$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.

  • So Cozy Faux Fur Criss-Cross Slides

    Fit & Features

    • Flat sole
    • Faux fur material
    • Easy slip-on design
    • Round toe
    • Wide criss-cross straps over the toe
    • Runs true to size

    Style Number/Barcode: 07405-0186

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute In Plaid Strapless Plaid A-Line Mini Dress

    Look and feel cute in this plaid strapless dress with a flattering A-line silhouette and a mini-length hem. Complete the look with a choker necklace.

    Fit & Features

    • Plaid print, woven fabric, woven lining
    • Strapless neckline
    • Back zipper closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5980

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Staple Long Sleeve Corduroy Shacket

    This corduroy shacket will be your staple layering piece for creating chic looks. Pair with knee-high boots.

    Fit & Features

    • Corduroy fabric with distressed seams and hems, no stretch
    • Collared neckline
    • Button-down front
    • Large buttoned chest pockets
    • Long sleeves with single-button detail
    • Oversized fit
    • Runs true to size

    Style Number/Barcode: 06204-1969

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Studded Chic Fold-Over Under-The-Knee Boots

    Rock these studded under-the-knee boots in a chic folded design that gives a trendy look to your everyday style. Pair with a crossbody bag.

    Fit & Features

    • Block heel
    • Mixed faux suede and faux leather material
    • Under-the-knee fold-over design
    • Studded trim
    • Closed pointed-toe
    • Runs true to size

    Style Number/Barcode: 07402-1088

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Style Ribbed Knit Oversized Sweater

    Comfy and cozy, this ribbed knit sweater features a mock neckline, long dolman-style sleeves, short side slit accents, and the perfect oversized fit. Pair with biker shorts for a casual look, or a faux leather mini skirt for a dressier vibe.

    Fit & Features

    • Cotton-blend ribbed knit fabric, moderate stretch
    • Mock neckline
    • Long dolman sleeves
    • Short side slits
    • Oversized fit

    Style Number/Barcode: 06005-2206

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Babe Asymmetric A-Line Mini Dress

    This pretty glam glitter knit mini dress features a sleeveless sweetheart neckline with a draped cowl overlay for a soft touch, ruched side seams, and a short asymmetric hem with an effortless flowy silhouette. Perfect for styling with metallic heels for prom.

    Fit & Features

    • Glitter knit fabric with knit lining, plenty of stretch
    • Sweetheart neckline with draped cowl overlay, padded bust
    • Spaghetti straps
    • Ruched side seams
    • Mini-length asymmetric hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05103-5769

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotted Allure Leopard Print Bow Flats

    Everyone will spot you in these alluring leopard print bow flats featuring a trendy open slingback design. Pair with trouser pants.

    Fit & Features

    • Low-block heel
    • Faux suede material
    • Closed pointed-toe
    • Bow accent
    • Slingback strap
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07405-0206

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall Flair Plaid Woven Bubble Hem Skater Dress

    Add some flair to your fall 'fits in this chic skater dress designed with a plaid printed cotton woven fabric. It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, a trendy V-shaped waist, and a short skater silhouette with the cutest bubble hem.

    Fit & Features

    • Plaid cotton woven fabric with knit lining, minimal stretch
    • Square neckline
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • V-shaped waist
    • Short skater silhouette, bubble hem
    • Runs true to size

    Style Number/Barcode: 05102-5870

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sculpted Chic Ruched Midi Skirt

    Shop Matching Top: Sculpted Chic Ruched Halter Top

    Fit & Features

    • Smooth knit fabric with mini-length knit lining, plenty of stretch
    • High-rise waist
    • Ruching 
    • High side-slit with drawstring
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1083

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish It-Girl Fishnet Ballet Flats

    Show off your it-girl style with these trendy ballet flats featuring a sheer mesh fishnet design, a closed round toe, and an adjustable strap. Pair with a chic shoulder bag.

    Fit & Features

    • Sheer mesh fishnet design, faux leather material
    • Closed round toe
    • Adjustable strap with buckle detail
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-0211

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endlessly Sleek Multi-Strap Block Heels

    The styling possibilities with these strappy block heels are endless! Pair with a chic jumpsuit for dinner and drinks.

    Fit & Features

    • Slant block heel
    • Faux leather material 
    • Open-almond toe
    • Multi-strap design
    • Adjustable criss-cross straps
    • Runs true to size

    Style Number/Barcode: 07401-5063

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Style Mock Neck Knit Romper

    A knit romper made for a cool girl like you! It features trendy cap sleeves and a mock neckline that shapes the form-hugging fit. Pair with earrings and knee-high boots.

    Fit & Features

    • Knit fabric, moderate stretch
    • Mock neckline
    • Cap sleeves
    • High waist seam
    • Form-hugging fit
    • Romper in size small is 29" shoulder to hem with a front rise 3" and a 12" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1229

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Edge Oversized Fleece Screen Sweatshirt

    Add some edge to your casual look with this washed fleece sweatshirt featuring a crew neckline, long sleeves, a trendy motorcycle and wings screen with the script "Motorcycle 1986," and the perfect oversized fit. Style with jeans and sneakers!

    Fit & Features

    • Washed fleece fabric with moderate stretch
    • Ribbed hems
    • Crew neckline
    • Long sleeves
    • Motorcycle and wings screen
    • Script reading "Motorcycle 1986"
    • Oversized fit

    Style Number/Barcode: 06002-1965

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sophistication Sleeveless Ruched Midi Dress

    A sophisticated mesh midi dress perfect for cocktail hour! It features a strapless sweetheart neckline, chic cowl overlay, and bodycon fit. Pair with heels and a clutch.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Strapless surplice sweetheart neckline, V-wired accent, no-slip strip
    • Draped cowl neck overlay
    • Back zipper with hook-eye closure
    • Ruched side and back seams
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3589

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stripe Sensation Collared Pullover Sweater

    Fit & Features

    • Soft knit fabrication
    • Collared neckline with single button closure
    • Horizontal striped pattern
    • Long sleeves with ribbed cuffs
    • Pullover design
    • Runs true to size

    Style Number/Barcode: 06005-2248

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Casual Striped Knit Mock Neck Sweater

    Fit & Features

    • Soft knit fabric with ribbed hems, plenty of stretch
    • Striped pattern
    • Mock neckline
    • Long sleeves
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2247

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On-Trend Distressed Knit Mock Neck Sweater

    This cute and trendy ribbed knit sweater features a mock neckline, long dolman-style sleeves, and a distressed cropped hem with a relaxed fit. Perf for everyday, pair with high-rise jeans and sneakers.

    Fit & Features

    • Knit fabric with ribbed hems, moderate stretch
    • Mock neckline
    • Long dolman sleeves
    • Distressed cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2207

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut The Streets Under-The-Knee Faux Leather Boots

    Fit & Features

    • 3” Block heel, 7" leg opening, 14" shaft height
    • Pointed toe
    • Faux suede material
    • Folded under-the-knee length shaft
    • Zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1080

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Girl Era Block Heel Western Boots

    Step into your country girl era in these block heel western boots with an under-the-knee shaft and a sleek pointy toe. Pair with a cowboy hat for a festival or concert.

    Fit & Features

    • 2.5" Stacked block heel, 7" leg opening, 6" shaft height
    • Under-the-knee shaft length 
    • Western-inspired stitching
    • Pointy toe
    • Brown boots are faux leather material
    • Ivory boots are faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07402-1058

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Layer V-Neck Button Crop Cardigan

    A darling crop cardigan features fitted long sleeves, a flattering V-neckline, and button-up front closures for multiple styling options. Perfect for styling with your favorite bottoms.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Fitted long sleeves
    • V-neckline
    • Button-up front closures
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2061

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek and Stunning Satin Midi Dress

    Sleek and stunning, this satin midi dress features a one-shoulder neckline and a ruched slim-fit silhouette perfect for pairing with stilettos.

    Fit & Features

    • Satin-knit fabric with knit bust lining, moderate stretch
    • One shoulder neckline, tank-like strap
    • Ruching
    • Midi-length slim-fit silhouette
    • Back center slit at hem
    • Runs true to size

    Style Number/Barcode: 05101-3593

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Edge Moto Faux Leather Booties

    A pair of moto faux leather booties featuring a sleek square toe, a platform sole to elevate the style, a block heel, and a trendy side hoop strap design. Perfect for styling with a jacket.

    Fit & Features

    • 3.5" Block heel, 5” leg opening, 2.5” shaft height
    • Faux leather material
    • Square toe
    • Inner side zipper closure
    • Side hoop strap design
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1793

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delicate Love Bow V-Neck Lace Mini Dress

    You'll fall in love with the delicate details of this sleeveless lace mini dress featuring a V-neckline accented with a lace and ribbon bow trim and a stunning bodycon silhouette. Perfect for styling with heels.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • V-neckline with lace and ribbon bow trim
    • Spaghetti straps
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3625

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Strides Faux Leather Under-The-Knee Boots

    Fit & Features

    • Block heel
    • Faux leather material
    • Under-the-knee fit
    • Inner zipper closure
    • Crinkle detailing
    • Closed almond toe
    • Runs true to size

    Style Number/Barcode: 07402-1114

    Category Name: $20 & Under Sale

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale