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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Alessandra Corset A-Line Formal Dress
Special Occasion
For the kind of entrance that quiets the room in the best way, the Alessandra gown is all about sculpted drama and fluid movement. Designed with an applique sequin corset bodice, lace-up cutout back, and a mermaid floor-length skirt finished with a high front slit and side pockets, it’s a statement-maker that still feels effortlessly refined.
Fit & Features
- Silky smooth fabric
- pplique sequin corset bodice with structured boning
- Strapless neckline
- A-line floor length silhouette, high front slit
- Lace up cutout back for adjustable fit
- Hidden side pockets
- Runs true to size
Where to Wear:
Prom, black tie weddings, galas, balls, upscale birthday event, red carpet awards ceremony, formal milestone celebrations, anniversary parties
Style Number/Barcode: 05002-001531
Category Name: Cutout Dresses
Price: $129.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M
Product Badge:- Ships Free
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Bold Allure O-Ring Cutout Bodycon Mini Dress
This is the one you wear when subtle just is not the plan. This cutout bodycon mini dress sculpts with high-stretch textured knit, while the plunging halter neckline and metal O-ring details serve just enough allure for late nights and last-minute plans.
Fit & Features
- Textured knit fabric, high stretch
- Sleeveless plunging scoop neckline
- Cutouts with metal O-ring accents
- Halter strap, partially open back
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 06005-000298
Category Name: Cutout Dresses
Price: $42.90
Availability: In Stock
Available Color: BROWN, CHARTREUSE
Available Size: XS, S, M, L
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No Questions Asked Mini Dress
This one doesn’t wait around. Command the room in this bodycon mini dress, offering a show of skin and a trendy hardware detail that pulls the look together. Pair with heels for a night out.
Fit & Features
- Texture knit fabric
- Plunge cutout neckline, hardware insert
- Adjustable spaghetti straps
- Cutout back
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 06005-000309
Category Name: Cutout Dresses
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
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Flirting With Plans Puff Sleeve Skater Dress
She’s cute, collected, and already has plans you’ll want in on. This puff sleeve skater dress cinches in all the right places with a breezy fit that works for dinner reservations, summer parties, and every “I had nothing to wear” moment.
Fit & Features
- Linen-blend woven fabric
- Sweetheart neckline, bust tie detail
- Short puff sleeves
- Open tie-back design
- Short skater silhouette, ruffled hem
- Runs true to size
Style Number/Barcode: 05102-000542
Category Name: Cutout Dresses
Price: $49.90
Availability: In Stock
Available Color: NAVY
Available Size: XXS, XS, S, L
Product Badge:- Best Seller
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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, M, L
Product Badge:- Best Seller
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Daring Mood Cowl Neck Cold-Shoulder Mini Dress
When the invite says dress up, you understand the assignment. This cowl neck bodycon mini dress skims in all the right places with a plunging neckline, cold-shoulder drape, and open back that feels both polished and daring.
Fit & Features
- Jersey knit fabric, high stretch
- Mock neckline, plunging cowl neck design
- Draped cold-shoulder sleeves with open design
- Open back
- Ruched waist
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-000758
Category Name: Cutout Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Sale
- Jersey knit fabric, high stretch
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Date Night Defined Bodycon Mini Dress
This one speaks fluent date night. A lace trim bodycon mini dress with a sculpting fit and flirty cutout that brings just the right amount of drama to dinner plans, parties, and wine bar nights.
Fit & Features
- Mesh-lined fabric
- Sweetheart neckline
- Lace shoulder straps and cutout bodice and back trim
- Ruched bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05103-000766
Category Name: Cutout Dresses
Price: $38.90
Availability: In Stock
Available Color: PURPLE
Available Size: XS
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Brunch Date Ready Eyelet A-Line Mini Dress
Cute plans just found their outfit. This woven eyelet A-line mini dress features a flattering sweetheart neckline with a cinched front and keyhole cutout, giving it a feminine fit that’s ready for brunch, weekend dates, or sunny day plans.
Fit & Features
- Sheer woven eyelet fabric with lining
- Sweetheart neckline, scalloped trim, center cinched design, keyhole cutout
- Short flutter sleeves, can be worn off-the-shoulder
- Mini-length hem
- Fitted A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-001114
Category Name: Cutout Dresses
Price: $52.90
Availability: In Stock
Available Color: WHITE
Available Size: M
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Late Night Tease Halter Bodycon Mini Dress
A little daring, very intentional—this mini dress knows the assignment. The slink knit fabric molds to your shape while the choker halter and open back keep things flirt-forward for nights on the town.
Fit & Features
- Slinky knit fabric with a smooth, stretch feel
- Halter choker keyhole cutout neckline
- Open back with adjustable strap
- Side ruched seams that contour the body
- Bodycon mini silhouette
- Runs true to size
Style Number/Barcode: 05103-000772
Category Name: Cutout Dresses
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Serving Drama Halter Cutout A-Line Dress
This is your “say less, I’m on my way” dress. The halter neckline and V-neck cutout serve just enough drama, while the A-line silhouette and asymmetric hem keep it flirty and ready for whatever’s on your calendar.
Fit & Features
- Sleek knit fabric with knit lining, high stretch
- Sleeveless mock neckline, V-neck cutout
- Tie-back halter straps, partially open back
- Ruched side seams at the waist
- Short asymmetric hem
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05103-000771
Category Name: Cutout Dresses
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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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
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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
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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: $19.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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After Hours Cutout Mini Tube Dress
Last-minute invite? You’re already set. This mini tube dress hugs your curves with a strapless fit, trendy cutout, and dramatic side sash that moves with you on every dance floor.
Fit & Features
- Smooth knit fabric, partial lining, high stretch
- Strapless sweetheart neckline, padded bra cups, non-slip grip lining
- Bodycon mini-length silhouette
- Sheer mesh bodice and cutout detail
- Side sash detail
- Runs true to size
Style Number/Barcode: 05103-000794
Category Name: Cutout Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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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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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
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City Nights One Shoulder Mini Dress
Last-minute invite? Say less—you’re already dressed. This bodycon mini dress hugs in all the right places with side ruched seams and a one-shoulder neckline that brings just enough drama.
Fit & Features
- Smooth knit fabric, knit lining, high stretch
- One-shoulder neckline with cinch insert
- Keyhole cutout back
- Side ruched seams
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05103-000805
Category Name: Cutout Dresses
Price: $39.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
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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
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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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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: 05001-000746
Category Name: Cutout Dresses
Price: $54.90
Availability: In Stock
Available Color: WHITE, BLACK
Available Size: XS, S, M, L, XL
Product Badge:- Back In Stock
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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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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
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Adella Velvet Strapless Mermaid Formal Dress
Special Occasion
Sleek and unforgettable, the Adella velvet gown is designed for evenings that call for refined drama and confident elegance. A strapless twist neckline, sculpted mermaid silhouette, and subtle cutout back come together in a look that feels timeless yet undeniably striking.
Fit & Features
- Plush velvet fabric
- Strapless twist neckline
- Cutout back, lower ruched seam
- Mermaid silhouette
- Floor-length hem
- Runs true to size
Where to Wear:
Weddings, black tie galas, formal dances, rehearsal dinners, engagement parties, milestone celebrations, fancy date nights, award ceremonies, elegant parties, opera nights
Style Number/Barcode: 05002-001646
Category Name: Cutout Dresses
Price: $19.97 $69.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: S
Product Badge:- Sale
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Cool Confidence Animal Print A-Line Mini Dress
A little wild, a lot unforgettable. This strappy abstract animal print A-line mini dress skims and sways with every step, giving you that effortless, throw-it-on-and-own-the-night kind of confidence.
Fit & Features
- Mesh fabric with knit lining, high stretch
- Abstract animal print
- Sleeveless sweetheart neckline, no-slip strip
- Cross-front spaghetti strap design leading to a tie-back halter design
- Open back design
- Mini-length asymmetric hem, flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 05103-000823
Category Name: Cutout Dresses
Price: $39.90
Availability: Out of Stock
Product Badge:- Ships Free