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.
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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.
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Flirty Fit Lace Ruffle Romper
The one that instantly upgrades whatever’s on your calendar. A lace cutout ruffle romper with a flirty fit that’s made for parties, birthdays, and last-minute invites you’re definitely saying yes to.
Fit & Features
- Sheer lace fabric with knit lining, moderate stretch
- Sleeveless plunging V-neckline, bar strap accent
- Halter tie-back spaghetti straps
- Open back, lower tie-back spaghetti straps
- Drop waist
- Tiered ruffled mini-length overlay, skater silhouette, hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06503-000252
Category Name: Cutout Dresses
Price: $46.90
Availability: In Stock
Available Color: OFF, WHITE
Available Size: S, M, L
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Carolyn Crepe Midi Formal Dress
Special Occasion
A study in modern romance, the Carolyn crepe midi dress moves with quiet confidence and just the right touch of allure. From the square neckline to the sheer lace cap sleeves and cutout back with delicate button detailing, it’s designed for that effortlessly polished entrance—and the compliments that follow.
Fit & Features
- Crepe fabric lined with stretchy knit
- Square neckline
- Sheer lace cap sleeves
- Cutout back, sheer lace panel with button closure
- Back zipper and hook-eye closure
- Mermaid silhouette, flared midi-length hem
- Runs true to size
Where to Wear:
Bridal celebrations, rehearsal dinners, engagement photoshoots and parties, bachelorettes, weddings, cocktail parties, date nights, graduations, birthdays, wineries, honeymoons, vacations
Style Number/Barcode: 05001-000747
Category Name: Cutout Dresses
Price: $54.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M
Product Badge:- Best Seller
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Back At It Twist Back Midi Dress
You didn’t plan to stand out, but here we are. This sleeveless midi dress hugs in all the right places with a twist cutout back and side slit that catches every eye.
Fit & Features
- Soft rib knit fabric, smooth knit lining
- Square neckline
- Tank shoulder straps
- Twist cutout back
- Side slit
- Form-hugging, midi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000201
Category Name: Cutout Dresses
Price: $28.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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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
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Getaway Ready Floral Print Maxi Dress
Out of office and not checking. This floral hem print maxi dress features a plunge halter neck, front slit, and a cross strap back that brings the drama from every angle. Perfect for packing with you on vacations, honeymoons, or weekend escapes!
Fit & Features
- Smooth knit stretchy fabric, knit lining
- Halter plunge neckline, hardware insert, adjustable cross back straps
- Open back design
- Cutout bosdice
- Flowy maxi-length silhouette with floral hem print
- Runs true to size
Style Number/Barcode: 05102-000576
Category Name: Cutout Dresses
Price: $64.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
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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
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Dress Code Slinky Cutout Mini Dress
This mini dress is for when the night plans get a little bold. The slinky draped fit with a one-shoulder neckline and side cutout keeps it sleek, sculpted, and ready for every invite.
Fit & Features
- Slinky sheer knit fabric, smooth knit lining
- Draped one-shoulder neckline
- Side cutout design
- Side ruched seams
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05103-000705
Category Name: Cutout Dresses
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Ember Floral A-Line Midi Formal Dress
Special Occasion
Softly romantic with a polished edge, the Ember floral print midi dress floats with every step, made for those RSVP moments where effortless elegance is the goal. The linen-like fabric, scallop square neckline, and lace-up open back bring a modern, feminine twist to a timeless A-line silhouette.
Fit & Features
- Floral print, linen-like woven fabric, knit lining
- Scallop square neckline, adjustable spaghetti straps
- Side zipper closure
- Scallop side cutouts
- Lace-up open back
- Pleated A-line midi silhouette
- Runs true to size
Where to Wear:
Bridal celebrations, engagement parties and photoshoots, birthday brunches, garden parties, afternoon tea, winery tastings, vacations, honeymoons, formal celebrations
Style Number/Barcode: 05001-000659
Category Name: Cutout Dresses
Price: $119.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L, XL
Product Badge:- Ships Free
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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
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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
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Emily Floral Open Back Formal Dress
Special Occasion
The Emily mesh mermaid gown hugs in all the right places with a sculpted silhouette and striking hardware cutout detail. The ruched finish and halter neckline bring just the right amount of drama—perfect for when the RSVP calls for something unforgettable.
Fit & Features
- Floral print, mesh-lined fabric
- Halter sweetheart neckline with tie straps
- Open back
- Cutout bodice with hardware insert
- Ruched mermaid silhouette
- Floor-length hem
- Runs true to size
Where to Wear
Bridal celebrations, engagement photoshoots, garden parties, birthday brunches, rehearsal dinners, honeymoons, vacations, formal celebrations
Style Number/Barcode: 05002-001399
Category Name: Cutout Dresses
Price: $69.90
Availability: In Stock
Available Color: WHITE, PRINT
Available Size: XS, S, M, L
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Gracelyn Satin Corset A-Line Gown
Special Occasion
Made for the kind of entrance that quiets a room, the Gracelyn dress stuns in luminous satin with a sculpted corset bodice and sweeping A-line gown silhouette. A softly draped sweetheart neckline and keyhole detail add a chic look for prom nights, galas, and every black-tie moment on your calendar.
Fit & Features
- Premium satin fabric, tulle and woven linings
- Sleeveless sweetheart neckline, pleated wrap-front design, padded bra cups
- Corset bodice with flexible boning, keyhole cutout
- Adjustable spaghetti straps
- Open lace-up back with tie closure, lower back zipper with hook-eye closure
- Pleated floor-length A-line silhouette, hidden side pockets
- Runs true to size
Where to Wear:
Prom, galas, black-tie parties, red-carpet events, and formal affairs.
Style Number/Barcode: 05005-000021
Category Name: Cutout Dresses
Price: $219.90
Availability: In Stock
Available Color: BLACK, WINE
Available Size: 3, 5, 7, 9, 11, 13
Product Badge:- Ships Free
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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
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Midnight Spark Sequin Halter Mini Dress
Not subtle, not sorry—this one’s here to be seen. This sequin mini dress with a front cutout and beaded fringe trim brings movement, shimmer, and just enough drama for your night out.
Fit & Features
- Sequin embellished fabric, mesh-lined fabric
- High halter neckline tie straps
- Back zipper and hook-eye closure
- Front cutout bodice, delicate beaded fringe trim
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05103-000744
Category Name: Cutout Dresses
Price: $59.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Boho Dreamer Ruffled Lace Romper
Show off dreamy boho vibes this festival season in this trendy lace romper. The plunging V-neck and open back bring the sultry look, while the ruffled mini-length overlay adds that sweet flirty style.
Fit & Features
- Sheer lace fabric with knit lining, high stretch
- Sleeveless plunging V-neckline, bar strap accent
- Halter tie-back spaghetti straps, open back, lower tie-back straps
- Drop waist seam
- Ruffled tiered mini-length overlay, fitted shorts
- Romper in size small is 28" shoulder to hem with a 7.5" front rise and a 2" inseam
- Runs true to size
Style Number/Barcode: 06503-000011
Category Name: Cutout Dresses
Price: $39.90
Availability: In Stock
Available Color: IVORY, BLACK, BROWN
Available Size: XS, S, M, L
Product Badge:- Back In Stock
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Flirty Lace Back Skater Romper
Refresh your look with this fab flirty skater romper that is perfect for parties! It features a sleeveless V-neckline with a wrap-front design, adjustable spaghetti straps that lead to a sheer lace back with a lower back cutout, a fitted high waist with a skater skirt overlay, and relaxed-fitting shorts. The woven fabric includes a knit lining at the bust. Style this romper with clear heels.
