$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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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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Iconic Style Ruched Mesh Midi Dress
Show off your iconic style in this alluring and chic mesh midi dress. It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, a ruched overlay at the waist, ruching down the side seams, and a midi-length, curve-hugging silhouette. The sheer mesh fabric includes a full knit lining. Complete the look with clear lucite heels.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps, back zipper, hook and eye closure
- Ruched overlay at the waist
- Ruching down the side seams
- Midi-length hem, fitted bodycon silhouette
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1681
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirtatious Flair Ruffle Mesh Crop Top
Show off a flirtatious flair in this adorable ruffle mesh crop top! It features a sleeveless bodice, a halter neckline with thin straps, a ruffle trim, pleated detailing, a fitted waist, and a cropped hem with a ruffled tiered design. The sheer mesh fabric includes a front knit lining. Complete your party look with a mini skirt and clear mules.
Fit & Features
- Sleeveless bodice
- Halter neckline, thin straps
- Ruffle trim
- Pleating
- Fitted elastic waist, cropped hem, ruffled tiered design
- Sheer mesh fabric, front knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4775
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Energy Over The Knee Boots
Embody a sleek fashion sense in these over-the-knee boots perfect for elevating your fit! They feature an almond toe, block heel, inner side zipper closure, and an adjustable drawcord. Complete the look in a trendy sweater dress.
Fit & Feature
- Almond toe
- Block heel
- inner side zipper closure
- Over-the-knee length shaft
- Adjustable drawcord
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0833
Category Name: $20 & Under Sale
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrapped In Rhinestone Maxi Skirt
Gorgeous rhinestones wrap around your curves on this maxi skirt featuring a high-rise waist, and a form-hugging silhouette, and is composed of a sheer mesh fabric with a knit-lined skirt underneath. Complete the look with the matching crop top for a dressy birthday dinner!
Shop Matching Top: Wrapped In Rhinestone Crop Top
Fit & Features
- High-rise waist
- Form-hugging silhouette
- Intricate rhinestone pattern
- Maxi-length hem
- Hidden side zipper and hook-eye closure
- Sheer mesh fabric, knit skirt lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0821
Category Name: $20 & Under Sale
Price: $23.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wrapped In Rhinestone Crop Top
Gorgeous rhinestones wrap around your curves on this crop top featuring long sleeves with shoulder pads, a crew neck, and a cropped hem on sheer mesh fabric with partial lining. Complete the look with the matching maxi skirt for a dressy birthday dinner!
Shop Matching Bottoms: Wrapped In Rhinestone Maxi Skirt
Fit & Features
- Long fitted sleeves with shoulder pads
- Crew neck
- Cropped hem
- Intricate rhinestone pattern
- Sheer mesh fabric, lined, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4813
Category Name: $20 & Under Sale
Price: $22.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Regal Velvet 3/4 Sleeve Bolero
Layer some regalness with this velvet burnout bolero featuring 3/4 length sleeves, an open-front design, and an ultra-cropped hem. Style over a satin skater dress for a formal dance!
Fit & Features
- 3/4 length sleeves
- Open-front design
- Ultra-cropped hem
- Velvet burnout pattern
- Sheer knit fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06202-0359
Category Name: $20 & Under Sale
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Smooth Order Satin Wrap Tie Top
You'll be the chicest thing on the menu! Serve up major looks in this satin crop top featuring long bell sleeves, a plunge-open neckline, and a wrap-tie string that lets you customize the style. Complete your outfit in a mini skirt for dinner and drinks!
Fit & Features
- Long bell sleeves
- Plunge-open neckline
- Wrap-tie design
- Cropped hem
- Smooth satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1892
Category Name: $20 & Under Sale
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever Fabulous Faux Fur Knit Duster
Layer on this chic ribbed knit duster for a forever fabulous look! Featuring a removable faux fur collar accent, long fitted sleeves, a tie-front design, and a long-length flowy silhouette, this duster can be dressed up or down depending on your mood! The ribbed knit fabric offers a moderate stretch. Complete your look with ankle booties.
Fit & Features
- Removable faux fur collar, button attachments
- Long fitted sleeves
- Tie-front
- Long-length flowy silhouette
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1431
Category Name: $20 & Under Sale
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy In The City Faux Sherpa Coat
Feel cozy and look cute for a day in the city slaying it in this faux sherpa coat featuring long sleeves, a collared neckline, single button closure, and a cropped hem. Layer over a basic bodysuit and jeans!
Fit & Features
- Long sleeves
- Collared neckline
- Single button closure
- Cropped hem
- Faux sherpa, smooth woven lining
- No stretch
- Fits true to size
Style Number/Barcode: 06201-0349
Category Name: $20 & Under Sale
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Style Cutout Sweater Dress
Show off a fab trendy style in this long sleeve sweater dress! It features a scoop neckline, a bold cutout at the bust with a tie-front design, dual front cutouts at the waist, and a short, curve-hugging silhouette. The knit fabric offers a moderate stretch. Pair with knee-high boots for a cute everyday 'fit.
Fit & Features
- Long fitted sleeves
- Scoop neckline
- Bust cutout, tie-front design
- Dual front cutouts at the waist
- Mini-length hem, form-hugging fit
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1596
Category Name: $20 & Under Sale
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leona Wrap-Front Satin Formal Dress
Special Occasion
Silky and chic, the Leona satin formal dress will make you the best-dressed guest at your next wedding. She features a classic collared V-neckline with a wrap-front design, long sleeves with button details, an adorable tie waist design with ruched detailing, and a floor-length wrap-front skirt with a high front slit and a flowy silhouette. The smooth satin fabric offers a lightweight feel. Complete the look with rhinestone statement earrings.
Fit & Features
- Collared V-neckline, wrap-front
- Bra-friendly
- Long sleeves, dual button details
- Tie waist design, ruching
- Floor-length wrap-front skirt, high slit, flowy fit
- Satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 05002-2592
Category Name: $20 & Under Sale
Price: $19.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ribbed Knit Tie-Front Mini Sweater Dress
Wrap yourself in the cozy elegance of this long-sleeve mini sweater dress. The dress features a flattering wrap design with a side tie that cinches at the waist, enhancing your silhouette. Crafted from a soft ribbed knit fabric, it offers both warmth and style, making it perfect for chilly days. The plunging V-neckline adds a touch of allure, while the Dolman-shaped sleeves maintain a chic and sophisticated look. Ideal for any autumn or winter occasion, this sweater dress pairs beautifully with boots or heels for a stylish seasonal ensemble.
Shop More Sweater Dresses: Sweater Dress Collection
Fit & Features
- Wide V-neckline
- Long sleeves
- Backstrap accent
- Wrap front and back
- High waist seam with tie-front detail
- Short, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1555
Category Name: $20 & Under Sale
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Styled To Perfection Belted Trench Coat
This chic faux wool trench coat will have you styled to perfection! It features a lapel collar, long sleeves, an open front with a tie-front belt to cinch the waist, and a short-length hem with a relaxed silhouette. Layer over a mock neck sweater with your fave pair of denim.
Fit & Features
- Lapel collar
- Long sleeves, faux side pockets
- Open front
- Tie-front belt
- Short-length hem, relaxed fit
- Faux wool fabric, no stretch
- Runs true to size
Style Number/Barcode: 06201-0311
Category Name: $20 & Under Sale
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
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Chain Effect Midi Dress With Belt
You'll make a chain reaction by stepping out in this rib knit tank midi dress featuring a sleeveless square neck, tank shoulder straps, a detachable chain belt with lobster clasp closure, and a form-hugging silhouette. Complete the look in a chic blazer for happy hour!
Fit & Features
- Sleeveless square neck
- Tank shoulder straps
- Detachable chain belt with lobster clasp closure
- Form-hugging silhouette
- Midi-length hem
- Double-lined rib knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4882
Category Name: $20 & Under Sale
Price: $19.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ruche To The Party Velvet Dress
With this velvet short dress, you'll be ready for every party! It features long sleeves, a mock neck, a bodycon silhouette, and side and back ruched seams that accentuate your curves. Complete the look in block heel booties.
Fit & Features
- Long sleeves, mock neck
- Back zipper closure
- Bodycon silhouette
- Side and back ruched seams
- Short-length hem
- Lined velvet fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-1903
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Falling For Color Block Crepe Dress
Fall for this neutral color-block crepe dress to add some pattern to the mix! The sleeveless dress features a square neck, spaghetti straps, a bodycon silhouette, and a mini-length hem. Complete the look in a distressed denim jacket for running errands!
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Color block pattern
- Lined crepe fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05103-4856
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Galinda Formal Sequin Mermaid Dress
Special Occasion
Go the glamorous route in the Galinda formal dress with shimmering sequin embroidery to create a showstopping entrance at holiday events! She features a crew neck, sheer long sleeves, and a sultry open-back with draping. Her form-hugging mermaid silhouette leads to the floor-length hem with a high-cut front slit to show some leg! The formal dress is composed of a mesh fabric with a knit lining and minimal stretch. Complete your captivating look with a chic clutch.
Fit & Features
- Crew neck, long sleeves, open-back with draping
- Sticky bra or pasties recommended
- Hidden back zipper closure
- Form-hugging, mermaid silhouette
- High-cut front slit, floor-length hem
- Sequin embroidered mesh fabric, knit lining, minimal stretch
- Fits true to size
Style Number/Barcode: 05002-3035
Category Name: $20 & Under Sale
Price: $14.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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SoHo Girl Double-Breasted Trench Coat
This faux sherpa trench coat is giving major city vibes! The coat features long sleeves, a lapel collar neckline, double-breasted button closures, side pockets, and a longline hem. Complete the look with a trendy bucket hat for a day spent downtown!
Fit & Features
- Long sleeves
- Lapel collar neckline
- Double-breasted button closures
- Side pockets
- Longline hem
- Faux sherpa, smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06201-0353
Category Name: $20 & Under Sale
Price: $16.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Shimmer And Shine Sequin Romper
Shimmer and shine under the twinkling lights in this adorable sequin romper that is perf for NYE! It features a low V-neckline with a wrap-front design, long balloon sleeves, a fitted high waist with a tie-front to create a cinched silhouette, and shorts with a relaxed fit. The sequin embroidered knit fabric includes a knit lining. Style with rhinestone booties!
Fit & Features
- V-neckline, wrap-front design
- Long balloon sleeves, elastic cinched hems
- Fitted high waist, tie-front design, lined side pockets
- Shorts, relaxed fit
- All-over sequin embroidery
- Sheer knit fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06403-0245
Category Name: $20 & Under Sale
Price: $6.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Layer On The Luxe Vibes Faux Fur Jacket
Layer on the luxe vibes with this chic faux fur jacket! It features a collared neckline, long sleeves, a zip-front, plush faux fur fabric that is ultra-soft to the touch, seam detailing to give the illusion of a puffer design, lined side pockets, and a fitted silhouette with a cropped hem. The jacket includes a full lining. Style over a basic bodysuit with faux leather pants for an elevated look.
Fit & Features
- Collared neckline
- Long sleeves
- Complete zip-front, lined side pockets
- Plush faux fur fabric, smooth lining, no stretch
- Seam detailing to give the illusion of a puffer design
- Fitted silhouette, cropped hem
- Runs true to size
Style Number/Barcode: 06201-0301
Category Name: $20 & Under Sale
Price: $23.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
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Here To Standout Marabou Denim Jacket
Why blend in when you can stand out in this stylish denim crop jacket? It features slouchy long sleeves with marabou feather trim cuffs and button closures, a collar neckline, front pockets, and a button-down front placket. Complete the look in block heel booties.
Fit & Features
- Long sleeves, marabou feather trim cuffs, button closures
- Collar neckline
- Front pockets
- Button-down placket
- Cropped hem
- Non-stretch denim fabric
- Runs true to size
Style Number/Barcode: 06203-0487
Category Name: $20 & Under Sale
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Florals Flocked Velvet Corset Top
Create a head-turning look with this trendy floral corset top! It features a square neckline, long fitted sleeves with slit accents at the hems for a subtle flared-out design, a corset-style bodice with flexible boning, and a cropped, form-hugging fit. The knit fabric features an all-over flocked velvet floral pattern for a chic vibe. Style with faux leather pants and mules.
Fit & Features
- Square neckline
- Long fitted sleeves, slit accents at the hems
- Corset-style bodice, flexible boning
- Back hook and eye closures
- Cropped hem, form-hugging fit
- Flocked velvet floral pattern
- Sheer knit fabric, front knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4447
Category Name: $20 & Under Sale
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Taylor High-Rise Distressed Skinny Ankle Jeans by Windsor Denim
This pair of Taylor skinny jeans by Windsor Denim will become a staple for everyday styling. They feature a high-rise waist, distressed detailing at the knee, a skinny-leg silhouette with a trendy ankle-cut hem, and a form-hugging fit. The denim fabric offers a moderate stretch for comfortable wear. Pair with a corset top and mules.
Fit & Features
- High-rise waist
- Destructed detailing at the knee
- Skinny-leg silhouette, ankle-cut hem, form-hugging fit
- Five-pocket and belt loop design
- Hidden zipper, front button closure
- Cotton-blend denim fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0376
Category Name: $20 & Under Sale
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Silky-Chic Satin Midi Skirt
This silky-chic satin midi skirt will elevate your looks and give off a dressier vibe! It features a high-rise waist, a midi-length hem, and a flowy A-line silhouette. The woven satin fabric showcases a gorgeous sheen. Style with a cropped sweater and strappy mules.
Fit & Features
- High-rise waist
- Hidden back zipper, hook and eye closure
- Midi-length hem
- Flowy A-line silhouette
- Woven satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0518
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance