$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.

  • Over The Knee Tie Back Heeled Boots

    These chic over the knee heeled boots will give you that perfect winter 'fit you've been lusting after! They feature a trendy tie back design and smooth faux suede fabric. Style these with some dark wash skinny jeans for an adorable everyday look.

    Fit & Features

    • Almond toe
    • Low block heel
    • Inner zipper closure
    • Over the knee design
    • Tie back detail
    • Faux suede fabric

    Style Number/Barcode: 07402-0197

    Category Name: $20 & Under Sale

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poised Zip Up Peplum Top

    Keep it poised in this peplum top that brings the charm! The top features a sweetheart neckline with a zippered front, fitted long sleeves, a high center slit, and a peplum hem. Style top with high waist pants and mules

    Fit & Features

    • Sweetheart neckline
    • Zippered front
    • Fitted long sleeves
    • High center slit
    • Peplum hem

    Style Number/Barcode: 06204-0439

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • First In Class Peplum High Low Jacket

    Keep it classy in a chic jacket to layer all your 'fits with! The jacket features a drape opened front, a trendsetting high low hem with a peplum detail, and long sleeves. Complete your day out look with high waist jeans and a lacy bustier.

    Fit & Features

    • Draped open front 
    • Lapel collar
    • High low hem
    • Peplum hem
    • Long sleeves
    • Form-hugging fit
    • Crepe woven fabric with plenty of stretch

    Style Number/Barcode: 06204-0571

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Tie Waist Paperbag Shorts

    Glam up your shorts with a trendy paperbag waist and sleek faux leather! Perfect for your next night out, the shorts feature a high rise paperbag waist, a tie waist belt, and side pockets. Complete your look with a bodysuit and ankle booties

    Fit & Features

    • High rise paperbag waist
    • Tie waist belt
    • slant pockets
    • Faux leather fabric
    • Form hugging fit

    Style Number/Barcode: 06403-0134

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild West Knee-High Western Boots

    This is the moment we have all been waiting for! Knee-high western boots, ugh, perfection! Style these beauties with a mini dress and let the compliments roll in! The boots feature a knee-high fit, pointed toe, a western design.

    Fit & Features

    • Pointed toe
    • Knee-high fit
    • Inner zipper closure
    • Western design
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07402-0163

    Category Name: $20 & Under Sale

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Babe Belted Plaid Mini Skirt

    Look like such a babe in this chic belted plaid mini skirt! Featuring an overall form-hugging fit and an of the moment plaid print, this skirt is a season staple. Pair it with a cute crop top and mules for an adorable day date look.

    Fit & Features

    • High rise waist
    • Belted waist
    • Short, form-hugging fit
    • Allover plaid print
    • Woven fabric

    Style Number/Barcode: 06401-0268

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Waves Textured Hoop Earrings

    Make major waves in these hoops that are so chic! Add a finishing touch to your WFH outfit with these statement earrings. They feature a textured wave detail that adds reflective shine to your fits.

    Fit & Features

    • Textured 
    • Wave detail


    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07001-0690

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Encircled In Glamour Dangle Earrings

    Encircle yourself in these glam earrings as a chic touch to your outfit. The earrings feature a liner triple row detail and an interlocked dangle design. Complete your look with a bodycon dress and mules

    Fit & Features

    • Triple row detail 
    • Interlocked dangle design

     


    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07001-0689

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adore You Metal Leaf Earrings

    Feel adored in these earrings that add a chic touch to your date night outfit. The earrings feature a metal leaf design with reflective wave detail. Complete your outfit with a sleek jumpsuit and mules

    Fit & Features

    • Metal
    • Leaf design
    • Wave detail

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07001-0691

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Two Pack Iridescent Gemstone Hair Clips

    Brighten tresses with glitzy hair clips! Use the clips to create gorgeous side parts or fab updos for your next night out! The pack includes two large snap clips adorned with mini iridescent gemstones. Complete your look with a sleek jumpsuit and mules to create a stunning date night outfit. 

    Fit & Features

    • Pack includes two clips
    • Snap closure 
    • Mini iridescent gemstones

    Style Number/Barcode: 07006-0114

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Triple Rhinestone Faux Leather Buckle

    Bring more glam with a belt that is so glitzy! The belt features a rhinestone embellished horseshoe-shaped buckle, a faux leather band, and a triple row rhinestone embellished belt loop design. Complete your look with high waist jeans and a bodysuit

    Fit & Features

    • Faux leather band
    • Rhinestone horse-shoe shaped buckle
    • Triple row rhinestone belt loop design
    • Adjustable

    Style Number/Barcode: 07301-0197

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double O-Ring Rhinestone Chain Belt

    Shine on in this statement belt that brings the glitz and glamour to your outfits! The belt features a double O-ring buckle, mini rhinestones, and a chain-link with lobster clasp closure. Complete look with high waist biker shorts

    Fit & Features

    • Double O-ring buckle
    • Mini rhinestones
    • Chain link 
    • Lobster clasp closure

    Style Number/Barcode: 07301-0211

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle Diva Glitter Knit Mini Dress

    Bring the dazzle in this mini dress that brings the glow to your evening! The dress features a plunging V-neckline, a double row of spaghetti straps, and a stunning cross strap back. Complete your sparkling outfit with rhinestone earrings and a rhinestone bracelet

    Fit & Features

    • Sleeveless V-neckline
    • Double row of spaghetti straps
    • Cross strap back 
    • Glitter knit fabric
    • Mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 05103-0768

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Taking The Plunge Ribbed Halter Mini Dress

    Take the plunge in a bold dress that is fashionista-approved for your next night out. The dress features a plunging halter neck, an open back, and a mini length silhouette. Complete your look with door knocker earrings and mules

    Fit & Features

    • Sleeveless halter neckline
    • Open back 
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05103-3682

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Ribbed Tube Mini Dress

    Keep it casual in a tube dress that keeps your look effortlessly on point. The dress features a sleeveless straight neckline and a tube silhouette. Complete look with sneakers and shimmering hoops

    Fit & Features

    • Sleeveless square neckline
    • Tube silhouette
    • Mini length
    • Ribbed knit fabric
    • Form hugging fit 
    • Moderate stretch 

    Style Number/Barcode: 05102-0887

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elle Glitter Off The Shoulder Wrap Dress

    Special Occasion 

    Bring the glow in our Elle dress that shimmers under the spotlight for your next evening out. She features an off the shoulder neckline with a fold-over accent at the bodice, a shimmering glitter fabric throughout and a wrap silhouette with a high side slit. Complete your formal outfit with a dainty bracelet and strappy block heels

    Fit & Features

    • Off the shoulder neckline
    • Fold over accent at the bodice
    • Glitter knit fabric
    • Floor-length wrap silhouette 
    • High side slit
    • Form hugging fit 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0885

    Category Name: $20 & Under Sale

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce Fashionista Heeled Sock Booties

    Showcase major fierce fashionista vibes in these chic heeled sock booties! They feature a trendy sock bootie design with a sturdy block heel. Pair these with a classic pair of high rise denim for a go-to fall look.

    Fit & Features

    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Sock bootie design
    • Faux suede fabric

     

    Bootie runs small. Size up a whole size up.

    Style Number/Barcode: 07403-0384

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Every Day Basic Knit Mini Dress

    Keep cute in a basic mini dress that is perfect for dressing up or dressing down for a casual day out. The dress features a sleeveless square neckline, tank-like straps that offer support,  and a mini length silhouette. Complete your casually cute outfit with sneakers and door knocker earrings

    Fit & Features

    • Sleeveless square neckline
    • Tank-like straps
    • Mini length silhouette
    • Knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05102-0854

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Shoulder Ribbed Cutout Mini Dress

    Stun in a mini dress that showcases curves in all the right places. Perfect for your next date night, this ribbed dress is a must! The dress features an off the shoulder neckline, fitted long sleeves, and a mid-drift cutout to show off a hint of skin. The dress is composed of a ribbed knit fabric with vertical seams that streamline the silhouette. Complete your night out outfit with hoop earrings

    Fit & Features

    • Off the shoulder neckline
    • Fitted long sleeves
    • Mid-drift cutout
    • Vertical seams
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-0820

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzle And Glow Glitter And Rhinestone Mini Dress

    Bring the glow in a glitter dress that shines from all your best angles! The mini dress features a plunging V-neckline, rhinestone embellished shoulder straps, an asymmetrical hem, and is composed of a glitter knit fabric. Complete your shimmering night-out look with a sleek clutch.

    Fit & Features

    • Sleeveless V-neckline
    • Rhinestone embellished shoulder straps
    • Mini-length silhouette
    • Asymmetrical hem 
    • Glitter knit fabric
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05103-4889

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Knit For A Good Time Basic Mini Dress

    Throw on this basic mini dress and let the good vibes flow! This knit dress is perfect to dress up or dress down for your next date night or for GNO with the squad. The dress features a trendy square neckline, sleek bungee straps, and a mini-length silhouette. Dress up with mules or keep it casual in sneakers.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Mini length silhouette
    • Smooth knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05102-0873

    Category Name: $20 & Under Sale

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Ribbed Knit Basic Mini Dress

    Basic yet still so chic, this ribbed knit mini dress is an everyday essential! It features a doubled ribbed knit fabric for comfortable wear and a form-hugging fit to enhance your curves. Pair this adorable dress with some chunky sneakers to get that effortless vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Short, form-hugging fit
    • Doubled ribbed knit fabric

    Style Number/Barcode: 05102-0841

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flowy Fall Feels Off The Shoulder Tunic

    Get those fall feels in this adorable flowy off the shoulder tunic! It features long flowy flared sleeves and a cinched elastic waist. The lightweight woven fabric features a gorgeous allover bohemian floral print. Pair this tunic with some heeled mules for the perfect date night look.

    Fit & Features

    • Off the shoulder boat neckline
    • Long flowy flared sleeves
    • Cinched elastic waist
    • Short, ruffle hem
    • Woven fabric with allover floral print

    Style Number/Barcode: 06003-1017

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Chic Plaid Mini Skirt

    Showcase your sweet and chic side in this adorable plaid mini skirt! Featuring a flattering high rise waist and trendy side slit, this skirt would pair perfectly with some heeled booties. A definite must-have for a cute daytime date look.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Small side slit
    • Allover plaid print
    • Woven fabric

    Style Number/Barcode: 06401-0267

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance