$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.

  • Drew Formal Rhinestone Mermaid Dress

    Special Occasion

    Stand out in the fabulous Drew formal long dress to bring the pop diva vibes to the school dance or dressy celebration! She stuns in a sleeveless V-neckline, adjustable spaghetti straps, and a flattering mermaid silhouette with a floor-length hem. The formal dress is designed with all-over rhinestone embellishments that shimmer with every step on a stretchy unlined sheer mesh fabric. Complete the look with fringe earrings and a choker necklace.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Mermaid silhouette, floor-length hem
    • All-over rhinestone embellishments
    • Unlined sheer mesh fabric, moderate stretch
    • Sticky bra or shaper bodysuit recommended
    • Runs true to size

    Style Number/Barcode: 05002-6986

    Category Name: $20 & Under Sale

    Price: $9.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gillian Formal Satin A-Line Dress

    Special Occasion

    You'll be the breathtaking view in the Gillian formal satin dress at prom or black tie weddings! She features a sleeveless V-neckline with a pleated and lightly padded bust, adjustable spaghetti straps, an empire waist with hidden side pockets to keep your hands warm, and a flattering A-line silhouette with a front slit and floor-length hem. The formal dress is composed of smooth satin fabric with a woven lining and no stretch. Complete the look with a gorgeous teardrop necklace and earrings.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Pleated and lightly padded bust
    • Back zipper and hook-eye closure
    • Empire waist, hidden side pockets
    • A-line silhouette, front slit, floor-length hem
    • Smooth satin fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05002-7436

    Category Name: $20 & Under Sale

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Janelle Sequin V-Neck Wrap Party Dress

    Special Occasion

    Play up your sparkle in the Janelle sequin party dress destined for the dance floor at prom, quinceaneras, or weddings! She features a sleeveless V-neckline with a sheer mesh insert, adjustable spaghetti straps, a padded bust, a bodycon silhouette, and a faux wrap mini-length hem. The formal dress is composed of a sequin-embellished fabric with a stretchy knit lining. Complete the look in glam rhinestone spiral heels.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, faux wrap mini-length hem
    • Sequin-embellished fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1503

    Category Name: $20 & Under Sale

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sofie Formal Satin Strapless Long Dress

    Special Occasion

    This figure-skimming beauty is worthy of a grand debut at banquets, weddings, and dressy celebration parties! The Sofie formal dress features a foldover, strapless neckline, a lightly padded bust, a slim curve-hugging silhouette, and a sultry front slit along her floor-length hem. The formal dress is composed of lined satin fabric with a sheen effect and minimal stretch. Complete the look in statement mules and a clutch.

    Fit & Features

    • Strapless foldover neckline, light padded bust
    • Back zipper and hook-eye closure
    • Slim, curve-hugging silhouette
    • Front slit, floor-length hem
    • Lined satin fabric, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-7305

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amy Formal Strapless Mermaid Dress

    Special Occasion

    Elegantly chic, the Amy formal strapless mermaid dress will be sure to turn heads. She features a straight-across neckline with pleating at the bust and flexible boning, a high waist seam, vertical seams that start at the bust and continue down the dress, a hip-hugging fit, and a floor-sweeping bonded hem with a figure-flattering mermaid silhouette. The formal dress is composed of a sleek scuba-kit fabric with lining and minimal stretch. Complete the look with a dazzling rhinestone jewelry set and a sleek clutch.

    Fit & Features

    • Strapless straight-across neckline, flexible boning
    • Pleating at the bust, back zipper and hook-eye closure
    • High waist seam, vertical seams down the dress
    • Form-hugging fit at the hips
    • Floor-sweeping bonded hem, mermaid silhouette
    • Sleek scuba knit fabric, lining, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7067

    Category Name: $20 & Under Sale

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Of Perfection Sequin Skater Dress

    You'll be looking so perfect in this sequin skater dress for your cocktail party or dressy celebration! The mini dress features a sleeveless V-neck, spaghetti straps that lace up in the back, and a fit-and-flare silhouette with a short-length hem. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless V-neck
    • Spaghetti straps, lace-up back
    • Skater fit and flare silhouette
    • Short-length hem
    • Sequin embellished fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2005

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sent With Love Swiss Dot Sleeveless Dress

    Send love from where ever you go in this swiss dot sleeveless dress whether it's a trip to Tuscany or a destination dinner with the girls! It features a sleeveless surplice V-neckline, a button-back closure with a keyhole slit detail, side ruched seams, and a bodycon silhouette with a flirty ruffled short hem. Complete the look in rhinestone mules.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Button-back closure, keyhole slit detail
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Ruffled short-length hem
    • Swiss dot chiffon fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2107

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Weekend Vibes Floral Mini Dress

    Give off those effortless weekend vibes in this adorable floral mini dress! It features a V-neckline with a twist-front design, a front keyhole cutout under the bust, adjustable spaghetti straps, a smocked design down the back and body of the dress, a mini-length hem with a form-hugging silhouette, and a ditsy floral print pattern. The woven fabric offers a moderate stretch. Style with espadrille sandals.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Keyhole cutout under the bust, adjustable spaghetti straps
    • Smocked design down the back and body of the dress
    • Mini-length hem, form-hugging fit
    • Ditsy floral print
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4920

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Day Dream Chiffon Midi Dress

    You'll look like a sweet daydream in this breezy floral midi dress to capture the spring spirit! It features a sleeveless sweetheart neck, adjustable spaghetti straps, a ruched bust with underwire, button front accents, a smocked back, and a flowy A-line silhouette with a flirty hem slit. The dress is composed of airy chiffon fabric with floral embroidery and a stretchy knit lining. Complete the look in platform wedges.

    Fit & Features

    • Sleeveless sweetheart neck, button accents
    • Adjustable spaghetti straps
    • Ruched bust, underwire
    • Smocked back, zipper and hook-eye closure
    • Flowy A-line silhouette, front slit, midi-length hem
    • Floral embroidered chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2117

    Category Name: $20 & Under Sale

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everlasting Bliss Ditsy Floral Mini Dress

    You'll be blissful all season with this ditsy floral mini dress in your closet! Blossom into florals for spring bridal showers, graduations, and casual parties. Featuring a sleeveless square neck, adjustable spaghetti straps, and side ruched seams to accentuate your natural curves along the bodycon silhouette. Complete the look in strappy sandals.

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti traps
    • Side ruched seam
    • Bodycon silhouette, mini-length hem
    • Ditsy floral print
    • Lined knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5046

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fishing For Compliments Rhinestone Tank Top

    You won't have to fish for compliments in this fishnet tank top...they'll come naturally from everyone who sees you! Flaunt your edgy style featuring a sleeveless crew neck, a cropped hem, and all-over rhinestone embellishments on sheer fishnet fabric. Complete the look in pasties and denim shorts for a festival or concert!

    Fit & Features

    • Sleeveless crew neck
    • Cropped hem
    • All-over rhinestone embellishments
    • Sheer fishnet fabric
    • Runs true to size

    Style Number/Barcode: 06003-2132

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Breezy Beauty Ikat Surplice Top

    Breeze in looking like beauty in this chiffon top featuring peasant long sleeves, a surplice plunge neckline, and a lower back keyhole with tie closure. Complete the look in a basic cami top and midi skirt.

    Fit & Features

    • Peasant long sleeves
    • Surplice plunge neckline
    • Lower back keyhole, tie closure
    • Ikat print
    • Sheer chiffon fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1857

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Boho Vibes Scarf Top

    Bring the effortless boho vibes with this lightweight woven scarf top. It features a sleeveless halter neckline, a completely open back with a tie-back strap design, an asymmetrical front hem, and an all-over paisley print. Style this top with high-rise mom jeans and cute sandals.

    Fit & Features

    • Sleeveless halter neckline, spaghetti straps, tie at the back of the neck
    • Open back
    • Tie-back strap design
    • Asymmetrical front hem, cropped fit
    • Paisley print
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1727

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lizza Formal Sequin Slit Long Dress

    Special Occasion

    Designed by wow factor sparkle, the Lizza formal sequin dress was made for celebratory events! Shine at school dances, sweet sixteen birthdays, or banquet dinners. She features a sleeveless V-neckline with a sheer mesh insert, adjustable spaghetti straps, a padded bust, and a curve-hugging slim silhouette with a sultry front slit and a floor-length hem. The formal dress is composed of a sequin-pattern mesh fabric with a stretchy knit lining. Complete the look with a silver clutch and heels.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • Curve-hugging, slim silhouette, front slit, floor-length hem
    • Sequin-pattern mesh fabric, stretch knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7167

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirtatious Style Linen Corset Top

    Show off a flirtatious style in this adorable linen corset top, perfect for afternoon wine tasting or evening cocktails! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a built-in padded bust with underwire, a hidden front hook and eye closures, flexible boning, and a cropped hem. Complete the look with the matching skort and espadrille sandals!

    Shop Matching Bottoms: Flirtatious Style Wrap-Front Linen Skort

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Built-in padded bust, underwire
    • Hidden front hook and eye closures
    • Flexible boning, cropped hem
    • Lined linen fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-2124

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cecelia Formal Crepe Plunge Mermaid Dress

    Special Occasion

    Dare to make jaws drop in the stunning Cecelia formal crepe dress at galas, weddings, and award ceremonies! She features a sultry sleeveless plunge V-wire neckline with a built-in padded bust, spaghetti straps, a pleated empire waist, a low-cut back, a curve-hugging mermaid silhouette, and a flared floor-length hem. The formal dress is composed of a crepe fabric with a moderate stretch. Style with a lariat necklace and earrings.

    Fit & Features

    • Sleeveless plunge V-wire neckline, padded bust
    • Spaghetti straps, pleated empire waist
    • Low-cut back
    • Curve-hugging, mermaid silhouette
    • Flared floor-length hem
    • Crepe fabrication, knit lining at the bust, moderate stretch
    • Sticky bra or pasties optional
    • Runs true to size

    Style Number/Barcode: 05002-7301

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Briana Formal Satin Strapless A-Line Dress

    Special Occasion

    Luxe satin brings sophistication to the Briana formal dress to make your grand entrance at black-tie weddings, galas, and formal banquets! She features a strapless and structured bodice with flexible boning, a padded bust and a high waist seam, hidden side pockets to keep your hands warm, and a flattering A-line silhouette with a skin-flaunting high-front slit and a floor-length hem. The formal dress is composed of a matte satin fabric with a subtle sheen and non-stretch woven linings. Complete the look in a statement necklace and earrings set.

    Fit & Features

    • Strapless and structured bodice, flexible boning
    • Padded bust, back zipper and hook-eye closure
    • High waist seam, hidden side pockets
    • A-line silhouette, high front slit, floor-length hem
    • Luxe satin fabric, non-stretch woven linings
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-2842

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nevaeh Formal Crepe Bow Mermaid Dress

    Special Occasion

    Live out your main character love story in the Nevaeh formal bow dress destined to turn heads at banquets, weddings, and anniversary parties! She features a sleeveless square neckline, tank shoulder straps, and a revealing open back with an attached statement bow, a mermaid silhouette, and a sultry high front slit along the floor-length hem. The formal dress is composed of a lined crepe fabric with plenty of stretch. Complete the look with a gorgeous rhinestone choker necklace, earrings, and bracelet for some sparkle!

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Open back, attached statement bow
    • Mermaid silhouette
    • High front slit, floor-length hem
    • Lined crepe fabric, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7295

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jackelyn Formal Crepe Wrap Mermaid Dress

    Special Occasion

    The Jackelyn formal crepe dress accentuates your sophistication and chic style for your grand walk down the aisle as a beautiful bride! She features an off-the-shoulder folded neckline, and a pleated side seam that creates the wrap-style bodice leading to her figure-flattering mermaid silhouette with a lovely floor-length hem. The formal dress is composed of a lightweight crepe fabric with a stretchy knit lining. Complete the look for your big day with statement heels and a choker necklace. 

    Fit & Features

    • Off-the-shoulder folded neckline
    • Pleated side seam, wrap-style bodice
    • Mermaid silhouette
    • Floor-length hem
    • Lightweight crepe fabric, stretchy knit lining
    • Strapless bra, sticky bra, or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7019

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunny Moves Eyelet Lace Mini Dress

    The perfect sundress for bridal showers or outdoor parties! It features adorable puff short sleeves, a square neck, side ruched seams along the bodice, and a bodycon silhouette with a mini-length hem. Complete the look in trendy espadrille wedges.

    Fit & Features

    • Puff short sleeves
    • Square neck
    • Side ruched seams on bodice
    • Bodycon silhouette
    • Mini-length hem
    • Eyelet lace, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4874

    Category Name: $20 & Under Sale

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Glamour Rhinestone Satin Pumps

    Get wrapped in gorgeous glamour with these chic and stunning rhinestone satin pumps! They feature a closed pointed toe with a square-shaped front, a closed back, a sleek stiletto heel, and a rhinestone-embellished spiral accent that starts at the heel and wraps around the leg. Style with a party dress.

    Fit & Features

    • Closed pointed toe, square-shaped front
    • Closed back
    • Stiletto heel
    • Rhinestone spiral design, starts at the heel, wraps around the leg
    • Satin material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4324

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swirl Of Attraction Printed Flare Pants

    Draw all the attraction onto you in these stylish printed flare pants at festivals or summer concerts! They feature a flattering high-rise elasticized waistband, a hip-hugging fit, and a flared hem on swirl print knit fabric. Complete the look in a cute corset top.

    Fit & Features

    • High-rise elasticized waistband
    • Hip-hugging fit
    • Flared hem
    • Swirl print
    • Brushed stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2284

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just Slayin' High Rise Cut Off Denim Shorts

    You'll be slayin' in these must-have denim shorts perfect for adding to your weekly rotation! They feature a flattering super high-rise waist, a form-hugging fit, and cut-off style hems with distressing on washed premium denim fabric with color fading. Complete the look in a graphic tee and sandals.

    Fit & Features

    • Super high-rise waist
    • Form-hugging fit
    • Cut off style hem, distressing
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Washed premium denim fabric, color fading, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0323

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bri High-Rise Lace-Up Flare Jeans By Windsor Denim

    Give them something to talk about when you exit the room in the Bri jeans by Windsor Denim! They feature a flattering high-rise waist with a lace-up placket, a hip-hugging fit, and a flared hem on premium denim fabric. Complete the look in a cute crop top for a concert or happy hour!

    Fit & Features

    • High-rise waist
    • Lace-up placket
    • Hip-hugging fit
    • Flared hem
    • Five-pocket styling, belt loop accents
    • Premium denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0403

    Category Name: $20 & Under Sale

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance