$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.

  • High Waist Faux Wrap Plaid Mini Skirt

    Wrap yourself in a trendy plaid skirt that brings the chic factor to your outfit this season. The skirt features a high rise waist, a plaid print, and a faux wrap hem. The skirt is composed of a brushed woven fabric that offers a form hugging fit with a moderate stretch. Complete look with a sweater and ankle booties.

    Fit & Features

    • High rise waist
    • Plaid print
    • Faux wrap hem
    • Brushed woven fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06501-0340

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Casual High Waist Leggings

    Keep it casual in leggings that are perfect for lounging in or making a quick coffee run. The leggings feature a high rise waist, a skinny straight leg fit, and composed of a ribbed knit fabric. Complete look with the matching cropped tube top and tie waist duster. 

    Shop Matching Crop Top: Keeping Knit Casual Crop Tube Top

    Shop Matching Duster: Keeping Knit Casual Tie Waist Duster

    Fit & Features

    • High rise waist
    • Skinny straight leg
    • Tapered hem
    • Ribbed knit fabric
    • Form hugging fit
    • Matching crop top and duster sold separately 

    Style Number/Barcode: 06502-0461

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Casual Crop Tube Top

    Keep it casual in a crop top that is perfect for lounging in or making a quick coffee run. The tube top features a sleeveless straight neckline, a cropped hem, and composed of a ribbed knit fabric. Complete look with the matching high waist leggings and tie waist duster. 

    Shop Matching Leggings: Keeping Knit Casual High Waist Leggings

    Shop Matching Duster: Keeping Knit Casual Tie Waist Duster

    Fit & Features

    • Sleeveless straight neckline
    • Tube style
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit
    • Matching leggings and duster sold separately  

    Style Number/Barcode: 06005-0829

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Casual Tie Waist Duster

    Keep it casual in a duster that is perfect for lounging in or making a quick coffee run. The duster features a draped open front, a cinching tie waist belt, long sleeves, and composed of a ribbed knit fabric. Complete look with the matching crop top and leggings.

    Shop Matching Crop Top: Keeping Knit Casual Crop Tube Top

    Shop Matching Leggings: Keeping Knit Casual High Waist Leggings

    Fit & Features

    • Draped open front
    • Tie waist belt
    • Long sleeves
    • Ribbed knit fabric
    • Relaxed fit
    • Matching crop top and leggings sold separately

    Style Number/Barcode: 06005-0830

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shaggy Knit Tie Waist Jacket

    Go for shaggy chic in this fab jacket! This fashionista-approved jacket features a draped open front, 3/4 length sleeves, and a tie waist belt with loops. The jacket is composed of a combination lined shaggy knit fabric with eyelash knit. The jacket offers a relaxed fit with minimal stretch. Complete look with high waist skinny jeans.

    Fit & Features

    • Draped open front
    • 3/4 length sleeves
    • Tie waist belt with loops
    • Lined shaggy knit fabric
    • Eyelash knit fabric
    • Relaxed fit with minimal stretch 

    Style Number/Barcode: 06201-0171

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Cable Knit Pom Pom Beanie

    Warm up those chilly days in a beanie that keeps it cozy and cute. The beanie features a cable knit material, a traditional fit, and a pom pom accent. Complete look with a cropped sweater and high waist jeans. 

    Fit & Features

    • Cable-knit fabric
    • Traditional fit 
    • Faux fur pom pom accent

    Style Number/Barcode: 07302-0242

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Mesh Shoulder Bag

    Add a little glimmer and glamour to your night out look with this trendy shoulder bag! It features a top zipper closure, faux leather strap, and a rhinestone mesh exterior. The interior has a smooth lining with a single pocket. Pair this bag with a sequin mini dress for gorgeous outfit.

    Fit & Features

    • Small design
    • Top zipper closure
    • Faux leather strap
    • Rhinestone mesh exterior
    • Smooth lined interior
    • Single pocket

    Style Number/Barcode: 07204-0171

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wavy Textured Mini Hoops

    Stay on trend with wavy hoops that elevate your style. The mini hoops featured a textured wavy design and an omega back closure. Complete look with a ribbed knit midi dress and mules. 

    Fit & Features

    • Wavy textured pattern
    • Omega back closure

     

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

    Style Number/Barcode: 07001-0724

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All the Blitz Rhinestone Knit Beanie

    Bring the glitz and bling this winter in a beanie that slays! It features a chunky cable knit design, mini rhinestones throughout, and a faux fur pom pom accent. Pair this beanie with a chic sweater and heeled booties for a stylish warm-weather 'fit.

    Fit & Features

    • Soft to the touch cable knit fabric
    • Mini rhinestones
    • Faux fur pom pom accent

    Style Number/Barcode: 07302-0267

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ivy Embroidered Sequin Mini Dress

    Special Occasion 

    A sequin mini dress will bring the shimmer to your special occasion and radiate from every angle. The Ivy formal mini dress features a wide round neckline, sheer long fitted sleeves, a stunning scoop back, and a mini-length silhouette with an asymmetrical hem. The Ivy dress is composed of a lined mesh fabric adorned with sequins throughout. Complete the look with a dainty rhinestone bracelet with a pair of chrome heels.

    Fit & Features

    • Wide round neckline
    • Sheer long fitted sleeves
    • Scoop back, zipper closure
    • Mini-length asymmetrical hem 
    • Sequin embroidery
    • Sheer mesh fabric, knit lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-0536

    Category Name: $20 & Under Sale

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Glam Wrap Mini Dress

    Wrap yourself in a glitter dress that stuns for your next night out! The dress features a sleeveless V-neckline, adjustable spaghetti straps, and a wrap mini dress with an asymmetrical hem. The dress is composed of a woven glitter fabric that offers a form hugging fit. Complete look with rhinestone heels

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Wrap asymmetrical hem 
    • Woven glitter knit fabric
    • Form hugging fit

    Style Number/Barcode: 05001-0475

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvet Luxe Bodycon Midi Dress

    Bring the luxe in a velvet dress that brings sophistication to your cocktail affair. The dress features an off the shoulder neckline with short sleeves, a midi length silhouette, and a bodycon fit. Complete your evening outfit with a pair of clear heels and a dainty rhinestone bracelet

    Fit & Features

    • Off the shoulder neckline
    • Short sleeves
    • Midi length silhouette
    • Bodycon fit
    • Lined velvet fabric
    • Slight stretch 

    Style Number/Barcode: 05101-0901

    Category Name: $20 & Under Sale

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe and Lace Rhinestone Cardigan

    Bring the luxe with a cardigan that has a vintage glamour feel to it. The cardigan features a sheer floral lace body, a V-neckline, a button-down front with rhinestone embellished buttons, long sleeves with an elastic cuff, and an eyelash lace hem. Complete look with a basic cami to let this print speak for itself. 

    Fit & Features

    • V-neckline
    • Sheer floral lace body
    • Button-down front with rhinestone buttons 
    • Long sleeves with elastic cuff
    • Eyelash hem
    • Relaxed fit, slight stretch 

    Style Number/Barcode: 06204-0671

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Velvet High Rise Joggers

    Showcase a luxe look at your holiday party in these velvet high rise joggers! They feature a high rise banded waist with a tie front, side pockets, and a relaxed fit through the legs with a banded jogger hem. Pair these bottoms with a chic cropped blouse and your fave hoop earrings.

    Fit & Features

    • High rise banded waist
    • Tie front
    • Side pockets
    • Relaxed fit through the legs
    • Banded jogger hem
    • Ribbed velvet fabric

    Style Number/Barcode: 06502-0469

    Category Name: $20 & Under Sale

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sheer Ambition Longline Lace Bralette

    Keep it sheer and sultry in a bralette that wows! The bralette features a plunging sweetheart neckline, padded lace cups for support, adjustable spaghetti straps, and a sheer longline hem with piping detail. Style this bralette with a chic flowy duster.

    Fit & Features

    • Sweetheart neckline
    • Padded lace cups
    • Adjustable spaghetti straps
    • Sheer long line hem
    • Piping detail 
    • Sheer lace-mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07107-0660

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fierce Ruffled Leopard Skater Romper

    Keep it so fierce in a romper that keeps it fab with a trendy leopard print. Style with black mules and a dainty necklace for your next night out. The romper features a V-neckline, long sleeves, and wide-leg shorts with a ruffled skater overlay.

    Fit & Features

    • V-neckline
    • Long sleeves
    • Leopard print
    • Wide leg shorts
    • Ruffled skater overlay 

    Style Number/Barcode: 06403-0135

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Cropped Popcorn Knit Sweater

    Keep it cozy in a sweater to warm up those chilly days. The sweater features a round neckline, long sleeves, a cropped hem, and composed of a popcorn knit fabric. Complete look with ankle booties

    Fit & Features

    • Round neckline
    • Long sleeves 
    • Cropped hem
    • Popcorn knit fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0827

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • City Chic Stiletto Heel Booties

    Step out in these booties to make a stylish step on your next brunch date! These versatile booties feature a caged cutout design, an almond toe, and a sleek stiletto heel. The booties are composed of a faux nubuck material. Complete look with a curve-hugging bodycon dress.

    Fit & Features

    • Adjustable ankle strap with buckle 
    • Caged cutout design 
    • Almond toe
    • Platform 
    • Stiletto heel 
    • Faux nubuck material 

    Style Number/Barcode: 07403-0431

    Category Name: $20 & Under Sale

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Moment Cable Knit Pajama Tank

    Create a cozy moment in a pajama tank that is so soft to the touch! The pajama tank features a sleeveless scoop neckline, tank straps, and composed of a cable knit fabric. Complete your look with the matching pajama leggings and fuzzy slides.

    Shop Matching Pajama Leggings: Cozy Moment Cable Knit Pajama Leggings

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-straps
    • Cropped ribbed hem
    • Cable knit fabric
    • Matching pajama leggings sold separately

    Style Number/Barcode: 07103-0450

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zebra Print Faux Leather Stiletto Heels

    Let your wild side take center stage in these chic stiletto heels. The heels feature a trendy zebra print, a pointed toe, lace-up straps, and a sleek stiletto heel. The heels are composed of a faux leather material. Complete look with a sleek LBD

    Fit & Features

    • Zebra print
    • Pointed toe 
    • Lace-up straps 
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-2495

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashionista Moment Faux Suede Platform Heels

    Let these heels help you create a fashionista-worthy moment to slay your night out outfits. The heels feature lace-up straps, criss-cross straps, an open almond toe with a wide platform, and a block heel. The heels are composed of faux suede material. Complete your look with a rhinestone bustier and faux leather mini skirt.

    Fit & Features

    • Open back
    • Lace-up straps
    • Open-Almond toe
    • Criss-cross straps
    • Wide platform
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07401-2498

    Category Name: $20 & Under Sale

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Trend Faux Fur Vest

    Stay on trend with a fab vest to layer your looks with! The vest features a sleeveless bodice, an open front, and hidden side pockets. The vest is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with ankle booties.

    Fit & Features

    • Draped open front
    • Sleeveless bodice
    • Single-hook fasten closure 
    • Hidden side pockets
    • Lined faux fur fabric 

    Style Number/Barcode: 06201-0154

    Category Name: $20 & Under Sale

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy And Casual Sherpa Denim Jacket

    Cozy and casual will be your go-to vibe in this adorable sherpa denim jacket! It features a faux sherpa lined collar with a complete button-down front and a relaxed fit. Pair this jacket with black high rise skinny jeans for an effortless edgy look.

    Fit & Features

    • Faux sherpa lined collar
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned pockets
    • Front pockets
    • Denim fabric with no stretch

    Style Number/Barcode: 06203-0106

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nerissa Metallic Wrap Evening Dress
    Special Occasion

    Sparkle bright with elegance at your next social with our stunning Nerissa dress! She is a floor length wrap dress with a V neckline, long sleeves and a belted waist. Her long skirt has a high front slit to show off your dazzling heels. Nerissa is composed of a textured metallic knit that shines under the lights and features a short skirt lining. Dress is slightly sheer.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-5012

    Category Name: $20 & Under Sale

    Price: $9.99 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free