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.

  • Fireside Flirt Off-The-Shoulder Midi Dress

    Minimal effort, maximum slay—this knit midi dress is the definition of chic. With its off-shoulder neckline, peekaboo cutout, and side slit, it’s your new go-to for dinner dates or rooftop wine bars.

    Fit & Features

    • Stretch rib knit fabric
    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Cutout bodice
    • Front slit and button accents
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000118

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Pleats Forgive Me Satin Midi Dress

    No need to apologize for stealing the spotlight in this satin midi dress perfect for your next dressy night out! Designed with a lined satin fabric, this dress features a sleeveless square neckline, spaghetti straps, a side pleated seam leading to the asymmetric side cutout slit hem, and a bodycon silhouette to flaunt your gorgeous figure. Complete the look in lucite heels.

    Fit & Features

    • Lined satin fabric, minimal stretch
    • Sleeveless square neckline
    • Spaghetti straps
    • Side pleated seam, side cutout slit
    • Asymmetric midi hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-1898

    Category Name: Cutout Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Scene Crew Neck Midi Dress

    Your next casual plans call for this t-shirt midi dress for grabbing coffee or running errands in style! It features a classic crew neck, short sleeves, a cutout waist with a knot accent, a bodycon silhouette, and a flirty front slit on smooth cotton knit fabric. Complete the look in cute strappy sandals.

    Fit & Features

    • Crew neck, short sleeves
    • Cutout waist, knot accent
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Smooth cotton knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5765

    Category Name: Cutout Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love The Way Lace-Up Midi Dress

    You'll love the way you look in this head-turning midi dress featuring a sleeveless cowl neckline, spaghetti straps, an open lace-up back design, a pleated side seam, and an asymmetrical hem with a side cutout. The dress is composed of a stretchy knit fabric with a subtle sheen. Complete the look in platform block heels.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Open-back, lace-up design
    • Pleated side seam
    • Bodycon silhouette
    • Asymmetrical midi-length hem, side cutout
    • Knit fabric, subtle sheen, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1944

    Category Name: Cutout Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Sequin Strappy Mini Dress

    Shine in the detail of this shimmering sequin mini dress featuring a sleeveless square neckline, spaghetti straps, and an open-back back with a cutout strap design with hook-eye closures, and a bodycon silhouette. The lined mesh fabric features all-over sequin embroidery for a stunning shine. Complete the look in this mini-length dress with a rhinestone choker for the club!

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open-back, cutout strap design, hook-eye closures
    • Bodycon silhouette
    • Mini-length hem
    • Back zipper and hook-eye closure
    • Sequin embroidery, mesh fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4741

    Category Name: Cutout Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elsie Ruched Sequin Mini Dress

    Special Occasion

    Bring the glam vibes to your night-out look in the chic Elsie sequin mini dress! She features a sleeveless V-neckline, spaghetti straps, a cross-back strappy design, alluring side cutouts that lead to the back, front ruching, and a short, curve-hugging silhouette with a front slit. The lined knit fabric features all-over sequin embroidery. Style with rhinestone statement earrings.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Cross-back strappy design, tie closure
    • Side cutouts that lead to the open back
    • Front ruching, lower back zipper, hook and eye closure
    • Bodycon silhouette, slit mini-length hem
    • Sequin knit fabric, knit lining, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1073

    Category Name: Cutout Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Spotlight Cutout Maxi Dress

    Bring the fire—this maxi is all drama with its daring cutout, luxe gold detail, and thigh-high slit. Sleek, sultry, and made for the nights when subtle just isn’t in your vocabulary.

    Fit & Features

    • Stretch knit fabric
    • Spaghetti straps, scoop neckline
    • Front cutout with hardware accent detail
    • High side slit
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000494

    Category Name: Cutout Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • Twisted Style Glitter Skater Romper

    The glitter knit skater romper features a sleeveless V-neckline with a trendy twist-front design followed by a stylish keyhole cutout. The flowy skirt overlay keeps the shorts lining hidden, and showcases an adorable fit-and-flare silhouette. Complete your glitzy look for a dance with metallic heels.

    Fit & Features

    • Glitter knit fabric with knit lining at the bust, plenty of stretch
    • V-neckline
    • Spaghetti straps
    • Twist-front design with keyhole cutout
    • High waist, flowy skirt overlay, shorts lining
    • Fit-and-flare silhouette
    • Runs true to size

    Style Number/Barcode: 06503-0266

    Category Name: Cutout Dresses

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Sleek Style Midi Dress

    Showcase a stunning sleek style in this alluring midi dress! It features a sleeveless V-neckline with a twist-front design, spaghetti straps, a sultry waist cutout, and a midi-length, curve-hugging silhouette with a high front slit. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Spaghetti straps
    • Waist cutout 
    • Form-fitting, front slit
    • Midi-length hem
    • Smooth satin lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4330

    Category Name: Cutout Dresses

    Price: $9.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clarissa Cutout Detail Mermaid Dress

    Special Occasion

    Create a chic eye-catching formal look in the stunning Clarissa mermaid dress. She features a sleeveless sweetheart neckline with a built-in padded bust, thin shoulder straps, cutout caged detailing at the sides leading to the back, a lower back cutout, and a floor-length, fitted, mermaid silhouette with a thigh-high side slit to showcase some leg. The crepe fabric offers a moderate stretch. Complete the look with rhinestone duster earrings.

    Fit & Features

    • Lined crepe fabric, moderate stretch
    • Sleeveless sweetheart neckline, shoulder straps
    • Built-in padded bust, no bra required
    • Cutout caged detailing along sides and back
    • Open back design, dual zipper closures
    • Mermaid silhouette, high side slit
    • Runs true to size

    Style Number/Barcode: 05002-2246

    Category Name: Cutout Dresses

    Price: $9.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Amina Scoop Neck A-Line Glitter Formal Dress

    Special Occasion

    Sweet and sophisticated, the Amina glitter formal dress leaves a remarkable impression at prom or black tie celebrations! Crafted from woven glitter fabric that sparkles from every angle, this floor-length formal gown makes an impression. She features a scoop neckline with padded bra cups that flatter and support, a flirty underbust cutout for a peak of skin, and adjustable spaghetti straps for a perfect fit. Keep your hands warm or loose items close by in the hidden side pockets that adorn her flattering A-line silhouette.  Complete your glamorous look in a stunning necklace and earrings set.

    Fit & Features

    • Glitter woven non-stretch fabric, bust knit lining
    • Padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side pockets
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8065

    Category Name: Cutout Dresses

    Price: $9.97 $104.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kyla Cutout High Slit Satin Formal Dress

    Special Occasion

    Sleek with an alluring aura, the Kyla satin formal dress will have you radiating chic energy at your next fancy affair. She features a sleeveless pleated cowl neckline, spaghetti straps, a bold waist cutout at the front, a hip-hugging fit, a floor-length hem with a thigh-high front slit to showcase some leg, and a slim-fit silhouette. The smooth satin-knit fabric offers a moderate stretch for comfortable wear. Complete the look with a gemstone necklace and strappy stilettos for a wedding.

    Fit & Features

    • Sleeveless pleated cowl neckline, spaghetti straps
    • Front waist cutout, high waist seam
    • Hip-hugging fit, floor-length hem, high front slit
    • Slim-fit silhouette
    • Satin-knit fabric, knit lining at the bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7653

    Category Name: Cutout Dresses

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Escape Ruffle Lace Mini Dress

    Serving flirty fairytale vibes—this lace mini dress stuns with ruffle straps, an open back, and a playful layered hem. Perfect for fancy brunches, parties, or when you just feel like being the cutest one in the room.

    Fit & Features

    • Lace-lined fabric
    • Spaghetti straps with ruffled trim
    •  V-neckline
    • Cutout open back design
    • Babydoll silhouette
    • Flowy mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000607

    Category Name: Cutout Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M, L

  • Anne Marie Lace-Up Ruffle A-Line Chiffon Formal Dress

    Special Occasion

    Cut to flatter and flaunt! The Anne Marie chiffon formal dress showcases your best features as a stunning bridesmaid, wedding guest, or banquet. This dress will accentuate your figure with a stunning V-neckline and structured ruffled shoulder straps. The cutout waist and lace-up back add a touch of allure, while the chiffon fabric creates a flowing A-line silhouette. Perfect for any formal occasion, this floor-length dress will make you feel like a true fashion icon! Complete the look with a necklace and strappy heels.

    Fit & Features

    • Chiffon fabric lined with stretchy knit
    • Ruffled structured shoulder straps
    • Lace-up, back zipper and hook-eye closure
    • Pleated bust, padded bra cups
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8059

    Category Name: Cutout Dresses

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Penny Sequin Beaded Mesh Cutout Mini Dress

    Special Occasion

    Bring a bold and sexy look in the Penny cutout mini dress to bachelorettes and parties! The mini dress boasts a sultry V-neckline and bodycon silhouette covered in sequins and beaded embroidery. Pair with platform heels.

    Fit & Features

    • Sheer mesh fabric lined with knit, plenty of stretch
    • Clear sequin and beaded embroidery
    • V-neckline, padded bust, thin tank shoulder straps, back adjustable spaghetti straps
    • Back strap with hook and bar closure
    • Waist cutouts, lower back cutout, zipper with hook-eye closure
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2313

    Category Name: Cutout Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fiery Femme Faux Leather Bodycon Mini Dress

    Ignite the night as a fiery femme this Halloween in this patent faux leather mini dress! It features a sweetheart neckline with a structured and padded bust, a lower back cutout for added allure, and a bodycon silhouette to flaunt your gorgeous figure. Complete your costume with the rhinestone horns headband and sleek stiletto heels.

    Fit & Features

    • Patent faux leather fabric, moderate stretch
    • Sweetheart neckline, structured and padded bust
    • Adjustable spaghetti straps
    • Back strap with hook-eye closures
    • Lower back cutout, zipper with hook-eye closure
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5805

    Category Name: Cutout Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tamera V-Neck Ruffle Mermaid Glitter Formal Dress

    Special Occasion

    Sparkling glitter makes its mark on the Tamera long formal dress destined to be your plus one at prom or black tie weddings! This formal gown adds a touch of glamour to any event in a striking V-neckline that flatters your bust, ruffled spaghetti straps, and a cutout back design that'll have every head turning. Her mermaid silhouette shows off your gorgeous curves while the high front slit gives everyone a peak at your shoes along the floor-length hem. Complete the look with a shimmering clutch purse, block heels, and earrings for a memorable evening style!

    Fit & Features

    • Glitter fabric lined with knit
    • Ruffled spaghetti straps
    • Padded bra cups
    • Back zipper and hook-eye closure
    • High front slit
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7860

    Category Name: Cutout Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Glam Floral Maxi Dress

    This isn’t your garden-variety maxi dress, floral abstract print meets daring cutouts and sleek hardware trim for a look that’s equal parts sultry and statement. Perfect for casual celebrations, destination nights, or when you’re ready to own the room.

    Fit & Features

    • Floral Abstract print, mesh-lined stretch fabric
    • Strapless sweetheart neckline, hardware trim
    • Cutout bodice
    • Side ruched seams
    • Curve-hugging, maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000209

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Artsy Flair Strapless Cutout Abstract Mini Dress

    Showcase an artsy flair in this abstract mesh mini dress tonight! Featuring a striking strapless neckline, side ruched seams for a flattering fit, and a unique side cutout design, this bodycon mini-length dress is all about highlighting your curvaceous figure. Complete the look with stiletto heels.

    Fit & Features

    • Abstract print, mesh fabric, stretchy knit lining
    • Strapless neckline
    • Side cutout
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5693

    Category Name: Cutout Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vera Off-The-Shoulder Cutout Sequin Mini Dress

    Special Occasion

    A sequin mini dress features a flirty off-the-shoulder sweetheart neckline with a trendy cutout accent and bodycon silhouette. Perfect for the school dance or a celebration.

    Fit & Features

    • Sequin embellished mesh fabric lined with stretchy knit
    • Off-the-shoulder sweetheart neckline, cutout
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2439

    Category Name: Cutout Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Magnetic Tonight One-Shoulder Cutout Bodycon Mini Dress

    This bodycon mini dress features a sultry one-shoulder neckline and a cutout bust design. The smooth knit fabric effortlessly hugs your curves, highlighting the sleek look of this dress for clubbing with the girls. 

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • One-shoulder neckline
    • Cutout bust design
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5665

    Category Name: Cutout Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Special Stunner One-Shoulder Cutout Ombre Maxi Dress

    Leave everyone in awe when you're in this ombre maxi dress for sunset cocktails! Featuring a unique one-shoulder neckline with an adjustable spaghetti strap and flirty side cutout, this dress hugs your curves and shows off your legs with a high-side slit along the maxi-length hem and form-hugging silhouette. Complete the look with sparkly bracelets.

    Fit & Features

    • Ombre mesh fabric, stretchy knit lining
    • One-shoulder neckline, adjustable spaghetti strap
    • Side cutout
    • High side slit
    • Form-hugging, maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5708

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Cutie Halter Buckle Crepe Mini Dress

    A sleeveless crepe mini dress flaunts a halter neckline, triple buckle straps, and a cutout design along a bodycon silhouette. Perfect for going out at night.

    Fit & Features

    • Crepe fabric lined with stretchy knit
    • Halter neckline
    • Back zipper and hook-eye closure
    • Triple buckle straps
    • Cutout design
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5780

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Back Strapless Strappy Mini Dress

    Make everyone look back at you in this sassy rib knit mini dress! Perfect for summer BBQs or pool parties, this dress boasts a flattering strapless neckline and bust cutout, a strappy back design, and a bodycon fit. Complete the look in sandals and sunnies!

    Fit & Features

    • Rib knit fabric, sewn-in knit lining, moderate stretch
    • Strapless neckline
    • Strappy back
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5767

    Category Name: Cutout Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale