$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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Not Your First Rodeo Cowboy Boots
Obviously, it's not your first rodeo! Add these faux leather cowboy boots to your collection. They feature a pointed toe, stacked block heel, western-inspired stitching, and pull tabs at the top for easy on-and-off styling. Complete the look in a statement panama hat.
Fit & Features
- Pointed-toe
- Stacked block heel
- Western-inspired stitching
- Pull tabs at the top for easy on-and-off styling
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1615
Category Name: $20 & Under Sale
Price: $21.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Not Over Satin Halter Corset Top
Once you catch sight of this satin corset top, you'll be falling for it over and over again! The sleeveless top features a halter plunge V-neckline with tie-back closure, low-cut sides with lace-up packets, hidden front hook and eye closures, flexible boning inserts, a cropped hem, and a partial open-back. Style with sleek skinny pants to complete the look!
Fit & Features
- Sleeveless halter plunge V-neckline, tie-back closure
- Low-cut sides, lace-up plackets
- Hidden front hook and eye closures
- Flexible boning inserts, cropped hem
- Partial open-back
- Lined satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-2261
Category Name: $20 & Under Sale
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Biz Chic Satin Tie-Front Blazer
Keep it chic in this satin blazer for cocktail events! It features fitted long sleeves, a lapel collar v-neckline, tie-front and hidden hook closure, and a fitted hem. Style with high-rise bottoms to complete the look!
Fit & Features
- Fitted long sleeves
- Lapel collar v-neckline
- Tie-front and hidden hook closure
- Fitted hem
- Silky satin, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0427
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Muse Butterfly Print Flare Pants
You'll be a dreamy muse in these trendy and fab butterfly print flare pants! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flared hem. The sheer mesh fabric features an abstract butterfly print pattern, perf for festival season! Style with an embellished crop top and clear mules.
Fit & Features
- High-rise elasticized waist
- Hip-hugging fit
- Form-hugging fit throughout the legs
- Flared hem
- Butterfly print
- Sheer mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2265
Category Name: $20 & Under Sale
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Under The Sun Chevron Knit Sweater Top
Let the sun kiss your shoulders in this sweater knit top for festivals, concerts, or any weekend plans! It features a sleeveless halter neckline with a tassel tie-neck closure, a fitted crop hem with tassel trim, and a sultry open-back with a tassel tie-back closure. The top is designed with a multi-colored chevron knit fabric with minimal stretch. Complete the look in flare denim jeans.
Fit & Features
- Sleeveless halter neckline
- Tassel tie-neck closure
- Fitted crop hem, tassel trim
- Open-back, tassel tie-back closure
- Multi-colored chevron knit
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06005-1660
Category Name: $20 & Under Sale
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Undercover Cutie Camo Print Crop Top
You'll be a total undercover cutie in this sultry sheer crop top! It features a crew neckline, long fitted sleeves, a fitted, cropped hem, and an all-over camouflage print on the airy sheer mesh fabric. Style over a bralette with a faux leather mini skirt for a night out.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Fitted, cropped hem
- Camouflage print
- Sheer mesh fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4686
Category Name: $20 & Under Sale
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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For The Frill Ruffled Tie-Back Skater Dress
You'll totally be eyeing this skater dress for its frills! Have your twirl-worthy moment in this short dress featuring a square neck, short puff sleeves, a tie-back detail, and a flowy fit and flare silhouette with a tiered ruffle trim skirt. Complete the look with a trendy purse and mules for a baby shower or celebration!
Fit & Features
- Square neck, short puff sleeves
- Tie-back detail
- Flowy, fit and flare silhouette
- Tiered ruffle trim skirt
- Short-length hem
- Lined woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 05102-4851
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spring Break Mood Color Block Mini Dress
This fabulous mini dress will put you in the mood for a spring break vacay! It features a sleeveless square neckline, spaghetti straps, a V-shaped high waist seam, a mini-length hem with a pleated wrap-front design, and a curve-hugging silhouette. The crepe fabric features a trendy two-tone color block design. Style with bold platform heels.
Fit & Features
- Sleeveless square neckline, spaghetti straps
- V-shaped high waist seam
- Asymmetric mini-length hem, pleating, wrap-front design
- Form-hugging fit
- Two-tone color block design
- Crepe fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4779
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Flare To Remember Skater Dress
You'll be unforgettable in this short skater dress perfect for twirling into baby showers, brunches, and family parties! Featuring a sleeveless plunge v-neckline, spaghetti straps that cross and tie along the open back, and a fit-and-flare silhouette. The dress is composed of airy printed chiffon fabric with a smooth woven lining. Style with strappy mules and a clutch!
Fit & Features
- Sleeveless plunge v-neckline
- Spaghetti straps
- Open back, cross strap design, tie closure
- Fit and flare skater silhouette
- Short-length hem
- Airy printed chiffon fabric, smooth woven lining
- Runs true to size
Style Number/Barcode: 05102-4988
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Romance Floral Skater Dress
Dreamy and romantic floral blooms across this chiffon skater dress perfect for family gatherings or parties. It features sheer peasant long sleeves, a ruched lightly padded bust and bodice, a sweetheart neckline, a smocked back, and a fit and flare ruffled silhouette. Complete the look in strappy mules.
Fit & Features
- Sheer peasant long sleeves, sweetheart neckline
- Ruched lightly padded bust and bodice
- Smocked back
- Skater silhouette, ruffled short-length hem
- Floral bloom print
- Airy chiffon fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-2186
Category Name: $20 & Under Sale
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stun The Streets Faux Leather Low-Rise Leggings
Stun the streets with your fashion in these faux leather leggings to create sleek and edgy outfits! They feature a V-shaped low-rise waist, skinny-leg design, and a tapered hem on faux leather fabric with minimal stretch. Complete the look in a printed corset top.
Fit & Features
- V-shaped low-rise waist
- Skinny-leg design
- Tapered hem
- Faux leather fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06502-2292
Category Name: $20 & Under Sale
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Daze Swirl Print Flare Pants
Everyone will be in a dreamy daze when they see you in these trendy flare pants! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flared hem. The stretchy brushed knit fabric features a retro-inspired swirl print pattern that will draw all the attention! Style with a corset top and clear mules for a music festival.
Fit & Features
- High-rise elasticized waist
- Hip-hugging fit
- Form-hugging fit throughout the legs
- Flared hem
- Swirl print
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-2247
Category Name: $20 & Under Sale
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Retro Swirl Print Crop Top
Create a fab retro look for spring break with this trendy printed crop top! It features a deep V-neckline with a twist-front design, long peasant sleeves with cinched hems, a fitted cropped hem, and an all-over eye-catching swirl print pattern. The lightweight plisse woven fabric includes a front knit lining. Style with the matching shorts and clear mules.
Shop Matching Bottoms: So Retro Swirl Print Shorts
Fit & Features
- V-neckline, twist-front design
- Long peasant sleeves, elastic cinched hems
- Fitted cropped hem
- Swirl print pattern
- Plisse woven fabric, front knit lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06003-2088
Category Name: $20 & Under Sale
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Country Cutie Cow Print Mini Skirt
You'll look so cute for festival season in this trendy cow print mini skirt! It features a high-rise waist, a mini-length hem with a stylish side slit, and a form-hugging silhouette. The soft brushed knit fabric offers plenty of stretch. Complete the look with a fringe top and boots!
Fit & Features
- High-rise elasticized waist
- Mini-length hem
- Side slit
- Form-hugging fit
- Cow print
- Brushed knit fabric, full knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0814
Category Name: $20 & Under Sale
Price: $6.97 $27.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spring The Fun Sweater Midi Dress
Spring into this sweater midi dress for daytime outings! It features a sleeveless square neck, adjustable spaghetti straps, contrast trim along the bodice, and a bodycon silhouette. Style with trendy mules to complete the look!
Fit & Features
- Sleeveless square neck
- Adjustable spaghetti straps
- Contrast trim bodice
- Bodycon silhouette
- Midi-length hem
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1640
Category Name: $20 & Under Sale
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic And Polished Paperbag Shorts
Chic and polished, these woven paperbag shorts will elevate your casual looks! They feature a high-rise paperbag waist with small slit accents at the front, a tie-front belt, front pockets, a cuffed hem, and a fitted silhouette. The smooth twill fabric offers a lightweight feel. Style with a crop top and denim jacket.
Fit & Features
- High-rise paperbag waist, front slit accents
- Tie-front belt
- Hidden front zipper, hook and bar closure
- Dual front pockets
- Cuffed hem, fitted silhouette
- Woven twill fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0284
Category Name: $20 & Under Sale
Price: $14.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Iconic Night Satin Rhinestone Strap Dress
Make it an iconic night starting with your outfit! This part-ready satin mini dress features a sleeveless sweetheart neck, rhinestone embellished straps with an adjustable design, a faux knotted bust accent, and a bodycon silhouette. Complete the look in a glam bracelet and heels!
Fit & Features
- Sleeveless sweetheart neck
- Rhinestone embellished straps, adjustable design
- Faux knotted bust accent
- Bodycon silhouette
- Mini-length hem
- Lined smooth satin, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-4913
Category Name: $20 & Under Sale
Price: $19.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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True Staple Short Skater Dress
A true staple for daytime soirees and celebrations! This short skater dress features a classic sleeveless square neck, adjustable spaghetti straps, a tie-front bust, flexible boning inserts along the bodice, and is composed of smooth woven fabric with a stretchy knit lining. Complete the look with a bracelet and heels.
Fit & Features
- Sleeveless square neck, adjustable spaghetti straps
- Back zipper and hook-eye closure
- Tie-front bust, flexible boning inserts
- Skater silhouette
- Short-length hem
- Woven fabric stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2016
Category Name: $20 & Under Sale
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Friendly Flirt Eyelet Mini Dress
Catch yourself a cutie-looking flirty in this eyelet mini dress featuring short puff sleeves, a sweetheart neck, a ruched bust with a tie front, a corset-seam bodice, and a bodycon silhouette. The dress is composed of stretchy eyelet lace fabric with a knit lining. Complete the look with a dainty choker and earrings set.
Fit & Features
- Short puff sleeves
- Sweetheart neck
- Ruched bust, tie front
- Corset-seam bodice
- Bodycon silhouette, mini-length hem
- Eyelet lace, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4978
Category Name: $20 & Under Sale
Price: $5.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Budding Romance Floral Chiffon Skater Dress
Create a dreamy spring date outfit in this adorable floral chiffon skater dress! It features a square neckline, ruching at the bust, a tie-front accent and keyhole cutout, short puff sleeves, a high waist seam, and a short skater skirt with a fit and flare silhouette. The airy chiffon fabric features an all-over dainty floral print pattern for the prettiest look. Style with espadrille sandals.
Fit & Features
- Square neckline, ruched bust, tie-front detail, keyhole cutout
- Short puff sleeves, elastic cinched hems
- Back zipper, hook and eye closure
- High waist seam, short skater skirt, fit and flare silhouette
- Dainty floral print
- Chiffon fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-1838
Category Name: $20 & Under Sale
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Smooth Talks Satin Bustier Dress
Let your curves do the talking in this smooth satin mini-dress at the club! Featuring a strapless curved neckline, flexible boning inserts down the front, and seam details along the bodycon silhouette. Complete the look with a clutch and lace-up heels.
Fit & Features
- Strapless curved neckline
- Flexible boning inserts down the front
- Seam details, bodycon silhouette
- Mini-length hem
- Lined smooth satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4912
Category Name: $20 & Under Sale
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Helga Sequin Embroidered A-Line Ball Gown
Special Occasion
A classic ball gown silhouette gets a modern update on the Helga dress - a showstopping option for prom and formal celebrations! She features a sleeveless square neck, adjustable satin spaghetti straps for a customizable fit, a lightly padded bust, and a revealing open lace-up back design. Her flattering A-line silhouette offers hidden side pockets for keeping your hands warm and a floor-length hem. The ball gown is composed of a delicate floral embroidered pattern with sparkly sequin accents on mesh fabric with a smooth, non-stretch satin lining. Complete the look with an elegant necklace set.
Fit & Features
- Sleeveless square neck, lightly padded bust
- Satin adjustable spaghetti straps, open lace-up back
- Lower back zipper closure
- Hidden side pockets, A-line silhouette, floor-length hem
- Floral sequin embroidery, mesh fabric, non-stretch satin lining
- No bra required
- Runs true to size
Style Number/Barcode: 05004-0176
Category Name: $20 & Under Sale
Price: $44.97 $159.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Precious Blooms Floral Midi Dress
You'll look so precious in these blooms! Enchant at the garden party in this floral midi dress featuring a sleeveless scoop neck, spaghetti straps, a ruched bust with a tie-front, a curve-hugging silhouette, and a flowy slit hem. The dress is composed of airy chiffon fabric with a stretchy knit lining and a dainty floral print. Complete the look in chic wedges.
Fit & Features
- Sleeveless scoop neck, spaghetti straps
- Ruched bust with tie-front
- Back zipper and hook-eye closure
- Curve-hugging silhouette
- Flowy midi-length hem, slit
- Dainty floral print, chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-1993
Category Name: $20 & Under Sale
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bonnie Formal Metallic Two-Piece A-Line Dress
Special Occasion
Fun, flirty, and fabulous! The Bonnie formal two-piece dress set is an absolute stunner for prom, quinceaneras, and red-carpet events. She shines in a cute crop top with a sleeveless square neck, adjustable straps, and a back zipper closure. The matching skirt features a high-rise waist, back zipper closure, hidden side pockets, all-around pleating along her flattering A-line silhouette, and floor-length hem. The two-piece top and skirt formal set is composed of iridescent metallic fabric with a flawless sheen under any lighting! Complete the look in platform heels and a clutch.
Fit & Features
- Two-piece top and skirt formal set
- Crop top, sleeveless, square neck, adjustable straps
- Back zipper and hook-eye closure, padded bust
- High-rise skirt, pleating, back zipper and hook-eye closure
- Hidden side pockets, A-line silhouette, floor-length hem
- Iridescent metallic fabric, multi-layers of tulle and woven linings
- Runs true to size
Style Number/Barcode: 05006-0543
Category Name: $20 & Under Sale
Price: $29.97 $139.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale