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.

  • Brown Sugar Breeze Cutout Maxi Dress

    This strapless maxi dress brings the kind of effortless allure that looks good from beach strolls to walks back to the hotel. The smocked fit, soft cutout detail, and flowy skirt keep it stylish with a pair of sandals.

    Fit & Features

    • Gauze woven fabric
    • Strapless sweetheart neckline
    • Stretchy smocked bodice with cutout
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000602

    Category Name: Cutout Dresses

    Price: $56.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • 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
    • Back zipper and hook-eye closure
    • 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

  • Date Ready Lace Back Romper

    The kind of outfit that gets compliments before you even say hi. This lace back skater romper gives you that flirty, cinched fit with a soft, flowy skirt feel—perfect for date nights or dressed-up plans.

    Fit & Features

    • Woven fabric
    • V-neckline
    • Spaghetti straps
    • Lace cutout back design
    • Skater silhouette, layered ruffle mini hem
    • Runs true to size

    Style Number/Barcode: 06403-000145

    Category Name: Cutout Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

  • Sunset Muse Ombre Mesh Cutout Maxi Dress

    Serving curves, movement, and just enough drama. This ombre mesh cutout maxi dress hugs in all the right places with a fluid drape that feels effortless but looks unforgettable.

    Fit & Features

    • Ombre sheer mesh fabric with full-length knit lining, high stretch
    • Sleeveless plunging cowl neckline, bar strap detail
    • Halter tie-back straps
    • Asymmetric waist cutouts leading to an open back
    • Maxi-length hem, floor-length center sash accent
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001168

    Category Name: Cutout Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

  • Caught In Lace Bodycon Mini Dress

    Too dressed up to stay home anyway. This lace bodycon mini dress features a plunging neckline, ruffle trim, and an open back that makes every entrance feel slightly dramatic.

    Fit & Features

    • Delicate lace mesh fabric, knit lining
    • Plunge ruffled trim neckline with strappy detail
    • Sheer fitted long sleeves, ruffle cuffs
    • Open back cutout design
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000846

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Soft Sculpt A-Line Mini Tube Dress

    It slipped on and suddenly everything made sense. This A-line mini tube dress sculpts and smooths with soft stretch fabric, giving you that effortlessly chic vibe for anything on your calendar.

    Fit & Features

    • Smooth knit fabric with knit lining, high stretch
    • Strapless straight-across neckline
    • Open cross-back strappy design
    • Ruched detailing
    • Mini-length hem
    • Fitted A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000872

    Category Name: Cutout Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

  • Late Plans Strapless Cutout Mini Dress

    This strapless mini dress is minimal, a little bold, and exactly what you reach for when the vibe is last-minute but still on point. The cutout detail with hardware adds just enough edge, while the sleek fit keeps it clean and elevated.

    Fit & Features

    • Knit fabric
    • Strapless tube neckline
    • Hardware waist insert and cutout, sash detail
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000867

    Category Name: Cutout Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

  • 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
  • Sleek Moves One-Shoulder Cutout Mini Dress

    The kind of dress that shifts the whole mood the second you walk in. This one-shoulder cutout bodycon mini dress hugs your curves with a sleek, sculpted fit made for nights you don’t plan on blending in.

    Fit & Features

    • Sleek knit fabric with knit lining, high stretch
    • Sleeveless asymmetric one-shoulder neckline, thin tank strap, ruched detail
    • Asymmetric waist cutout leading to an open back
    • Wrap-front overlay, long sash accent
    • Ruched detailing
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000870

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: PERIWINKLE

    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

  • Second Glance Beaded-Trim Halter Midi Dress

    The kind of dress that gets a second glance before you even say a word. This beaded-trim halter midi dress hugs in all the right places with a textured knit feel, open lace-up sides, and an open back that makes every entrance look intentional.

    Fit & Features

    • Textured knit fabric, high stretch
    • Sleeveless V-neckline, beaded bar strap accent
    • Tie-back halter spaghetti straps, beaded accents
    • Open back, lower tie-back spaghetti straps, back zipper closure
    • Open lace-up side design
    • Midi-length hem, back slit detail, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000627

    Category Name: Cutout Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • 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

    Product Badge:
    • Best Seller
  • 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

  • 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

  • Heat Check Halter Mini Dress

    She understood the assignment. This halter mini dress brings the drama with bold cutouts and a sleek bodycon fit that’s made for vacations, pool parties, and nights out.

    Fit & Features

    • Knit fabric with stretch
    • Halter neckline
    • Cutout front pattern, cutout back
    • Bodycon fit with attached sash
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000898

    Category Name: Cutout Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: GREEN

    Available Size: XS, S, M, L

  • 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

  • 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

  • Love At First Off-Shoulder Midi Dress

    The off-shoulder neckline softens it, the cutout keeps it interesting, and that sash detail does just enough. It’s minimal, but not forgettable—and that’s the whole point.

    Fit & Features

    • Smooth knit stretch fabric
    • Off-shoulder neckline
    • Side cutout design
    • Front sash 
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001224

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • 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

  • 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

  • Wild Card Energy Abstract Cutout Halter Mini Dress

    This one’s for the plans that start late and go later. An abstract print cutout halter mini dress that sculpts your shape and brings just enough edge for nights out, rooftop hangs, and everything after.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Abstract print
    • Sleeveless V-neckline with knotted detail at the bust
    • Halter tie-back spaghetti straps
    • Keyhole cutout, dual waist cutouts leading to an open back, lower tie-back spaghetti straps
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000925

    Category Name: Cutout Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Soft Curve Alert Rib Knit Midi Dress

    Warning: compliments incoming. This rib knit midi dress features a sweetheart neckline, wide shoulder straps, and a cutout back that keeps things chic, while the form-hugging fit and side slit do all the subtle showing off for you.

    Fit & Features

    • Soft, stretch rib knit fabric
    • Sweetheart neckline
    • Wide shoulder straps
    • Cutout back
    • Side slit
    • Form-hugging, midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000660

    Category Name: Cutout Dresses

    Price: $24.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serving Chic Halter Cutout Bodycon Midi Dress

    Serving subtle drama with zero effort. This halter bodycon midi dress sculpts your shape with ribbed stretch and bold cutouts—made for nights when you want to feel chic and a little daring.

    Fit & Features

    • Hacci ribbed knit-lined fabric, high stretch
    • Sleeveless crew neckline
    • Halter tie-back straps, open back
    • Waist cutouts leading to an open lower back
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000666

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS, S, M, L

  • Soft Curve High Slit Midi Tube Dress

    Serving soft curves with a little edge—this one knows exactly what it’s doing. The midi tube dress hugs in all the right places with a high slit that makes every step feel intentional.

    Fit & Features

    • Ribbed cotton-blend knit fabric, high stretch
    • Strapless sweetheart neckline, knot-front design
    • High-cut side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000665

    Category Name: Cutout Dresses

    Price: $22.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free