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.

  • Daydream Graphic Cutout Tunic Top

    You gotta hustle girl! Work for your dreams while showcasing your edgy style in this tunic top featuring short sleeves, a V-notch neckline, and graphic front detail with side drawstring cutouts and a fitted hem. Complete the look in retro boots.

    Fit & Features

    • Short sleeves, V-notch neckline
    • Graphic front detail
    • Script reads, "Hustle Daydream"
    • Side drawstring cutouts
    • Fitted hem
    • Jersey knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1257

    Category Name: Cutout Dresses

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Beach Beauty Halter O-Ring Dress

    You'll be a beautiful view on the beach in this halter midi dress featuring a sleeveless, sweetheart neck, a front O-ring atop the cutout bodice that leads to the form-fitting silhouette. Complete the look with a straw purse.

    Fit & Features

    • Sleeveless, sweetheart halter neck
    • Front O-ring
    • Cutout bodice
    • Form-fitting silhouette
    • Midi-length hem
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4443

    Category Name: Cutout Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch A Glance Cutout Midi Dress

    Make heads turn in this bold and alluring midi dress! It features a sleeveless crew neckline, tank shoulder straps, a major cutout at the bust, a center triangle accent, waist cutouts that lead to the back, and a midi-length, curve-hugging silhouette with a chic high side slit. Style this dress with strappy mules for a night out.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Large cutout at the bust
    • Center triangle accent
    • Waist cutouts that lead to the back
    • Midi-length, form-fitting, bodycon silhouette, side slit
    • Double-lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4620

    Category Name: Cutout Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready Set Vacay Gauze Maxi Dress

    Pack this flowy lightweight maxi dress in your carry-on as you jet set off on vacay! It features a sleeveless V-neckline, halter spaghetti straps, a smocked high waist with chic cutouts leading to an open strappy back, and a floor-length maxi silhouette with a side slit and a relaxed fit. Style with espadrille sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Halter spaghetti straps, tie at the back of the neck
    • Smocked high waist, cutouts leading to open back
    • Strappy back design
    • Maxi-length silhouette, side slit
    • Woven gauze fabric, mini skirt knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4497

    Category Name: Cutout Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tropic Like It's Hot Halter Midi Dress

    It's vacay season and this halter midi dress is here for it! Featuring a sleeveless, high neckline with a tie closure, cutout bodice with a cinch accent, and a bodycon midi-length hem. Composed of a nylon-blend knit fabric with a moderate stretch. Finish the look with trendy mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless, high halter neckline, tie closure
    • Cutout bodice, cinch accent
    • Bodycon silhouette
    • Midi-length hem
    • Nylon-blend knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1305

    Category Name: Cutout Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Alluring Halter Plunge Bodycon Mini Dress

    Serve sultry allure your next night out in this curve-flaunting mini dress. Designed with a plunge V-neck with a curved hardware accent and sheer mesh inserts, this dress will turn heads.

    Fit & Features

    • Stretch woven fabric, stretchy knit lining
    • Sleeveless plunge V-neckline, curved metal hardware accent
    • Elastic halter strap, partially open back
    • Sheer mesh inserts above and below the bust, seam accents
    • Back zipper with hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000110

    Category Name: Cutout Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Everyday Basic Knit Mini Dress

    This simple yet stylish ribbed knit mini dress is a must-have for your everyday looks. It features a sleeveless crew neckline, tank shoulder straps, an alluring lower back cutout, and a short, curve-hugging fit. Style with a denim jacket for the day and dress it up with a faux leather jacket for the night!

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Lower back cutout
    • Mini-length, form-fitting silhouette
    • Ribbed knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4543

    Category Name: Cutout Dresses

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Of Me V-Neck Cutout Midi Dress

    Impress the room by showing up in this sultry midi dress perfect for cocktail hour! Featuring a sleeveless, v-neck, adjustable spaghetti straps, and a flirty knot accent with dual waist cutouts that lead to the bodycon silhouette. Complete the look in chic lucite mules.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Back zipper closure
    • Front knot accent, dual waist cutouts
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, inner knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4357

    Category Name: Cutout Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rosalynn Formal Sweetheart Dress

    Special Occasion

    Have yourself a renaissance romance in the Rosalynn formal dress sure to sweep your date off their feet. She features a sweetheart neckline, long bishop sleeves with button closures, and a twisted bodice with sultry cutout accents that lead to her floor-length a-line silhouette. The formal dress is composed of flowy chiffon fabric with lining. Complete the look in statement earrings for a touch of glam.

    Fit & Features

    • Sweetheart neckline, long bishop sleeves, button closure
    • Padded cups
    • Twisted bodice, cutout accents
    • A-line silhouette, floor-length hem
    • Back zipper closure
    • Flowy chiffon fabric, lining
    • Fits true to size

    Style Number/Barcode: 05002-2077

    Category Name: Cutout Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Live Fast Graphic Halter Tunic

    A biker babe like you is in need of this graphic tunic! It features a sleeveless, halter neck with tie closure and a front lace-up cutout with graphic detail that reads, "Live Fast/Born To Ride" on a fitted, short-length hem. Complete the look in sleek booties.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Front lace-up cutout
    • Graphic detail that reads, "Live Fast/Born To Ride"
    • Fitted, short-length hem
    • Cotton fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1294

    Category Name: Cutout Dresses

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Island Tide Halter Cutout Midi Dress

    Flaunt this midi dress on your island getaway! Designed to accentuate your fab figure on a sleeveless, halter neck with tie closure, and sultry side cutouts on the form-fitting silhouette. Complete the look in strappy mules for a sunset dinner.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Side cutouts
    • Partial open-back design
    • Form-fitting silhouette
    • Midi-length hem
    • Sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1313

    Category Name: Cutout Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Babe Halter Sweater Dress

    Hey babe! Showcase a fun and flirty vibe this summer in this trendy halter sweater dress. It features a sleeveless V-neckline, halter spaghetti straps with a cross-front design, a center cutout under the bust, an open back with a tie-back design, and a short, curve-hugging fit. Complete the look with espadrille sandals and chic shades.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless V-neckline
    • Halter spaghetti straps, cross-front design, tie at the back of the neck
    • Cutout under the bust
    • Open back, tie-back strap design
    • Mini-length, form-fitting silhouette
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1324

    Category Name: Cutout Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cue the Cameras Cutout Mini Dress

    Because subtle was never the assignment. This halter mini dress brings max drama with a plunging neckline and waist cutout that eats every time.

    Fit & Features

    • Smooth knit stretchy fabric, sewn-in knit lining
    • Plunge halter neckline, tie straps
    • Cutout waist
    • Open back with tie design
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000116

    Category Name: Cutout Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Side Effect Sweater Knit Dress

    The side effects of wearing this sweater mini dress may cause many compliments! It features a sleeveless, square neck, thin tank-style straps, side cutouts with chain-link detail, and a bodycon silhouette. Complete the look in large hoop earrings.

    Fit & Features

    • Sleeveless, square neck, thin tank-style straps
    • Side cutouts, chain-link detail
    • Bodycon silhouette
    • Mini-length hem
    • Sweater rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1271

    Category Name: Cutout Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Picnic Perfect Gingham Mini Dress

    This gingham plaid mini dress is picnic-perfect! It features a sleeveless, sweetheart neck with adjustable bust tie and keyhole cutout, spaghetti straps, and a bodycon silhouette on stretchy knit-lined fabric. Complete the look in espadrille wedges for a day date.

    Fit & Features

    • Sleeveless, sweetheart neck, spaghetti straps
    • Adjustable bust tie, keyhole cutout
    • Bodycon silhouette
    • Mini-length hem
    • Gingham plaid print
    • Stretchy knit-lined fabric
    • Fits true to size

    Style Number/Barcode: 05102-4694

    Category Name: Cutout Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clarice Formal Crepe Cutout Dress

    Special Occasion

     Elegant and sleek, Clarice brings the charm to your formal night! She stuns in a sleeveless, plunge v-neckline with sleek bungee spaghetti straps, princess seams along her fitted bodice with waist cutouts, and a revealing open back with lattice strap detail. Her form-fitting, a-line silhouette offers a show of leg in the sexy front high-cut slit along the floor-length hem. The special occasion dress is composed of a crepe-knit lined fabric with a moderate stretch. Complete your dressy look in an elegant choker and statement earrings.

    Fit & Features

    • Sleeveless, plunge v-neckline, bungee spaghetti straps
    • Built-in padded bust, fitted bodice, princess seams
    • Waist cutouts, open-back, lattice strap detail, zipper closure
    • Form-fitting, a-line silhouette, front high-cut slit
    • Floor-length hem
    • Crepe-knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2413

    Category Name: Cutout Dresses

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sonia Formal Halter Cutout Chiffon Long Dress

    Special Occasion

    Show some skin! Feel so sultry in the Sonia Formal Halter Cutout Chiffon Long dress for your next evening out. She features an alluring, sleeveless halter neck with tie-back closure, a ruched cutout bust, and a pleated empire waist. Her airy silhouette leads to a floor-length hem with a high-cut front slit for a sexy show of leg. The formal dress is composed of a flowy chiffon texture-lined fabric with no stretch. Finish the look in stiletto heels.

    Fit & Features

    • Halter neck with tie-back closure
    • Disposable pasties recommended
    • Ruched cutout bust, pleated empire waist
    • Airy silhouette, floor-length hem
    • High-cut front slit
    • Chiffon texture lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05002-2101

    Category Name: Cutout Dresses

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Marley Satin Halter Formal Dress

    Special Occasion

    Style up the sleek and trendy Marley satin formal dress for your next fancy night out! She features a sleeveless halter neckline with spaghetti straps, dual small front cutouts at the center of the bust, side and back ruched detailing, and a fitted floor-length silhouette with a chic front slit. Complete your look with strappy stiletto heels.

    Fit & Features

    • Sleeveless halter neckline, spaghetti straps, tie at the back of the neck
    • Padded bust, no bra required
    • Dual front cutouts at the center of the bust
    • Side and back ruching, back zipper closure
    • Fitted floor-length silhouette, front slit
    • Smooth satin-knit fabric, knit lining
    • Moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-2428

    Category Name: Cutout Dresses

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Glitz Sequin Cutout Mini Dress

    She’s soft, sparkly, and a total dream—this floral sequin mini dress brings flirty charm with a sleek back cutout and barely-there straps.

    Fit & Features

    • Floral pattern, sequin-embellished fabric
    • Square neckline
    • Adjustable spaghetti straps
    • Open cutout back
    • Bodycon silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000211

    Category Name: Cutout Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brenley Mesh Keyhole Halter Midi Dress

    Special Occasion

    Flaunt your curves in the Brenley Mesh Keyhole Halter Midi dress for an unforgettable night! She features a sultry keyhole halter neckline atop the fitted bodice that leads to a showstopping silhouette with ruched seams. Show a little leg off in her midi-length hem with a front slit accent. Composed of mesh-knit lined fabric with a moderate stretch. Finish your look with sparkly earrings and stilettos. 

    Fit & Features

    • Halter neckline, keyhole cutout
    • Adhesive bra recommended
    • Fitted bodice, ruched seams
    • Form-fitting silhouette 
    • Front slit, midi hem
    • Mesh-lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0973

    Category Name: Cutout Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annah Formal Crepe Long Dress

    Special Occasion

    For their viewing pleasure. Enter the party in Annah and watch every eye look towards you! She features a sleeveless, v-neckline with attached straps, and a sexy cutout bodice for a peek of skin leading to her form-fitting, floor-length hem that kisses the floor with each step. The formal dress is composed of a crepe-lined knit fabric with lining and a moderate stretch. Complete your formal look with a sparkly clutch and earrings.

    Fit & Features

    • Sleeveless, v-neckline with straps, adjustable spaghetti straps
    • Adhesive bra recommended
    • Back zipper closure
    • Cutout bodice
    • Form-fitting, floor-length hem
    • Crepe-lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2406

    Category Name: Cutout Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Innocent Charm Eyelet V-Neck Dress

    Innocently charming! Bring the flirtiness in this eyelet v-neck dress featuring a sleeveless ruffle trim bodice with tie-front closure, spaghetti straps, a cutout accent, and a form-fitting silhouette. Complete the look in a dainty choker necklace for a day date.

    Fit & Features

    • Sleeveless, v-neck, ruffle trim, spaghetti straps
    • Tie-front closure
    • Cutout accent
    • Form-fitting silhouette
    • Mini-length hem
    • Eyelet knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4536

    Category Name: Cutout Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Tide Marble Mesh Halter Dress

    The island tide is high and you'll be looking fly in this marble mesh halter dress featuring a sleeveless, ruched scoop neck with tie-closure, a sexy cutout bodice, and a bodycon mini skirt. Complete the look in sassy heels for a dinner.

    Fit & Features

    • Sleeveless, ruched halter scoop neck
    • Tie-closure
    • Cutout bodice
    • Bodycon mini skirt
    • Marble pattern
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4247

    Category Name: Cutout Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunday's Best Floral Cutout Dress

    Create a cute look for Sunday brunch in this floral chiffon a-line dress featuring a sleeveless, v-neck, adjustable spaghetti straps, ruffled trim, cutout bodice, and a flowy, short-length hem. Complete the look in heels and a purse.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Ruffled trimming, back zipper closure
    • Cutout bodice
    • A-line silhouette
    • Flowy, short-length hem
    • Floral chiffon-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1384

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale