$20 & Under Sale
Dive into our fabulous $20 and under sale, where affordability meets style with dresses, tops, bottoms, and shoes. Perfect for fashion-savvy shoppers, this collection allows you to create complete chic looks without straining your wallet. Whether you're updating key pieces or opting for a fresh 'fit for an upcoming event, seize the opportunity to enhance your wardrobe with our stunningly priced finds.
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$20 & Under Sale
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Unveil the Magic of Windsor's $20 and Under Sale – Hot Deals on Must-Have Dresses & Clothing!
Looking to elevate your wardrobe affordably? Search no further than Windsor's spectacular $20 and under sale, where chic meets affordability! This fashion sale is the perfect opportunity to update your wardrobe with stylish pieces that won't break the bank. Discover a curated selection of $20 sale clothing that includes affordable dresses for any occasion, from weddings and cocktail hours to summer parties.
Featured $20 and Under Deals:
Elegant Dresses: Find the perfect dress for formals, birthdays, or date nights without overspending. Our collection features stunning styles that make a statement.
Summer Party Dresses: Stay cool and fashionable with our range of dresses designed for summer parties and casual gatherings. Light, breezy, and effortlessly chic!
Versatile Wardrobe Staples: Whether you're dressing up or down, our affordable tops and bottoms offer versatility and style for any event.
Why You'll Love Our $20 Deals
- Capture unbeatable prices on current trends featuring high-quality, fashionable pieces at prices you’ll adore.
- Brag about getting something new with fresh updates and how you always have exciting pieces to discover that won't break the bank.
- Come back to get limited-time offers: These hot deals won’t last long – make sure you snag your favorites before they're gone!
At Windsor, we believe that everyone deserves to look and feel fabulous without overspending. Our $20 and under sale is designed to bring you the best in trendy fashions at incredible prices. From elegant wedding guest dresses to fun and flirty summer party outfits, you'll find everything you need to stay stylish this season. Capture more savings and shop the full collection of affordable women's apparel!
Don’t miss out on these unbeatable $20 deals. With new styles added regularly, there's always a fresh find waiting for you. Shop now and discover the joy of Windsor fashion sale – stylish, affordable, and simply irresistible.
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Not A Drill Denim Foldover Boots
These trend-forward denim boots are the new style you're looking for! They feature a pointed toe, a thin block heel, a foldover design with frayed trim, and a calf-length shaft. Complete the look with a mini handbag for day or night plans!
Fit & Features
- Pointed toe
- Thin block heel
- Foldover design, frayed trim
- Calf-length shaft
- Denim material
- Runs true to size
Style Number/Barcode: 07402-0975
Category Name: $20 & Under Sale
Price: $4.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On My Command Faux Leather Knit Combat Booties
Take on the season in these combat booties with confidence and style! Featuring stylish faux leather details, a front lace-up placket, stretchy knit material, and a sturdy lug rubber sole, these booties combine fashion and function for any adventure. Complete the look in a trendy denim jacket for casual plans!
Fit & Features
- Round toe
- Front lace-up placket
- Sturdy lug rubber traction sole
- Faux leather details, stretchy knit material
- Pull tab for easy on-and-off styling
- Runs true to size
Style Number/Barcode: 07403-1708
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy On Down Faux Sherpa Block Heel Booties
Be bold and cozy in these faux sherpa booties! Crafted from faux suede and sherpa, these comfy yet chic booties feature a pointed toe and block heel for an eye-catching look. Plus, the foldover styling makes it easy to pull on and off! Complete the look in a trendy jacket for a pumpkin patch or coffee with friends!
Fit & Features
- Faux suede pointed-toe, block heel
- Faux sherpa foldover design
- Pull on-and-off styling
- Runs true to size
Style Number/Barcode: 07402-0954
Category Name: $20 & Under Sale
Price: $27.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Beauty Bloom Rhinestone Flower Block Heels
Bloom with beauty in these flower metallic block heels at special events! They feature a square toe, rhinestone-embellished toe straps with a flower decor and gemstone center, a block heel, adjustable rhinestone-embellished ankle strap with buckle closure. Complete the look with a glam necklace and earrings!
Fit & Features
- Square toe
- Rhinestone-embellished toe straps
- Flower decor with gemstone center
- Block heel
- Adjustable rhinestone-embellished ankle strap, buckle closure
- Metallic material
- Runs true to size
Style Number/Barcode: 07401-4587
Category Name: $20 & Under Sale
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All My Shine Metallic Strappy Platform Heels
Bring your look to a shining new level with these metallic heels. With a square toe, strappy design, and block heel, these stylish heels offer chic sophistication with a platform sole to ensure comfort. The metallic material adds a luxe touch for a look that really shines. Complete the look with a sparkly clutch for a dressy occasion!
Fit & Features
- Square toe
- Strappy design
- Platform sole
- Block heel
- Metallic material
- Runs true to size
Style Number/Barcode: 07401-4729
Category Name: $20 & Under Sale
Price: $4.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Days In Plaid Button Down Shirt Top
Get ready for plaid shirt days in this top! It features relaxed long sleeves with buttoned cuffs, a collar neckline, a button-down front, and a plaid print on woven fabric. Style with best-selling bottoms for casual day or evening plans!
Fit & Features
- Relaxed long sleeves
- Collar neckline
- Button-down front
- Plaid print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2273
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Nala Formal Ruched Strappy Back Mermaid Dress
Special Occasion
Make a bold statement in the elegant Nala formal long dress for banquets or cocktail parties! Constructed from a luxurious all-over ruched knit fabric, she boasts a sleeveless design, a V-neckline, and bungee spaghetti straps that extend to a striking open strappy back. The mermaid silhouette accentuates your natural curves as it flows to the floor-length hem, making it perfect for any formal event. Complete the look with teardrop earrings and rings.
Fit & Features
- Sleeveless V-neckline
- Bungee spaghetti straps
- Open strappy back design
- Mermaid silhouette, floor-length hem
- All-over ruched knit fabric, stretchy knit lining
- Pasties recommended
- Runs true to size
Style Number/Barcode: 05002-7782
Category Name: $20 & Under Sale
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Susan Formal Velvet Lace-Up A-Line Dress
Special Occasion
You're guaranteed to be on the best-dressed list in the Susan formal velvet dress for galas or red carpet events! She features a sleeveless square neckline, adjustable spaghetti straps, a padded bust, a lace-up back design with tie closure, and a flattering high front slit, mermaid silhouette, and floor-length hem. The formal dress is crafted from a luxurious velvet knit fabric - you'll feel so Old Hollywood glam in and has a bust lining. Complete the look in sparkly stiletto heels and jewelry.
Fit & Features
- Sleeveless square neckline, padded bust
- Adjustable spaghetti straps
- Lace-up back, tie closure, hidden zipper and hook-eye closure
- High front slit, A-line silhouette, floor-length hem
- Velvet knit fabric, bust lining, moderate stretch
- No bra required
- Runs true to size
Style Number/Barcode: 05002-7523
Category Name: $20 & Under Sale
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lilian Formal Glitter Velvet Strappy Back Long Dress
Special Occasion
The Lilian formal glitter velvet long dress is the perfect evening wear choice for black tie parties or galas! Crafted from luxurious glitter velvet fabric, the maxi dress features a one-shoulder neckline, sleeveless design, a padded bust, spaghetti straps, and a head-turning strappy open back. Its slim silhouette and side slit offer a flattering fit, while its long hem and exquisite shimmer lend an air of sophistication to the dress. Complete the look with a bracelet and earrings.
Fit & Features
- Sleeveless one-shoulder neckline
- Padded bust, back zipper and hook-eye closure
- Spaghetti straps, open strappy back design
- Slim silhouette, high side slit, long hem
- Glitter velvet fabric, stretchy knit lining
- No bra required
- Runs true to size
Style Number/Barcode: 05002-7645
Category Name: $20 & Under Sale
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Roselyn Velvet Flocked Mesh Formal Midi Dress
Special Occasion
The Roselyn formal midi dress will create an enticing look that will draw all eyes to you! With her chic allure, you'll get all the compliments. She features a sleeveless sweetheart neckline with a marabou feather front trim, adjustable spaghetti straps for a customized fit, a midi-length hem with a sultry back slit accent, and a slim-fit silhouette. The sheer mesh fabric showcases an all-over velvet flocked vintage-style pattern and includes a full-length smooth knit lining. Style this mid-length dress with strappy stilettos for cocktail hour!
Fit & Features
- Sleeveless sweetheart neckline, marabou feather trim
- Adjustable spaghetti straps
- Midi-length hem, back slit accent, slim-fit silhouette
- Velvet flocked sheer mesh fabric, vintage-style pattern
- Full-length knit lining, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1869
Category Name: $20 & Under Sale
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Harper Formal Velvet Mermaid Slit Long Dress
Special Occasion
Luxe velvet brings high sophistication to the Harper formal long dress! She's designed with a cowl V-neckline adorned with adjustable spaghetti straps, a mermaid silhouette that hugs your gorgeous curves, and a sexy high front slit that leads to her floor-length hem. The formal maxi dress is crafted from a soft velvet fabric that brings glamour to your evening and has a sewn-in stretchy knit lining. Complete the look in rhinestone earrings and heels to add sparkle at charity dinners, holiday soirees, or weddings!
Fit & Features
- Sleeveless cowl V-neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Mermaid silhouette, high front slit, floor-length hem
- Velvet fabric, sewn-in stretchy knit lining
- Sticky or strapless bra recommended
- Runs true to size
Style Number/Barcode: 05002-7269
Category Name: $20 & Under Sale
Price: $39.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rachael Velvet Faux Pearl Party Dress
Special Occasion
Radiate party-girl energy in the luxe Rachael velvet faux pearl mini dress at bachelorettes or formal dances! She features an off-the-shoulder sweetheart neckline adorned with puff short-sleeve cuffs, a ruched and padded bust, and a bodycon silhouette that flaunts your curves down to the hem. The short party dress is designed with colored faux pearl embellishments all over on soft velvet fabric with a stretchy knit lining. Complete the look with a clutch and stiletto pumps.
Fit & Features
- Off-the-shoulder sweetheart neckline
- Puff short-sleeve cuffs
- Ruched and padded bust, back zipper and hook-eye closure
- Bodycon silhouette, mini-length hem
- Faux pearl all-over embellishments
- Velvet fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05001-2000
Category Name: $20 & Under Sale
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sincerley Chic Floral Velvet Mesh Midi Dress
Look sincerely chic in this mesh midi dress! This showstopping mid-calf length dress features an off-the-shoulder sweetheart neckline with ruffle trim, short-sleeve cuffs, padded bust, side ruched seams, bodycon silhouette, side slit, and midi-length hem, all crafted from flocked floral velvet mesh fabric. Style this midi dress with block heels and a clutch for a semi-formal party or celebration!
Fit & Features
- Off-the-shoulder sweetheart neckline, ruffle trim
- Padded bust, back zipper and hook-eye closure
- Short-sleeve cuffs
- Side ruched seams, bodycon silhouette
- Side slit, midi-length hem
- Flocked floral velvet mesh fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 05101-2563
Category Name: $20 & Under Sale
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Made Of Love Sweetheart Wrap Mini Dress
This sexy mini dress will make you look and feel like a goddess! Flaunt your curves with its bodycon silhouette, adjustable spaghetti straps, and a V-wired sweetheart neckline and crisscross back that provide the perfect contrast to its wrap mini-length hem. Complete the look with rhinestone heels for a night on the town!
Fit & Features
- Sleeveless V-wired sweetheart neckline
- Adjustable spaghetti straps
- Crisscross back
- Bodycon silhouette
- Wrap mini-length hem
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5186
Category Name: $20 & Under Sale
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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One More Night Velvet Surplice Mini Dress
Have one more perfect night in this velvet mini dress! The stylish short dress features a daring V-neckline, adjustable spaghetti straps, a side pleated seam, and a body-hugging silhouette. Make a bold statement in this sultry mini dress that is sure to turn heads! Style with a clutch and sparkly heels.
Fit & Features
- Sleeveless surplice V-neckline
- Adjustable spaghetti straps
- Side pleated seam
- Bodycon silhouette, mini-length hem
- Velvet fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2681
Category Name: $20 & Under Sale
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mesh Behavior Faux Leather Sleeveless Bodysuit
Showcase your baddie self in this sleeveless bodysuit for a night downtown! The one-piece top features a faux leather front bodice, a mock neckline, a sheer mesh back and waist, a faux leather thong bottom, and snap-button closures. Complete the look in a mini skirt and thigh-high boots.
Fit & Features
- Sleeveless faux leather front bodice
- Mock neckline
- Sheer mesh back and waist
- Faux leather thong bottom, snap-button closures
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4941
Category Name: $20 & Under Sale
Price: $3.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cool Sophistication High Rise Cargo Trouser Pants
Check cool sophistication off your to-do list! These cargo trouser pants are perfect for dressing up your look. They feature a flattering high-rise waist with pleat detailing, hidden side pockets, a hip-hugging fit, lower-side flap pockets, and a slim straight-leg silhouette. Complete the look in a statement corset top for cocktail hour!
Fit & Features
- High-rise waist, pleat detailing
- Hidden side pockets, belt loop accents
- Hidden front zipper and hook-eye closure
- Hip-hugging fit, lower side flap pockets
- Slim straight-leg silhouette
- Smooth woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1320
Category Name: $20 & Under Sale
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cold Times Hoodie Puffer Jacket
Embrace the perfect blend of style and functionality with this hoodie puffer jacket perfect for the chilly season! Featuring puffy long sleeves with elasticized cuffs, a hooded neckline with a front collar and dual snap-button closures for extra protection, hidden front snap-button and zipper closures, hidden side zipper pockets, and adjustable drawcord elasticized hem. The jacket is designed from insulated nylon-woven lined fabric that's water resistant and helps keep you warm and protected from the elements. Complete the look in cute boots.
Fit & Features
- Puffy long sleeves, elasticized cuffs
- Hooded neckline, front collar with dual snap-button closures
- Hidden front snap-button and zipper closures
- Hidden side zipper pockets
- Adjustable drawcord elasticized hem
- Insulated nylon-woven lined fabric
- Runs true to size
Style Number/Barcode: 06201-0464
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rylee Formal Metallic V-Neck Slim Long Dress
Special Occasion
Rise and shine in the Rylee formal metallic dress to sparkle at school dances or black tie events! She features a sleeveless surplice V-neckline, spaghetti straps that crisscross in the back, a side ruched seam that leads to the asymmetrical high front slit, and a slim curve-hugging silhouette with a floor-length hem. The formal dress is composed of a metallic knit fabric that shimmers under any light and has plenty of stretch. Complete the look with a chic clutch.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps, crisscross back
- Side ruched seam, asymmetrical high front slit
- Slim curve-hugging silhouette, floor-length hem
- Metallic knit fabric, moderate stretch
- Sticky bra recommended
- RUns true to size
Style Number/Barcode: 05002-7241
Category Name: $20 & Under Sale
Price: $59.90
Availability: Out of Stock
Product Badge:- Sale
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Kierra Formal Glitter Velvet High Slit Dress
Special Occasion
A timelessly glamorous style for bridesmaids or wedding guests, the Kierra Formal Glitter Velvet High Slit Dress brings sophistication and elegance. She features a sleeveless sweetheart neckline with a wired insert, bungee spaghetti straps, a padded bust, and a back cutout with a hook-clasp closure. Her front ruched seam and high front slit provide an alluring texture, while the long-length hem and A-line silhouette promise a flattering fit. Glittering velvet knit fabric offers the perfect sparkling touch and has a bust lining and moderate stretch. Complete the look in a necklace and earrings set.
Fit & Features
- Sleeveless sweetheart neckline, wired insert
- Padded bust, sleek bungee spaghetti straps
- Back cutout with hook-clasp strap
- Front ruched seam, high slit
- A-line silhouette, long-length hem
- Glitter velvet knit fabric, bust lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-7387
Category Name: $20 & Under Sale
Price: $29.97 $72.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kick Up A Storm Faux Leather Western Boots
Kick up a stylish storm in these faux leather western boots! They feature a sleek pointed-toe, inner zipper closure, a block heel, trendy western-inspired stitching, and the perfect under-the-knee length with side pull tabs for easy on-and-off styling. Complete the look with a cowboy hat for a bachelorette or country concert!
Fit & Features
- Pointed-toe, block heel
- Inner zipper closure
- Western-inspired stitching
- Under-the-knee shaft length
- Side pull tabs, easy-on-and-off styling
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0973
Category Name: $20 & Under Sale
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Movin' On Up High-Rise Parachute Cargo Pants
Elevate your sporty girl style in these parachute cargo pants for casual slays! The pants feature a high-rise drawstring waist with side pockets, one back pocket, a wide-leg silhouette, large side pockets with velcro closures, pleating along the hem, and adjustable drawstring cuffs so you customize the style. Complete the look in a sleek corset top for a day or evening out!
Fit & Features
- High-rise drawstring waist, side pockets, one back pocket
- Front hidden button and zipper closure
- Wide-leg silhouette
- Large side pockets, velcro closures
- Pleating at the hem, adjustable drawstring cuffs
- Smooth woven non-stretch fabric
- Runs true to size
Style Number/Barcode: 06302-0782
Category Name: $20 & Under Sale
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cross Over Sleeveless Bodycon Mini Dress
Take a walk on the wild side in this sleeveless mini dress for the club! It features a crisscross V-neckline, a flattering bodycon silhouette, and a fitted hem on smooth knit fabric with a stretchy lining. Complete the look in chunky platform heels for an elevated style!
Fit & Features
- Sleeveless crisscross V-neckline
- Bodycon silhouette
- Fitted mini-length hem
- Smooth knit fabric, stretchy lining
- Runs true to size
Style Number/Barcode: 05103-5182
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Up And Go Wrap Mini Skirt
This sexy wrap mini skirt will bring the effortless glamour to your party look! It features a high-rise elastic banded waist for comfortable wear, a faux wrap-front design creating a chic side slit, a mini-length hem, and a form-hugging silhouette. The stretchy knit fabric features a subtle sheen that will look stunning under the lights Style this mini skirt with the matching crop top for a complete outfit for your next club night out.
Shop Matching Top: Glam Up And Go Cropped Tank Top
Fit & Features
- High-rise elastic banded waist
- Faux wrap-front design, side slit
- Mini-length hem
- Form-hugging silhouette
- Knit fabric, sheen, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0945
Category Name: $20 & Under Sale
Price: $5.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance