$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.

  • Down To Business Ponte Leggings

    Get your style down to business this season! These ponte knit leggings are designed for work or play in a sleek elasticized high-rise waistband, faux front zipper pockets, a skinny leg design, and tapered hem. Complete the look in a plaid vest and booties.

    Fit & Features

    • High-rise elasticized waistband
    • Faux front zipper pockets
    • Skinny-leg design
    • Tapered hem
    • Sculpting design
    • Ponte knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06502-2226

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • City Walk Houndstooth Plaid Blazer

    Walk down the city streets to your favorite coffee shop in this trendy blazer! It features a lapel collar, long sleeves, a long line fitted silhouette, and a plaid houndstooth pattern. The knit fabric offers a moderate stretch. Layer over a sweater dress with ankle booties.

    Fit & Features

    • Lapel collar
    • Long fitted sleeves
    • Front pockets
    • Long line fitted silhouette
    • Plaid houndstooth pattern
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0341

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter Faux Leather Leggings

    Stay ahead of the trends and snag these faux leather leggings to edge up your fashion closet! They feature a smooth high-rise waist with elastic side panels, a skinny-leg design, and a tapered hem. Complete the look in a bustier and heels.

    Fit & Features

    • Smooth high-rise waist
    • Elastic side panels
    • Skinny-leg design
    • Tapered hem
    • Faux leather fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06502-2225

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Scorpio Season Graphic Crop Tee

    It's time to celebrate the season of the Scorpio! This graphic crop tee features cap sleeves, a crew neck, and a front script that reads, "It's The Scorpio In Me" printed on soft and stretchy jersey knit fabric. Complete the look in a faux leather mini skirt for a party!

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Front script reads, "It's The Scorpio In Me"
    • Cropped hem
    • Soft and stretchy
    • Jersey knit fabric
    • Fits true to size

    Style Number/Barcode: 06002-1475

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute In Checkered Faux Sherpa Jacket

    Achieve a cute streetwear style layering on this checkered hoodie jacket featuring long sleeves, an open-front design, hidden side pockets, oversized silhouette, crafted on faux sherpa-lined fabric. Complete the look in edgy booties.

    Fit & Features

    • Long sleeves
    • Hoodie neckline
    • Open-front design
    • Hidden lined side pockets
    • Oversized silhouette
    • Checker pattern, faux sherpa fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0360

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sophistication Satin Blazer

    Show off a major sleek and sophisticated style in this woven satin blazer. It features a lapel collar, three-quarter-length sleeves with cinched detailing, shoulder pad accents, and a chic, fitted silhouette. The smooth satin fabric will give your 'fit that luxe look. Pair with the matching trouser shorts and platform heels.

    Shop Matching Bottoms: Sleek Sophistication Satin Trouser Shorts

    Fit & Features

    • Lapel collar
    • Three-quarter-length sleeves, cinched hems
    • Shoulder pads
    • Fitted silhouette
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1591

    Category Name: $20 & Under Sale

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love On Top Turtleneck Sweater

    You'll love this sweater topper for slays all season long! It features long sleeves, a turtleneck, and an ultra-cropped hem on stretchy rib-knit fabric. Complete the look in a basic tank top.

    Fit & Features

    • Long sleeves
    • Turtleneck
    • Ultra-cropped hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1551

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crushing On You Knit Midi Skirt

    They'll all be crushing on you in this cute and trendy midi skirt! It features a high-rise waist, a midi-length hem with a high side slit, and a form-hugging fit. The ribbed knit fabric offers plenty of stretch. Style with your fave crop top and mules.

    Fit & Features

    • High-rise banded waist
    • Midi-length hem
    • High side slit
    • Form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0779

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • French Girl Wool Beret

    Elevate your outfit to french girl status with this faux wool beret perfect for styling with a chic trench coat for a day out and about!

    Fit & Features

    • Beret style
    • Wool material

    Style Number/Barcode: 07302-1322

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Star Beaded Beanie

    Shine bright this holiday season with a cozy beanie that keeps it glam! This ribbed knit beanie features a fold-over hem with rhinestone embellishments in star designs and sparkly beaded detailing. Style with a sweater dress and a faux leather jacket.

    Fit & Features

    • Ribbed knit fabric
    • Fold-over hem
    • Rhinestone embellishments, star designs
    • Beaded detailing

    Style Number/Barcode: 07302-1323

    Category Name: $20 & Under Sale

    Price: $8.00 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Midnight Velvet Short Dress

    For after-midnight fun, step into the after-party looking so glamorous in this burnout velvet short dress featuring long sleeves, a crew neck, and a bodycon silhouette on mesh fabric with knit lining. Complete your dressy look in strappy heels.

    Fit & Features

    • Long sleeves
    • Crew neck
    • Bodycon silhouette
    • Short-length hem
    • Burnout velvet, mesh fabric, knit lining
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1917

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Affair Cutout Velvet Mini Dress

    Dress up for a chic affair in this alluring velvet mini dress! It features a sleeveless scoop neckline, adjustable spaghetti straps for a customized fit, a burnout velvet scroll pattern at the bust, a front cutout at the waist, ruched detailing down the side seams, and a short, curve-hugging silhouette. The luxe velvet fabric offers a moderate stretch. Style this dress with strappy stilettos.

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps
    • Burnout velvet scroll pattern at the bust
    • Front cutout at the waist
    • Ruching down the side seams
    • Mini-length hem, fitted bodycon silhouette
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1914

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Moves Over-The-Knee Stiletto Boots

    Make sleek moves in these chic over-the-knee stiletto boots! They feature a pointed toe, a thin stiletto heel, dual buckle accents at the ankle and knee, and an inner zipper closure. Style with a sweater dress and hoop earrings.

    Fit & Features

    • Over-the-knee fit
    • Pointed toe
    • Stiletto heel
    • Dual buckle accents
    • Partial inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0850

    Category Name: $20 & Under Sale

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Peep This Chic Cutout Booties

    Check out these chic nubuck booties and imagine all the ways you'd style them! They feature an almond peep toe, platform sole, stacked thin block heel, cutout sides, and an adjustable buckle strap and back zipper closure. Complete the look in a wide-leg jumpsuit for cocktail hour.

    Fit & Features

    • Almond peep toe
    • Platform sole
    • Stacked thin block heel
    • Cutout sides
    • Adjustable buckle strap and back zipper closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1567

    Category Name: $20 & Under Sale

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What's Poppin Collar Button Down Top

    Show everyone how you slay! This cotton shirt is the perfect essential to style up or down. It features long sleeves with button cuffs, a collar neckline, button-down front closures, and an oversized silhouette. Complete the look in a corset belt and skinny jeans!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down front closures
    • Oversized silhouette
    • Poplin cotton fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06003-1855

    Category Name: $20 & Under Sale

    Price: $3.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Sparkle Layered Necklace

    Showcase a gorgeous sparkle with this embellished layered necklace. It features a three-row layered design. The shortest layer features a chain-link design with thin clear glass stones at the center, and the two longer layers feature mini rhinestone embellishments. Style this necklace with simple stud earrings.

    Fit & Features

    • Three-row layered design
    • Shortest layer features a chain-link design, thin clear glass stones at the center
    • Two longer layers feature mini rhinestone embellishments
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1273

    Category Name: $20 & Under Sale

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Staple Rhinestone Beret

    This rhinestone beret is an elegant staple for your cold-weather wardrobe! It features a simple and classic design on faux wool material. Complete the look in booties.

    Fit & Features

    • Rhinestone embellishments
    • Simple and classic beret design
    • Faux wool material

    Style Number/Barcode: 07302-1020

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step Up The Sparkle Sequin Jumpsuit

    Step up the sparkle this holiday season with this gorgeous sequin jumpsuit. It features a knit top with a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, and an exposed back zipper closure. The lined knit pants feature a high-rise paperbag waist with a tie-front belt, a wide-leg silhouette, and all-over sequin embroidery for the prettiest shine. Complete your party look with platform heels.

    Fit & Features

    • Lined knit top, sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper, hook and eye closure
    • Wide-leg pants, sheer knit fabric, full knit lining
    • High-rise paperbag waist, tie-front belt, lined side pockets
    • Sequin embroidery
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2242

    Category Name: $20 & Under Sale

    Price: $6.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Chic Belted Faux Wool Coat

    Layer on this chic faux wool coat for an elevated winter look. It features a lapel collar, long sleeves, double-breasted button closures, and a tie-front belt. Style this coat over a casual mini dress with thigh-high boots.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Double-breasted button closures
    • Tie-front belt
    • Side pockets
    • Faux wool fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0262

    Category Name: $20 & Under Sale

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Free Spirit Distressed Graphic Tee

    Show off your free-spirited style with this edgy distressed graphic tee. It features a crew neckline, short sleeves, a front motorcycle and floral graphic with the script "Freedom Spirit," slashed detailing, and a cropped, raw-cut hem. Style this tee with dark-wash denim and combat boots.

    Fit & Features

    • Crew neckline, short sleeves
    • Motorcycle and floral graphic
    • Script that reads, "Freedom Spirit"
    • Slashed detailing
    • Cropped, raw-cut hem, form-hugging fit
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1469

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • See Me In Lace Scallop Bodysuit

    You can be found in this lace scallop bodysuit all season long! It features a sleeveless v-neckline, adjustable spaghetti straps that cross in the back, an open back, and a thong-cut bottom with dual snap-button closures. Complete the look in a chic crop blazer.

    Fit & Features

    • Sleeveless v-neckline with scallop trim
    • Adjustable spaghetti straps
    • Open-back with cross straps
    • Thong-cut bottom
    • Dual snap-button closures
    • Floral lace, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4414

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Mood Striped Knit Sweater

    You'll be in a totally cozy mood in this adorable striped knit sweater! It features a crew neckline, long dolman-style sleeves, distressed detailing at the hems, and a mid-length, relaxed fit. The thick knit fabric has minimal stretch. Style with dark wash denim and ankle boots.

    Fit & Features

    • Crew neckline
    • Long dolman-style sleeves
    • Distressing at the hems
    • Mid-length, relaxed fit
    • Striped pattern
    • Knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1597

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tootin' Cute Faux Suede Jacket

    You'll look totally cute for the rodeo in this faux suede jacket featuring long sleeves, a lapel collar neckline, an open front design, fringe trim, and a cropped hem. Complete the look in flare denim jeans.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Open front design
    • Fringe trim
    • Cropped hem
    • Faux suede, lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0347

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Nights Plaid Cropped Shacket

    This trendy plaid cropped shacket is perfect for those chilly autumn nights. It features a collared neckline, long sleeves, a complete button-down front, flap pockets, and a cinched elastic back. Layer over a long sleeve top and pair with your fave jeans for a cute and casual vibe.

    Fit & Features

    • Collared neckline
    • Long sleeves, button cuffs
    • Button-down front, Flap pockets with button closures
    • Cropped hem with a cinched elastic back
    • Plaid pattern
    • Flannel woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1451

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale