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 friday night parties. Whether you're stepping out for a soirée or dressing for a 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 year round 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.

  • Janet Velvet Strapless Mermaid Dress

    Special Occasion

    A study in sleek sophistication, the Janet dress glides in velvet with a sculpted strapless neckline accented by modern hardware that instantly elevates the look. The cutout back and mermaid floor-length hem add fluid movement and refined drama, creating a moment that feels polished, alluring, and unforgettable.

    Fit & Features

    • Velvet fabric with smooth sculpting stretch
    • Strapless neckline with rhinestone-encrusted hardware detail
    • Padded bra cups
    • Cutout back with flattering ruching, zipper and hook-eye closure
    • Mermaid floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, holiday parties, black tie galas, charity events, elegant celebrations, date nights, engagement parties, rehearsal dinners, nights at the theatre

    Style Number/Barcode: 05002-000744

    Category Name: Cutout Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Ships Free
  • Alaina Glitter Knit Mermaid Dress

    Special Occasion

    The Alaina strapless glitter knit mermaid dress is all about sleek drama, showcasing a smooth, luminous finish that feels effortlessly elevated. A striking open back with O-ring detail adds just the right touch of glamour for moments that call for unforgettable entrance energy.

    Fit & Features

    • Strapless straight neckline
    • Fitted bodice
    • Side cutouts at the waist leading to open lower back
    • O-ring back detail with dangling chain and rhinestone accent
    • Curve-hugging mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Wedding guests, winter formal, black-tie parties, galas, birthday celebrations, and red-carpet events.

    Style Number/Barcode: 05002-000798

    Category Name: Cutout Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: YELLOW, LIGHT, BLUE

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

    Product Badge:
    • Ships Free
  • Blazing Beauty Strapless Mini Dress

    All sparkle, all attitude—this strapless sequin mini brings major drama with its sweetheart neckline and bold front cutout. The bodycon fit keeps everything sculpted, making it the perfect dress for nights when you want the whole room to feel your entrance.

    Fit & Features

    • Sequin-embellished, mesh fabric, sewn-in knit lining
    • Sweetheart strapless neckline, cinch and cutout accent
    • Back zipper and hook-eye closure
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000622

    Category Name: Cutout Dresses

    Price: $18.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cut To Perfection Mini Dress

    All eyes on the details. This long sleeve mini dress turns up the heat with a plunge cutout neckline and hardware accent, balanced by ruched sides that contour every curve for that sleek, sculpted look.

    Fit & Features

    • Sleek knit fabric with sheen, sewn-in knit lining
    • Plunge cutout neckline with hardware insert
    • Fitted long sleeves
    • Side ruched seams
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000621

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • Lina Cutout High Slit Formal Dress

    Special Occasion

    Made for the nights when you want to turn heads, the Lina cutout formal dress stuns with its sleek silhouette, O-ring accents, and a daring high slit designed for a chic stride. It’s the perfect blend of allure and sophistication—effortless, confident, and ready for every unforgettable plan on your calendar.

    Fit & Features

    • Smooth knit lined fabric with high stretch
    • V-neckline with adjustable spaghetti straps and padded bra cups
    • Front and side cutouts with gold O-ring hardware
    • Strappy open-back design
    • High side slit for added movement
    • Floor-length bodycon silhouette
    • Runs true to size


    Where to Wear:

    Rooftop hotel bars, bachelorettes, birthday celebrations, vacation dinners, destination celebrations, nights out, dinner and drinks

    Style Number/Barcode: 05002-000839

    Category Name: Cutout Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Ring Me Later Cutout Bodycon Mini Dress

    Serving sleek and sultry. This bodycon mini dress hugs in all the right places with daring cutouts and O-ring details that make every angle worth the double take.

    Fit & Features

    • Slinky knit-lined fabric, high stretch
    • Sleeveless square neckline
    • Spaghetti straps with O-ring accents
    • Side cutouts at the bust and hip, O-ring accents
    • Mini-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000627

    Category Name: Cutout Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • Back To Bold Mock Neck Mini Dress

    Minimal from the front, major from the back. This mini dress offers a bold cutout back with hoop accents and a bodycon fit that turns heads and gives your rotation a trendy upgrade. 

    Fit & Features

    • Ribbed knit fabric with stretch
    • Mock neckline with fitted long sleeves
    • Sleek bodycon silhouette through the bodice
    • Open-back cutout detail with a detachable hoop chain accent
    • Mini-length skirt with a front side slit
    • Runs true to size

    Style Number/Barcode: 06005-000261

    Category Name: Cutout Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Aubree Glitter Mermaid Formal Dress

    Special Occasion

    Soft shimmer meets sleek sophistication in the Aubree, a glitter-dusted mermaid gown designed to contour and captivate. The refined scoop neck and dramatic cutout back with lace-up detailing bring modern allure to a floor-length silhouette made for unforgettable evenings.

    Fit & Features

    • Glitter-knit fabric with stretch knit lining
    • Scoop neckline with slim spaghetti straps, padded bra cups
    • Fitted bodice with natural waist seam
    • Lace-up back closure with tie detail and cutout
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, holiday parties, black tie galas, corporate award nights, engagement parties, rehearsal dinners, dressy birthday events, red-carpet occasions, luxury resort dinners, destination celebrations, milestone events

    Style Number/Barcode: 05002-000859

    Category Name: Cutout Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: BLACK, LIGHT, BLUE, PINK

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

  • Emmy Floral Cutout Formal Dress

    Special Occasion

    The Emmy dress is designed for moments when the room feels just a little brighter. Featuring a statement floral print and a sleek, floor-length mermaid silhouette, this strapless dress turns to reveal a striking cutout back with a hoop-strap insert for a modern, unforgettable finish.

    Fit & Features

    • Statement floral print, knit-lined fabric
    • Strapless neckline, non-slip grip lining
    • Hidden side zipper with hook-eye closure
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, cocktail soirees, summer galas, destination celebrations, honeymoons, vacations, anniversary dinners, milestone parties, graduations

    Style Number/Barcode: 05002-000878

    Category Name: Cutout Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: BLUE

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

    Product Badge:
    • Ships Free
  • Bare It Bold Halter Mini Dress

    This one doesn’t wait for an invite. A barely-there halter with bold cutouts and an O ring detail that knows exactly what it’s doing—made for warm destinations and sunset dinners.

    Fit & Features

    • Soft ribbed fabric with a slinky feel
    • Triangle halter neckline with tie straps
    • O ring center with waist cutout detail
    • Mini-length skirt with ruffle hem
    • Runs true to size

    Style Number/Barcode: 05102-000389

    Category Name: Cutout Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: XS, S, M, L

  • Brie Mesh Mermaid Formal Dress

    Special Occasion

    Some dresses don’t just enter the room; they glide through it. The Brie gown is crafted in a sculpting mesh knit with a ruched mermaid fit and a rhinestone-embellished cord detail that highlights the neckline, striking the perfect balance between sleek sophistication and soft shimmer.

    Fit & Features

    • Mesh knit fabric with smooth lining
    • Cutout neckline with rhinestone-embellished cord
    • Padded bra cups, back zipper and hook-eye closure
    • Sleek adjustable spaghetti straps
    • Ruched mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, galas, engagement parties, cocktail soirees, garden parties, formal celebrations, big birthday events, fancy brunches

    Style Number/Barcode: 05002-000911

    Category Name: Cutout Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: LAVENDER

    Available Size: XS, S, M, L

  • Alexandra Rhinestone Trim Formal Dress

    Special Occasion 

    Sleek, sculpted, and designed to captivate from every angle, the Alexandra gown is made for evenings that deserve a little extra sparkle. Crafted in mesh with a cutout neckline with rhinestone-embellished cords and a ruched mermaid silhouette, this gown blends sultry detail with refined polish for an unforgettable finish.

    Fit & Features

    • Sheer mesh overlay with soft lining
    • Cutout neckline with rhinestone-embellished cords
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched mermaid silhouette
    • Floor length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, big birthday events, galas, garden parties, fancy brunches, sorority formals, anniversaries, formal milestone celebrations, dressy date nights, engagement parties

    Style Number/Barcode: 05002-000910

    Category Name: Cutout Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: MINT

    Available Size: XS, S, M, L

  • Kallie O-Ring Cutout Bandage Mini Dress

    Special Occasion

    Made for the nights when you want every step to feel like a head-turning moment, the Kallie bandage mini dress pairs a sculpted silhouette with an O-ring cutout cascade that redefines effortless allure. The halter neckline and curve-hugging fit create a look that’s equal parts sultry, sleek, and impossible to forget.

    Fit & Features

    • Sculpting bandage knit fabric with stretch
    • Strapless neckline with a tie-back halter straps
    • Statement O-ring trim cutout design
    • Back zipper with hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Rooftop parties, birthday celebrations, bachelorette parties, and nights out.

    Style Number/Barcode: 05001-000616

    Category Name: Cutout Dresses

    Price: $79.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kendra O-Ring Cutout Bandage Formal Dress

    Special Occasion

    Built for the nights when confidence deserves a spotlight, the Kendra sculpted bandage formal dress turns every step into a head-turning entrance. The sleek silhouette flows around an alluring cutout traced in bold O-ring detailing—made to captivate from rooftop parties to chic nights out.

    Fit & Features

    • Strapless neckline
    • Asymmetrical O-ring trim cutout detail
    • Cutout leads to high side slit
    • Back zipper with hook-eye closure
    • Sculpting bandage knit fabric with stretch
    • Runs true to size

     

    Where to Wear:

    Rooftop parties, birthday celebrations, bachelorette parties, and nights out.

    Style Number/Barcode: 05002-001693

    Category Name: Cutout Dresses

    Price: $89.90

    Availability: In Stock

    Available Color: WHITE

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

    Product Badge:
    • Ships Free
  • Worth The Stare Metallic Cutout Mini Dress

    This dress doesn’t whisper—it makes an entrance. Sleek, sculpting, and strategically cut, it hugs you in all the right places for nights that call for confidence without compromise.

    Fit & Features

    • Metallic foil fabric with a soft stretch feel
    • Square neckline, spaghetti straps
    • Side cutout detail with double ring hardware
    • Ruched bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000653

    Category Name: Cutout Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: XS

    Product Badge:
    • Sale
  • Barbara Long Sleeve Cutout Formal Dress

    Special Occasion

    Designed to feel sleek, sculpted, and undeniably striking, the Barbara gown makes its impact through clean lines and confident cutouts. The long sleeve silhouette balances a deep neckline and modern hardware detail, flowing into a mermaid shape that’s polished, powerful, and made for dramatic entrances.

    Fit & Features

    • Smooth knit fabric with plenty of stretch
    • V-neckline with center hardware detail, padded bra cups
    • Long fitted sleeves
    • Front cutout bodice
    • Floor-length mermaid skirt
    • Runs true to size.

     

    Where to Wear:

    Weddings, galas, holiday soirees, winter formals, red-carpet occasions, award ceremonies, fashion-forward events, glamorous birthdays, special date nights, evening city soirees, engagement parties, rehearsal dinners

    Style Number/Barcode: 05002-000940

    Category Name: Cutout Dresses

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, L

    Product Badge:
    • Sale
  • Untamed Allure Halter Mini Dress

    This dress comes ready to steal the scene—bold print, bold cutouts, zero hesitation. The halter plunge and ruched sides sculpt you just right, making it perfect for nights when you feel unstoppable.

    Fit & Features

    • Floral leopard print knit fabric, sewn-in lining
    • Plunge halter neckline with tie neck closure and hardware insert
    • Side waist cutouts with hardware insert strap detail
    • Side ruched seams for a flattering fit
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000660

    Category Name: Cutout Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Indy Lurex Hoop Slit Formal Dress

    Special Occasion

    For the nights when subtle simply will not do, the Indy lurex mermaid gown is all about sculpted shine and statement detail. The V-neck silhouette, sleek straps, and artful hoops cutouts contour the body, while the floor-grazing skirt and side slit bring just the right amount of drama to your every step.

    Fit & Features

    • Shimmering lurex fabric with lining
    • V-neckline with adjustable spaghetti straps
    • Hoops cutouts at bodice and waist
    • Mermaid silhouette with side slit
    • Floor length hem
    • Runs true to size

     

    Where to Wear:

    Destination bachelorettes, vacations, honeymoons, birthday dinners, resorts, date nights

    Style Number/Barcode: 05002-000963

    Category Name: Cutout Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Golden Hour Drama Strapless Cutout Maxi Dress

    The kind of dress that does the talking before you even say a word. This strapless maxi brings sculpted lines and bold hardware together for a look that feels elevated, confident, and ready for sunset dinners on destination getaways.

    Fit & Features

    • Smooth stretch fabrication, knit lining
    • Strapless neckline with structured support
    • Front cutout detail with sculptural hardware accents
    • Body-skimming maxi length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000791

    Category Name: Cutout Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: M, L

  • Love At First Glance Long Sleeve Bodycon Mini Dress

    This one knows exactly what it’s doing. A long sleeve bodycon mini dress with a scoop neckline and button cutout that hugs close, highlights just enough, and feels made for date nights and Valentine’s plans.

    Fit & Features

    • Textured stretch knit fabric
    • Scoop neckline
    • Fitted long sleeves
    • Front cutout detail
    • Decorative button accents
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06005-000276

    Category Name: Cutout Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love Language Floral Sequin Tube Mini Dress

    Soft romance with a confident twist. This floral sequin strapless mini catches the light just enough, with a sleek fit that’s perfect for celebrations, date nights, and any dressed-up moments.

    Fit & Features

    • Mesh-lined fabric
    • Strapless tube neckline with secure bar back detail
    • All-over floral sequin design with subtle shine
    • Bodycon silhouette that hugs the figure
    • Mini length hemline
    • Runs true to size

    Style Number/Barcode: 05101-000796

    Category Name: Cutout Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Flirty In Floral Sequin Mini Dress

    This mini is all about confident energy. A bold floral sequin pattern meets a sleek, fitted silhouette, balanced by thin straps and a subtle back cutout that elevates the look from cute to unforgettable.

    Fit & Features

    • Bold floral print, allover sequin embroidery
    • Square neckline with adjustable spaghetti straps
    • Open back with horizontal bar detail
    • Fitted bodycon silhouette
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05101-000795

    Category Name: Cutout Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Laren Metallic Halter Mermaid Formal Dress

    Special Occasion

    Designed to captivate from every angle, the Laren metallic knit mermaid gown brings sleek drama to the moment. A plunge halter neckline with hardware draws the eye, while an open bar back and fluid floor-length hem create a striking, sculpted finish.

    Fit & Features

    • Metallic knit-lined fabric with plenty of stretch
    • Plunge halter neckline with statement hardware detail
    • Cutout waist design, back zipper and hook-eye closure
    • Open bar back for an elevated, modern reveal
    • Mermaid floor-length silhouette
    • Runs true to size 

     

    Where to Wear:

    Destination weddings, vacations, getaways, luxury resort celebrations, anniversary dinners, fashion-forward occasions, cocktail parties

    Style Number/Barcode: 05002-000993

    Category Name: Cutout Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Ships Free
  • Dangerous Curves Cutout Mini Dress

    All eyes on you. This faux leather mini dress brings the heat with a sultry cutout bust detail and a sleek bodycon fit that hugs in all the right places. Perfect for nights when subtle just won’t cut it.

    Fit & Features

    • Faux leather fabric
    • Sweetheart neckline, cutout accent
    • Adjustable spaghetti straps
    • Back zipper closure
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000674

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: L

    Product Badge:
    • Sale