$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.

  • Greek Mystique Pajama Biker Shorts

    It's no secret that this pajama biker short will be your favorite! It features a high-rise elastic waist, Greek key print, and a long-length hem. Complete your lounge look with a matching bralette.

    Shop Matching Bralette: Greek Mystique Pajama Bralette

    Fit & Features

    • High-rise elastic waist
    • Long length hem
    • Greek key print
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0675

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Greek Mystique Pajama Bralette

    It's no secret that this pajama bralette will be your favorite! It features a plunge V-neck with surplice accent, elasticized band, and adjustable straps. Complete your lounge look with matching shorts.

    Shop Matching Biker ShortsGreek Mystique Pajama Biker Shorts

    Fit & Features 

    • Plunge V-neck
    • Surplice accent
    • Elasticized band
    • Adjustable spaghetti straps
    • Greek key print
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07107-0658

    Category Name: $20 & Under Sale

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Drama Platform Booties

    You'll bring all the drama in these chic platform booties. They feature an above the ankle fit, an almond-shaped toe, a trendy lace-up design, a tall platform, and a block heel. Complete the look with sleek hoop earrings.

    Fit & Features

    • Above the ankle fit
    • Almond-shaped toe
    • Lace-up front design
    • Platform
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1333

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Moment Velvet Mini Dress

    Have a luxe moment in this chic velvet mini dress that is a must-have for your next night out. It features a strapless square neckline with padding at the bust, a wrap-front bodice, a high waist seam, and a short, curve-hugging silhouette. Complete your stunning look with rhinestone earrings and strappy heels.

    Fit & Features

    • Strapless square neckline
    • Padded bust, flexible boning
    • Wrap-front bodice
    • High waist seam
    • Mini-length, form-fitting silhouette
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3937

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rebel Chic Faux Fur Moto Jacket

    Bring the edge this season in this faux fur jacket. It features a collared neckline, long sleeves, an asymmetrical front zipper, side pockets, and a cropped hem. This jacket is composed of lined faux fur fabric and has a form-hugging fit. Complete the look with a bodysuit.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Asymmetrical front zipper
    • Zippered side pockets
    • Cropped hem
    • Lined faux fur fabric, form-hugging fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0248

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Biker Babe Chain-Detail Tunic

    Showcase an edgy biker babe vibe with this cool graphic tunic. It features long sleeves, a low V-neckline with tiered chain-link details, a center motorcycle and skulls graphic with the script "Motorcycle Biker," and a relaxed fit. Style this tunic with faux leather leggings and ankle booties.

    Fit & Features

    • Long sleeves
    • Deep V-neckline
    • Tiered chain-link details
    • Motorcycle and skulls graphic
    • Script that reads "Motorcycle Biker"
    • Cotton fabric, moderate stretch, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06002-1028

    Category Name: $20 & Under Sale

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Basic Crew Knit Top

    Roll with the basic crew in this top that keeps it casual! The top features a crew neckline, long sleeves, and a cropped hem. The top is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with plaid pants and combat boots

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cropped hem 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3835

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Cozy Chenille Sweater

    This adorable chenille knit sweater is casually chic and oh-so-cozy! It features a ribbed turtleneck, long dolman-style sleeves with cuffed hems, button detailing down the sides, and an oversized, relaxed fit. Pair this sweater with faux leather pants and booties.

    Fit & Features

    • Ribbed turtleneck
    • Long dolman sleeves, cuffed hems
    • Buttons down the sides
    • Chenille knit fabric
    • Oversized fit

    Style Number/Barcode: 06005-1073

    Category Name: $20 & Under Sale

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Glamour Sequin Cropped Tank

    Bring major glamorous vibes with this sequin-adorned cropped tank. It features a sleeveless square neckline, spaghetti straps, and a cropped, form-hugging fit. Style this top with the matching mini skirt and sleek hoops to have all eyes on you.

    Shop Matching Bottoms: Major Glamour Sequin Mini Skirt

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Cropped, form-hugging fit
    • Sequin embellishment
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3681

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Glamour Sequin Mini Skirt

    Bring major glamorous vibes with this sequin-adorned mini skirt. It features a high-rise waist, a chic side slit, and a short, curve-hugging fit. Style this mini skirt with the matching cropped tank and sleek hoops to have all eyes on you.

    Shop Matching Top: Major Glamour Sequin Cropped Tank

    Fit & Features

    • High-rise waist, elastic band
    • Side slit
    • Mini-length, form-fitting silhouette
    • Sequin embellishment
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0523

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Plaid Joggers With Chain

    Impress with a look that's off the chain, boo! The joggers feature a plaid pattern, a high-rise waist, a single-button with hidden zipper closure, slant pockets, cargo pockets, a skinny leg fit with elastic hem, and a removable swag chain accent. The joggers are composed of a brushed twill knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with a bodysuit and ankle booties.

    Fit & Features

    • Plaid pattern, removable swag chain
    • High-rise waist
    • Single-button with hidden zipper closure
    • Slant pockets, cargo pockets
    • Skinny leg fit, elastic hem
    • Brushed twill knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06302-0244

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About Knit Crop Top

    We're all about this cute crop top, babe! The top features a mock neck, long sleeves, and a cropped hem with lettuce-edge trim. The crop top is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with high waist bottoms and ankle booties.

    Fit & Features

    • Mock neck
    • Long sleeves
    • Cropped hem, lettuce-edge trim
    • Brushed knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3832

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Knit Sherpa Shacket

    Cuddle up in a knit shacket that brings on those cozy vibes! The shacket features a collared neckline, long sleeves, a multi-button down front, two chest pockets with single-button closures, hidden side pockets, and a rounded hem. The shacket is composed of a sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete look with trendy thigh-high boots and a cabby hat.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Multi-button down front
    • Two chest pockets
    • Hidden side pockets, rounded hem
    • Faux sherpa knit fabric, relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1172

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serve It Up Crop Top

    Serve up some serious style in a crop top that slays! The top features a scoop neckline, long fitted sleeves, and a cropped hem. The top is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with plaid pants and a cabby hat.

    Fit & Features

    • Scoop neckline
    • Long sleeves
    • Cropped hem
    • Double-layered brushed knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3836

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Shine Off-The-Shoulder Top

    Give your outfit some shine in this off-the-shoulder top! It features long sleeves and rhinestone embellishments on a fitted, cropped silhouette. The mesh nylon fabric offers a moderate stretch. Style with distressed high-rise jeans.

    Fit & Features

    • Long sleeves
    • Off-the-shoulder
    • Rhinestone embellishments
    • Fitted, cropped silhouette
    • Mesh nylon fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3633

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Set For Fall Over-The-Knee Boots

    Your fall wardrobe isn't complete without these over-the-knee boots! They feature an almond toe, side zipper, low heel, and an over-the-knee fit. The boots are composed of a half faux suede and half knit composition. Style with a chunky sweater.

    Fit & Features

    • Almond toe
    • Side zipper
    • Low heel
    • Over-the-knee fit
    • Half faux suede, half knit composition
    • Runs true to size

    Style Number/Barcode: 07402-0366

    Category Name: $20 & Under Sale

    Price: $10.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twinkle Toes Glitter Square Toe Heels

    Dazzle with every step in the glitter square toe heels featuring a rhinestone toe strap, block heel, and ankle buckle strap. Style these heels with a clutch and satin dress. 

    Fit & Features

    • Square toe design
    • Rhinestone toe strap
    • Low block heel
    • Ankle buckle strap
    • Glitter mesh exterior
    • Runs true to size

    Style Number/Barcode: 07401-3249

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Glitters Block Heels

    Shimmer and shine in the rhinestone block heels for all of your soirees! They feature an almond toe and adjustable ankle strap. Perfect for styling with a formal dress and clutch. 

    Fit & Features 

    • Almond toe design
    • Rhinestone embellishments 
    • Block heel
    • Adjustable ankle strap
    • Faux leather sole
    • Runs true to size

    Style Number/Barcode: 07401-3827

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy And Gorgeous Vibes Rhinestone Belt

    Bring on the glitzy and gorgeous vibes with this embellished belt. It features a stunning intricate rhinestone design that will give your formal dress the perfect sparkle. Complete the look with a sleek clutch.

    Fit & Features

    • Double row of rhinestones
    • Front detailed rhinestone design
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0374

    Category Name: $20 & Under Sale

    Price: $11.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Free Spirit Short Sleeve Graphic Tunic

    Showcase your free-spirited style with this graphic tunic that will have you ready for the open road! It features a scoop neckline, short sleeves, a center motorcycle graphic with the script "California Legendary, ESTD 1976, Motorcycle," dual waist cutouts, and a form-hugging fit. Pair this tunic with hoop earrings and combat boots.

    Fit & Features

    • Scoop neckline, short sleeves
    • Motorcycle graphic
    • Script that reads "California Legendary, ESTD 1976, Motorcycle"
    • Dual waist cutouts
    • Form-hugging fit
    • Cotton fabric, moderate stretch, contrast stitching
    • Runs true to size

    Style Number/Barcode: 06002-1029

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feisty Chic Strappy Back Crop Top

    Show em' some attitude in this crop top featuring the script, "Feisty" in rhinestone insets. The fitted long sleeves and scoop neck shape the cropped hem and strappy back detailing. Complete your look with hoop earrings.

    Fit & Features

    • Long sleeves
    • Scoop neck
    • Script on the front, "Feisty" in rhinestone insets
    • Cropped length hem
    • Strappy back detail
    • Ribbed fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1046

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Your Moment Halter Midi Dress

    Hey babe, it's your moment to showcase your chic and sultry style! This dress features a halter neckline with twist-front straps, a revealing bust cutout with wired detailing, all-over ruching, and a mid-length, curve-hugging silhouette. Complete your look with radiant rhinestone earrings.

    Fit & Features

    • Sleeveless halter neckline, twist-front straps
    • Bust cutout, structured wired design
    • Ruched detailing
    • Midi-length, form-fitting silhouette
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4157

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Britt Off-The-Shoulder Chiffon Formal Dress

    Special Occasion

    Effortlessly chic, the Britt off-the-shoulder chiffon formal dress will create a gorgeous flowy A-line silhouette. She features a wrap-front V-neckline, long sheer bishop sleeves, a high-rise elastic banded waist with a tie-front accent, and a floor-length relaxed fit with a high side slit. The sheer chiffon fabric has a mini-length knit lining. Style this dress with block heels.

    Fit & Features

    • Off-the-shoulder design, elastic banded back
    • Wrap-front V-neckline
    • Long sheer bishop sleeves, elastic cinched hems
    • High-rise elastic banded waist, tie-front
    • Floor-length A-line silhouette, side slit
    • Sheer chiffon fabric, mini-length knit lining
    • Runs true to size

    Style Number/Barcode: 05002-1759

    Category Name: $20 & Under Sale

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Shine Sequin Mini Skirt

    Bring the shine with a mini skirt that shimmers on your next night out, babe! The skirt features a high-rise waist, a mini side slit, sparkling sequins throughout, and a mini length. The skirt is composed of a lined mesh fabric that offers a form-hugging fit with a slight stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Major Shine Sequin Crop Top

    Fit & Features

    • High rise waist
    • Mini side slit
    • Sequins
    • Mini length 
    • Lined mesh fabric
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0466

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance