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.

  • Marvelous Style Marble Print Maxi Dress

    Showcase a marvelous style in this trendy marble print maxi dress! It features a sleeveless square neckline, spaghetti straps, an asymmetric side cutout at the waist to add a sultry vibe, ruching down one side seam with an adjustable drawstring, an asymmetric maxi-length hem creating a thigh-high side slit, and a curve-hugging silhouette. The all-over eye-catching marble print pattern on the smooth and stretchy knit fabric will draw all the attention to you! Complete your summer party look with clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Asymmetric side cutout at the waist
    • Ruching down one side seam, adjustable drawstring
    • Asymmetric maxi-length hem, high side slit, curve-hugging fit
    • Marble print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5119

    Category Name: Cutout Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Sultry Vibes Cutout Maxi Dress

    Bring the casual sultry vibes to your weekend plans with this curve-hugging maxi dress. It features a sleeveless sweetheart neckline with a twist-front design, spaghetti straps, a bold waist cutout at the front, a maxi-length hem with a chic back slit accent, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Style with clear mules for drinks with the girls.

    Fit & Features

    • Sleeveless sweetheart neckline, twist-front design
    • Spaghetti straps
    • Waist cutout
    • Maxi-length hem, back slit
    • Bodycon fit
    • Ribbed knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5186

    Category Name: Cutout Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Cutout Midi Sweater Dress

    Create the perfect casual chic look with this of-the-moment sweater dress. It features a sleeveless scoop neckline with contrast piping, thin tank shoulder straps, a front waist cutout with matching contrast piping, a midi-length hem with a front slit, and a curve-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Style with clear mules.

    Fit & Features

    • Sleeveless scoop neckline, contrast piping
    • Thin tank shoulder straps
    • Front waist cutout, contrast piping
    • Midi-length hem, front slit
    • Curve-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1700

    Category Name: Cutout Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cut to It Strapless Midi Dress

    Smooth, sleek, and a little spicy—this strapless midi dress brings just the right amount of drama with curve-hugging cutouts and an effortlessly chic fit. Perfect for weddings, semi-formal soirees, or a dressed-up date night!

    Fit & Features

    • Stretch knit fabric, knit lining
    • Strapless neckline
    • Side waist cutouts
    • Bodycon fit
    • Trumpet midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000465

    Category Name: Cutout Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, L, XL

  • Carlie Formal V-Neck Rhinestone Long Dress

    Special Occasion

    Designed to give the illusion of an hourglass figure, the Carla formal dress enhances your curve appeal while radiating glamour! Perfect for galas, award ceremonies, and dressy cocktail events. She features a sleeveless V-neckline with a nude sheer mesh insert, adjustable spaghetti straps, sheer mesh nude inserts along the sides and at the hem, a hip-hugging slim silhouette, high side cutout, a long hem, and a rhinestone embellished pattern in a curve-flaunting design. The formal dress is composed of a crepe and mesh fabric with plenty of stretch. Complete the look with fringe earrings.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Nude sheer mesh inserts along the neckline, bodice sides, and hem
    • Hip-hugging, slim silhouette, high side cutout, long hem
    • Rhinestone embellished, curve-enhancing pattern
    • Crepe and mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-6875

    Category Name: Cutout Dresses

    Price: $49.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Heat Things Up Cutout Mini Dress

    Heat things up in this showstopping bodycon mini dress on vacation or at a summer party! It features a sweetheart neckline, spaghetti straps that crisscross in the back, dual front center O-ring inserts and cutout accents, side ruched seams, and a fitted hem. Complete the look with geo-shaped earrings and a layered necklace.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps, crisscross back
    • Dual front center O-ring inserts, cutout accents
    • Bodycon silhouette, side ruched seams
    • Mini-length fitted hem
    • Double-lined brushed knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05102-5137

    Category Name: Cutout Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Power Play Ponte O-Ring Cutout Mini Dress

    Make a major power play in this sophisticated ponte mini dress with a hint of sultry! It features a crew neck, muscle sleeves with shoulder pads for a structured look, a bodycon fit, a cutout waist with an O-ring insert, and curve-hugging side ruched seams. Complete the look in chic strappy stiletto heels for a night of dinner and drinks!

    Fit & Features

    • Crew neck
    • Muscle sleeves, shoulder pads
    • Bodycon fit, back zipper and hook-eye closures
    • Cutout waist, O-ring insert
    • Side ruched seam, mini-length hem
    • Lined ponte knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4938

    Category Name: Cutout Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Mood Cutout Bodycon Midi Dress

    Keep your summer style sultry and on-trend with this curve-hugging bodycon midi dress. It features a sleeveless square neckline, thin tank shoulder straps, an asymmetric cutout that continues all around the waist with a sleek O-ring accent at the front, and a midi-length hem. The ribbed knit fabric offers plenty of stretch. Pair with strappy heels.

    Fit & Features

    • Sleeveless square neckline
    • Thin tank shoulder straps
    • Asymmetric cutout, all around the waist, metal O-ring accent
    • Midi-length hem
    • Bodycon fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5189

    Category Name: Cutout Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Silhouette One-Shoulder Midi Dress

    Showcase a sultry silhouette in this chic sleeveless midi dress that will hug your curves! The midi dress features an asymmetric one-shoulder neckline with a thin tank strap and a trendy O-ring accent, a bold cutout at the bust for an alluring vibe, an asymmetric midi-length hem creating a thigh-high side slit, and a bodycon fit. Style with lace-up heels for a date night.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Thin tank shoulder strap, O-ring accent
    • Bust cutout, high waist seam, side ruching
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Ribbed knit fabric. moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4927

    Category Name: Cutout Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacation Awaits Tropical Print Cutout Maxi Dress

    Be sure to pack this bold tropical print maxi dress in your carry-on for your next warm-weather vacay! It features a sleeveless V-neckline with a twist-front design at the bust, a sultry waist cutout at the front, adjustable spaghetti straps, a floor-length hem with a thigh-high front slit, and a flowy A-line silhouette. The smooth and stretchy knit fabric features an all-over tropical palm leaf print for an island vibe. Style with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Front waist cutout
    • Adjustable spaghetti straps
    • Floor-length hem, high front slit
    • Flowy A-line silhouette
    • Tropical palm leaf print
    • Knit fabric, mini-length lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4928

    Category Name: Cutout Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cut to the Chase Ruched Tube Mini Dress

    Serving just the right amount of sass, this strapless mini dress knows how to work a room. With a flirty cutout and curve-hugging ruching, it’s basically your secret weapon for any night out.

    Fit & Features

    • Smooth knit fabric with stretch
    • Tube neckline with center cutout
    • Knot detail at bust
    • Bodycon ruched silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000389

    Category Name: Cutout Dresses

    Price: $35.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Mood Ditsy Floral Mini Dress

    This adorable ditsy floral mini dress will have you in the mood for easy summer days! It features a sleeveless scoop neckline, a small bust cutout with a tie-front detail, spaghetti straps, a mini-length hem, and a form-hugging silhouette. The ditsy floral printed ribbed knit fabric offers plenty of stretch. Style with hoop earrings and strappy sandals.

    Fit & Features

    • Sleeveless scoop neckline
    • Small bust cutout, tie-front detail
    • Spaghetti straps
    • Mini-length hem, form-hugging fit
    • Ditsy floral print
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5114

    Category Name: Cutout Dresses

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Time To Escape Tropical Print Maxi Dress

    Get ready to escape on a gorgeous getaway in this sultry tropical print maxi dress! It features a sleeveless asymmetric one-shoulder neckline with a spaghetti strap, a bold and alluring asymmetric waist cutout with a trendy O-ring accent, a hip-hugging fit that will hug your natural curves, and a floor-length hem with a thigh-high side slit to showcase some leg. The all-over palm leaf print on the stretchy knit fabric captures those tropical oasis vibes. Style with strappy sandals.

    Fit & Features

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

    Style Number/Barcode: 05102-5016

    Category Name: Cutout Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready For Floral Chiffon Ruffle Short Dress

    Get ready for this floral chiffon dress to make its way into your summer wardrobe! It features flowy peasant long sleeves, a sweetheart neck with trim, a tie-back design, a cutout accent along the bust with trim, and a curve-hugging silhouette with a flirty ruffled short-length hem. Complete the look in new sandals for a daytime birthday party!

    Fit & Features

    • Flowy peasant long sleeves
    • Sweetheart neck with trim
    • Tie-back design, lower zipper and hook-eye closure
    • Cutout accent along the bust with trim
    • Curve-hugging silhouette, ruffled short-length hem
    • Floral printed chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2355

    Category Name: Cutout Dresses

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Out Of Office Tropical Print Maxi Dress

    Packing this gorgeous tropical print maxi dress in your carry-on is a must for your vacay getaway! It features a sleeveless V-neckline with an O-ring accent at the bust, a sultry waist cutout at the front, adjustable spaghetti straps, a fitted, flowy, floor-length hem, and a thigh-high front slit. The smooth knit fabric showcases a tropical palm leaf print. Style with cute wedges.

    Fit & Features

    • Sleeveless V-neckline, center O-ring bust accent
    • Front waist cutout
    • Adjustable spaghetti straps
    • Fitted, flowy, floor-length hem, high front slit
    • Tropical palm leaf print
    • Knit fabric, short-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5015

    Category Name: Cutout Dresses

    Price: $9.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Perfection Cutout Midi Dress

    This chic cutout midi dress is elevated perfection! It features a sleeveless subtle sweetheart neckline with a knot detail at the center of the bust, an alluring keyhole cutout under the bust, spaghetti straps, a high waist seam to create a figure-flattering look, a midi-length hem with a thigh-high side slit, and a bodycon silhouette that will hug your curves. The ribbed knit fabric offers plenty of stretch. Style with a pair of strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, center knot detail
    • Keyhole cutout under the bust
    • Spaghetti straps
    • High waist seam, midi-length hem, high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, smooth knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5121

    Category Name: Cutout Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe With No Limits Halter Midi Dress

    Quiet luxury, but she still turns heads! With a flattering halter neckline, cutout back, and a sneaky little slit, this midi keeps it classy with just the right amount of edge.

    Fit & Features

    • Pointelle knit fabric
    • Halter neckline, tie straps
    • Cutout back
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000010

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

  • Paradise Lost Halter Cutout Midi Dress

    Escape to paradise in this halter midi dress that'll make everyone lose their train of thought! It features a sleeveless halter neckline with tie-back straps, a center O-ring insert and cutout bodice, and a flattering bodycon silhouette with a side slit hem. The brushed knit fabric offers plenty of stretch. Complete the look in bold hoop earrings.

    Fit & Features

    • Sleeveless halter neckline, tie-back straps
    • Center O-ring insert, cutout bodice
    • Bodycon silhouette
    • Side slit, midi-length hem 
    • Partially lined brushed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5068

    Category Name: Cutout Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh With The Best Mini Dress

    Look your best in this mesh mini dress featuring a sleeveless cowl neckline, spaghetti straps, a cutout bodice, and all-over ruched seams that define your curves along the body-hugging silhouette. Style with glitter block heels to complete your club look!

    Fit & Features

    • Sleeveless cowl neck, spaghetti straps
    • Cutout bodice
    • All-over ruched seams
    • Body-hugging silhouette
    • Mini-length hem
    • Lined mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4681

    Category Name: Cutout Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Statement Rose Cutout Mini Dress

    Short, sweet, and makes a statement! This little black dress features a sleeveless V-neckline, adjustable spaghetti straps, a rose applique along the bust, a cutout bodice, and a form-hugging silhouette. Complete the look in chunky platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Rose applique along the bust
    • Cutout bodice
    • Form-hugging silhouette, mini-length hem
    • Double-lined slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2478

    Category Name: Cutout Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Body Talks Crepe Color Block Midi Dress

    Let your body do the talking in this curve-flaunting bodycon midi dress for a night out! It features a sleeveless one-shoulder neckline, dual shoulder straps with a cutout, a pleated side seam, asymmetrical wrap hem, and is designed with a color block pattern. Complete the look with stiletto heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual shoulder straps, cutout
    • Pleated side seam, bodycon silhouette
    • Asymmetrical wrap midi-length hem
    • Color block pattern
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4865

    Category Name: Cutout Dresses

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Dark Satin Corset Lattice Dress

    Prepare for after-dark fun in this satin mini dress to make a flawless entrance into the club! It features a sleeveless corset-style bodice, adjustable spaghetti straps, a built-in padded and underwire bust, a center lattice cutout trim, flexible boning, a bodycon silhouette, and a lattice cutout trim along the hem. Complete the look in statement rhinestone heels.

    Fit & Features

    • Sleeveless corset-style bodice
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Built-in padded and underwire bust
    • Center lattice trim cutout, flexible boning
    • Bodycon silhouette, lattice cutout trim, mini-length hem
    • Lined satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4988

    Category Name: Cutout Dresses

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzle Them All Glitter Cutout Mini Dress

    Dazzle them all with your shine in this glitter mini dress! It features a sleeveless V-neck, spaghetti straps, a knotted bust and back cutout accent, a bodycon silhouette, and a mini-length hem. Complete the look in strappy block heels for clubbing!

    Fit & Features

    • Sleeveless V-neck
    • Spaghetti straps
    • Knotted bust and back cutout
    • Bodycon silhouette, mini-length hem
    • Glitter knit fabric, bodice lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4965

    Category Name: Cutout Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ariela Lace-Up Cutout Mermaid Formal Dress

    Special Occasion

    The Ariela formal dress is beautifully embellished with soutache that adds a pretty dimension to the mermaid floor-length silhouette!

    Fit & Features

    • Soutache embellished, mesh fabric, stretchy knit lining
    • Strapless neckline, padded bra cups
    • Lace-up back, cutout, lower zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, garden parties, formal occasions, black tie soirees, fancy date nights

    Style Number/Barcode: 05002-9703

    Category Name: Cutout Dresses

    Price: $99.90

    Availability: In Stock

    Available Color: ROSE, GOLD, BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Ships Free