Cutout Dresses
Indulge in the sultry aesthetics of cutout dresses that are bound to make heads turn. Browse our collection of eye-catching and sexy dresses with revealing designs at the waistline, twists-front, or neckline. You can never go wrong with a cutout dress in a classic black or white, or go bold in hues like, hot pink, red, or a vibrant purple for a truly unforgettable look. Keep up with the cutting-edge of fashion with the latest dresses with cut-outs.
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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 holiday parties. Whether you're stepping out for a seasonal soirée or dressing for a fall 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 holiday 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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With Love Lace Cutout Floral Slit Maxi Dress
Slip into this sultry floral maxi dress designed with a romantic lace sweetheart bust and bold back cutout with a flirty high side slit.
Fit & Features
- Floral print, mesh-lined fabric
- Lace sweetheart bust, cutout accent, lace shoulder straps
- Back cutout with hook closure
- Form-hugging silhouette
- High side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000043
Category Name: Cutout Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Mesh Strapless Bodycon Mini Dress
Enter looking like chic in this mesh mini dress for a night on the town! The dress is crafted from a textured mesh fabric designed in a strapless and bodycon silhouette complete with a sassy cutout back and mini-length hem. Style this dress with statement earrings.
Fit & Features
- Textured mesh lined fabric, moderate stretch
- Strapless neckline
- Cutout back
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5542
Category Name: Cutout Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: M, L
Product Badge:- Sale
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No You Hang Up Tube Mini Dress
Get ready to wow in this tube mini dress for your next date! This dress is designed with an alluring twist bust with a keyhole cutout that shows some skin, while the form-hugging A-line silhouette accentuates your curves.
Fit & Features
- Texture knit stretchy fabric
- Strapless tube sweetheart neckline
- Twist bust, keyhole cutout
- Form-hugging, A-line silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000018
Category Name: Cutout Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Electric Vibe Cutout Tube Midi Dress
Sexy—ideal for turning heads at your next night out, this tube midi dress delivers electric vibes! This bodycon dress features sultry cutouts that flatter your curves while the tube design offers a sleek, modern look.
Fit & Features
- Smooth knit fabric, sewn-in knit lining, moderate stretch
- Strapless tube sweetheart neckline
- Twist bust, cutout accent
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05103-000474
Category Name: Cutout Dresses
Price: $39.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
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Spice Things Up V-Neck Cutout Skater Dress
Casual gets a sultry upgrade with this short skater dress perfect for showers and birthdays! This flirty skater dress boasts flowy sleeves, a front and back V-neckline, and a cutout bodice for an alluring look. The gauze fabric adds breezy comfort while the skater silhouette and short length keep you on-trend. Complete the look in strappy wedges.
Fit & Features
- Gauze woven fabric lined with stretchy knit
- V-Neckline front and back
- Cutout bodice, elasticized straps
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5420
Category Name: Cutout Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
Product Badge:- Sale
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Destination Paradise Tropical Slit Maxi Dress
Make a statement in this tropical maxi dress on your next visit to paradise! This stunning strapless maxi dress features an alluring side cutout and flirty side slit that creates movement with every step.
Fit & Features
- Tropical print, smooth knit stretchy fabric
- Strapless neckline
- Side cutout with adjustable drawstring
- High side slit
- Form-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000138
Category Name: Cutout Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold And Beautiful Rosette Halter Cutout Maxi Dress
Step out like a bold beauty in this printed maxi dress for brunch, shower celebrations, or parties! This stunning maxi features an elegant halter neckline adorned with rosette detail, flirty cutouts that flatter your silhouette, and a flowing skirt that moves gracefully with every step.
Fit & Features
- Abstract print, woven fabric
- Halter neckline with rosette detail, bust knit lining
- Side cutout accents
- Flowy ruffled maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000054
Category Name: Cutout Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wow Factor Cutout Maxi Dress
In this strapless maxi dress, you'll be checking yourself out in every mirror you pass! It boasts a metal square accent with a chic drape, a cutout bodice to show some skin, and a high front slit for effortless movement.
Fit & Features
- Texture knit fabric, stretchy knit lining
- Strapless sweetheart neckline, metal square accent, drape design
- Padded bra cups
- Cutout bodice, back zipper and hook-eye closure
- High front slit
- Maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000116
Category Name: Cutout Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Date Night Vibes Mesh And Satin Short Dress
This mesh and satin short dress brings the date night vibes with its chic allure! It features sheer mesh sleeves with flared hems, an alluring back cutout with a button closure, a sleek satin body with a V-neckline, a fitted waist, and a short flared-out hem with angled sides and an A-line silhouette. Style this short dress with rhinestone fringe earrings and platform heels.
Fit & Features
- Sheer mesh sleeves, flared hems
- Back cutout, single button closure
- Satin-knit body, V-neckline, dart seams
- Fitted waist, short flared-out hem, angled sides
- A-line silhouette
- Sheer mesh and satin-knit fabrics, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2804
Category Name: Cutout Dresses
Price: $44.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Savor The Moment Halter Cutout Maxi Dress
Step into the spotlight in this halter maxi dress on vacation or for some summer fun! Featuring a striking halter neckline adorned with elegant hardware and a shimmering stone insert, this bodycon dress offers a bold cutout design that highlights your figure.
Fit & Features
- Smooth knit stretchy fabric
- Halter neckline with tie closure
- Hardware and stone insert
- Cutout accents
- Bodycon silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000030
Category Name: Cutout Dresses
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Meet Your Match Striped Lace-Up Midi Dress
Your new stylish striped midi dress for casual soirees! Featuring a cutout bodice accented with sleek hardware trim, this dress offers a bold, modern edge. The lace-up open back adds a touch of allure, while the side slit offers effortless movement.
Fit & Features
- Striped pattern, texture knit fabric, stretchy knit lining
- High halter neckline, spaghetti strap tie
- Lace-up open back, lower zipper and hook-eye closure
- Cutout bodice with hardware trim
- Side slit
- Form-hugging silhouette, midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000081
Category Name: Cutout Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Fantasy Strapless Cutout Maxi Dress
Easy to wear, impossible to forget! Make your entrance in this floral maxi dress designed with a flirty cutout and form-hugging fit that accentuates your figure.
Fit & Features
- Floral print, mesh-lined fabric
- Strapless neckline
- Cutout bodice
- Form-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000079
Category Name: Cutout Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Blissful Cutie Halter Cutout Skater Dress
Get swept off your feet in this cute skater dress for any casual occasion! With its halter neckline and cutout bodice, this dress is designed to show off your figure, while the ruffled mini-length hem adds a flirty touch.
Fit & Features
- Gauze woven fabric, woven lining
- Halter neckline with spaghetti strap ties
- Stretchy smocked bust
- Cutout bodice
- Ruffled skater silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-6016
Category Name: Cutout Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L
Product Badge:- Sale
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Getaway Bound Lace-Up Print A-Line Dress
With an Italian-inspired print, this A-line dress is perfect for packing with you! This dress is designed in a flattering A-line mini silhouette with a stylish lace-up front and a chic cutout back that turns heads.
Fit & Features
- Multi-printed, woven fabric, woven lining
- V-neckline with lace-up bust
- Adjustable spaghetti straps
- Cutout back
- A-line silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000150
Category Name: Cutout Dresses
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Maisy Cutout High Slit Satin Formal Dress
Special Occasion
Make a showstopping entrance in the always stunning Maisy satin formal dress! She features a sleeveless V-neckline with a twist-front design, spaghetti straps, an alluring front cutout at the waist, and a floor-sweeping A-line silhouette with a chic high side slit to show off some leg. The satin-knit fabric showcases a luxe sheen for a glamorous vibe. Style with rhinestone heels for your next gala!
With a sleek finish and effortless shine, this dress is pure luxe. Want more? Browse our stunning satin prom dresses or find a celebration-ready style in our party dresses.
Fit & Features
- Sleeveless V-neckline, twist-front design
- Spaghetti straps
- Front waist cutout, high waist seam
- Floor-length hem, flowy A-line silhouette, side slit
- Satin-knit fabric, lining at the bust, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-6848
Category Name: Cutout Dresses
Price: $14.97 $74.90
On Sale: Yes
Availability: In Stock
Available Color: GOLD
Available Size: XS, S
Product Badge:- Sale
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Strings Attached Halter Bodycon Mini Dress
Steal the spotlight, one cutout at a time. This halter bodycon dress brings the heat with bead-trimmed cutouts that do all the talking. Perfect for nights where the vibes are high and the pics are hotter.
Fit & Features
- Stretchy knit-lined fabric with a smooth, sculpted feel
- Halter neckline with spaghetti strap tie
- Ruched bodice with cutout accents
- Beaded embellishments along the front
- Bodycon silhouette, mini-length hem
- Runs true to size
Style Number/Barcode: 05103-000095
Category Name: Cutout Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sunset Girl Abstract Halter Slit Maxi Dress
Need an unforgettable look? This abstract maxi dress will be the perfect companion for rooftop cocktails and parties, boasting a sultry halter neckline, cutout bodice, and high slit giving major sultry energy.
Fit & Features
- Abstract print, stretchy knit fabric, short knit stretch lining
- Halter neckline with tie straps, hoop insert
- Cutout bodice
- High side slit
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000003
Category Name: Cutout Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vacay Scandal Tropical Cutout Maxi Dress
Booked the trip? Now bring the drama in this tropical maxi dress! With metal hardware and skin-baring cutouts, this maxi is not for blending in—it's bold, body-hugging, and built for after-hours.
Fit & Features
- Tropical print, mesh fabric, smooth stretchy knit lining
- Halter neckline with hardware accents, spaghetti strap tie
- Bandeau-style cutout bodice with center metal U-ring
- Ruched high waist with hardware accent
- High front slit on a body-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-000032
Category Name: Cutout Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Courtside Style Cutout Pleated Skater Dress
Look cute courtside in this stylish tennis-inspired skater dress! Featuring a trendy cutout back and a flattering skater silhouette, this pleated dress combines playful charm with modern flair.
Fit & Features
- Attached panty lining
- Scoop neckline, tank shoulder straps
- Double-lined soft knit bodice
- Cutout back design
- Woven pleated mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000056
Category Name: Cutout Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: PINK
Available Size: XS, S
Product Badge:- Sale
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Catch Me Twirlin' Ruffle Chiffon Skater Dress
One spin and you're giving main character energy! With dreamy chiffon ruffles, sweet side cutouts, and an open back moment, this skater dress is made for sunny flings and girls’ night things.
Fit & Features
- Sheer chiffon fabric with lining
- Sleeveless sweetheart neckline, padded bra cups
- Tie-back halter straps, smocked back
- Side cutouts leading to an open lower back
- Tiered ruffled design
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-000146
Category Name: Cutout Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sun And Spritz Tropical Cutout Maxi Dress
Just add sun and a spritz—this tropical print maxi is made for main character getaways. With side cutouts and breezy vibes, it’s giving effortlessly hot in every snap.
Fit & Features
- Lightweight woven fabric with tropical print, bust lining
- Square neck
- Cutout sides on the bodice
- Fitted bodice with trim detailing
- Bust tie, tank shoulder straps, back zipper and hook-eye closure
- Flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000246
Category Name: Cutout Dresses
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Captivate The Room Cutout Mini Dress
Perfect for vacation or date night, this mini dress combines bold style with a flattering bodycon silhouette to ensure you make a lasting impression wherever you go!
Fit & Features
- Texture knit fabric, stretchy knit lining
- Strapless tube neckline
- Side cutout with hardware trim
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05103-000105
Category Name: Cutout Dresses
Price: $19.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Too Cute to Care Babydoll Mini Dress
Low effort, high reward kind of vibe. This babydoll mini dress features a strappy cutout back and hidden pockets—aka your new throw-on-and-slay essential.
Fit & Features
- Poplin woven fabric
- Square neckline
- Spaghetti straps
- Spaghetti strap tie-back and cutout accent
- Hidden side pockets
- Babydoll silhouette, mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000092
Category Name: Cutout Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wrap Star Cutout Mini Dress
Made for going out, rooftop parties, and jaw drops. Designed with a bold chest cutout and dramatic waist sash, this mini brings full it-girl energy to every RSVP.
Fit & Features
- Slinky knit fabric with sheen, stretchy knit lining
- Cutout crew neckline
- Tie waist sash
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05103-000092
Category Name: Cutout Dresses
Price: $39.90
Availability: Out of Stock
Product Badge:- Ships Free