Fit & Features
- Sleeveless V-neckline, wrap-front design
- Adjustable spaghetti straps
- Sheer lace back, zipper closure, lower back cutout
- Fitted high waist, elasticized back waistband skater skirt overlay
- Relaxed-fitting shorts
- Woven fabric, knit lining at the bust, no stretch
- Runs true to size
Style Number/Barcode: 06403-0367
Category Name: Cutout Dresses
Price: $44.90
Availability: In Stock
Available Color: IVORY, BLACK
Available Size: XS, S, M, L
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Pretty Vibe Eyelet Skater Dress
Soft, flirty, and low-key unforgettable—this is the dress you reach for when the day turns into a whole moment. The eyelet skater dress hugs up top, flows out just right, and gives you that easy, pretty vibe from brunch to golden hour.
Fit & Features
- Woven eyelet fabric with lining
- Sleeveless square neckline
- Adjustable spaghetti straps
- Open tie-back design
- Mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-000922
Category Name: Cutout Dresses
Price: $49.90
Availability: In Stock
Available Color: WHITE
Available Size: XXS, XS, S, M, L
Product Badge:- Best Seller
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Extra Sweet Chiffon Ruffle Skater Dress
Caught between sweet and a little extra—in the best way. This chiffon skater dress brings soft ruffle movement and a flirty tie-back moment that feels just right for anything on your calendar.
Fit & Features
- Chiffon fabric with lining
- Sleeveless square neckline, ruched bust
- Adjustable spaghetti straps
- Open tie-back design
- Tiered ruffled design
- Mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-001012
Category Name: Cutout Dresses
Price: $44.90
Availability: In Stock
Available Color: WHITE, LIGHT, BLUE
Available Size: XXS, XS, S, M, L
Product Badge:- Best Seller
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Soft Sculpt A-Line Mini Tube Dress
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: L
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Going Out Again Mesh Mini Dress
No overthinking—this is the one. This ruched mini dress pulls everything in with a sculpted fit, featuring a strapless neckline, underbust cutout, and rhinestone side details that catch every flash.
Fit & Features
- Mesh-lined stretchy fabric
- Strapless sweetheart neckline, underbust cutout
- Side cutout with rhinestone details
- Bodycon ruched silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05103-000819
Category Name: Cutout Dresses
Price: $49.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Bold Allure Abstract Print Cutout Mini Tube Dress
This is what you wear when subtle isn’t the plan. The bodycon silhouette of the abstract print mini tube dress showcases your curves, while the bold cutout and draped sash bring that extra, can’t-look-away energy.
Fit & Features
- Mesh fabric with lining, high stretch
- Abstract print
- Strapless sweetheart neckline with wired notched bust design, long sash
- Front waist cutout
- Ruched detailing
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-000968
Category Name: Cutout Dresses
Price: $38.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
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Effortless Confidence Sheer Lace Maxi Dress
A little sheer, a little bold—exactly how you like it. This lace maxi dress skims your body with a soft stretch feel, made for slipping into when the vibe calls for effortless confidence.
Fit & Features
- Textured lace fabric with a mini-length knit lining, moderate stretch
- Sleeveless V-neckline with O-ring accent at the bust
- Adjustable spaghetti straps
- Maxi-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05102-000599
Category Name: Cutout Dresses
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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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
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Flirty Moment Lace Back Skater Romper
Soft, flirty, and a little unexpected—this romper catches attention on the way out. The sheer lace back and flowy skater fit is perfect for when your plans start casual but your outfit says otherwise.
Fit & Features
- Woven fabric
- Sleeveless V-neckline, wrap-front design
- Adjustable spaghetti straps
- Sheer lace back design, zipper closure
- Lower back cutout
- Tiered ruffled overlay, skater silhouette, flowy shorts
- Runs true to size
Style Number/Barcode: 06403-000146
Category Name: Cutout Dresses
Price: $44.90
Availability: In Stock
Available Color: BLUSH
Available Size: XS, S, M, L