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.

  • Bora Bora Floral Chiffon Maxi Dress

    Got vacay on the mind? This floral chiffon maxi dress is perfect for a trip to Bora Bora! Features a sleeveless, halter neck with tie-closure, ruched bust, and a cutout bodice atop a flowy, tiered maxi skirt. Complete the look in wedges and chic sunglasses. 

    Fit & Features

    • Sleeveless, halter neck, tie-closure
    • Ruched bust
    • Cutout bodice
    • Flowy, tiered maxi skirt
    • Floral print
    • Airy chiffon fabric, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4391

    Category Name: Cutout Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Mood Pleated Open Back Mini Dress

    Fit & Features

    • Smooth knit fabric with lined bust, plenty of stretch
    • Halter neckline, sweetheart pleated bust
    • Open back cutout
    • Criss-cross straps at back
    • Ruching
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5754

    Category Name: Cutout Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S, M, L

  • Veronica Formal Chiffon Sleeve Slit Long Dress

    Special Occasion

    Have a dreamy night in the Veronica! She showcases beauty and sophistication in a chiffon long sleeve with a sultry scoop neck with a wired V-notch accent. Her fitted princess bodice accentuates your figure on a floor-length hem with a side slit for a peek of leg. The formal dress is composed of a crepe-lined fabric with minimal stretch. Finish the look with rhinestone earrings.

    Fit & Features

    • Long chiffon sleeves
    • Scoop neck, wired V-notch accent
    • Fitted princess seam bodice
    • Floor-length hem, side slit
    • Crepe-lined fabric, minimal stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05002-2082

    Category Name: Cutout Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set the Bar Linen Cutout Mini Dress

    This flare mini dress sets the bar high! Showcase your daring side in this sleeveless dress featuring a plunge v-neck on the front and back, a smocked bodice, and side elasticized bar cutouts that lead to a flirty mini-length hem. Complete the look in wedges and dainty earrings.

    Fit & Features

    • Sleeveless, dual plunge v-neck
    • Smocked bodice
    • Side elasticized bar cutouts
    • Flare mini-length hem
    • Linen gauze fabric
    • Runs true to size

    Style Number/Barcode: 05102-4831

    Category Name: Cutout Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lydia Asymmetrical Formal Dress

    Special Occasion

    Sultry and striking, the Lydia formal dress is perfect for those babes who like to bring the bold vibes. She features a sleeveless asymmetrical one-shoulder neckline, a single spaghetti strap, dual waist cutouts, and a curve-hugging floor-length silhouette with ruching leading to an asymmetrical high side slit. Style this dress with a rhinestone necklace and strappy stilettos.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline, single spaghetti strap
    • Strapless or adhesive bra recommended
    • Dual waist cutouts
    • Side ruched detailing
    • Fitted floor-length silhouette, asymmetrical side slit
    • Smooth sateen fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2081

    Category Name: Cutout Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetie Puff Sleeve Mini Dress

    You'll look so sweet in this mini dress for a cute brunch fit. It features adorable short puff sleeves along the sweetheart neck with a cutout bust tie. The side ruched seams accentuate your curves on slinky knit-lined fabric with a moderate stretch. Complete the look in PVC mules.

    Fit & Features

    • Short puff sleeves, elastic cinched hems
    • Sweetheart neck, cutout bust tie
    • Side ruched seams, bodycon fit
    • Mini-length hem
    • Slinky knit-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4361

    Category Name: Cutout Dresses

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carol Formal Satin Slit Long Dress
    Special Occasion

    Showcase elegance and grace in the Carol Formal Satin Slit Long dress for your next fancy affair! She stuns in a sultry one-shoulder neckline with a center cutout at the bust and a fitted empire waist that leads to her side slit, perfect for flaunting some leg. Composed of a luxe satin-knit fabrication with a moderate stretch. Finish your look off in a dazzling tiara.

    Fit & Features
    • One-shoulder neckline, center cutout
    • Adhesive bra recommended
    • Back zipper, hook and eye closure
    • Wrap-front design, side slit
    • Empire waist, floor-length silhouette
    • Satin-knit fabrication
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1982

    Category Name: Cutout Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cutest Allure Ruffle Eyelet Knit Mini Dress

    Bring the cutest allure to summer dates in this flirty eyelet knit mini dress that will get you all the compliments. The adorable dress features a plunging V-neck with a ruffled trim under the bust, ruffled spaghetti straps, and a short A-line silhouette.

    Fit & Features

    • Eyelet knit fabric, stretchy knit lining
    • Sleeveless plunging V-neckline, bar strap detail, keyhole cutout
    • Ruffled trim under the bust
    • Ruffle trim spaghetti straps, adjustable
    • Open back, tie-back strap design
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-6091

    Category Name: Cutout Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Alice Sequin Mermaid Formal Dress

    Special Occasion

    Bring the gorgeous sparkle to your special night out in the stunning and elevated Alice formal dress. She features a sleeveless V-neckline with a padded bust, spaghetti straps that lead to a lace-up back design for a customized fit, and chic side cutouts. Her high waist seam flows out to a floor-length, fitted, mermaid silhouette. The sheer mesh fabric features all-over sequin embroidery in a luxe scroll design and includes a full knit lining. Style this dress with rhinestone duster earrings.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh inset, spaghetti straps
    • Padded bust, no bra required
    • Lace-up back design, tie closure
    • Side cutouts leading to an open back, lower back zipper
    • Floor-length mermaid silhouette
    • Sequin embroidery, scroll design
    • Sheer mesh fabric, full knit lining
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2358

    Category Name: Cutout Dresses

    Price: $30.97 $144.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Puff Love Square Neck Skater Dress

    There's a lot to love about this puff sleeve skater dress! Features a square neck, smocked bodice, a trendy waist cutout, and a tiered short skirt. Composed of linen woven fabric with an inner lining. Finish the look in floral earrings for a cute spring fit.

    Fit & Features

    • Short puff sleeves, square neckline
    • Smocked bodice, waist cutout
    • Tiered short skirt
    • Skater silhouette
    • Linen woven fabric, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4343

    Category Name: Cutout Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brenda One-Shoulder Formal Dress

    Special Occasion

    Make major style moves in the sleek and stunning Brenda formal dress! She features a sleeveless asymmetrical one-shoulder neckline with a bold front cutout above the bust, a single shoulder strap, a corset-designed bodice with flexible boning, and a fitted floor-length skirt with a chic wrap-front silhouette creating a slit. The smooth satin-knit fabric offers a moderate stretch. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Adhesive bra recommended
    • Front cutout, single shoulder strap
    • Corset-designed bodice, flexible boning, back zipper, hook and eye closure
    • Floor-length skirt, wrap-front silhouette, front slit
    • Satin-knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2012

    Category Name: Cutout Dresses

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Eye On The Eyelet Lace Mini Dress

    Keep your eye on this prize! Bring the flirty allure in this eyelet lace mini dress featuring short puff sleeves, a ruffle sweetheart neck with tie, and a babydoll-style bodice on a form-fitting silhouette. Complete the look in lace-up sandals for a cute picnic look.

    Fit & Features

    • Short puff sleeves
    • Ruffle sweetheart neck with tie
    • Babydoll-style bodice
    • Form-fitting silhouette
    • Mini-length hem
    • Eyelet lace knit lined fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 05102-4429

    Category Name: Cutout Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charlotte Sleeveless Halter Formal Dress

    Special Occasion

    For a look that's sleek and sultry while also showcasing luxe glamour, the Charlotte formal dress is a go-to. She features a sleeveless halter neckline with a cross-front design, a center strap with a curved metal accent, dual cutouts to show a hint of skin, and a floor-length, fitted A-line silhouette with a thigh-high front slit. Style this dress with strappy stilettos.

    Fit & Features

    • Sleeveless halter neckline, twist-front design
    • Adhesive bra recommended
    • Center horizontal strap, curved metal accent
    • Open back
    • Dual front cutouts, ruching, high front slit
    • Floor-length A-line silhouette
    • Knit fabric
    • Fitted, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2068

    Category Name: Cutout Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Burst Ruffled Short Dress

    Bring a burst of florals with a short dress that will have you brunch ready! The dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, and a cutout at the midriff. The smocked waist leads to a flowy skater silhouette with tiered ruffles. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with wedges. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Cutout at midriff, smocked waistband
    • Floral print
    • Skater silhouetted, tiered ruffles
    • Lined chiffon fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1505

    Category Name: Cutout Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt Mode Activated Cutout Lace Midi Dress

    This midi dress? It didn’t come to play—it came to slay. With flirty lace trim, flirty cutouts, and a leg-baring slit, this midi’s your go-to for nights that need a little spice.

    Fit & Features

    • Mesh-lined knit fabric with stretch
    • Sweetheart neckline with lace trim straps
    • Underbust and back cutout with lace detail
    • High side slit, bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000399

    Category Name: Cutout Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Libbie Formal Sequin Cutout Dress

    Special Occasion 

    Bring the sparkle to your event with a formal dress that adds the glitz and glam! Libbie features dazzling sequins throughout, a sleeveless sweetheart neckline with padded cups, dual cutouts at the bodice, and bungee spaghetti straps. Her slim-fit bodice leads to a flared mermaid silhouette. The dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded cups
    • Bungee spaghetti straps
    • High waist
    • Sequins
    • Mermaid silhouette
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-2257

    Category Name: Cutout Dresses

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Geometric Fun Cutout Mini Dress

    This mini dress requires no math skills! Features a sleeveless V-neckline, spaghetti straps, bodycon silhouette, and a flirty front cutout bodice with ruched detail. Composed of geometric print fabric. Finish the look in strappy heels.

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Bodycon silhouette
    • Front cutout, ruched detail
    • Mini-length hem
    • Adjustable drawstrings
    • Geometric print, knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4350

    Category Name: Cutout Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Liz Formal Crepe Cutout Long Dress

    Special Occasion

    Showcase your fab figure in the Liz formal dress for your next dressy occasion! She brings all the sultry vibes in her sleek, sleeveless, v-neckline with adjustable spaghetti straps and a cutout bodice that leads to her floor-length hem with a sexy front slit. The formal dress is composed of stretch-crepe fabric with an inner lining. Complete your dressy look with rhinestone strappy heels.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Adhesive bra recommended
    • Cutout bodice, back zipper closure
    • Form-fitting, front slit
    • Floor-length hem
    • Stretch-crepe fabric, inner lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2254

    Category Name: Cutout Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Vibes Space Dye Mini Dress

    Bring the cool girl vibes in this trendy curve-hugging mini sweater dress! It features a sleeveless halter neckline with tie-back straps, a center O-ring accent at the bust, a front waist cutout, and a fitted mini-length silhouette. The sweater knit fabric features a space dye design. Style this dress with gold hoops and cute mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless, halter neckline, tie-back straps
    • Center O-ring accent at the bust
    • Front waist cutout under the bust
    • Short, form-fitting silhouette
    • Sweater knit fabric, moderate stretch
    • Space dye knit design
    • Runs true to size

    Style Number/Barcode: 06005-1400

    Category Name: Cutout Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Life's A Breeze Floral Cutout Midi Dress

    This floral cutout midi dress makes getting ready a breeze! It features short puff sleeves and a ruched sweetheart bodice with a flirty waist cutout that leads to a flowy, midi-length silhouette with a slit accent. Composed of a chiffon-lined fabric with no stretch. Style with a trendy mini tote.

    Fit & Features

    • Short puff sleeves
    • Ruched sweetheart bust
    • Waist cutout, smocked back
    • Midi-length silhouette with slit accent
    • Floral pattern
    • Chiffon fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1551

    Category Name: Cutout Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruffle Realness Denim Cutout Maxi Dress

    Sweet from the front, spicy from the back. With bold cutout accents, a hoop insert, and ruffled tiered flow, this maxi is bringing the drama in the cutest way possible.

    Fit & Features

    • Denim fabric, sewn-in knit lining
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Cutout bodice design, hoop insert
    • Stretchy smocked back panel, cutout accent, lower zipper and hook-eye closure
    • Ruffled tiered maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000131

    Category Name: Cutout Dresses

    Price: $30.97 $68.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kasey Formal Sequin Halter Dress

    Special Occasion

    Kasey is a picture-perfect beauty! She brings the glitz to the prom in a sequin-knit long dress featuring a sleeveless, halter neckline, cross front and back straps, a cinched bust with built-in padding, and a cute keyhole cutout. Her form-fitting bodice hugs your curves on the sequin-knit-lined fabric that flows effortlessly into a floor-length hem with a sultry slit to show off some leg. Complete the look with a beaded clutch.

    Fit & Features

    • Sleeveless, halter neckline, cross front and back straps
    • Cinched bust, built-in padding, strapless bra friendly
    • Back zipper closure, front slit
    • Form-fitting bodice
    • Floor-length hem
    • Sequin-knit lined fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2329

    Category Name: Cutout Dresses

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Soiree Puff Sleeve Mini Dress

    Heading to an afternoon soiree? This floral mini dress is perfect! It features adorable short puff sleeves, a sweetheart neckline, a front bust tie with a keyhole accent, and a bodycon silhouette. Complete the look with a crossbody bag.

    Fit & Features

    • Short puff sleeves, elasticized hems
    • Sweetheart neckline
    • Front bust tie, keyhole accent
    • Bodycon silhouette
    • Mini-length hem
    • Floral pattern
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4608

    Category Name: Cutout Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Beauty Satin Midi Dress

    Showcase your beauty in this sleek elevated satin midi dress. It features a sweetheart neckline with ruching and a center cinched detail at the bust, short puff sleeves, a front waist cutout with a cute tie-front design, and a mid-length flowy silhouette. Pair this dress with cowboy-style boots for a trendy vibe.

    Fit & Features

    • Sweetheart neckline, ruching, center cinched detail at the bust
    • Short puff sleeves, cinched elastic hems
    • Front waist cutout, tie-front design
    • Mid-length flowy silhouette
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1337

    Category Name: Cutout Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale