmering array of sequins on her sleeveless floor-length silhouette showcasing glamour from every angle. The formal dress features sleek spaghetti straps that can be worn multiple ways for your perfect style, a keyhole front, and a cutout bodice that leads to her revealing open-back with lace-up closure. Her form-fitting silhouette offers a show leg in the high-cut side slit perfect for showing off your new platform heels. 

    Fit & Features

    • Sleeveless, multi-wear spaghetti straps
    • Adhesive bra recommended
    • Keyhole front, cutout bodice
    • Open-back, lace-up, zipper closure
    • Form-fitting, high-cut side slit, floor-length hem
    • Sequin-knit fabric, lined, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2391

    Category Name: Cutout Dresses

    Price: $19.97 $76.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet But Spicy Halter Cutout Ruffle Skater Dress

    So flattering for a night-out occasion, this skater dress is featured in a flattering halter neckline with a chic hoop insert and a cutout bodice that shows some skin!

    Fit & Features

    • Mesh-lined fabric
    • Halter neckline, spaghetti strap tie, hoop insert
    • Cutout bodice
    • Ruffled skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000011

    Category Name: Cutout Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Stylish Silhouette Midi Sweater Dress

    This curve-hugging sweater dress was made for sunset happy hour! It features a sleeveless V-neckline with a twist-front design, a center cutout under the bust, tank shoulder straps, and a midi-length, form-fitting silhouette with a chic high side slit. Style with classic hoop earrings and clear mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless V-neckline, twist-front accent
    • Center cutout under the bust
    • Tank shoulder straps
    • Midi-length hem, form-fitting silhouette, high side slit
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1462

    Category Name: Cutout Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Knot Gonna Lie Crew Neck Dress

    Not gonna lie, you'll be reaching for the crew neck dress on the daily! It features cap sleeves, a crew neck, a front knot accent with cutout, a bodycon silhouette, and a mini-length hem. Complete the look in cute sandals for strolling downtown.

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Front knot accent and cutout
    • Bodycon silhouette
    • Mini-length hem
    • Brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4555

    Category Name: Cutout Dresses

    Price: $9.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Knit High Slit Midi Dress

    This elevated brushed knit midi dress will be your new go-to for a casual night out. It features a sleeveless square neckline, spaghetti straps, an alluring center cutout at the waist, a midi-length, curve-hugging fit, and a thigh-high side slit. Style with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Center cutout at the waist
    • Midi-length, form-fitting silhouette
    • High side slit
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4451

    Category Name: Cutout Dresses

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sadie Formal Crepe Mermaid Dress

    Special Occasion

    Sophisticated yet sultry, turn-heads in the Sadie formal crepe dress for a rehearsal dinner, summer wedding, or black-tie gala! She features a sleeveless scoop neck with a cutout accent, adjustable spaghetti straps that can criss-cross in the front or back, and a form-hugging bodice that leads to her long mermaid silhouette with a sexy front slit. The formal dress is composed of a crepe knit-lined fabric with a moderate stretch. Complete your dressy look with a sparkly jewelry set.

    Fit & Features

    • Sleeveless scoop neck, cutout accent
    • Adhesive bra recommended
    • Adjustable spaghetti straps, criss-cross design in the front or back
    • Back zipper closure
    • Form-hugging bodice
    • Mermaid silhouette, front slit, floor-length hem
    • Crepe knit lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2373

    Category Name: Cutout Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Showstopping Style Mini Dress

    Make your night look all the more alluring with this showstopping mini dress. It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, a front and back cutout design with strappy accents, and a mini-length bodycon silhouette that will hug your curves. Style with rhinestone duster earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back design
    • Front and back cutouts, strappy front accents
    • Mini-length hem, bodycon silhouette
    • Smooth satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4600

    Category Name: Cutout Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Note V-Neck Sweater Dress

    Everyone will take note of how sultry this sweater dress is on you! It features a sleeveless, v-neck, cutout bodice with wrap tie-back closure, side slit accent, and a midi, curve-hugging silhouette. Complete the look in chic strappy heels for a daytime soiree.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, v-neck, tank-style straps
    • Cutout bodice
    • Wrap tie-back closure
    • Side slit accent
    • Midi, curve-hugging silhouette
    • Sweater rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1488

    Category Name: Cutout Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirt On Arrival Denim Skater Dress

    Made for flings, flirts, and feelin’ yourself. This trendy halter skater dress hugs you in all the right places with a playful bust cutout and a twirl-worthy drop waist—aka your weekend wardrobe’s new fave.

    Fit & Features

    • Denim fabric
    • Sleeveless cross-front halter neckline, tie-back straps
    • Bust cutout, metal heart accent
    • Partially open back, hidden lower back zipper closure
    • Drop waist
    • Short pleated skater silhouette
    • Runs small, size up recommended

    Style Number/Barcode: 05102-000084

    Category Name: Cutout Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shimmy And Shine Glitter Cutout Mini Dress

    Shimmy and shine all night on the dance floor! This glitter mini dress features a sleeveless asymmetrical one-shoulder neckline with spaghetti straps, a sultry front cutout, a bodycon silhouette, and a short-length hem. Complete the look with statement earrings.

    Fit & Features

    • Sleeveless, asymmetrical one-shoulder neckline, spaghetti straps
    • Front cutout detail
    • Bodycon silhouette
    • Short-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4331

    Category Name: Cutout Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacie Glitter Skater Party Dress

    Special Occasion

    Radiate sparkle with every step on the Stacie glitter party dress made to shine all night! She features an eye-catching, cutout one-shoulder neckline with dual adjustable straps, princess seams along the bodice, a high waist seam, hidden side pockets to keep your hands warm, and a skater-style short-length skirt. The formal dress is composed of a metallic sherri glitter woven fabric with partial lining and no stretch. Complete your dressy look in stiletto mules and a clutch.

    Fit & Features

    • Sleeveless, cutout one-shoulder neckline
    • Dual adjustable straps, back zipper closure
    • Strapless or adhesive bra recommended
    • Princess seam bodice, high waist seam, hidden side pockets
    • Skater-silhouette, short-length hem
    • Sherri glitter woven fabric, partial lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05001-1046

    Category Name: Cutout Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Appeal Halter Mini Dress

    Keep your night out look chic and sultry with this bold LBD. The mini dress features a sleeveless halter neckline with a chunky gold chain-link strap, a wrap-front design at the bust with a major front cutout at the waist, and a short, curve-hugging silhouette. Style with sleek hoops and strappy heels.

    Fit & Features

    • Sleeveless halter neckline
    • Adjustable chain-link strap, lobster clasp closure
    • Wrap-front design at the bust, front cutout at the waist
    • Mini-length, form-fitting, bodycon silhouette
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4467

    Category Name: Cutout Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knott Love Halter Cutout Midi Dress

    You'll fall for this halter midi dress with just one look! Featuring a sleeveless, halter neck with tie-back closure, a trendy knot cutout bodice that shapes the bodycon silhouette. Complete the look in classy nubuck heels.

    Fit & Features

    • Sleeveless, halter neck, tie-back closure
    • Knot cutout bodice
    • Bodycon silhouette
    • Midi-length hem
    • Soft and stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4322

    Category Name: Cutout Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Only View One Shoulder Sweater Dress

    You're the best view around in this one-shoulder dress! It features a sleeveless bodice, a single strap, cutouts along the waist, a bodycon silhouette, and a side slit midi hem. Complete the look in hoop earrings and heels.

    Fit & Features

    • Sleeveless, one-shoulder, single strap
    • Cutouts along the waist
    • Side slit
    • Bodycon silhouette
    • Midi hem 
    • Sweater rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1489

    Category Name: Cutout Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serving Curves Keyhole Maxi Dress

    Serving curves and confidence—this dress eats every time. The keyhole cutout and body-hugging silhouette? A certified head-turner for nights that don’t end early.

    Fit & Features

    • Stretchy textured knit fabric
    • Scoop neckline with spaghetti straps
    • Front keyhole cutout at bust
    • Form-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000166

    Category Name: Cutout Dresses

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Night Out Ready Cutout Midi Dress

    You'll be totally night out ready with this chic and alluring midi dress. It features a sleeveless asymmetrical one-shoulder neckline with a single spaghetti strap, a ruched side cutout at the waist, a midi-length, curve-hugging, bodycon silhouette, and a thigh-high side slit. Style with embellished heels.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Single spaghetti strap
    • Ruched side cutout at the waist
    • Midi-length hem, bodycon silhouette
    • High side slit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1689

    Category Name: Cutout Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl Energy Satin Mini Dress

    Bring that it girl energy to your look in this sleek satin mini dress. It features a sleeveless sweetheart neckline with a twist-front design, a built-in padded bust, a center keyhole cutout, spaghetti straps, ruched detailing down the sides, and a short, curve-hugging, bodycon silhouette. Style with clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Twist-front design, padded bust, keyhole cutout
    • Adjustable spaghetti straps
    • Back zipper, hook and eye closure
    • Ruching down the side seams
    • Mini-length, form-fitting silhouette
    • Smooth satin fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1284

    Category Name: Cutout Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Alluring Strapless Midi Dress

    This curve-hugging strapless midi dress is simply alluring! It features a strapless straight across neckline, bold cutouts down each side at the waist, a midi-length bodycon silhouette, and a chic high slit. Style with strappy stilettos.

    Fit & Features

    • Strapless straight across neckline, elasticized band
    • Side cutouts at the waist
    • Midi-length bodycon silhouette, form-hugging fit
    • High front slit
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4561

    Category Name: Cutout Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Deets Knit Mini Dress

    You'll love the trendy deets of this ribbed knit mini dress! It features a crew neckline, short sleeves, a cute side cutout with ruching and an adjustable drawstring, and a short, form-hugging fit. Style with clear mules.

    Fit & Features

    • Crew neckline
    • Short fitted sleeves
    • Side cutout, ruching, adjustable drawstring
    • Mini-length, form-fitting silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4544

    Category Name: Cutout Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Summer Style Knit Midi Dress

    Showcase that effortless summer style this season with this ribbed knit midi dress. It features a sleeveless one-shoulder neckline with a single spaghetti strap, a ruched side cutout with an adjustable drawstring, and a midi-length, curve-hugging silhouette with a chic front slit. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless one-shoulder neckline, single spaghetti strap
    • Ruched side cutout, adjustable drawstring
    • Form-fitting silhouette, front slit
    • Midi-length hem
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4674

    Category Name: Cutout Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free