Cutout Dresses
Cutout dresses bring just the right amount of edge. This collection focuses on clean, sculpted silhouettes with waist and neckline cutouts, subtle twists, and soft gathering that naturally shapes the body. Halter styles, gentle ruching, and luxe hardware — including gold jewelry-inspired trims — add a polished, styled finish. Keep it classic in black or white, or go bolder in hot pink, red, or vibrant purple. Modern, confident, and easy to wear, these are the cutout dresses that make an impact without trying too hard.
Now Trending
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.
-
Sheila Glitter Lace-Up Formal Dress
Special Occasion
Designed for evenings that call for a little shimmer, the Sheila gown brings effortless glamour to the moment. Crafted in glitter knit with a square neckline and front princess seams, the mermaid floor-length silhouette is finished with a cutout back and mini lace up detail for a striking final touch.
Fit & Features
- Glitter knit fabric, knit lining
- Square neckline, tank shoulder straps, padded bra cups
- Cutout back, mini lace-up
- Princess seams down the front
- Mermaid floor-length hem
- Runs true to size
Where to Wear:
Prom, weddings, red carpet events, rehearsal dinners, anniversaries, engagement parties, big birthday events, glamorous occasions
Style Number/Barcode: 05002-001134
Category Name: Cutout Dresses
Price: $79.90
Availability: In Stock
Available Color: RED, BLACK
Available Size: XXS, XS, S, M, L
Product Badge:- Ships Free
-
Esther Glitter Cutout Slit Formal Dress
Special Occasion
For the evening when elegance calls for a little drama, the Esther dress makes an unforgettable entrance. Designed in glitter fabric with a plunge neckline and cutout bodice, this mermaid dress is finished with a cutout back featuring a hoop insert and a high front slit for striking movement.
Fit & Features
- Glitter knit fabric, smooth lining
- Plunge neckline, padded bra cups, halter tie strap
- Cutout bodice, cutout back with hoop insert
- Back hidden zipper and hook-eye closure
- High front slit
- Mermaid floor-length silhouette
- Runs true to size
Where to Wear:
Prom, formal weddings, black tie parties, galas, upscale dinners, anniversaries, glamorous events, red carpet occasions
Style Number/Barcode: 05002-001148
Category Name: Cutout Dresses
Price: $79.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
Product Badge:- Ships Free
-
Catrina Crochet Slit Formal Dress
Special Occasion
Designed for destination moments that call for understated allure, the Catrina crochet column dress feels both romantic and refined. A strapless sweetheart neckline meets a sculptural hardware cutout and high side slit, creating a silhouette that feels effortless, modern, and perfectly bridal for sun-soaked celebrations.
Fit & Features
- Crochet fabric lined with mesh
- Strapless sweetheart neckline with hardware insert, padded bra cups
- Keyhole cutout
- Tie-back detail, zipper and hook-eye closure
- High side slit for movement
- Curve-hugging column silhouette
- Floor-length hem
- Runs true to size
Where to Wear:
Destination weddings, bridal rehearsal dinners, bachelorette trips, tropical resorts, sunset cocktail parties, honeymoons, upscale beachside restaurants, weekend getaways
Style Number/Barcode: 05002-001128
Category Name: Cutout Dresses
Price: $69.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Best Seller
-
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
-
Hollie Floral Halter Mermaid Formal Dress
Special Occasion
Designed to command attention from every angle, the Hollie mesh mermaid dress pairs a statement floral print with a halter keyhole neckline for a look that feels both sculptural and fluid. The open back and floor-length finish create an unforgettable balance of drama and refinement.
Fit & Features
- Mesh-lined fabric with all-over floral print
- Halter neckline with deep V-shaped keyhole cutout
- Twist-front bust with ruched detailing
- Open back with adjustable halter tie
- High-waist seam for a contoured fit
- Floor-length mermaid silhouette
- Runs true to size
Where to Wear:
Weddings, destination resorts, honeymoons, birthday dinners, dressy cocktail parties, gala dinners, engagement parties, rehearsal dinners, black tie occasions
Style Number/Barcode: 05002-001156
Category Name: Cutout Dresses
Price: $74.90
Availability: Out of Stock
Product Badge:- Ships Free
-
Adalynn Floral Lace Mermaid Formal Dress
Special Occasion
Romantic with a modern edge, the Adalynn dress is designed to captivate from every angle with its delicate floral lace and sculpted mermaid floor-length silhouette. The subtle cutout back adds an unexpected allure, making it perfect for those moments when you want elegance with just a hint of intrigue.
Fit & Features
- Floral print, lace-lined stretch fabric
- Scoop neckline, padded bra cups
- Adjustable spaghetti straps
- Cutout back with hook closure strap
- Mermaid floor-length silhouette
- Runs true to size
Where to Wear:
Bridal celebrations, garden parties, graduations, baby showers, prom, afternoon tea, engagement photoshoots and parties, vacations, honeymoons
Style Number/Barcode: 05002-001152
Category Name: Cutout Dresses
Price: $69.90
Availability: In Stock
Available Color: WHITE, PRINT
Available Size: XXS, XS, S, M, L
-
Justina Sequin Floral Formal Dress
Special Occasion
Soft shimmer meets sculpted elegance in the Justina sequin mermaid gown designed to captivate from every angle. A floral finish and striking cutout back create a refined balance of romance and modern allure, perfect for elevated occasions that call for something unforgettable.
Fit & Features
- Delicate floral pattern, sequin mesh-lined fabric
- Square neckline, spaghetti straps
- Cutout back
- Mermaid silhouette
- Floor-length hem with subtle train
- Runs true to size
Where to Wear:
Prom, formal weddings, garden parties, galas, upscale cocktail soirees, resort formal events, black tie occasions, milestone celebrations
Style Number/Barcode: 05002-001164
Category Name: Cutout Dresses
Price: $109.90
Availability: In Stock
Available Color: WHITE, PRINT
Available Size: XXS, XS, S, M, L
Product Badge:- Ships Free
-
Love Story Floral Mini Dress
Booked, busy, and dressed for it. This floral print chiffon mini dress features a halter sweetheart neckline with a cutout bar back and tiered ruffled a-line hem made for vacations, bachelorette trips, and dressy occasions!
Fit & Features
- Floral print, chiffon fabric, woven lining
- Sweetheart halter neckline, padded bra cups, tie straps
- Cutout smocked bar back detail
- Tiered ruffled A-line fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05101-000856
Category Name: Cutout Dresses
Price: $49.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
-
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: XS, S, M, L
- Floral printed chiffon fabric with lining
-
Majorly Chic Ribbed Knit Mock Neck Midi Dress
Meet the midi dress that makes minimal feel major. The mock neck and keyhole detail bring a chic vibe, while the ribbed knit stretch keeps it comfy enough from brunch meet-ups to dinner dates.
Fit & Features
- Ribbed hacci knit fabric with knit lining, high stretch
- Sleeveless mock neckline
- Keyhole cutout at the bust
- Angled seams under the bust
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000422
Category Name: Cutout Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: In Stock
Available Color: IVORY
Available Size: L
Product Badge:- Sale
-
Golden Hour Energy Tube Mini Dress
This dress feels like golden hour bottled up. The abstract mesh, bold cutouts, and flowing sash bring a confident, getaway-ready vibe made for warm nights!
Fit & Features
- Stretch mesh-lined fabric with an abstract printed design
- Strapless tube neckline
- Front cutout detail for a bold silhouette
- Attached sash detail
- Mini length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-000421
Category Name: Cutout Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Isabel Sequin Floral Strapless Formal Dress
Special Occasion
Designed for entrances that linger, the Isabel dress moves with a fluid mermaid silhouette that feels both refined and unforgettable. Sequin floral mesh adds dimension and light-catching detail, while the strapless neckline and cutout back bring a modern edge to a timeless moment.
Fit & Features
- Mesh fabric with full-length knit lining, high stretch
- Floral sequin pattern
- Strapless neckline with no-slip strip, padded bust
- Cutout back design, hook-eye closure strap, lower back zipper with hook-eye closure
- High front slit for movement
- Mermaid floor-length silhouette
- Runs true to size
Where to Wear:
Prom, weddings, black-tie galas, milestone celebrations, formal birthday dinners, garden soirees, and red-carpet occasions.
Style Number/Barcode: 05002-001175
Category Name: Cutout Dresses
Price: $109.90
Availability: In Stock
Available Color: LIGHT, BLUE, PINK
Available Size: XXS, L, S
Product Badge:- Ships Free
-
Compliment Me Lace Ruffle A-Line Mini Dress
This lace ruffle A-line mini dress hugs through the sweetheart bodice, shows just enough with waist cutouts, and flares into a floaty silhouette that moves when you do—perfect for parties, bridal events, or any time you want compliments on repeat.
Fit & Features
- Sheer lace fabric with lining
- Sleeveless sweetheart neckline
- Tie-back halter straps, partially open back
- Asymmetric waist cutouts leading to open lower back
- Ruffled trim
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-000867
Category Name: Cutout Dresses
Price: $49.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
-
Lilyanna Floral Sequin Slit Formal Dress
Special Occasion
Designed for moments that call for quiet drama, the Lilyanne sequin mermaid gown moves with a fluid, sculpted elegance that feels instantly elevated. The floral sequin pattern, open back, and high front slit come together for a look that’s polished, confident, and unforgettable from every angle.
Fit & Features
- Mesh-lined fabric with an allover floral sequin pattern
- Scoop neckline, padded bra cups, adjustable spaghetti straps
- Mermaid silhouette, high front slit, floor-length hem
- Open back detail, zipper and hook-eye closure
- Runs true to size
Where to Wear:
Prom, galas, formal milestone celebrations, weddings, garden parties, award dinners, fashion-forward soirees, upscale cocktail parties, red-carpet occasion
Style Number/Barcode: 05002-001230
Category Name: Cutout Dresses
Price: $119.90
Availability: In Stock
Available Color: PINK, DENIM
Available Size: M, L, XXS, XS, S
Product Badge:- Ships Free
-
Wendy Mesh Corset Slit Formal Dress
Special Occasion
Sleek and sculpted for nights that call for confident elegance, the Wendy mesh gown delivers drama with a refined finish. The sweetheart neckline with a subtle cutout and corset bodice shapes a form-hugging long silhouette designed to leave a lasting impression.
Fit & Features
- Mesh-lined fabric with stretch
- Sweetheart neckline, cutout accent
- Built-in padded underwire bust, adjustable spaghetti straps
- Back zipper and hook-eye closure
- Flexible boning structured bodice
- High slit design, form-hugging floor-length silhouette
- Runs true to size
Where to Wear:
Black tie weddings, galas, formal evening ceremonies, upscale red-carpet events, elegant ballroom receptions, luxury hotel venues, bachelorettes, formal birthday celebrations, milestone parties, fancy date nights, anniversaries
Style Number/Barcode: 05002-001243
Category Name: Cutout Dresses
Price: $29.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
Product Badge:- Sale
-
Liliane Floral Sequin Mermaid Formal Dress
Special Occasion
Softly romantic with a polished finish, the Liliane floral sequin gown moves beautifully from ceremony to last dance. The mermaid floor-length silhouette is balanced by a cutout tie back that feels graceful, confident, and event-ready.
Fit & Features
- Floral-printed mesh fabric with full-length knit lining, high stretch
- All-over clear sequin embroidery
- Sleeveless sweetheart neckline, pleated satin bust with padding
- Thin satin tank straps, satin tie-back design
- Lower back cutout, zipper with hook-eye closure
- Floor-length mermaid silhouette
- Runs true to size
Where to Wear:
Prom, weddings, garden soirees, black-tie galas, rehearsal dinners, bridal celebrations, fancy birthday brunches, formal milestone celebrations, and balls.
Style Number/Barcode: 05002-001251
Category Name: Cutout Dresses
Price: $129.90
Availability: In Stock
Available Color: PINK
Available Size: XXS, XS, S, M, L
Product Badge:- Ships Free
-
Double Take Floral Chiffon Ruffle Maxi Dress
Cue the double takes. This floral chiffon maxi dress brings the drama with ruffles, cutouts, a flirty slit, and breezy movement that shows up beautifully everywhere from brunch plans to sunset parties.
Fit & Features
- Sheer chiffon fabric with full-length stretchy knit lining
- Sleeveless sweetheart neckline, no-slip strip, padded bust, knotted center
- Halter tie-back straps, stretchy smocked back
- Asymmetric side cutouts leading to an open lower back
- Ruffled design, high-cut front slit
- Maxi-length flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-000888
Category Name: Cutout Dresses
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
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, lower zipper and hook-eye 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
Product Badge:- Best Seller
-
Leslie Sequin Slit Formal Dress
Special Occasion
For evenings that call for undeniable glamour, the Leslie dress captures attention with effortless poise. Sequin embellished fabric pairs with a satin pleated sweetheart neckline and mermaid silhouette, while a high front slit and cutout back add a striking finish.
Fit & Features
- Sequin-embellished, mesh-lined fabric
- Satin pleated sweetheart neckline
- Sewn-in padded bra cups, adjustable spaghetti straps
- Cutout back with hook strap closure, zipper with hook-eye closure
- High front slit
- Mermaid floor-length silhouette
- Runs true to size
Where to Wear:
Prom, black tie weddings, elegant receptions, formal galas, balls, glamorous celebrations, anniversary dinners, engagement parties, dressy date nights, red carpet occasions
Style Number/Barcode: 05002-001366
Category Name: Cutout Dresses
Price: $129.90
Availability: In Stock
Available Color: NAVY, PINK
Available Size: XXS, XS, S, M, L
Product Badge:- Ships Free
-
Averie Floral Lace Strapless Mermaid Dress
Special Occasion
The Averie gown captures that rare balance of romance and allure the moment you step into the room. Crafted in floral lace with a sculpting mermaid silhouette and a striking cutout back, it’s the kind of gown that turns a special invitation into a truly unforgettable night.
Fit & Features
- Floral lace fabric lined with smooth knit
- Strapless sweetheart neckline, twist accent, padded bra cups
- Cutout back with hook clasp closure strap
- Back zipper and hook-eye closure
- Floor-length mermaid silhouette
- Runs true to size
Where to Wear:
Prom, weddings, galas, engagement parties, formal celebration dinners, cocktail receptions, and fancy birthday brunches.
Style Number/Barcode: 05002-001383
Category Name: Cutout Dresses
Price: $59.90
Availability: In Stock
Available Color: PINK, SAGE, PERIWINKLE
Available Size: XS, S, M, L
-
Weekend Vibe Floral Chiffon Ruffle Skater Dress
You just found your weekend plans outfit. This floral chiffon skater dress is light, flowy, and made to move from brunch to golden hour without a second thought.
Fit & Features
- Floral printed chiffon fabric with lining
- Sleeveless sweetheart neckline, mini keyhole cutout, ruched bodice
- Halter tie-back straps, partially smocked back design
- Tiered ruffled design
- Mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-000905
Category Name: Cutout Dresses
Price: $59.90
Availability: In Stock
Available Color: WHITE
Available Size: XXS, XS, S, M, L
-
Sunlit Escape Cutout Mini Dress
This strapless mini dress feels like a vacation—even if you’re just stepping out. The strapless neckline keeps it clean, while the beaded detailing and side cutout bring an unexpected flair.
Fit & Features
- Linen-like fabric
- Strapless tube neckline
- Side cutout with a beaded design
- Bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000444
Category Name: Cutout Dresses
Price: $49.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
-
Sunset Siren Cutout Bodycon Mini Dress
Serving sunkissed goddess with zero effort. This cutout bodycon mini dress hugs in all the right places, with sun-shaped hardware that turns a simple night out into a full-style statement.
Fit & Features
- Textured knit fabric, high stretch
- Strapless sweetheart neckline
- Dual cutouts at the bodice
- Metal sun-shaped hardware accents
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-001140
Category Name: Cutout Dresses
Price: $19.97 $35.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Sale
-
Valerie Polka Dot Ruffle Formal Dress
Special Occasion
Made for that slow-turn, stop-and-stare moment, the Valerie polka dot mermaid gown moves with every step like it knows it’s being watched. The strapless sweetheart neckline, ruched bodice, and cascading ruffle tiers bring a playful kind of drama that feels equal parts polished and unforgettable.
Fit & Features
- Polka dot print, organza woven fabric with full-length lining
- Strapless sweetheart neckline, keyhole cutout at the bust, padded bra cups, non-slip grip lining
- Lace-up back with tie closure, lower back cutout detail, zipper and hook-eye closure
- Sculpted ruffled design
- Floor-length mermaid silhouette with a bonded hem
- Runs true to size
Where to Wear:
Prom, garden parties, galas, upscale birthday events, formal milestone celebrations, fancy brunches, tea parties, race days, derby days, and black-tie occasions.
Style Number/Barcode: 05002-001396
Category Name: Cutout Dresses
Price: $129.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
Product Badge:- Ships Free