$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.

  • Elevated Details Sleek Satin Trouser Pants

    Show up and stun in these sleek satin trouser pants that showcase chic elevated details! They feature a high-rise fitted waist with vertical seam detailing, a back zipper closure, and a wide-leg silhouette. The silky satin fabric brings major luxe vibes. Complete your look with the matching blazer and rhinestone earrings.

    Shop Matching Blazer: Elevated Details Sleek Satin Blazer

    Fit & Features

    • High-rise fitted waist, vertical seam details
    • Back zipper closure
    • Wide-leg silhouette
    • Satin woven fabric
    • Runs true to size

    Style Number/Barcode: 06402-0498

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Details Sleek Satin Blazer

    Show up and stun in this sleek satin blazer that showcases chic elevated details! It features a lapel collar, long sleeves, a single-breasted closure, dual front pockets at the waist, and a fitted silhouette. The silky satin fabric brings major luxe vibes. Complete your look with the matching trouser pants and rhinestone earrings.

    Shop Matching Bottoms: Elevated Details Sleek Satin Trouser Pants

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Single-breasted closure
    • Dual front pockets
    • Fitted silhouette
    • Satin woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1534

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Main Character Vibes Velvet Dress

    This velvet mini dress will give you main character energy at the party! The bodycon dress features a sleeveless sweetheart neckline, bungee spaghetti straps, and a ruched bust and side seams. Complete the look in metallic chunky heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Bungee spaghetti straps
    • Ruched bust and side seams
    • Bodycon silhouette
    • Mini-length hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1905

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Subtle Shine Satin Short Dress

    The perfect satin dress for when you want subtle shine! This sleeveless dress features a one-shoulder neckline, rhinestone spaghetti strap, a side pleated seam that leads to the bodycon, asymmetrical short-length hem. Style with strappy block heels for the club!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Rhinestone spaghetti strap
    • Side pleated seam
    • Bodycon, asymmetrical short-length hem
    • Lined silky satin fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4648

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Check Faux Sherpa Bucket Hat

    Your 'fit will be in check with this faux sherpa bucket hat with a cool checkered pattern! Style with a casual trench coat to complete the look.

    Fit & Features

    • Faux sherpa
    • Bucket hat styling
    • Checkered pattern

    Style Number/Barcode: 07302-1353

    Category Name: $20 & Under Sale

    Price: $1.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jada Sequin Bodycon Mini Dress

    Special Occasion

    Looking to amp up the glitzy vibes at your next party? Style up the Jada sequin bodycon mini dress for a gorgeous outfit! She features a sleeveless sweetheart neckline with padded cups, a sheer mesh insert at the center of the bust, adjustable spaghetti straps for a customized fit, a faux wrap-front skirt, and a short, curve-hugging silhouette. The lined knit fabric features all-over sequin embroidery for a dazzling sheen. Complete the look with rhinestone earrings.

    Fit & Features

    • Sleeveless sweetheart neckline, center sheer mesh insert at the bust
    • Padded cups, sticky bra optional
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Faux wrap-front skirt
    • Mini-length hem, fitted bodycon silhouette
    • Sequin embroidery
    • Sheer knit fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1169

    Category Name: $20 & Under Sale

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For Midnight Sequin Mini Dress

    You'll be ready for the clock to strike midnight in this shimmery sequin mini dress! It features a V-neck and back, long balloon-style sleeves, a tie-back design, front ruching, a mini-length hem with a faux wrap design, and a curve-hugging, bodycon silhouette. The lined knit fabric features all-over sequin embroidery for the prettiest shine. Complete your NYE party look with rhinestone heels.

    Fit & Features

    • V-neck and back
    • Long balloon sleeves, elastic cinched hems
    • Tie-back design, front ruching
    • Mini-length hem, faux wrap-front design
    • Fitted bodycon silhouette
    • Sequin embroidery
    • Sheer knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1883

    Category Name: $20 & Under Sale

    Price: $25.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Harper Mid-Rise Skinny Jeans By Windsor Denim

    The jeans you never knew you needed! The Harper mid-rise jeans by Windsor denim will fit your body like a glove. She features a flattering skinny-leg design, and ankle-length hem, and is composed of clean dark wash denim with vintage-inspired color fading. Style with an edgy corset top for dinner and drinks!

    Fit & Features

    • Mid-rise waist
    • Skinny-leg design
    • Ankle-length hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Clean dark wash denim, color fading, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0382

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take The Plunge Crepe Short Dress

    Fashion is all about taking risks! Take the plunge and chic up your look with this crepe short dress. It features a sleeveless mesh V-neck, shoulder straps, V-cut back, and a padded underwire bust atop a corset-style bodice with flexible boning. The front ruched seam flaunts your curves along the crepe bodycon skirt with a flirty hem slit. Style with fringe earrings for a cocktail party!

    Fit & Features

    • Sleeveless mesh V-neck, shoulder straps
    • V-cut back and zipper with hook-eye closure
    • Padded underwire bust
    • Corset-style bodice, flexible boning
    • Bodycon, short hem, front ruched seam, and slit
    • Lined crepe and mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1840

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alaiya Sequin Bodycon Mini Dress

    Special Occasion

    Showcase a gorgeous sheen in the shimmering Alaiya sequin mini dress! She features a sleeveless sweetheart neckline with padded cups, a sheer mesh insert at the center of the bust, adjustable spaghetti straps for a customized fit, a faux wrap-front skirt, and a short, curve-hugging, bodycon silhouette. The lined knit fabric features all-over sequin embroidery to give the dress its luxe shine. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, center sheer mesh insert at the bust
    • Padded cups, sticky bra optional
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Faux wrap-front skirt
    • Mini-length hem, fitted bodycon silhouette
    • Sequin embroidery
    • Sheer knit fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1168

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quite Contemporary Velvet Skirt

    Keep your outfit contemporary and chic with this velvet mini skirt featuring a high-rise waist, bodycon silhouette, and a swirling line pattern. Style with a beaded bustier to complete the look!

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Swirling line pattern
    • Velvet fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0722

    Category Name: $20 & Under Sale

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seasonal Treat Chenille Crop Sweater

    Your new go-to chenille sweater for the fall to winter months is here! It features slouchy long sleeves, ribbed cuffs and crew neck, a relaxed silhouette, and cropped hem with dual asymmetrical slit accents. Complete the look in high-rise jeans for looking at Christmas lights!

    Fit & Features

    • Slouchy long sleeves
    • Ribbed cuffs and crew neckline
    • Relaxed silhouette
    • Cropped hem, asymmetrical slit accents
    • Chenille knit fabric
    • Soft and comfortable
    • Fits true to size

    Style Number/Barcode: 06005-1574

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spine Chilling Eyelash Knit Sweater

    This eyelash knit sweater may give you chills at how cute it is! The sweater features long sleeves with cuffs, a mock neckline, cropped hem, and a partial open-back design with tie closure. Complete the look in a mini skirt and boots.

    Fit & Features

    • Long sleeves with cuffs
    • Mock neckline
    • Cropped hem
    • Partial open-back design tie closure
    • Fuzzy eyelash knit
    • Fits true to size

    Style Number/Barcode: 06005-1480

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Winter Bliss Cutout Sweater Dress

    You'll feel bliss with this sweater dress in your closet! It features long sleeves, a mock neck, a cutout bust, and a bodycon mini-length silhouette on stretchy rib-knit fabric. Style with over-the-knee boots to complete the look!

    Fit & Features

    • Long sleeves
    • Mock neck
    • Cutout bust
    • Bodycon silhouette
    • Mini-length hem
    • Sweater rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1585

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner Date Satin Button Down Top

    Getting ready for your dinner date is a breeze with this satin top to look chic and feel relaxed! The top features long sleeves, a collared neck, button-down closures, and a pleated design. Complete the look with matching bottoms.

    Shop Matching Bottoms: Dinner Date Satin Wide Leg Pants

    Fit & Features

    • Long sleeves
    • Collared neckline
    • Button-down closures
    • Pleated design
    • Satin non-stretch fabric
    • Runs true to size

    Style Number/Barcode: 06001-4548

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • To The Nines Glitter Velvet Dress

    Oh my, what a marvelous sight you'll be in this glitter velvet mini dress destined for the dance floor! The mini dress features long sleeves, a mock neck with dual button closures, a bodycon silhouette, and a short-length hem. Style with fringe earrings and heels to complete the look! 

    Fit & Features

    • Long sleeves
    • Mock neck, dual button closures
    • Bodycon silhouette
    • Short-length hem
    • Glitter pattern
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1906

    Category Name: $20 & Under Sale

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop The Bottle Rhinestone Trim Mini Dress

    Pop the bottle and celebrate in this glamorous bodycon mini dress! It features a sleeveless square neckline, spaghetti straps, a mini-length asymmetric hem with a faux wrap-front design, cascading rhinestone fringe for the prettiest shine, and a curve-hugging silhouette. The smooth double-lined knit fabric offers a moderate stretch. Style with rhinestone hoops and embellished heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Mini-length asymmetric hem, faux wrap-front design
    • Rhinestone fringe trim
    • Bodycon fit
    • Double-lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1927

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Feels Turtle Neck Sweater

    The perfect turtle neck sweater to give you the autumn feels! It features cozy long sleeves with ribbed cuffs, a relaxed fit, and a ribbed hem on pointelle knit fabric. Complete the look in leggings and booties.

    Fit & Features

    • Long sleeves with ribbed cuffs
    • Turtle neck
    • Relaxed fit
    • Ribbed hem
    • Pointelle knit design
    • Soft and comfortable
    • Fits true to size

    Style Number/Barcode: 06005-1476

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chill Cutie Cable Knit Sweater

    Cutie alert! Keep chill and cozy in this cable knit sweater featuring long sleeves with ribbed cuffs, a surplice v-neckline, and a cropped hem of soft knit fabric. Complete the look in a basic cami and jeans.

    Fit & Features

    • Long sleeves with ribbed cuffs
    • Surplice v-neckline
    • Cropped hem
    • Cable knit design
    • Soft and comfortable
    • Fits true to size

    Style Number/Barcode: 06005-1484

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreamy In Velvet Marabou Crop Top

    Look like a dream in this velvet crop top perfect for dressing up your favorite jeans or skirt! It features an off-the-shoulder neckline and long sleeves with marabou feather cuffs. Complete the look with best-selling bottoms and heels.

    Fit & Features

    • Off-the-shoulder neckline
    • Long sleeves with marabou feather cuffs
    • Cropped hem
    • Velvet fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4756

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Season Chill Popcorn Knit Sweater

    This season, embrace the chill in this cozy popcorn knit sweater featuring a trendy, off-the-shoulder neckline, balloon long sleeves, and a relaxed fit. Complete the look in high-rise jeans and boots.

    Fit & Features

    • Off-the-shoulder neckline
    • Balloon long sleeves
    • Relaxed fit
    • Soft and cozy
    • Popcorn knit design
    • Fits true to size

    Style Number/Barcode: 06005-1478

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Sleek Sleeveless Catsuit

    Chic and sleek, this sleeveless catsuit is perf for lounging or shopping trips with your squad! It features a scoop neckline, tank shoulder straps, a low scoop back design, and an all-over curve-hugging fit. The cotton knit fabric offers plenty of stretch. Style this trendy catsuit with a sherpa coat and sneakers.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Low scoop back
    • Form-hugging silhouette
    • Cotton knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0856

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Chic Double Buckle Belt

    Upgrade your everyday 'fit with this simple chic faux leather belt. It features a bold double buckle front design and a stretchy back for comfortable wear. Style with your favorite bodysuit and high-rise dress pants.

    Fit & Features

    • Double buckle front design
    • Stretchy back
    • Faux leather material
    • Adjustable buckle closures

    Style Number/Barcode: 07301-0558

    Category Name: $20 & Under Sale

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Elegance Rhinestone Pearl Belt

    Showcase trendy elegance when you style up your look with this rhinestone pearl belt. It features a four-row stretchy design with faux pearls and a center flower-shaped buckle with sparkly rhinestone embellishments. Style over an oversized blazer for a chic 'fit.

    Fit & Features

    • Four-row stretchy design
    • Faux pearls
    • Center flower-shaped buckle
    • Rhinestone embellishments
    • Dual hook grips for closure

    Style Number/Barcode: 07301-0559

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale