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.

  • You're The One Tie-Front Midi Dress

    This rib knit midi dress will be the one you'll adore for casual outings and more! The dress features long sleeves, a surplice v-neckline, a faux wrap bust atop a flirty cutout bodice with a tie-front closure, and a bodycon silhouette. Style with faux suede booties for the perf autumn look!

    Fit & Features

    • Long sleeves
    • Surplice v-neckline
    • Faux wrap bust
    • Cutout bodice, tie-front closure
    • Bodycon, midi-length hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4843

    Category Name: Cutout Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cut to the Chase Belted Denim Mini Dress

    No time for small talk. This bodycon mini gets straight to the point with daring front cutouts, a plunge halter neckline, and belted straps that hit different.

    Fit & Features

    • Denim fabric, slight stretch
    • Plunge halter neckline, dual button closures on the strap
    • Front cutouts with belted straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000195

    Category Name: Cutout Dresses

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S

    Product Badge:
    • Sale
  • Lilly Formal Crepe Cutout Dress

    Special Occasion

    Slip into the Lilly formal crepe dress perfect for dressing up on date nights and cocktail soirees! She features a one-shoulder neckline with a single long sleeve, shoulder pad, a cutout waist, and a side slit to flaunt some skin. The formal dress is composed of a stretch-knit crepe-lined fabric that hugs your body like a glove! Complete the look with a glitter clutch and heels.

    Fit & Features

    • One-shoulder neckline, single long sleeve, shoulder pad
    • Cutout waist and side slit
    • Form-hugging silhouette
    • Midi-length hem
    • Lined crepe fabric, moderate stretch
    • Strapless or adhesive bra recommended
    • Fits true to size

    Style Number/Barcode: 05001-1264

    Category Name: Cutout Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Rhinestone Mesh Mini Dress

    Look and feel so radiant in this rhinestone mesh mini dress for a night of endless sparkle! The dress features sheer long fitted sleeves, a V-neckline with a center front drawstring bust atop a cutout bodice, side ruched seams, and a bodycon silhouette. Style with fringe earrings for a club night!

    Fit & Features

    • Sheer long fitted sleeves, V-neckline
    • Center front drawstring bust
    • Cutout bodice
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Rhinestone mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4565

    Category Name: Cutout Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Doesn't Get Better Knit Midi Dress

    It doesn't get better than having this knit midi dress in your rotation! The dress features a trendy one-shoulder crew neckline with a long sleeve, spaghetti strap, and cutout bust that leads to the form-hugging silhouette with a sultry side slit hem. Complete the look in chic marabou heels.

    Fit & Features 

    • One-shoulder crew neckline
    • Long sleeve, spaghetti strap
    • Cutout bust
    • Form-hugging silhouette
    • Side slit hem, midi-length 
    • Smooth knit double-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4850

    Category Name: Cutout Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Little Glitz And Glamour Rhinestone Trim Midi Dress

    Show off a little glitz and glamour in this alluring midi dress! It features a sleeveless one-shoulder neckline with an iridescent rhinestone trim strap, a bold front cutout at the waist, a midi-length hem with a faux wrap design, and a curve-hugging silhouette. The crepe fabric offers a moderate stretch. Style with rhinestone hoops and clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Iridescent rhinestone trim strap, removable
    • Waist cutout
    • Midi-length hem, faux wrap design
    • Fitted bodycon silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4780

    Category Name: Cutout Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristie Formal Velvet Mermaid Dress

    Special Occasion

    Luxurious velvet creates the glamorous homecoming dress like the Kristie formal dress destined to be your perfect plus one at school dances or black tie parties! She features long sleeves with shoulder pad accents, a mock neckline, and a sultry side cutout with ruching at the waist leading to her form-hugging, mermaid silhouette with a high-cut front slit along the floor-length hem. The soft and smooth velvet fabric offers plenty of stretch. Style with statement earrings and heels to complete your dressy look!

    Fit & Features

    • Long fitted sleeves, shoulder pads, mock neckline
    • Bra-friendly design
    • Back zipper closure
    • Side cutout with ruching at the waist, high-cut front slit
    • Form-hugging, mermaid silhouette, floor-length hem
    • Velvet fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05002-2986

    Category Name: Cutout Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Moments Velvet Cutout Mini Dress

    Make it a night to remember in this luxe velvet mini dress! It features a one-shoulder neckline with a long fitted sleeve, a center cutout above the bust followed by a twist-front design, a thin shoulder strap, an alluring front cutout at the waist, ruching down the side seams, and a short, curve-hugging silhouette. The smooth velvet fabric offers a moderate stretch. Complete your night-out look with lace-up heels.

    Fit & Features

    • One-shoulder neckline, single long fitted sleeve
    • Center cutout above the bust, twist-front design, thin shoulder strap
    • Waist cutout
    • Ruching down the side seams
    • Mini-length hem, fitted bodycon silhouette
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4671

    Category Name: Cutout Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Hour Halter Bodycon Midi Dress

    Sculpted, sleek, and a little spicy—this halter midi dress brings the heat with a keyhole cutout and body-hugging ruching. Perfect for bridal celebrations, birthdays, or a dressy date night!

    Fit & Features

    • Stretchy knit mesh fabric with lining
    • Halter neckline with hardware trim, keyhole cutout
    • Ruched bodycon silhouette
    • Back zipper and hook-eye closure
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000664

    Category Name: Cutout Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

  • Trendy Style Cutout Sweater Dress

    Show off a fab trendy style in this long sleeve sweater dress! It features a scoop neckline, a bold cutout at the bust with a tie-front design, dual front cutouts at the waist, and a short, curve-hugging silhouette. The knit fabric offers a moderate stretch. Pair with knee-high boots for a cute everyday 'fit.

    Fit & Features

    • Long fitted sleeves
    • Scoop neckline
    • Bust cutout, tie-front design
    • Dual front cutouts at the waist
    • Mini-length hem, form-hugging fit
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1596

    Category Name: Cutout Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make The Cut One-Shoulder Mini Dress

    This sultry-chic dress will def make the cut and become a part of your wardrobe! It features an asymmetrical one-shoulder neckline, an alluring cutout above the bust, a single long fitted sleeve, and a mini-length bodycon silhouette. The smooth and lightweight knit fabric offers plenty of stretch so you can dance all night long! Style with sleek hoops and strappy heels for a night out at the club.

    Fit & Features

    • Asymmetrical one-shoulder neckline
    • Cutout above the bust
    • Single long fitted sleeve
    • Mini-length hem, fitted bodycon silhouette
    • Knit fabric, lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4767

    Category Name: Cutout Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set The Curve Mesh Cutout Dress

    Set the trend for the night by putting your curves on display in this body-hugging mini dress! It features sheer long sleeves, a sweetheart neck, a ruched bust seam, and cutout accent, and a short length. Complete the look in lace-up heels.

    Fit & Features

    • Sheer long sleeves
    • Sweetheart neck
    • Ruched bust seam and cutout accent
    • Body-hugging silhouette
    • Mini-length hem
    • Mesh fabric, partial lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1755

    Category Name: Cutout Dresses

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Currently Coveting Crepe Dress

    You'll be coveting this crepe short dress to wear for all of your dressy occasions! The dress features chiffon peasant sleeves, a V-neck, cutouts along the wrap waist, and a short, curve-hugging silhouette. The crepe fabric offers a moderate stretch. Perfect for styling with fringe earrings and heels.

    Fit & Features

    • Sheer chiffon peasant sleeves, elastic cinched hems
    • V-neck
    • Cutouts along the wrap waist
    • Curve-hugging silhouette
    • Short-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2115

    Category Name: Cutout Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist It Right Cutout Mini Dress

    The twist on this mini dress is just right for the club! It features long sleeves, a V-neck, cutout bodice, composed of slinky knit fabric that hugs your curves. Complete the look in lace-up heels.

    Fit & Features

    • Long fitted sleeves, V-neck
    • Twisted bust
    • Cutout bodice
    • Bodycon silhouette
    • Mini-length hem
    • Slinky knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4792

    Category Name: Cutout Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Romance Rhinestone Rose Mesh Mini Dress

    Bring the romance in this flirty mesh mini dress embellished with tonal rhinestones in a chic rose pattern. It features a sleeveless square neckline, adjustable spaghetti strap for a customized fit, an open back with a back strap accent, and a short A-line silhouette.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Tonal rhinestone embellishments, rose pattern
    • Square neckline, underbust seam
    • Adjustable spaghetti straps
    • Open back, back strap with hook-eye closures
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-6052

    Category Name: Cutout Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • Klaire Formal Crepe Midi Dress

    Special Occasion

    Klaire brings the sophistication to your next holiday party or winter soiree! She features a sleeveless one-shoulder neckline with a sexy cutout bust, and a high-waist seam that leads to her form-hugging silhouette with a side slit cutout along the midi hem. The formal dress is composed of a crepe knit fabric with sewn-in lining and moderate stretch. Complete your dressy look in a necklace and earrings set!

    Fit & Features

    • Sleeveless one shoulder neckline
    • Cutout bust, adhesive bra recommended
    • Form-hugging silhouette
    • Side slit cutout
    • Midi-length hem
    • Crepe knit fabric, sewn-in lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1342

    Category Name: Cutout Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alanna One-Shoulder Glitter Knit Formal Dress

    Special Occasion

    The Alanna glitter knit formal dress will give you a sultry silhouette while showcasing glamorous details. She features an asymmetric one-shoulder neckline with a tank shoulder strap, an alluring bust cutout, a fitted bodice leading to a floor-length A-line silhouette, and a chic thigh-high front slit to show off your heels. The glitter knit fabric has a gorgeous shimmer and offers a moderate stretch. Style with rhinestone hoops.

    Fit & Features

    • Asymmetric one-shoulder neckline, tank shoulder strap
    • Bust cutout
    • Fitted bodice, floor-length A-line silhouette
    • High front slit
    • Textured glitter knit fabric, knit lining at the bust, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-2528

    Category Name: Cutout Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Naomi Formal Sequin Long Dress

    Special Occasion

    Polish up nicely in the Naomi formal long sequin dress is designed to sparkle with every move you make! She features long sleeves, a crew neck, and a front keyhole cutout atop her form-fitting silhouette with a sultry high-cut side slit to show some skin! The formal dress is composed of a sequin-mesh fabric with a stretchy knit lining. Complete the look in chic nubuck heels for a sophisticated allure at holiday parties and formal affairs!

    Fit & Features

    • Long fitted sleeves, crew neck, keyhole cutout
    • A plunge or sticky bra recommended
    • Back zipper and hook-eye closure
    • Form-fitting silhouette, high-cut side slit
    • Long-length hem
    • Sequin-mesh fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2572

    Category Name: Cutout Dresses

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Next Level Cutout Bodycon Mini Dress

    Amp up your night-out look to the next level with this alluring bodycon mini dress. It features a sleeveless V-neckline with a twist-front design, spaghetti straps, bold side cutouts that lead to an open lower back, ruching down the side seams, and a short, curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Twist-front design
    • Spaghetti straps
    • Side cutouts, lead to open lower back
    • Ruching down the side seams
    • Mini-length hem, fitted bodycon silhouette
    • Knit fabric, bust and skirt lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4831

    Category Name: Cutout Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Analynn Formal Satin Rhinestone Trim Dress

    Special Occasion

    Dazzling rhinestone trim heats up the Analynn formal satin dress for your next black tie gala or wedding! She features a sleeveless scoop neck with a flirty twist and keyhole accent, adjustable spaghetti straps to customize her fit, and an empire waist seam. Her form-hugging mermaid silhouette gently flares out into the floor-length hem that elongates your figure! The formal dress is composed of silky satin fabric with a sewn-in lining and minimal stretch. Complete your dressy look with a chic rhinestone clutch and bracelet.

    Fit & Features

    • Sleeveless scoop neck, rhinestone trim, twist, and keyhole
    • Adjustable spaghetti straps
    • Bra-friendly, back zipper, and hook-eye closure
    • Empire waist seam
    • Form-hugging, mermaid silhouette, floor-length hem
    • Satin fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2666

    Category Name: Cutout Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Limelight V-Neck Mini Dress

    Enter the limelight with a mini dress that's sure to attract all the attention! This sultry bodycon dress flaunts your figure on a long sleeve and v-neckline with a faux wrap bust and a cutout waist accent. Complete the look in strappy mules for girl's night.

    Fit & Features

    • Long sleeves, v-neck
    • Faux wrap bust
    • Cutout waist
    • Bodycon silhouette
    • Mini-length hem
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4683

    Category Name: Cutout Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show It Off Cutout Tube Mini Dress

    Flaunt your curves in this irresistible mini dress. The sweetheart neckline and sultry cutouts create a captivating silhouette that demands attention, while the shark bite hem moves with you.

    Fit & Features

    • Smooth knit-lined stretchy fabric
    • Sweetheart tube strapless neckline
    • Front cutouts
    • Flowy shark bite mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000052

    Category Name: Cutout Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Lenny Formal Sequin One Shoulder Dress

    Special Occasion

     Modern yet romantic, glimmer with beauty in the Lenny formal sequin dress perfect for anniversaries, galas, and celebrations! She features a sleeveless one-shoulder neck with an adjustable spaghetti strap for a customizable fit and a cutout side along the bodice. Her form-hugging slim silhouette is designed with a high-cut side slit and floor-length hem. The formal dress is composed of a sequin-scroll mesh-lined fabric with minimal stretch. Complete your dressy look in a teardrop stone necklace and earrings.

    Fit & Features

    • Sleeveless one-shoulder, adjustable spaghetti strap
    • Strapless or adhesive bra recommended
    • Back zipper and hook-eye closure
    • Side cutout bodice, form-hugging, slim silhouette
    • High-cut side slit, floor-length hem
    • Sequin-scroll, mesh-lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2544

    Category Name: Cutout Dresses

    Price: $49.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Eyes For One Shoulder Sweater Dress

    Everyone will only have eyes for you in this one-shoulder sweater dress featuring a long sleeve, flirty choker neck, a side waist cutout, and a form-hugging midi hem with a slit. Pair with strappy stiletto heels to complete the look!

    Fit & Features

    • One-shoulder, long sleeve
    • Choker neck
    • Side waist cutout
    • Form-hugging silhouette
    • Slit midi-length hem
    • Soft sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1495

    Category Name: Cutout Dresses

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance