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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.

  • Life Is Glamorous Rhinestone Closed Toe Pumps

    Life is glamorous in these micro faux suede pumps! Put your best foot forward in these heels featuring a closed pointed toe, a rhinestone-embellished knot strap, and a block heel. Complete the look with a chic crossbody purse for a dressy soiree!

    Fit & Features

    • Closed pointed toe
    • Rhinestone-embellished knot strap
    • Block heel
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-4555

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make An Appearance Lace-Up Sweater Mini Dress

    Make an appearance in this sweater mini dress for dates to dinners! The mini dress features fitted long sleeves with flared cuffs and eye-catching lace-up packets, a mock neckline, and a flattering bodycon silhouette, on rib knit sweater fabric. Complete the look with simple hoop earrings and heels.

    Fit & Features

    • Fitted long sleeves
    • Flared cuffs, lace-up plackets
    • Mock neckline
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1741

    Category Name: $20 & Under Sale

    Price: $3.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classy Night Long Sleeve Woven Blazer

    Layer on this woven blazer for a classy night style or for daytime meetings! It features long sleeves, a lapel collar neckline, a single front button closure, faux front pockets, and a relaxed slim silhouette. Complete the look in sleek stiletto heels.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Single front button closure
    • Faux front pockets
    • Relaxed slim silhouette
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1646

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop Of Style Checkered Knit Scarf

    This bright and stylish cozy knit scarf is the perfect light accessory for any outfit. Crafted with a lightweight knit material with a checkered pattern, this scarf adds a fresh splash of color and texture. Complete the look in a trendy puffer jacket for running errands!

    Fit & Features

    • Lightweight knit material
    • No stretch
    • Long design
    • Checkered pattern

    Style Number/Barcode: 07305-0462

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Swag Chain Belt

    Give your outfit major swag with this chain belt featuring a draped layered design and an adjustable chain with lobster clasp closure to secure the style. Complete the look in sleek pants for a girl's night!

    Fit & Features

    • Draped layered chain belt
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0696

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cue The Comfort Fuzzy Woven Fringe Scarf

    You'll be ready for the cold with this fuzzy woven scarf featuring a thick and warm design to help keep you cozy and fringe details. Complete the look with a trench coat for day or night plans!

    Fit & Features

    • Thick fuzzy woven material
    • No stretch
    • Long design
    • Fringe details

    Style Number/Barcode: 07305-0457

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Needs Met Sleeveless Slit Midi Dress

    A sleeveless midi dress that meets all of your style needs! This knee-length dress features a square neckline, wide shoulder straps, a flattering bodycon silhouette, and a front slit on woven fabric. Style this midi dress with sleek stiletto heels for a cocktail party or rehearsal dinner!

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Back zipper closure
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2884

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snow Business Cable Knit Faux Fur Pom Beanie

    Whether you're cozying up by the fire or having a snow day, this cable knit faux fur pom beanie will help keep you warm and looking adorable! It features a classic cable knit design with a fold-over hem, an ultra-plush faux fur lining, and a top fuzzy faux fur pom detail. Style with a cozy jacket to complete your cold-weather outfit.

    Fit & Features

    • Cable knit design
    • Fold-over hem
    • Soft faux fur lining
    • Faux fur pom

    Style Number/Barcode: 07302-1498

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Girlie Pearl And Rhinestone Heels

    These pearl and rhinestone block heels are for the girlies who love that sparkle! They feature an open almond toe with a strap, an adjustable ankle strap with a square-shaped buckle, a closed back, a short block heel, and mini rhinestone and faux pearl embellishments for a cool-glam vibe. Style these heels with a sleek clutch for your next night out.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, adjustable ankle strap, square-shaped buckle detail
    • Closed back
    • Short block heel
    • Mini rhinestone and faux pearl embellishments
    • Smooth satin material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4652

    Category Name: $20 & Under Sale

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch My Drift Over-The-Knee Lug Boots

    Let everyone catch your edgy drift in these over-the-knee lug boots! They feature a round toe, inner zipper closure, a sturdy lug sole and heel, and a top tie-back design on micro faux suede material. Complete the look in a cool moto jacket for an evening in the city!

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Sturdy lug sole and heel
    • Over-the-knee shaft height
    • Top tie-back design
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0936

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Perfection Open Back Sweater Top

    Simple from the front and perfection on the back! This sweater top features fitted long sleeves, a mock neckline, a cropped hem, and a trendy open back with a twist design on stretchy rib knit fabric. Complete the look in a sleek midi skirt for a dinner date and coffee!

    Fit & Features

    • Fitted long sleeves
    • Mock neckline
    • Cropped hem
    • Open back, twist design
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1756

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Girl Mode Turtleneck Sweater Topper

    Enter cozy girl mode in this sweater topper to give your outfit the perfect touch! The sweater features slouchy long sleeves with ribbed cuffs, a fold-over turtleneck, a surplice front and back design, and an ultra-cropped hem on ribbed sweater knit fabric. Complete the look in a basic tank top and trendy cargo jeans.

    Fit & Features

    • Slouchy long sleeves, ribbed cuffs
    • Fold-over turtleneck
    • Surplice front and back design
    • Ultra-cropped hem
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1753

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Layer Up Double-Breasted Trench Coat

    Layer up in this trench coat for an effortlessly elevated outfit! Crafted from smooth woven fabric, this trench coat features long sleeves with adjustable belted strap cuffs with buckle closure, a lapel collar neckline, double-breasted button-down closures, hidden side pockets for keeping your hands warm, a trendy tie-waist belt with belt loop accents, and front and back center slit designs. Complete the look with chic knee-high boots.

    Fit & Features

    • Long sleeves, adjustable belted strap cuffs, buckle closures
    • Lapel collar neckline
    • Double-breasted button-down closures
    • Hidden side pockets, tie-waist belt, belt loop accents
    • Front and back center slit designs
    • Smooth woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1640

    Category Name: $20 & Under Sale

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Better Half Cable Knit One Shoulder Sweater Top

    Wrap up in cozy style with this cable knit sweater top perfect for looking effortlessly cute in the chilly season! It features a one-shoulder neckline, a slouchy long sleeve with ribbed cuffs, a cropped hem, and a soft cable knit design. Complete the look in a faux leather mini skirt and boots for a coffee date.

    Fit & Features

    • One-shoulder neckline
    • Slouchy long sleeve, ribbed cuffs
    • Cropped hem
    • Soft cable knit design
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1746

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Posh This Fall Faux Suede Mini Skirt

    Get posh this fall styling this faux suede mini skirt all season! It features a high-rise waist, a form-hugging fit, a mini-length hem, and a cute checkered pattern. The soft faux suede fabric offers a moderate stretch. Complete the look in knee-high boots and a sweater for autumn-to-winter fun!

    Fit & Features

    • High-rise waist, back zipper closure
    • Form-hugging fit
    • Mini-length hem
    • Checkered print
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0601

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Sensation Faux Wrap Mini Skort

    Be a stylish and classic sensation in this plaid mini skort! It features a high-rise waist, a trendy faux wrap front with a pleated side seam, a form-hugging fit, and a short lining on plaid print woven fabric with minimal stretch. Complete the look in a basic tee and sneakers for off-duty days!

    Fit & Features

    • High-rise waist
    • Faux wrap front, pleated side seam
    • Form-hugging fit
    • Short lining
    • Plaid print
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0353

    Category Name: $20 & Under Sale

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunday Funday Baseball Cap

    The perfect baseball cap to show your gameday energy! It features a classic curved wide brim and a front embroidery that reads, "Sunday Funday" with a football. Complete the look in a trendy denim jacket to root for your team in style!

    Fit & Features

    • Classic baseball cap design
    • Curved wide brim
    • Front embroidery reads, "Sunday Funday" with a football
    • Adjustable back strap, metal clip closure

    Style Number/Barcode: 07302-1537

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dress To Impress Cropped Blazer Top

    This chic cropped blazer top will have you dressed to impress from meetings to happy hour! It features a structured sweetheart neckline, long fitted sleeves, a complete front hook and eye closure design, faux front pocket flaps, and a fitted cropped hem with a center front slit. The ribbed knit fabric offers plenty of stretch. Style this blazer top with wide-leg dress pants and clear mules.

    Fit & Features

    • Sweetheart neckline
    • Long fitted sleeves
    • Complete front hook and eye closures
    • Dual faux front pocket flaps
    • Fitted cropped hem, center front slit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0407

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Cute Long Sleeve Open Back Catsuit

    You'll be feeling cute in this flattering ribbed long sleeve catsuit. Enjoy the luxurious feel of the comfortable, form-fitting fabric as you show off the sultry open back, keep cozy with the fitted long sleeves and crew neckline with back button closures, and the perfect skinny-leg design. Complete the look in a jacket and cozy boots!

    Fit & Features

    • Fitted long sleeves
    • Crew neckline, back button closures
    • Open back
    • Form-hugging
    • Skinny-leg design
    • Rib-knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06502-2397

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seasonal Chic Plaid Oversized Top

    Embrace a seasonal chic style in this plaid top perfect for coffee runs to casual dates! The top features slouchy long sleeves with button cuffs, a collar V-neckline, and an oversized silhouette on woven fabric with a trendy plaid print. Complete the look in distressed denim.

    Fit & Features

    • Slouchy long sleeves, button cuffs
    • Collar V-neckline
    • Oversized silhouette
    • Plaid print
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2272

    Category Name: $20 & Under Sale

    Price: $3.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's So Gorgeous Velvet Mesh Mini Dress

    Elevate your look with this gorgeous velvet mini dress! The short dress features a delicate scoop neckline, a ruched bust, spaghetti straps, and a sheer mesh waist insert with piping for a touch of glamour along the bodycon silhouette. Complete the look in fringe earrings for a night out!

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Ruched bust
    • Sheer mesh waist with trim
    • Bodycon silhouette, mini-length hem
    • Velvet knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5258

    Category Name: $20 & Under Sale

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep Up With Me Puffer Under-The-Knee Boots

    With these puffers under-the-knee boots, they won't be able to keep up with your fashion-forward style! The boots feature a round toe, a sturdy lug sole and heel, an inner zipper closure, a cozy faux fur lining to keep your feet warm, and an adjustable drawstring to customize the style. Complete the look with a cute and cozy jacket for the cold season!

    Fit & Features

    • Round toe
    • Sturdy lug sole and heel
    • Inner zipper closure
    • Under-the-knee shaft 
    • Adjustable drawstring
    • Pufffer material, faux fur lining
    • Runs true to size

    Style Number/Barcode: 07402-0923

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Endless Possibility Surplice Crop Blouse

    This cropped blouse has endless styling possibilities with your favorite bottoms! It features peasant long sleeves with button cuffs, a lapel collar V-neckline, front flap pockets, a surplice bodice, and an elasticized crop hem on texture lightweight woven fabric. Complete the look in sleek high-rise pants for a casual meeting or dinner party! 

    Fit & Features

    • Peasant long sleeves, button cuffs
    • Lapel collar V-neckline
    • Front flap pockets
    • Surplice bodice
    • Elasticized crop hem
    • Texture lightweight woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2271

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Glitz Rhinestone O-Ring Chain Belt

    This rhinestone O-ring chain belt will give your looks that trendy glitz! It features a bold O-ring linked design embellished with sparkling rhinestones for pretty glamour. Includes a back adjustable chain with a lobster clasp closure. Layer this belt over a mini dress, a blazer, a mini skirt, or dress pants!

    Fit & Features

    • Large O-ring linked design
    • Front rhinestone embellishments
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0697

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale