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.

  • Daylight Darling Floral Chiffon Skater Dress

    Caught the vibe before you even made plans. This floral chiffon skater dress feels light and easy with a flirty ruffle finish that works for brunch, birthdays, and everything in between.

    Fit & Features

    • Floral printed chiffon fabric with lining
    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Open tie-back design
    • Tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000855

    Category Name: Cutout Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: WHITE

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

  • Flirting With Drama Lace Ruffle Skater Dress

    A little lace, a lot of attitude. This sheer lace skater dress hugs at the top and flares into flirty, ruffled layers that make every step feel like a moment.

    Fit & Features

    • Sheer lace fabric with partial knit lining, moderate stretch
    • Strapless bodice with smooth woven fabric with sheer lace inserts and trim
    • Sweetheart neckline, front hook-eye closures
    • Open lace-up back design with tie closure
    • Drop waist seam, tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000824

    Category Name: Cutout Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Flirty Invite Ruffle A-Line Mini Dress

    Last-minute invite, no outfit stress. This strapless ruffle A-line mini dress slips on effortlessly, with a ruched bust that stays put and a flirty hem that does just enough.

    Fit & Features

    • Sleek knit fabric with knit lining, high stretch
    • Strapless sweetheart neckline, ruched bust
    • Open back with elasticized bar strap design
    • Mini-length hem with ruffled trim
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001236

    Category Name: Cutout Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • Lettie Floral Jacquard A-Line Mini Dress

    Special Occasion

    Made for your twirl-worthy entrance, the Lettie formal dress is all about soft structure and playful movement. Crafted in floral jacquard with an A-line mini silhouette and flirty ruffle hem, it’s the kind of piece that turns every RSVP into a moment. Both polished and pretty, this is your go-to for when the dress needs to do the talking.

    Fit & Features

    • Floral jacquard woven fabric with lining
    • Sleeveless sweetheart neckline, ruched detailing, padded bust
    • Adjustable tank shoulder straps
    • Open back, elasticized bar strap with bar closure
    • Drop waist design, asymmetric tiered ruffled design
    • Mini-length A-line silhouette
    • Runs true to size

     

    Where to Wear:

    Birthday celebrations, bridal showers, bachelorette parties, dressed-up dinners, date nights, garden parties, and chic brunches.

    Style Number/Barcode: 05001-000684

    Category Name: Cutout Dresses

    Price: $74.90

    Availability: In Stock

    Available Color: PINK

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

  • Mel Satin Mermaid Formal Dress

    Special Occasion

    Delicate yet undeniably striking, the Mel satin mermaid gown is designed for a slow-turn moment. The scallop bust and subtle cutout create a sculpted, feminine silhouette, while the sleek mermaid fit brings an elevated, red-carpet finish.

    Fit & Features

    • Premium satin fabric, smooth stretchy knit lining
    • Sweetheart scallop trim neckline, bar accent cutout bust
    • Padded bra cups
    • Tie shoulder straps
    • Back zipper and hook-eye closure
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal celebrations, elopements, receptions, rehearsal dinners, engagement photoshoots and parties, bachelorettes, honeymoons, black tie galas, formal celebrations

    Style Number/Barcode: 05002-000723

    Category Name: Cutout Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Serving Sweet Lace Ruffle Skater Dress

    Caught feelings… for this dress. The sweet lace ruffle skater dress hugs up top then flares into playful tiers, perfect for parties, date nights, or any plan that needs a little extra attention.

    Fit & Features

    • Sheer lace fabric with lining, moderate stretch
    • Sleeveless sweetheart neckline
    • Twist-front bust design, small keyhole cutout
    • Adjustable spaghetti straps
    • Tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001098

    Category Name: Cutout Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: YELLOW

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

    Product Badge:
    • Best Seller
  • Late Night Espresso Halter Mini Dress

    This mini dress is sleek, a little sultry, and made for nights that turn into something more. From the plunging cowl neckline, open back with ring detail, and ruched fit that creates a sculpted, confident silhouette perfect for your next night out.

    Fit & Features

    • Slinky knit fabric with stretch
    • Choker keyhole halter neckline with tie straps
    • Open back with hoop insert
    • Bodycon ruched fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000907

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Vacay State Of Mind Tropical Print Maxi Dress

    Vacation state of mind, no passport required. This tropical print maxi dress hugs you in all the right places with a sleek bodycon fit and bold cutout details that feel both effortless and elevated.

    Fit & Features

    • Knit fabric with high stretch, soft knit lining
    • Tropical print
    • Strapless neckline
    • Triple bust cutouts and oval-shaped hardware accents
    • Maxi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000622

    Category Name: Cutout Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Serving Sculpted Cutout Midi Tube Dress

    Serving sculpted and a little daring—this cutout midi tube dress knows how to hold attention. The ribbed knit hugs in all the right places while the cutout O-ring detail adds that extra edge for nights you’re not playing it safe.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Strapless straight-across neckline
    • Front waist cutout, metal O-ring hardware accents
    • Midi-length hem, high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000334

    Category Name: Cutout Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Flirty Look Eyelet Flutter Sleeve Skater Dress

    Caught feelings for this one instantly—she’s light, flirty, and made for plans that turn into pics. This eyelet skater dress hugs up top, then flares just right for brunch, dates, and every RSVP.

    Fit & Features

    • Woven eyelet fabric with lining
    • Sweetheart neckline, button-front closures
    • Short ruffle flutter sleeves, can be worn off-the-shoulder
    • Back zipper closure
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001031

    Category Name: Cutout Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

  • Rylan Floral Linen Cutout A-Line Dress

    Special Occasion

    Made for sun-drenched celebrations, the Rylan floral linen A-line dress brings effortless glamour to every RSVP. The plunging neckline and sculpted cutout detail give the flowy silhouette a modern feel that’s perfect for vacations, birthday dinners, and chic brunch plans.

    Fit & Features

    • Linen-blend woven fabric
    • Floral print, piping contrast design
    • Sleeveless V-neckline, tank shoulder straps
    • Tie-front detail, asymmetric front waist cutout, side cutouts
    • Open back, tie-back strap, lower zipper with hook-eye closure
    • Floor-length A-line silhouette
    • Runs true to size

     

    Where to Wear:

    Birthday celebrations, vacations, honeymoons, summer parties, and brunch with the girls.

    Style Number/Barcode: 05002-001150

    Category Name: Cutout Dresses

    Price: $94.90

    Availability: In Stock

    Available Color: WHITE, PRINT

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

    Product Badge:
    • Ships Free
  • Bold Moves Cutout Maxi Dress

    She’s bold, sculpted, and not here to blend in. This cutout maxi dress hugs in all the right places with a fluid drape that moves like you mean it.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Asymmetric waist cutout
    • Ruched detailing
    • Maxi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001190

    Category Name: Cutout Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Serving Confidence Cutout Bodycon Mini Dress

    Serving sculpted confidence with a little sparkle where it counts. This bodycon mini dress hugs in all the right places, with a bold cutout and hardware detail that makes every entrance feel intentional.

    Fit & Features

    • Knit fabric, high stretch
    • Halter tie-back spaghetti straps, partially open back
    • Sleeveless plunging V-neckline, front waist cutout
    • Dual asymmetric hardware accents with rhinestone embellishments
    • Front sash detail, ruched detailing
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000916

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

  • One More Pic Button Denim Dress

    Serving attitude with every button. This denim mini dress hugs in all the right places with a lace-up back that makes the exit just as good as the entrance.

    Fit & Features

    • Denim fabric, vintage-inspired wash, high stretch
    • Sleeveless baot neckline
    • Front button-up closures
    • Tailored seams
    • Cutout lace-up strappy back
    • A-line mini silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000586

    Category Name: Cutout Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

  • Krissy Floral Sequin Mini Dress

    Special Occasion

    The Krissy dress feels like getting complimented all night long. The soft floral print paired with subtle sequin shimmer catches the light in the prettiest way, while the ruched sweetheart neckline keeps the whole look extra flattering.

    Fit & Features

    • Floral pattern, sequin-embellished fabric, knit lining
    • Sweetheart neckline, padded bra cups
    • Wide shoulder straps
    • Cutout back with hook clasp closure, lower zipper and hook-eye closure
    • A-line mini-length silhouette
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, rehearsal dinners, engagement photos, birthdays, brunches, vacations, honeymoons, graduations

    Style Number/Barcode: 05001-000848

    Category Name: Cutout Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: WHITE, PRINT

    Available Size: M, L, XL

    Product Badge:
    • Best Seller
  • Say Less Sheer Lace Bodycon Mini Dress

    Serving just enough drama to keep them staring. This sheer lace bodycon mini dress hugs in all the right places with a sculpted fit, ruched wrap detail, and a bold keyhole moment that does all the talking.

    Fit & Features

    • Sheer lace fabric with nude knit lining, high stretch
    • High crew neckline, bust keyhole cutout
    • Short cap sleeves
    • Ruched knit wrap-front design, hardware accent
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000874

    Category Name: Cutout Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Catch Compliments Beaded Strapless Mini Dress

    Catch compliments from every angle. This beaded strapless mini dress hugs in all the right places with a bodycon fit, shimmering embellishments, and fringe trim that moves with you from rooftop drinks to vacation dinners.

    Fit & Features

    • Lined knit fabric, moderate stretch
    • Beaded and sequin embellishments, diamond pattern
    • Strapless straight-across neckline
    • Open tie-back design
    • Asymmetric mini-length hem, beaded fringe trim
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000880

    Category Name: Cutout Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: BROWN, LIGHT, BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Serene Floral Print Beaded Mini Dress

    Special Occasion

    Playful glamour meets after sparkling polish in the Serene gown, a look designed for compliments from every angle. This floral beaded bodycon mini dress features a strapless neckline, shimmering embellishment, and a scalloped hem that gives the silhouette a soft yet striking finish.

    Fit & Features

    • Floral pattern, beaded embellishments, lined mesh fabric
    • Strapless tube neckline, non-slip grip lining
    • Cutout back
    • Bodycon silhouette
    • Scallop trim mini-length hem
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, graduations, bachelorettes, garden parties, birthday brunches, honeymoons, vacations, cocktail parties, and anniversaries.

    Style Number/Barcode: 05001-001130

    Category Name: Cutout Dresses

    Price: $99.90

    Availability: In Stock

    Available Color: WHITE, PRINT

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

    Product Badge:
    • Ships Free
  • 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 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

    Product Badge:
    • New Arrival
  • Flirty Chic Cutout Maxi Dress

    The kind of dress that makes every plan feel a little more chic. With its flowy silhouette, flirty cutout detail, and side pockets, this maxi dress was made for vacations, weekend plans, and showers.

    Fit & Features

    • Gauze cotton woven fabric, woven lining
    • Sweetheart neckline, spaghetti straps
    • Open tie-back design
    • Cutout bodice
    • Hidden side pockets
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000559

    Category Name: Cutout Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Sunkissed Stunner Halter Maxi Dress

    Vacation mode called, and this maxi dress already answered. With a plunging halter neckline, bold cutout details, and a flowy front slit silhouette, this maxi dress was made for beachside brunches, sunny getaways, and weekend plans.

    Fit & Features

    • Artsy print, woven fabric
    • Halter neckline
    • Strappy cutout bodice, back zipper and hook-eye closure
    • High front slit
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000645

    Category Name: Cutout Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Bethany Tropical Bead A-Line Mini Dress

    Special Occasion

    The Bethany mini dress was made for sunny destinations. This beaded mesh mini dress features a tropical pattern, an open back, and a flattering A-line silhouette that brings just the right amount of getaway glamour.

    Fit & Features

    • Tropical beaded pattern, mesh fabric, smooth lining
    • Square neckline
    • Spaghetti straps
    • Cutout back detail
    • A-line mini-length silhouette
    • Runs true to size

    Where to Wear:

    Vacations, honeymoons, birthday dinners, getaways, date nights, parties

    Style Number/Barcode: 05001-000656

    Category Name: Cutout Dresses

    Price: $89.90

    Availability: In Stock

    Available Color: CORAL

    Available Size: XS, S, M, L

    Product Badge:
    • Ships Free
  • Extra Attention Slinky Knit Cutout Maxi Dress

    The kind of dress that changes the whole mood the second you walk in. This slinky knit maxi dress hugs in all the right places with daring cutouts, gleaming hardware accents, and a plunging halter neckline made for plans that deserve a little extra attention.

    Fit & Features

    • Slinky knit fabric, high stretch
    • Sleeveless plunging V-neckline
    • Dual waist cutouts, hardware accents
    • Tie-back halter straps
    • Partially open back, lower zipper closure
    • Maxi-length hem, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001205

    Category Name: Cutout Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • New Arrival
  • Vacation Flirt Knit Cutout Maxi Dress

    Serving vacation flirt and trendy vibes. This knit maxi dress hugs in all the right places with lace-up cutouts, a plunging halter neckline, and an open back that knows exactly what it’s doing.

    Fit & Features

    • Knit fabric with flame stitch pattern
    • Sleeveless plunging V-neckline, beaded strap
    • Tie-back halter straps
    • Lace-up side cutouts
    • Open back, lower tie-back spaghetti straps
    • Maxi-length bodycon silhouette, back slit accent
    • Runs true to size

    Style Number/Barcode: 05102-000606

    Category Name: Cutout Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival