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.

  • Invite Accepted Keyhole Slit Midi Dress

    With this midi dress, you'll accept every invite just to show it off! Featuring a sleeveless scoop neckline, a spaghetti strap that cross in the back, a front keyhole bust cutout, a bodycon silhouette, and a flirty slit along the hem on smooth knit fabric. Complete the look in stiletto mules for a dinner date.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps, cross back
    • Front keyhole bust cutout
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5215

    Category Name: Cutout Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Moment A-Line Mini Dress

    Ready to cause a commotion? Show up to date night in a flattering mini dress designed with a cutout bust and A-line silhouette that flaunts your figure.

    Fit & Features

    • Sheen knit fabric, stretchy knit lining
    • Sweetheart neckline, cutout bust
    • Spaghetti straps
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000138

    Category Name: Cutout Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • Looking Marvelous One Shoulder Midi Dress

    Step out looking marvelous in this one-shoulder midi dress for brunch or a family party! Featuring a sleeveless one-shoulder neckline with a tank shoulder strap, a flirty side ruched drawstring cutout with tie, a bodycon silhouette, and a flattering high side slit. The dress is designed with an eye-catching marble print on stretchy knit fabric. Complete the look with strappy stiletto heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank shoulder strap
    • Side ruched drawstring cutout with tie
    • Bodycon silhouette
    • High side slit, midi-length hem
    • Marble print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5108

    Category Name: Cutout Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cut To The Chase V-Neck Knotted Mini Dress

    Cut to the chase and flaunt this sexy mini dress all over the club! It features a sleeveless V-neckline, spaghetti straps, dual knotted front designs with cutouts, and a form-hugging silhouette on slinky double-lined knit fabric. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Dual front knot designs, cutouts
    • Form-hugging silhouette
    • Mini-length hem
    • Slinky double-lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5044

    Category Name: Cutout Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Prints Satin Pleated Skater Dress

    Play up your colorful side in this satin skater dress perfect for summer! It features a sleeveless V-neckline, adjustable spaghetti straps, a ruched tie-front bust, a stretchy smocked back, a flirty cutout, and a pleated short-length hem. The dress is designed with a multi-colored geometric print on smooth woven satin fabric. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Ruched tie-front bust, stretchy smocked back
    • Cutout accent, skater silhouette
    • Pleated short-length hem
    • Multi-colored geometric print
    • Smooth woven satin fabric, no stretch, bust lining
    • Runs true to size

    Style Number/Barcode: 05102-5284

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Silhouette High Slit Maxi Dress

    Show off your stunning silhouette in this curve-hugging high-slit maxi dress! It features a sleeveless square neckline, tank shoulder straps, a partially open back with a twist-back design and a lower back cutout, a maxi-length hem with a trendy thigh-high side slit, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch and has a sewn-in knit lining. Style with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Partially open back, twist-back design, lower back cutout
    • Maxi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4875

    Category Name: Cutout Dresses

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catching Flights O-Ring Halter Midi Dress

    Catch flights not feelings! This halter midi dress is bringing those getaway vibes. It features a sleeveless halter neckline with a tank strap, an O-ring bust insert with a cutout accent and a form-hugging silhouette. Complete the look in cute flat sandals for a sunset cocktail hour!

    Fit & Features

    • Sleeveless halter neckline, tank strap
    • O-ring bust insert, cutout accent
    • Form-hugging silhouette
    • Midi-length hem
    • Stretchy rib knit fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5002

    Category Name: Cutout Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Art Show Marble Print Midi Dress

    Look like a work of art in this marble print midi dress all over town! It features a sleeveless cowl neckline, spaghetti straps, a form-hugging fit with ruching down one side, and an asymmetrical side slit cutout on a smooth and stretchy knit fabric. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging fit, ruching down one side
    • Asymmetrical side slit cutout
    • Midi-length hem
    • Marble print, smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4986

    Category Name: Cutout Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Body Language Tube Mini Dress

    Warning: may cause jaw drops. With a sleek tube neckline and a sultry cutout, this bodycon mini dress is serving curvy drama all night long!

    Fit & Features

    • Soft knit stretchy fabric, smooth knit lining
    • Strapless tube neckline
    • Side cutout bodice, draped accent
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000226

    Category Name: Cutout Dresses

    Price: $14.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, WINE

    Available Size: M, L

    Product Badge:
    • Sale
  • Easy Decision V-Neck Cutout Maxi Dress

    A maxi dress you can style up or down? That's an easy decision! It features a sleeveless V-neckline, spaghetti straps, a knotted bust with cutout sides and back, and a hip-hugging slim silhouette with a sultry high-side slit on stretchy rib knit fabric. Complete the look in trendy sandals for a beach club or vacation!

    Fit & Features

    • Sleeveless V-neckline, knotted bust, spaghetti straps
    • Side and back cutouts
    • Hip-hugging, slim silhouette
    • High side slit
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5094

    Category Name: Cutout Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Energy Cutout Bodycon Mini Dress

    You'll bring the party energy in this sexy cutout bodycon mini dress! It features a sleeveless one-shoulder neckline, a sultry asymmetric bust cutout creating two front tank straps, a mini-length hem, and a curve-hugging silhouette that will flaunt your gorgeous figure. The smooth nylon fabric offers plenty of stretch. Style with clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Asymmetric bust cutout
    • Two front tank shoulder straps
    • Mini-length hem
    • Curve-hugging fit
    • Nylon fabric, sewn-in lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5169

    Category Name: Cutout Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt Alert Cutout High Slit Mini Dress

    Get ready to flirt up a storm in this cutout high slit mini dress that will bring that sultry allure. It features a sleeveless square neckline, spaghetti straps, an asymmetric side cutout at the waist to show off some skin, a mini-length hem with a high-cut side slit, and a fitted A-line silhouette. The brushed knit fabric offers plenty of stretch. Style with lace-up heels for a night out.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Asymmetric side cutout at the waist
    • Mini-length hem, high-cut side slit
    • Fitted A-line silhouette
    • Double-lined brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5045

    Category Name: Cutout Dresses

    Price: $5.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • If You Seek Sexy Cutout Mini Dress

    If you seek sexy vibes for the club this mini dress definitely brings it! Featuring a sleeveless sweetheart neckline, spaghetti straps, a twisted bust, an alluring cutout waist with crisscross straps, and a bodycon fit. Style with strappy heels to complete the look!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps, twisted bust
    • Cutout waist, crisscross straps
    • Bodycon silhouette
    • Mini-length hem
    • Double-lined stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05103-5036

    Category Name: Cutout Dresses

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Miami Mood Tropical Print Cutout Maxi Dress

    This alluring tropical print maxi dress is an iconic pick for a summer vacay to Miami! It features a sleeveless halter neckline with cross-front straps, a sultry center bust cutout followed by a chic O-ring accent, dual waist cutouts on each side, a backless design with dual tie-back straps, a floor-length hem with dual thigh-high front slits, and a flowy A-line silhouette. The lightweight woven fabric showcases an all-over tropical palm leaf pattern. Style with hoop earrings and clear mules.

    Fit & Features

    • Sleeveless halter neckline, cross-front straps, tie-back design
    • Center bust cutout, O-ring accent, dual waist cutouts
    • Backless design, dual tie-back straps, elasticized back waistband
    • Floor-length hem, dual high front slits, A-line silhouette
    • Tropical palm leaf print
    • Woven fabric, lined bust, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5087

    Category Name: Cutout Dresses

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Harlow Cutout Slit Glitter Formal Dress

    Special Occasion

    Outshine every guest in the Harlow glitter formal dress designed in a sparkling form-hugging silhouette with a sexy cutout and high slit to flaunt your best self!

    Fit & Features

    • Glitter fabric lined with stretchy knit
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • Cutout bodice
    • High front slit
    • Form-hugging silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, big birthday events, dressed-up girl's night, parties

    Style Number/Barcode: 05002-9108

    Category Name: Cutout Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: BLACK, RED

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Ships Free
  • Summer Refresh One-Shoulder Bodycon Mini Dress

    This chic bodycon mini dress is the summer style refresh you need! It features an asymmetric one-shoulder neckline with an O-ring accent, a thin braided shoulder strap, a mini-length hem, and a curve-hugging silhouette. The double-lined brushed knit fabric offers plenty of stretch. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • O-ring accent, thin braided shoulder strap
    • Mini-length hem
    • Bodycon fit
    • Double-lined brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5151

    Category Name: Cutout Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual-Chic Style Muse High Slit Maxi Dress

    Show off your elevated casual-chic style in this high slit maxi dress. Featuring a sleeveless crew neckline with tank shoulder straps, trendy side cutouts at the waist, a maxi-length hem, and a thigh-high side slit, this dress will get you major compliments. The ribbed knit fabric offers plenty of stretch. Complete the look with sleek hoops and strappy heels.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Dual side cutouts at the waist
    • Maxi-length hem
    • High side slit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4866

    Category Name: Cutout Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple And Sultry Cutout Midi Dress

    Simple and sultry, this cutout midi dress will make a chic impression. It features a sleeveless V-neckline with ruching and a center O-ring accent, spaghetti straps, a front waist cutout, a midi-length hem with a thigh-high front slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, ruched, center metal O-ring accent
    • Spaghetti straps
    • Front waist cutout, high waist
    • Midi-length hem, high front slit
    • Curve-hugging fit
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2298

    Category Name: Cutout Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunkissed Beauty Tropical Print Cutout Maxi Dress

    You'll be a stunning sunkissed beauty in this tropical print maxi dress that will give off alluring energy. It features a sleeveless asymmetric one-shoulder neckline with a single bungee spaghetti strap, a bold asymmetric side cutout at the waist with a chic O-ring accent, a hip-hugging fit, a sultry thigh-high side slit, and a floor-length hem. The smooth and stretchy knit fabric features an all-over tropical palm leaf print. Style with strappy sandals.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Single bungee spaghetti strap
    • Asymmetric side cutout at the waist, O-ring accent
    • Hip-hugging fit, high side slit, floor-length hem
    • Tropical palm leaf print
    • Knit fabric, mini-length lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5091

    Category Name: Cutout Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Fave Disty Floral Short Sleeve Midi Dress

    This adorable disty floral midi dress will be an instant fave of yours for the summer season. It features a crew neckline, short fitted sleeves, a small top keyhole cutout at the back with a button closure, a larger lower back cutout, a high waist seam, a midi-length hem with a high front slit, and a form-hugging silhouette. The floral printed brushed knit fabric offers plenty of stretch. Style with espadrille sandals.

    Fit & Features

    • Crew neckline, short sleeves
    • Small back keyhole cutout, button closure
    • Larger lower back cutout, high waist seam
    • Midi-length hem, front slit, form-hugging fit
    • Ditsy floral print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5184

    Category Name: Cutout Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Charm Cutout Midi Dress

    Say hello to this adorable cutout midi dress that will bring those cute and fun vibes! This midi dress features an off-the-shoulder sweetheart neckline and short fitted sleeves. The center knot detail at the bust with a tie-front adds a charming touch, while the dual waist cutouts add a hint of playfulness. The midi-length hem with a high side slit showcases your legs for a sassy look. With its form-hugging silhouette and ribbed knit fabric offering plenty of stretch, this dress ensures both comfort and style. Complete your outfit with a pair of sandals to bring that flirtatious charm!

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Center knot detail at the bust, tie-front design
    • Dual waist cutouts
    • Midi-length hem, high side slit
    • Form-hugging fit
    • Ribbed knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4992

    Category Name: Cutout Dresses

    Price: $6.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Sparkle Glitter Mini Dress

    Lit from every angle. This glitter halter mini dress brings the sparkle with a flattering bodycon silhouette and a cutout back that’s ready for a GNO!

    Fit & Features

    • Glitter mesh fabric, stretchy knit lining
    • Cowl halter neckline, spaghetti strap tie
    • Cutout back
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size
    • Extra glitter for maximum sparkle - may have some natural fallout

    Style Number/Barcode: 05103-000260

    Category Name: Cutout Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Cut Out The Drama Plunge Neck Mini Dress

    You're not here for the drama only to stand out in this chic mini dress at upcoming parties and mixers! It features long peasant sleeves, a plunge neckline with a flirty underbust cutout, and a bodycon silhouette on smooth knit-lined fabric. Complete the look with door-knocker earrings.

    Fit & Features

    • Peasant long sleeves
    • Plunge neckline
    • Underbust cutout
    • Bodycon silhouette
    • Mini-length hem
    • Smooth knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2509

    Category Name: Cutout Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Status One-Shoulder Mini Dress

    Level up your sultry status in this alluring mesh mini dress! It features a one-shoulder neckline with a tank strap with knotted details, a bold front cutout above the bust, a wired bust to provide structure, and a ruched corset-designed bodice with flexible boning. The high waist seam leads to a ruched skirt with a mini-length hem and a bodycon silhouette that will hug your curves. The lined mesh fabric offers a moderate stretch. Complete your night-out look with platform heels.

    Fit & Features

    • One-shoulder neckline, tank strap, knotted details
    • Asymmetric front cutout above the bust, wired bust
    • Ruched corset-designed bodice, flexible boning
    • High waist seam, back zipper, hook and eye closure
    • Mini-length hem, ruched detailing, bodycon fit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4759

    Category Name: Cutout Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale