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.

  • Studded And Snatched Tube Mini Dress

    Serving bad-girl energy only. This tube faux leather mini dress is trimmed with studs and finished with daring side cutouts for a look that’s equal parts edgy and unforgettable. Style with boots for concerts or nights out!

    Fit & Features

    • Faux leather fabric, sewn-in knit lining, slight stretch
    • Tube neckline
    • Back zipper and hook-eye closure
    • Side waist cutouts, studded edge trim throughout
    • Bodycon silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000424

    Category Name: Cutout Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Halloween Badge
  • Cindy Formal V-Neck Cutout A-Line Long Dress

    Special Occasion

    You'll be a vision at your next red carpet event in the Cindy formal dress! She features a sleeveless V-neckline adorned with spaghetti straps, a twisted bust, a sexy cutout bodice, and a flattering A-line silhouette with a showstopping high front slit and floor-length hem. The formal dress is composed of smooth knit fabric that hugs your body like a glove and offers plenty of stretch. Complete the look in fringe earrings and platform heels.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Twisted bust, cutout bodice
    • A-line silhouette, high front slit
    • Floor-length hem
    • Smooth knit fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7795

    Category Name: Cutout Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sprinkling Shine Glitter Cutout Mini Dress

    Sprinkle shine in this glitter mini dress for parties and dressy dates! The mini dress is designed with a sleek mock neckline with button-back closures, fitted long sleeves, a sultry open back cutout, and a flattering bodycon silhouette. Complete the look with a clutch and heels.

    Fit & Features

    • Mock neckline, button-back closures
    • Fitted long sleeves
    • Open back cutout
    • Bodycon silhouette
    • Mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2764

    Category Name: Cutout Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Treat Yourself Sleeveless Bow Cutout Midi Dress

    Treat yourself to something chic like this sleeveless midi dress perfect for going out! Featuring adjustable spaghetti straps, a sweetheart neckline, an adorable bow along the cutout bust, and a bodycon silhouette that flatters your figure along the midi-length hem. Complete the look with cute sandals.

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Cutout bust with bow
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5701

    Category Name: Cutout Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Approach Cutout Bodycon Sequin Mini Dress

    Special Occasion

    A sleeveless sequin mini dress boasts a sleek square neckline and cutout back design to show skin along the bodycon fit. Perfect for a night on the town or the school dance.

    Fit & Features

    • Mesh lined with stretchy knit
    • Square neckline
    • Adjustable spaghetti straps
    • Cutout back, elasticized strap
    • Bodycon mini-length fit
    • Sequin embellishments
    • Runs true to size

    Style Number/Barcode: 05103-5724

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serena Off-The-Shoulder Bow Velvet Dress With Gloves

    Special Occasion

    This velvet mini dress features a flirty off-the-shoulder neckline with a cutout and satin bow accents along with matching detached gloves for a fancy allure. Perfect for styling with heels for the school dance.

    Fit & Features

    • Velvet fabric lined with stretchy knit
    • Off-the-shoulder neckline, cutouts with satin bow accents
    • Padded bra cups, flexible boning
    • Detached gloves with satin bows
    • Bodycon wrap mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2323

    Category Name: Cutout Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Escape Strapless Bow Mini Dress

    A little flirty, a little playful—this strapless mini dress is all about fun. With a bow-front detail and a twirl-worthy tiered skirt, it’s made for parties, picnics, and everything in between.

    Fit & Features

    • Textured mesh-lined fabric with dotted pattern
    • Strapless neckline with bow detail and keyhole cutout
    • Back zipper closure
    • Fitted skater silhouette
    • Tiered ruffle mini skirt
    • Runs true to size

    Style Number/Barcode: 05101-000424

    Category Name: Cutout Dresses

    Price: $52.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Little Wild One-Shoulder Zebra Print Maxi Dress

    Your next night out just got a little wild in this sassy zebra print maxi dress perfect for vacation or the weekend! This form-hugging dress features a one-shoulder neckline and spaghetti strap, with a side drawstring cutout to show some skin. The high side slit and maxi-length hem add a flirty touch to this fierce and flattering piece. Complete the look with heeled sandals and earrings.

    Fit & Features

    • Zebra printed knit fabric, plenty of stretch
    • One-shoulder neckline, spaghetti strap
    • Side drawstring cutout
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5821

    Category Name: Cutout Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Polished Strapless Bow Ponte Mini Dress

    Go from brunch downtown to evening cocktails in this perfectly polished ponte mini dress! Featuring a strapless neckline and front cutout with playful bows, this bodycon dress exudes confidence while the mini-length hem and shorts lining provide both style and comfort. Complete the look with a mini handbag and heels.

    Fit & Features

    • Ponte fabric, stretchy knit shorts lining
    • Strapless neckline
    • Back zipper closure
    • Front cutout with bows
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5605

    Category Name: Cutout Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Emerie V-Neck Cutout Slim Sequin Formal Dress

    Special Occasion

    Make your way in the Emerie sequin formal dress looking so sparkly as a wedding or banquet guest! Crafted from countless glistening sequin embellishments, you'll shine in this shimmering dress. She features a flattering V-neckline with a cutout, padded bra cups for support, and adjustable spaghetti straps. The slim silhouette gracefully flaunts your curves while the front slit shows some skin along the floor-length hem. Complete the look with earrings and a clutch!

    Fit & Features

    • Sequin embellished, mesh fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Padded bra cups
    • V-neckline cutout
    • Front slit
    • Slim silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8549

    Category Name: Cutout Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Think Sunshine Long Sleeve Cutout Crochet Mini Dress

    Get in the summer vibe with this crochet mini dress perfect for pool parties or vacation! Featuring sheer flared long sleeves for a trendy touch, a sexy V-neckline, and a cutout waist and back for a daring look. The hoop insert adds a unique twist and the tie-back design creates a flattering look along the bodycon silhouette. Complete the look with sunglasses and sandals!

    Fit & Features

    • Crochet fabric, sewn-in knit lining, slight stretch
    • Sheer flared long sleeves
    • V-neckline
    • Hoop insert, cutout waist and back
    • Tie-back design
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5732

    Category Name: Cutout Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Era One-Shoulder Strappy Satin Mini Dress

    Channel your sultry era your next night out in this iconic one-shoulder strappy satin mini dress! Designed with stretchy satin-knit fabric with a sleek finish, this short dress will showcase your stunning curves with its bodycon silhouette. It features a sleeveless one-shoulder neckline with an asymmetric cutout, dual straps that lead to an alluring open-back strappy design, a fitted high waist seam, and a chic front slit at the mini-length hem. Complete your party look with platform heels.

    Fit & Features

    • Stretchy satin-knit fabric, knit bust lining
    • One-shoulder neckline, asymmetric cutout
    • Dual straps, open back with strappy design
    • High waist seam
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5653

    Category Name: Cutout Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Emmeline Glitter Woven A-Line Formal Dress

    Special Occasion

    Exude gorgeous glamour in the Emmeline glitter woven A-line formal dress at prom, galas, or black-tie affairs! Crafted from a glistening glitter woven fabric, this formal long dress will serve major regal energy. Her fitted bodice is shaped with a sleeveless sweetheart neckline with a chic cowl-draped overlay, padded bra cups for support, and adjustable spaghetti straps you can customize to find your perfect fit. The dual sheer mesh inserts at the waist add a touch of allure to the elegant look. Her high waist flows out to a floor-sweeping A-line silhouette accented with a faux wrap-front design creating a high-cut slit to show some leg. She features side pockets below the waist so you can keep your lip gloss on hand! Complete your enchanting look with sparkling rhinestone earrings and metallic heels.

    Fit & Features

    • Glitter woven fabric line with stretchy knit
    • Sleeveless sweetheart neckline with cowl overlay
    • Padded bra cups
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Dual sheer mesh waist inserts, high waist seam
    • Side pockets, flowy A-line fit with faux wrap-front, high slit
    • Runs true to size

    Style Number/Barcode: 05002-2852

    Category Name: Cutout Dresses

    Price: $59.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be Mine Rhinestone Heart Satin Mini Dress

    Serving flirty vibes with a glam twist, this satin mini features a rhinestone heart cutout that steals the spotlight. Perfect for date nights, parties, or cocktail soirees.

    Fit & Features

    • Silky smooth satin fabric, stretch knit lining
    • Strapless sweetheart neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Rhinestone-embellished heart cutout design
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000429

    Category Name: Cutout Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • Pricilla V-Neck Strappy Mermaid Satin Formal Dress

    Special Occasion

    The ambiance of the room will instantly be more elegant when you strut in wearing the Pricilla mermaid satin formal dress to the banquet or gala! The plunging V-neckline, padded bra cups, and adjustable spaghetti straps beautifully accentuate the figure, while the strappy side cutouts add a touch of sultry. The mermaid silhouette and floor-length hem crafted from satin exude elegance and sophistication, making this dress perfect for any formal occasion! Complete the look in a rhinestone necklace set.

    Fit & Features

    • Satin fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • V-neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Strappy side cutouts
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8354

    Category Name: Cutout Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Always Strapless Cutout Ruffle Maxi Dress

    Have all eyes on you in this strapless maxi dress boasting a sweetheart twist neckline and a cutout bodice. The smooth knit fabric hugs your curves along the form-hugging silhouette and creates a front center ruffle design. 

    Fit & Features

    • Smooth knit lined fabric, moderate stretch
    • Strapless sweetheart twist neckline
    • Cutout bodice
    • Center front ruffle design
    • Form-hugging, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3601

    Category Name: Cutout Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Design Cutout Bodycon Knit Midi Dress

    This bodycon midi dress features a sultry lower back cutout and back slit accent for a chic allure. The curve-hugging dress is made with a lined, soft, brushed knit fabric offering plenty of stretch for comfortable wear.

    Fit & Features

    • Lined brushed knit fabric, plenty of stretch
    • Square neckline
    • Tank shoulder straps
    • Lower back cutout
    • Back slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5595

    Category Name: Cutout Dresses

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Resort Approved Halter Cutout Abstract Mini Dress

    Approved for your next vacation, this abstract mini dress is bound for a good time!  Featuring a halter neckline and spaghetti strap tie, the cutout strappy bodice adds a touch of sultry. The side ruched seams create a flattering bodycon silhouette, and the mini-length hem is perfect for showing off those sun-kissed legs. Complete the look in strappy stiletto heels.

    Fit & Features

    • Abstract print, mesh fabric, sewn-in knit lining, moderate stretch
    • Halter neckline with spaghetti strap tie
    • Cutout strappy bodice
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5777

    Category Name: Cutout Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed Aura Animal Print Halter Maxi Dress

    Giving wild energy in the sleekest way possible—this maxi dress is pure confidence wrapped in an abstract animal print. The halter neckline and curve-hugging fit make it perfect for nights when subtle just isn’t on the agenda.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Abstract animal print
    • Sleeveless plunging V-neckline, cutout below the bust
    • Halter tie-back spaghetti straps, open back, lower back bar strap
    • Maxi-length hem
    • Curve-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000253

    Category Name: Cutout Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: PURPLE

    Available Size: XS, S, M, L

  • Catch A Cutie Short Sleeve Cutout Eyelet Skater Dress

    Catch yourself a cutie wearing this eyelet skater dress to day parties this season! With playful puff sleeves and a flirty cutout. The sweetheart neckline and bust drawstring add a touch of romance, while the skater silhouette and tiered ruffled hem keep it fun and flirty. Complete the look in wedge sandals.

    Fit & Features

    • Eyelet fabric lined with stretchy knit
    • Sweetheart neckline
    • Adjustable bust drawstring, cutout
    • Skater silhouette
    • Tiered ruffles
    • Runs true to size

    Style Number/Barcode: 05102-5430

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spice It Up Strapless Cutout Back Mini Dress

    A chic night in Miami or LA calls for this spicy strapless mini dress! The strapless neckline and bodycon fit and side ruched seams will enhance your curves, while the cutout back with hoop insert adds an extra show of skin. Complete the look in platform heels and earrings.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Strapless neckline
    • Side ruched seams
    • Cutout back with hoop insert
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5673

    Category Name: Cutout Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetie Status Halter Crochet Trim Babydoll Dress

    You'll look absolutely adorable in this babydoll dress at showers, birthdays, or backyard parties! The halter neckline and cutout bodice add a touch of allure, while the crochet trim and babydoll silhouette create a delicate and feminine look along the short-length hem. Complete the look in sandals and hoop earrings.

    Fit & Features

    • Gauze woven fabric, woven lining, no stretch
    • Halter neckline with spaghetti strap ties
    • Cutout bodice
    • Crochet trim
    • Babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5421

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Babe Cutout Ruffle Hem Chiffon Midi Dress

    Show up and stun at a summer party like the bold babe you are in this fab midi dress! Designed with a crinkled chiffon fabric, the mid-length dress features a smocked body for added stretch along the figure-flaunting bodycon silhouette. The sleeveless bodice is shaped with a sweetheart neckline with the cutest tie-front design at the bust, a sultry waist cutout to reveal some skin, and adjustable spaghetti straps to find your perfect fit. The layered ruffled hem adds a flirtatious allure to the iconic look. Style this midi dress with hoop earrings and espadrille sandals!

    Fit & Features

    • Crinkled chiffon fabric, knit bust lining, moderate stretch
    • Sweetheart neckline, tie-front bust
    • Waist cutout
    • Adjustable spaghetti straps
    • Smocked body, layered ruffled hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3454

    Category Name: Cutout Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Allure Faux Leather Strapless Bodycon Mini Dress

    This faux leather mini dress features a strapless straight-across neckline paired with a lace-up strappy back design for a customized fit and a lower back cutout that highlights each side for an iconic allure. The bodycon silhouette will showcase your gorgeous curves.

    Fit & Features

    • Coated faux leather fabric, no stretch
    • Strapless straight neckline, no-slip strip
    • Partial open back, lace-up strappy design, lower back zipper with hook-eye closure
    • Lower back cutout, side cutouts
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5699

    Category Name: Cutout Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale