$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.

  • Always Chic Over-The-Knee Heeled Boots

    Your look will always be chic in these on-trend over-the-knee boots. They feature an almond-shaped toe, a sleek block heel, a form-hugging fit, and a tie closure. Style these boots with a basic mini dress and a faux leather jacket for the perf fall 'fit.

    Fit & Features

    • Over-the-knee design
    • Almond-shaped toe
    • Block heel
    • Form-hugging fit
    • Tie closure
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0715

    Category Name: $20 & Under Sale

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everyday Edgy Distressed Straight-Leg Jeans

    These distressed jeans are perfect for achieving that everyday edgy look! They feature a high-rise waist and major distressed accents down the front on a straight-leg fit. The medium wash denim fabric offers a minimal stretch. Style these jeans with a cute graphic tee.

    Fit & Features

    • High-rise waist
    • Straight leg fit
    • Distressed accents
    • Five-pocket styling, belt loop accents
    • Front button and hidden zipper closure
    • Medium wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0305

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Stunner One Shoulder Mini Dress

    Step up and stun in a mini dress that brings major sultry appeal! The dress features a one-shoulder neckline, a chiffon long sleeve, a sexy cutout at the waist, a ruched drawstring, and a mini-length silhouette. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with heels and a rhinestone bracelet

    Fit & Features

    • One-shoulder neckline
    • Chiffon long sleeve
    • Cutout at waist
    • Ruched drawstring at hem
    • Mini length silhouette
    • Lined crepe fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1287

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isla Formal High Slit Floral Dress

    Special Occasion

    Bring the romance with a formal floral dress that makes an enchanting entrance. Isla features a gorge floral print, a sleeveless V-neckline, adjustable spaghetti straps, ruching, a high side slit, and an A-line silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with nude heels and a clear clutch for your special event. 

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Floral print
    • Ruching 
    • High side slit, A-line silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1425

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Chic Ruffled Mini Dress

    Keep it chic and lowkey with a ruffled mini dress that is perf for brunch with the squad! The dress features a square neckline with a dual ruffled bodice, semi-sheer long sleeves, and a mini-length silhouette with tiered ruffles. The dress is composed of a combination of lightweight woven and smocked fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Square neckline, dual ruffles at bodice
    • Semi-sheer long sleeves
    • Smocked bodice, tiered ruffles
    • Mini length silhouette
    • Lightweight woven fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1015

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smooth And Chic Wrap Mini Dress

    Keep it chic with a mini dress that takes your look to the next level! The dress features an off-the-shoulder neckline, short sleeves, a ruched body, and an asymmetrical wrap silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Off-the-shoulder neckline
    • Short sleeves
    • Ruched body
    • Asymmetrical wrap silhouette
    • Lined smooth knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1629

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Ruched High Slit Midi Skirt

    Keep it casual with a midi skirt that can be dressed down or up! The skirt features an elastic high rise waist, ruching, a high side slit, and a midi length silhouette. The skirt is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with a tie-front top and mules

    Fit & Features

    • Elasticized high-rise waist
    • Front ruched seam, high slit
    • Form-hugging silhouette
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0464

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Rose Grunge Graphic Tee

    Part sweet, part wild—let this tee say it all! The tee features a crew neckline, short sleeves, a graphic that reads: "Wild Rose", an image of a cross adorned with roses, and a cropped fit. The tee is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist faux leather leggings and combat boots.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic reads: " Wild Rose"
    • Image of cross with roses
    • Cropped hem
    • Cotton knit fabric
    • Relaxed fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-0937

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Vibes High Rise Boyfriend Jeans

    Channel a classic look with jeans that are perf to dress down for a casual look! The jeans feature a high-rise waist, a multi-button front, a traditional five-pocket with belt loop design, light destruction, and a boyfriend leg. Complete look with a bodysuit and chunky sneakers.

    Fit & Features

    • High rise waist
    • Light destruction
    • Boyfriend leg silhouette
    • Multi-button front closure
    • Traditional five-pocket with belt loops
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0291

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tobi High Rise Destructed Mom Jeans

    Oasis By Eunina

    Take your look to the next level with jeans that set the bar! The jeans feature a high-rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design, moderate destruction, and a mom-styled leg. Complete look with a bodysuit and chunky sneakers.

    Fit & Features

    • High rise waist
    • Single-button with zipper closure
    • Traditional five-pocket with belt loop design
    • Moderate destruction
    • Mom-styled leg
    • Denim fabric
    • Relaxed fit, moderate stretch, runs true to size

    Style Number/Barcode: 06602-0225

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dainty Rhinestone Butterfly Charm Necklace

    Layer on this dainty charm necklace for an effortlessly pretty look! It features a thin chain with a center butterfly accent with baguette-shaped rhinestone embellishment and a chic rhinestone outline. Complete the look with simple stud earrings.

    Fit & Features

    • Thin dainty chain
    • Center butterfly charm
    • Baguette-shaped rhinestones
    • Rhinestone outline

    Style Number/Barcode: 07002-0750

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Passion PVC Stiletto Booties

    Show off your passion for florals with chic stiletto booties that bring the charm! The booties feature an around the ankle fit with a sheer body, a floral applique pattern, a peep toe, and a stiletto heel. The booties are composed of a combination of faux suede and PVC material. Complete look with a black dress

    Fit & Features

    • Around the ankle fit
    • Sheer body
    • Floral applique 
    • Peep toe
    • Stiletto heel
    • Faux suede and PVC material
    • Runs true to size

    Style Number/Barcode: 07403-1360

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Glam Rhinestone Hoop Earrings

    Bring major glam vibes to your night-out look with these bold hoop earrings. They feature an O-ring linked design with rhinestone embellishment and diamond-shaped rhinestone accents. Style these earrings with strappy heels and a sleek clutch.

    Fit & Features

    • O-ring linked design
    • Rhinestone embellishment
    • Diamond-shaped rhinestone accents


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

    Style Number/Barcode: 07001-1037

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Chic Lace Up Block Heel Booties

    Keep it chic and edgy with booties that complement your layers just right! The booties feature a zippered back, a lace-up front with small metal grommets, an open square toe, and a thin block heel. The booties are composed of a faux suede material. Complete look with a plaid skirt and tie-front top.

    Fit & Features

    • Zippered back 
    • Lace-up front, small metal grommets
    • Open square toe
    • Thin block heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1253

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love The Look Lace-Up Stiletto Heels

    You'll absolutely love the look of these chic stiletto heels! They feature an open almond-shaped toe, a thin braided toe strap, a lace-up detail that goes up the leg, and a sleek stiletto heel. Style these shoes with a little black dress.

    Fit & Features

    • Open almond-shaped toe
    • Braided toe strap
    • Lace-up design, tie closure
    • Closed-back
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3517

    Category Name: $20 & Under Sale

    Price: $7.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Your Mark Bandana Print Heels

    Hey babe! Step up your style and make your mark in these trendy stilettos! They feature an open square-shaped toe with a strap, a thin woven lace-up design with a chic bandana print, and a stiletto heel. Complete the look with a cute shoulder bag.

    Fit & Features

    • Open square-shaped toe
    • Toe strap
    • Woven lace-up design, bandana print, tie-back closure
    • Open back
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3535

    Category Name: $20 & Under Sale

    Price: $7.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Deets Panama Hat

    This cute Panama hat has chic details to get a trendy look this fall season. It features a flat brim with a thin chain-link trim around the center to add an edgy glam vibe. Style this hat with ankle booties.

    Fit & Features

    • Flat brim
    • Chain-link trim
    • Faux wool material

    Style Number/Barcode: 07302-0372

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Moves Stiletto Heels

    Make bold moves in these chic and trendy stiletto heels. They feature an open square-shaped toe, a toe strap with a thick chain-link trim, a chain-link ankle strap, and a sleek stiletto heel. Style these shoes with straight-leg jeans and a cute crop top.

    Fit & Features

    • Open square-shaped toe
    • Toe strap, chain-link trim
    • Chain-link ankle strap
    • Back zipper closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3218

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raise The Heat Halloween Rhinestone Hoops

    Tap into your mischievous side with earrings that make a bold impression this Halloween. The earrings feature a large hoop with a twisted rhinestone pattern and an omega back closure. Complete your look with a red bodysuit and red mini skirt for the perfect devil costume. 

    Fit & Features

    • Large hoop
    • Red and gold hues
    • Twisted rhinestone design
    • Omega back closure

     

    Halloween Costumes are considered final sale merchandise. FINAL SALE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0899

    Category Name: $20 & Under Sale

    Price: $0.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated And Chic Low Block Heels

    These patent faux leather heels will bring the elevated and chic vibes! They feature an open almond-shaped toe with a strap, an adjustable ankle strap, and a comfortable low block heel. Style these heels with a cute top and a faux leather mini skirt.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Closed-back
    • Low block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3178

    Category Name: $20 & Under Sale

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Must-Have Basic Short Block Heels

    These basic short block heels are a definite must-have you need in your closet. They feature an open almond-shaped toe with a strap, an adjustable ankle strap, and a short block heel for comfortable wear. Style these heels with a midi dress and a boyfriend blazer for the perf workwear look.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Closed-back
    • Short block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3385

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Ready Pom Cable Knit Beanie

    Winter's coming and this beanie is perfect for keeping cozy and stylish! It features a tonal faux fur pom, cable knit design, and a foldover hem. Complete the look in an oversized sweater.

    Fit & Features

    • Tonal faux fur pom
    • Cable knit design
    • Foldover hem
    • Moderate stretch

    Style Number/Barcode: 07302-0446

    Category Name: $20 & Under Sale

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Step Faux Leather Block Heels

    Take a stylish step forward with chic heels that add that finishing touch to your look. The heels feature a zippered back, an open almond toe, criss-cross straps over the toe, and a block heel. The heels are composed of a faux leather material. Complete look with a sequin dress and a clutch.

    Fit & Features

    • Zippered back
    • Open almond toe,
    • Criss cross straps over the toe
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3276

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Lace-Up Over-The-Knee Boots

    Step up your fall fashion with these on-trend over-the-knee boots. They feature an almond-shaped toe, a low heel, an inner zipper closure, and a chic lace-up side detail. Style these boots with dark wash denim and a cozy sweater.

    Fit & Features

    • Over-the-knee design
    • Almond-shaped toe
    • Low heel
    • Inner zipper closure
    • Lace-up side detail
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0690

    Category Name: $20 & Under Sale

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale