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.

  • Make The List Satin Slit Midi Dress

    Make the VIP list look so bomb in this satin midi dress perfect for parties and events! Featuring a sleeveless one-shoulder neckline, spaghetti strap, a side cutout accent, front sultry slit, and a bodycon silhouette. Complete the look in strappy heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Spaghetti strap
    • Side cutout accent
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Lined silky satin, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1990

    Category Name: Cutout Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Peyton Satin One-Shoulder Illusion Dress

    Special Occasion

    You'll be sure to turn heads and catch all the glances in the alluring and chic Peyton satin illusion dress! She features a one-shoulder neckline with a wide strap, an asymmetric sheer mesh insert at the bust to give the illusion of a cutout design, a slim-fit bodice with ruched detailing, and a form-hugging, floor-length silhouette with a skin-flaunting high side slit. The smooth satin-knit fabric showcases a luxe sheen. Style with strappy heels for your next fancy soiree.

    Fit & Features

    • Sleeveless one-shoulder neckline, wide strap
    • Asymmetric sheer mesh insert at the bust
    • Slim-fit bodice, ruching, back zipper, hook and eye closure
    • Form-hugging, floor-length silhouette, high-cut side slit
    • Satin-knit fabric, partial knit lining at the bust, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-3811

    Category Name: Cutout Dresses

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bust My Luck Satin Slit Midi Dress

    You're in luck. This satin midi dress is just your style! It features a sleeveless one-shoulder neckline with an asymmetrical wide strap, a bust cutout, a form-hugging silhouette, and a sultry side slit. Complete the look in basic block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Non-slip grip lining
    • Asymmetrical wide strap, bust cutout
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Silky satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1989

    Category Name: Cutout Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Late Night Mesh Rhinestone Dress

    Look flawless all night in this mesh mini-dress! It features a sleeveless sweetheart neck, a rhinestone embellished halter strap, a ruched padded bust with underwire, side cutouts with rhinestone straps, ruched seams, and a bodycon silhouette. The lined mesh fabric offers a moderate stretch. Complete the look in statement heels.

    Fit & Features

    • Sleeveless sweetheart neck, ruched padded underwire bust
    • Rhinestone embellished halter strap
    • Bodycon silhouette, ruched seams
    • Side cutouts, rhinestone straps
    • Mini-length hem, back zipper and hook-eye closure
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4697

    Category Name: Cutout Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Holiday Glow Sequin Cutout Dress

    Unveil a holiday glow as you shimmer and shine in this stunning sequin mini dress at every soiree! Featuring a sleeveless cowl neckline, bungee spaghetti straps, and a waist cutout with a knot accent leading to the form-hugging, asymmetrical hem. Complete the look in sleek platform heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps
    • Waist cutout, knot accent
    • Form-hugging silhouette
    • Asymmetrical mini hem
    • Sequin fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1918

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Velvet Allure Floral Burnout Midi Dress

    Low-key sultry, high-key unforgettable. This floral velvet burnout midi dress hugs in all the right places and is perfect for date nights, rooftop cocktails, or wherever you feel like being the vibe.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Floral velvet burnout pattern
    • Sleeveless plunge V-neckline, U-shaped metal accent, keyhole cutout
    • Spaghetti straps, open back, cross-back strappy design
    • Lower back zipper closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000425

    Category Name: Cutout Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Put A Ring On It Sweater Midi Dress

    A sultry take on a classic staple! This sweater midi dress features fitted long sleeves, a v-neckline, a front cutout with a ring hoop insert, and a form-hugging silhouette with a flirty front slit. Style with pointed-toe booties to complete the look!

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Front cutout with a ring hoop insert
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1612

    Category Name: Cutout Dresses

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutout On The Town Satin Dress

    Spice up your night out in this sultry satin mini dress for the club! It features a sleeveless v-neckline, spaghetti straps, dual side cutouts, and a bodycon silhouette. Style with an embellished clutch purse to complete the look!

    Fit & Features

    • Sleeveless v-neck, spaghetti straps
    • Back zipper and hook-eye closure
    • Dual side cutouts
    • Bodycon silhouette
    • Mini-length hem
    • Lined satin knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4748

    Category Name: Cutout Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living For The Night Crepe Dress

    With this crepe mini dress, you'll be living for nights on the town! Showcase your sassy self in this sleeveless dress featuring a sweetheart neck, spaghetti straps, side cutouts and rhinestone bars, and a bodycon silhouette. Style with earrings to complete the look!

    Fit & Features

    • Sleeveless sweetheart neck, spaghetti straps
    • Back zipper closure
    • Side cutouts and rhinestone bars
    • Bodycon silhouette
    • Mini-length hem
    • Crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4796

    Category Name: Cutout Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On Me Mesh Cutout Dress

    All eyes will be on you wearing this mini dress to show off your bold self! It features mesh sheer fitted long sleeves, a crew neck with a cutout bust, a mesh sheer insert along the waist, and a form-hugging fit. The double-lined knit fabric offers plenty of stretch. Complete the look with fringe earrings.

    Fit & Features

    • Sheer mesh fitted long sleeves
    • Crew neck
    • Cutout bust
    • Sheer mesh waist insert
    • Form-hugging, mini-length hem
    • Double-lined knit fabric, plenty of stretch
    • Fits true to size

    Style Number/Barcode: 05103-4927

    Category Name: Cutout Dresses

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Captivated In Crepe Rhinestone Dress

    Captivate the crowd in this crepe midi dress showcasing luxe details sure to impress! It features a sleeveless v-neckline, spaghetti straps, a bodycon silhouette, side ruched seam leading to the asymmetrical, side cutout hem with rhinestone trim. Style with hoop earrings and heels to complete the look! 

    Fit & Features

    • Sleeveless v-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Asymmetrical side cutout with rhinestone trim
    • Midi-length, crepe fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1955

    Category Name: Cutout Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Go With The Flow Floral Midi Dress

    You'll love the casual vibes of this breezy floral midi dress! It features a sleeveless V-neckline with a padded bust and a draped accent, side cutouts at the waist, adjustable spaghetti straps that lead to a cross-back design, a partially open back with an elastic band, a flowy, midi-length, A-line silhouette, and a high front slit. The lightweight woven fabric features an all-over dainty floral print pattern. Style this dress with hoop earrings.

    Fit & Features

    • Sleeveless V-neckline, padded bust, draped accent
    • Side cutouts at the waist
    • Adjustable spaghetti straps, cross-back design
    • Partially open back, elastic band, zipper, hook and eye closure
    • Flowy, midi-length, A-line silhouette, front slit
    • Floral print, woven fabric, lining at the bust, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2313

    Category Name: Cutout Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Daring And Bold Cutout Mini Dress

    Serving bold and a little bit daring—this cutout mini with O-ring accents is your ticket to being unforgettable. The curve-hugging fit and ruched skirt make it perfect for your next girls’ night takeover.

    Fit & Features

    • Stretch lace fabric, knit lining
    • Strapless bandeau neckline, padded bra cups
    • Two front cutouts with O-ring accents
    • Bodycon fit
    • Ruched mini skirt with drawstring detail
    • Runs true to size

    Style Number/Barcode: 05103-000397

    Category Name: Cutout Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • Cut Out For Glitter Mini Dress

    Hit the town in this glitter mini dress to sparkle under the spotlight! It features a one-shoulder neckline, a long fitted sleeve, and a side cutout with an adjustable drawstring-tie design, and a bodycon silhouette. Complete the look with an envelope clutch!

    Fit & Features

    • One-shoulder neckline, long fitted sleeve
    • Side cutout, adjustable drawstring-tie
    • Bodycon silhouette
    • Mini-length hem
    • Glitter knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4659

    Category Name: Cutout Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Let It Shine Sequin Mini Dress

    Shine on in this chic sequin mini dress! It features an off-the-shoulder sweetheart neckline with a twisted design at the bust, a draped overlay, an empire waist with a front keyhole cutout, sheer long fitted sleeves, a mini-length hem, and a curve-hugging silhouette. With the all-over sequin embroidery, this dress will shimmer and glimmer all night long. Style with strappy stilettos.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, twisted design at the bust
    • Draped overlay, empire waist, front keyhole cutout
    • Sheer long fitted sleeves, back zipper, hook and eye closure
    • Mini-length hem, curve-hugging fit
    • Sequin embroidery
    • Sheer knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1878

    Category Name: Cutout Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sheer Surprise Velvet Mesh Dress

    Step and stun in this short dress for a night on the town! It features long sleeves, a mock neck with dual button closures, a keyhole cutout, a burnout velvet scroll, and sheer mesh inserts throughout the body-hugging silhouette. Complete the look with statement earrings.

    Fit & Features

    • Long sleeves
    • Mock neck with dual button closures
    • Back keyhole cutout
    • Body-hugging, short-length hem
    • Burnout velvet scroll and sheer mesh inserts
    • Partial lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1929

    Category Name: Cutout Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Make It Shimmer Sequin Midi Dress

    Make your night shimmer in this sequin midi dress to make a stunning impression! It features a sleeveless V-neckline, spaghetti straps, a lace-up open-back design, a bodycon silhouette, and an asymmetrical hem with a side cutout slit. Style with rhinestone heels for extra sparkle!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Lace-up open-back design, tie closure
    • Bodycon silhouette
    • Asymmetrical midi-length hem, side cutout slit
    • Sequin embroidery
    • Sheer knit fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1861

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Bliss Cutout Sweater Dress

    You'll feel bliss with this sweater dress in your closet! It features long sleeves, a mock neck, a cutout bust, and a bodycon mini-length silhouette on stretchy rib-knit fabric. Style with over-the-knee boots to complete the look!

    Fit & Features

    • Long sleeves
    • Mock neck
    • Cutout bust
    • Bodycon silhouette
    • Mini-length hem
    • Sweater rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1585

    Category Name: Cutout Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seriously Cute Satin Cutout Dress

    Seriously cute for every semi-formal event this season! Slay in this satin mini dress featuring a one-shoulder neckline, a single long fitted sleeve, bodycon fit, asymmetrical hem, and a back cutout with a lower ruched seam to flaunt your curves. Complete the look with sleek hoop earrings.

    Fit & Features

    • One-shoulder neckline
    • Single long fitted sleeve
    • Bodycon silhouette
    • Mini-length asymmetrical hem
    • Back cutout, lower ruched seam
    • Silky satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1726

    Category Name: Cutout Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Card Halter Cutout Mini Dress

    She’s wild, unpredictable, and way too hot to handle. This animal print mini dress brings the heat with bold cutouts, hoop accents, and a halter neckline made for after-dark chaos and unplanned adventures.

    Fit & Features

    • Animal print, sleek knit fabric, stretchy knit lining
    • Halter neckline, spaghetti strap tie, tank straps
    • Front hoop inserts and cutout accents
    • Side ruched seams
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000227

    Category Name: Cutout Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • The Hole Package Sweater Mini Dress

    Babe, you'll be looking stunning from all angles in this sweater mini dress featuring a crew neck, long sleeves, front keyhole cutouts, button accents, and a bodycon silhouette on rib-knit fabric. Style with knee-high boots to complete the look.

    Fit & Features

    • Crew neck, long sleeves
    • Front keyhole cutouts
    • Button accents
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1542

    Category Name: Cutout Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twist It Up Sweater Midi Dress

    Spice up your everyday look with this sweater midi dress that brings eye-catching detail! It features long sleeves, a v-neck, a twisted bust and cutout, a side slit, and a form-hugging silhouette. Complete the look in a crop denim jacket for lunch!

    Fit & Features

    • Long sleeves
    • V-neck
    • Twisted bust and cutout
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Sweater rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1517

    Category Name: Cutout Dresses

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shimmer Into Style Satin Short Dress

    Shimmer into this stylish satin short dress for the perfect all-night sparkle! The rhinestone embellished dress features a sleeveless cowl neckline, spaghetti straps, a padded bust, a sultry cutout back design, and a form-hugging silhouette. Complete the look in eye-catching heels for a dressy event.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps, padded bust
    • Cutout back design, zipper, and hook-eye closure
    • Form-hugging silhouette
    • Short-length hem
    • Rhinestone embellished lined satin
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1833

    Category Name: Cutout Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carrie Formal Crepe Long Dress

    Special Occasion

    Made from a textured crepe fabric, the Carrie formal dress was made for your main character moment! She stuns in a one-shoulder neckline, a single long sleeve with a shoulder pad, and a sultry side cutout along her bodice. The form-hugging silhouette offers a show of leg with her high-cut side slit along the floor-length hem. Style with statement earrings and a bracelet for a black tie event!

    Fit & Features

    • One-shoulder neckline, single long sleeve, shoulder pad
    • Side cutout bodice
    • Form-hugging silhouette
    • High-cut side slit
    • Floor-length hem
    • Lined crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2987

    Category Name: Cutout Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale