$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.

  • Take It Away Linen Strapless Ruffled Romper

    Look good on the go in this linen-blend strapless romper for vacation or fun weekend plans! It features a strapless tier ruffled neckline with non-slip grip lining, hidden side pockets, a slim curve-hugging silhouette, and a short-length hem. Complete the look in trendy sunglasses and sandals.

    Fit & Features

    • Strapless tier ruffled neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Slim curve-hugging silhouette
    • Hidden side pockets
    • Short-length hem
    • Linen-blend fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0233

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Date Striped Midi Sweater Dress

    This on-trend striped midi sweater dress is perfect for casual weekend dates this season! It features a strapless straight across neckline with an elasticized hem, a striped color block design down the silhouette of the dress with crochet accents in the knit fabric, a midi-length hem, and a curve-hugging fit. The ribbed knit fabric offers plenty of stretch. Style with strappy sandals.

    Fit & Features

    • Strapless straight across neckline, elasticized hem
    • Striped color block design, crochet accents
    • Midi-length hem
    • Curve-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1657

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Blissfully Beautiful Ditsy Floral Mini Dress

    Embrace the summer season looking blissfully beautiful in this adorable ditsy floral mini dress! It features a sleeveless round neckline with an adjustable tie-front design, a ruched bust with a small front cutout, spaghetti straps, a mini-length hem with a short front slit, and a slim-fit A-line silhouette. The ditsy floral printed knit fabric has a lightweight feel and offers plenty of stretch. Style with espadrille sandals for a weekend outing.

    Fit & Features

    • Sleeveless round neckline, adjustable tie-front design
    • Ruched bust, small front cutout, spaghetti straps
    • Mini-length hem, short front slit
    • Slim-fit A-line silhouette
    • Ditsy floral print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5313

    Category Name: $20 & Under Sale

    Price: $5.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready, Set, Slay V-Waist Denim Mini Skirt

    Ready to slay? Cause this denim mini skirt is your perfect pairing for trending all season! It features a mid-rise V-waist cut, a back zipper and hook and eye closure, and a bodycon silhouette. Complete the look with matching jacket.

    Shop Matching Jacket: Ready, Set, Slay Wrap Crop Denim Jacket

    Fit & Features

    • Mid-rise, V-waist cut
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Medium-wash denim fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0081

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready, Set, Slay Wrap Crop Denim Jacket

    Ready to slay? Cause this denim jacket is your perfect pairing for trending all season! It features long sleeves, a lapel collar plunge neckline, and a wrap-tie cropped hem that lets you customize the style. Complete the look with matching bottoms.

    Shop Matching Bottoms: Ready, Set, Slay V-Waist Denim Mini Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar plunge neckline
    • Wrap-tie cropped hem
    • Medium-wash denim fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06203-0505

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Silky And Chic Satin Midi Slip Dress

    This silky and chic satin midi slip dress will effortlessly elevate your semi-formal style! It features a strapless straight-across neckline with a fold-over accent, an open back with an elasticized bar strap and a lower draped back design, a midi-length hem with a high front slit, and a flowy A-line silhouette. The satin woven fabric has minimal stretch. Pair with strappy stilettos for a cocktail party.

    Fit & Features

    • Strapless straight-across neckline, fold-over accent, no-slip strip
    • Open back, elasticized bar strap, lower draped back design
    • Hidden side zipper, hook and eye closure
    • Midi-length hem, high front slit
    • A-line silhouette
    • Satin woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2494

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Happy Hour Chic Strapless Plisse Jumpsuit

    This chic plisse jumpsuit will have you receiving all the compliments at happy hour! It features a strapless straight-across elasticized neckline with a ruffled overlay, a fitted elasticized high waist seam, and a wide-leg silhouette. The silky and lightweight plisse woven fabric gives off a stylish sheen. Complete the look with strappy stilettos.

    Fit & Features

    • Strapless straight-across elasticized neckline
    • Ruffled overlay
    • Fitted elasticized high waist seam
    • Wide-leg silhouette
    • Plisse woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1304

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Breeze Ruffled Cotton Skater Dress

    Capture an iconic summer look perfect for day parties in this breezy ruffled cotton skater dress! It features a crew neckline, adorable short puff sleeves, a small back keyhole cutout, a stretchy smocked high waist, a short ruffled and tiered skater skirt with pleated detailing, and a flattering fit and flare silhouette. The lightweight cotton fabric includes a woven skirt lining. Style with strappy sandals.

    Fit & Features

    • Crew neckline, short puff sleeves, elastic cinched hems
    • Small back keyhole cutout, button closure
    • Stretchy smocked high waist
    • Short ruffled and tiered skater skirt, pleating
    • Fit and flare silhouette
    • Cotton fabric, woven skirt lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5323

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Sway Ruffled Tiered Short Dress

    Keep your daytime look sweet in this lightweight woven short dress perfect for stylishly swaying to your summer playlist! It features a V-neck and back, a wrap-front design with a dainty crochet trim, tie-back spaghetti straps, short sleeves with ruffled trims, a sheer crochet trim waist, a short-length hem with an adorable ruffled and tiered silhouette, and a flowy A-line fit. The gauze fabric includes a partial woven lining. Pair with strappy sandals.

    Fit & Features

    • V-neck and back, wrap-front design, tie-back straps, metal beaded accents
    • Short sleeves, ruffled trims
    • Sheer crochet waist and trim
    • Hidden back zipper, hook and eye closure
    • Short-length hem, ruffled and tiered silhouette, A-line fit
    • Gauze fabric, partial woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5321

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Staple Tie-Front Midi Dress

    This trendy tie-front midi dress is a stylish summer staple! It features a sleeveless V-neckline, a tie-front design at the bust with a small keyhole cutout, spaghetti straps, a midi-length hem, and a bodycon silhouette that will hug your natural curves. The ribbed knit fabric offers plenty of stretch. Pair with espadrille sandals for happy hour.

    Fit & Features

    • Sleeveless V-neckline
    • Tie-front design, small keyhole cutout
    • Spaghetti straps
    • Midi-length hem
    • Bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5250

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Artsy Inspiration Abstract Pleated Satin Crop Top

    This abstract print top will inspire your inner artsy side! It features peasant long sleeves, a sweetheart neckline, a center front ruched drawstring that lets you customize the style, and a cropped hem on pleated satin fabric with bust lining. Complete the look in high-rise jeans for an art show and dinner!

    Fit & Features

    • Peasant long sleeves
    • Sweetheart neckline
    • Center front ruched drawstring
    • Cropped hem
    • Abstract print
    • Pleated satin fabric, bust knit lining
    • Runs true to size

    Style Number/Barcode: 06001-4879

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Factor Cat-Eye Sunglasses

    Amp up the chic factor of your everyday looks with these sleek shades! The sunglasses feature an angled cat-eye design, gold metal arms with chain detailing, and tinted lenses. Style with hoop earrings and a mini handbag.

    Fit & Features

    • Angled cat-eye design
    • Plastic frame
    • Gold metal arms, chain detailing
    • Tinted lenses

    Style Number/Barcode: 07008-1012

    Category Name: $20 & Under Sale

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Factor Satin Tie-Waist Mini Dress

    Looking stunning in this satin mini dress is always a factor! The dress features a sleeveless cowl neckline, spaghetti straps, a tie-waist belt with belt loop accents, and a sassy bodycon silhouette with a wrap-style hem. The sleek satin-knit fabric offers plenty of stretch. Complete the look in bold earrings for a cocktail party.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Tie-waist belt, belt loop accents
    • Bodycon silhouette
    • Wrap-style mini-length hem
    • Sleek satin-knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2452

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Staple Seamless Mock Neck Bra Top

    This smooth and seamless mock neck bra top is an iconic staple you need in your lineup. It features a sleeveless mock neckline with tank shoulder straps and a fitted cropped hem. The seamless rib knit fabric offers plenty of stretch for comfortable wear. Style with your fave leggings and sneakers for a cute athleisure look.

    Fit & Features

    • Sleeveless mock neckline
    • Tank shoulder straps
    • Fitted cropped hem
    • Seamless rib knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07107-0930

    Category Name: $20 & Under Sale

    Price: $8.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Beauty Abstract Cutout Maxi Dress

    Embrace your vacation looking like beauty in this abstract print maxi dress destined for sunset dinners and cocktails by the pool! It features a sleeveless square neck, sleek bungee spaghetti straps, a sassy cutout waist with a hoop insert, a slim form-hugging silhouette, and a high front slit on lined smooth knit and stretchy fabric. Complete the look in cute sandals and earrings.

    Fit & Features

    • Sleeveless square neck
    • Bungee spaghetti straps
    • Cutout waist, hoop insert
    • Slim form-hugging silhouette
    • High front slit, maxi-length hem
    • Abstract print, smooth knit fabric, short knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5101

    Category Name: $20 & Under Sale

    Price: $5.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgetable Moments Strapless Maxi Dress

    Unforgettable moments are to be made in this flawless knit maxi dress featuring a strapless neckline, a lightly padded bust with a cowl draping, a high side slit, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in this maxi-length dress with rhinestone stiletto heels for a glam style!

    Fit & Features

    • Strapless neckline
    • Lightly padded bust, cowl draping
    • High side slit
    • Side ruched seams, bodycon silhouette
    • Maxi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2518

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prized Possession Sequin Bow Crepe Dress

    Your most coveted-worthy mini dress is here! Look like a total prize in this stunning crepe party dress for cocktail soirees, banquets, and fancy date nights. It features a strapless neckline with non-slip grip lining, a statement sequin bow along the bust, and a short form-hugging silhouette. Complete the look with an embellished clutch and heels.

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Statement sequin bow along the bust
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Short-length hem
    • Crepe fabric, stretchy knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2317

    Category Name: $20 & Under Sale

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Romance Factor V-Neck Flower Ruffle Dress

    In this ruffled mini dress, romance is always a factor! Bring the eye-catching allure to the evening in this sleeveless mini dress featuring a V-neckline, spaghetti straps, a flower along one shoulder with cascading ruffle trim, a bodycon silhouette, and a cascading ruffles along the hem with one flower inset. Style this mini-length dress with chic stiletto mules.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Flower along the shoulder, cascading ruffle trim
    • Bodycon silhouette
    • Mini-length hem, cascading ruffles, flower inset
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2481

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie In Plaid Long Sleeve Mesh Crop Top

    You'll be a total cutie in this trendy plaid mesh crop top! Featuring a crew neckline, long fitted sleeves, a fitted cropped hem, and adorable lettuce-edge trims, this top is a casual style staple. The lightweight sheer mesh fabric features a patchwork plaid print and offers plenty of stretch. Complete the look with high-rise denim and clear mules. 

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Fitted cropped hem
    • Lettuce-edge trims
    • Patchwork plaid print
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1669

    Category Name: $20 & Under Sale

    Price: $3.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For A Good Time Satin Mini Dress

    This satin mini dress is ready for a good time at the clubs! Featuring a sleeveless fold-over square neckline, spaghetti straps, a bodycon silhouette, and a front slit accent along the fitted hem. Complete the look in sassy rhinestone heels.

    Fit & Features

    • Sleeveless fold-over square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5032

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Basic Crew Neck Tank Mini Dress

    A sweet basic mini dress for all your styling needs this season! It features a sleeveless crew neckline, a bodycon silhouette, and a mini-length fitted hem on smooth and stretchy knit fabric. Complete the look with trendy sunglasses and sandals for a trip to the farmer's market!

    Fit & Features

    • Sleeveless crew neckline
    • Bodycon silhouette
    • Mini-length fitted hem
    • Smooth and stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5079

    Category Name: $20 & Under Sale

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh Glam Rhinestone Low-Block Heels

    These comfortable rhinestone low-block heels will give you a fresh glam look! They feature an open square toe, a thin strappy design with sparkling rhinestone embellishments, a thin adjustable heel strap, and a low block heel. Style with rhinestone hair clips for homecoming or a birthday party!

    Fit & Features

    • Open square-shaped toe
    • Thin strappy design
    • Rhinestone embellishments
    • Thin adjustable heel strap, buckle detail
    • Low block heel
    • Faux leather material, slight cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4507

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elite Summer Style Marble Print Maxi Dress

    Show off an elite summer style in this eye-catching marble print maxi dress! It features a sleeveless scoop neckline, spaghetti straps, an alluring lower back cutout, a maxi-length hem with a thigh-high side slit to showcase some leg, and a bodycon silhouette that will hug your curves. The stretchy knit fabric features a trendy multi-colored marble print pattern. Complete the look with strappy heels for sunset happy hour. 

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps, lower back cutout
    • Maxi-length hem, high side slit
    • Bodycon silhouette
    • Multi-colored marble print
    • Slinky knit fabric, short knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5261

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sergeant Of Style Cargo Pocket Mini Dress

    Elevate your status to sergeant of style in this edgy mini dress perfect for casual plans! Featuring a sleeveless square neckline, adjustable spaghetti straps, a lightly padded bust, an underbust seam, cargo-style flap side pockets, and a short bodycon silhouette. Style with strappy clear strap heels.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Lightly padded bust, underbust seam
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Twill woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5104

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale