$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.

  • Preppy and Poised Plaid Skinny Pants

    Keep it preppy in plaid pants that are perf for creating chic back to school outfits. The pants feature a mid-rise fit, slant pockets, a single button with zipper closure, two small zippered pockets, and a plaid print. The pants are composed of a stretchy woven fabric that offers a form hugging fit. Complete look with a faux leather jacket.

    Fit & Features

    • Mid-rise fit
    • Single-button with zipper closure
    • Slant pockets 
    • Two zippered pockets
    • Belt loops
    • Plaid print
    • Stretchy woven fabric with skinny leg fit

    Style Number/Barcode: 06402-0289

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Devora Chiffon Tie Bow A-Line Dress

    Special Occasion

    Made from a lightweight and airy chiffon, our Devora will have you feeling oh-so-elegant as you drift from room to room. At the back, a dainty and sheer tie bow finishes off the look. Accent your neckline with a gorgeous necklace and a matching bracelet! 

    Fits & Features 

    • Adjustable Spaghetti Straps
    • V Neckline I Padded Bust
    • Sheer, Tie Bow At Back I Zipper With Hook & Eye Closure
    • Floor Length Hemline I A-Line Silhouette I Front Slit
    • Chiffon Fabric I Fully Lined
    • Moderate Stretch 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0572

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vicky Heat Stone Mesh Mini Dress

    Special Occasion

    Make a stunning entrance in our gorgeous Vicky mini dress! She features a trendy mock neckline with short cap sleeves, a mini length form-hugging silhouette, and allover glimmering heat stone embellishement. The mesh fabric offers plenty of stretch and includes a back zipper closure for comfortable wear. Pair this dress with a pack of sparkly rings to add that extra glam factor.

    Fit & Features

    • Mock neckline
    • Cap sleeves
    • Back zipper closure
    • Short, form-hugging fit
    • Stretchy semi-sheer mesh fabric
    • Allover heat stone embellishment in an intricte pattern
    • Detachable stretchy knit brief

    Style Number/Barcode: 05001-0513

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Chic Look Platform Block Heels

    Get a total chic look in this fab platform block heels! They feature an open almond toe with a clear PVC strap, a thin adjustable ankle strap and a sturdy tall block heel. Pair these with distressed denim and a trendy crop top for an elevated vibe to your causal everyday 'fit.

    Fit & Features

    • Open almond toe
    • Clear PVC strap
    • Thin adjustable ankle strap
    • Closed back
    • Small platform
    • Tall block heel

     

    Please be advised that these heels run one size small. 

    Style Number/Barcode: 07401-2840

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step It Up Snake Print Booties

    Step up in these stunning booties that slay every day! The booties feature a faux suede front, faux leather snake embossed back, a pointed toe, and a block heel. Complete look with a chunky sweater and high waist jeans.

    Fit & Features

    • Around the ankle-length
    • Faux suede front
    • Faux leather snake embossed back 
    • Pointed toe
    • Block heel
    • Inner zipper closure 


    Please be advised that these booties run 1/2 a size small.

    Style Number/Barcode: 07403-0545

    Category Name: $20 & Under Sale

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Chic Wrap Front Crop Top

    Showcase your effortlessly chic style in this adorable crop top! It features long bishop sleeves with a wrap tie front detail. Pair this top with high waist jeans for a casual brunch date look.

    Fit & Features

    • Long bishop sleeves with cinched hems
    • Wrap front
    • V neckline
    • Tie front detail
    • Cropped
    • Ribbed knit fabric with moderate stretch

    Style Number/Barcode: 06001-2960

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Dreamy Chenille Pajama Tank

    Keep it dreamy in a pajama tank for those cozy days spent in. The pajama tank features a scoop neckline, tank-straps, and a cropped hem. The tank is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching leggings and robe.

    Shop Matching Pajama Leggings: Keeping Knit Dreamy Chenille Knit Pajama Leggings

    Shop Matching Robe: Keeping Knit Cozy Chenille Knit Robe

    Fit & Features

    • Sleeveless scoop neckline
    • Tank straps
    • Cropped hem
    • Chenille knit fabric
    • Moderate stretch
    • Matching leggings and robe sold separately

    Style Number/Barcode: 07103-0392

    Category Name: $20 & Under Sale

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Rhinestone Fishnet Tights

    Create a sultry-chic look in these rhinestone fishnet tights to add a touch of sparkle to your 'fit! They feature a flattering high rise waist, a small gauge fishnet design and rhinestone embellishment. Pair these tights with a form-hugging mini skirt for your next night out.

    Fit & Features

    • High rise waist
    • Small gauge fishnet design
    • Rhinestone embellishment

    Fashion tape, adhesive bras, adhesive panties, pasties, hosiery, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0054

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Dreamy Chenille Knit Pajama Leggings

    Keep it dreamy in cozy pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.

    Shop Matching Pajama Top: Keeping Knit Dreamy Chenille Pajama Tank

    Shop Matching Robe: Keeping Knit Cozy Chenille Knit Robe

    Fit & Features

    • High rise waist
    • Straight leg fit
    • Chenille knit fabric
    • Moderate stretch
    • Matching top and robe sold separately

    Style Number/Barcode: 07103-0393

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Knit Long Sleeve Cropped Sweater

    This ribbed knit long sleeve cropped sweater is the must-have basic of the season! It features a flattering V neckline with long fitted sleeves, a form-hugging fit, and a cropped hem. Pair this essential top with a plaid mini skirt and thigh high boots for an elevated everyday look.

    Fit & Features

    • V neckline
    • Long fitted sleeves
    • Cropped hem
    • Form-hugging fit
    • Ribbed sweater knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0742

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Chenille Knit Pajama Tank

    Keep it cozy in a chic pajama tank for those days you spend in. The pajama tank features a scoop neckline, tank-straps, and a cropped hem. The tank is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with matching leggings and robe. 

    Shop Matching Pajama Leggings: Chic Chenille Knit High Waist Leggings

    Shop Matching Robe: Chic Chenille Knit Long Belted Robe

    Fit & Features

    • Sleeveless scoop neckline
    • Tank straps
    • Cropped hem 
    • Chenille knit fabric
    • Moderate stretch 
    • Matching leggings and robe sold separately 

    Style Number/Barcode: 07103-0388

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Chenille Knit High Waist Leggings

    Keep it cozy in chic pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.

    Shop Matching Pajama Top: Chic Chenille Knit Pajama Tank

    Shop Matching Robe: Chic Chenille Knit Long Belted Robe

    Fit & Features

    • High rise waist
    • Straight leg fit
    • Chenille knit fabric
    • Moderate stretch
    • Matching top and robe sold separately

    Style Number/Barcode: 07103-0389

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl On The Go Tie Front Trench

    Yes girl, you've got places to be, and this tie front trench will keep you stylish and chic! It features a lapel collar, a wrap front with a tie detail to cinch your waist, and a flowy silhouette. Layer this trench over a curve-hugging mini dress and style it up with thigh-high boots for the perf look.

    Fit & Features

    • Lapel collar
    • Long fitted sleeves
    • Wrap front with tie waist
    • Flowy mid-length silhouette
    • Crepe woven fabric
    • Moderate stretch

    Style Number/Barcode: 06204-0698

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Leather Quilted Heeled Mules

    Slip on these chic faux leather heeled mules to add a trendy vibe to your workwear look! They feature an open square toe, a wide strap with quilted detailing, and a short thin heel. Pair these mules with tapered paper bag pants for an adorable work from home 'fit.

    Fit & Features

    • Open square toe
    • Wide strap with quilted detailing
    • Open back
    • Short thin heel
    • PU material

    Style Number/Barcode: 07401-2447

    Category Name: $20 & Under Sale

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Platform Lace-Up Booties

    Elevate your chic everyday style with these faux suede booties! They feature a chunky platform and an adorable lace-up back detail. Pair these booties with dark wash skinny jeans for an elongated look.

    Fit & Features

    • Ankle-high design
    • Almond toe
    • Inner zipper closure
    • Chunky platform
    • Tall block heel
    • Lace-up back detail
    • Faux suede material

    Style Number/Barcode: 07403-0345

    Category Name: $20 & Under Sale

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Style Faux Leather Combat Booties

    Slay each step in these stylish faux leather booties! They feature an ankle-high design with a trendy lace-up front, a lug sole, and a stacked block heel. Pair these booties with a basic little black dress to make a chic statement.

    Fit & Features

    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Pull tabs
    • Lug sole
    • Stacked block heel
    • PU material

    Style Number/Barcode: 07403-0600

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Sassy Over The Knee Block Heeled Boots

    Sleek and sassy, these over the knee boots will make any 'fit all the more chic! They feature a faux leather material and a sturdy block heel. Complete your fall-ready look with a sweater dress and gold hoops.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Block heel
    • Inner zipper closure
    • PU material

    Style Number/Barcode: 07402-0225

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Lace-Up Platform Block Heels

    Be brave and bold with your style in these fab platform block heels! They feature a front lace-up design with a tall sturdy block heel. Pair these statement shoes with a faux leather mini skirt to bring some edginess to your look.

    Fit & Features

    • Open almond toe
    • Thick toe strap
    • Front lace-up design
    • Open back
    • Platform
    • Tall block heel
    • Faux suede


    Please be advised that these heels run 1 size too small.

    Style Number/Barcode: 07401-2474

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Add Some Edge Faux Leather Combat Boots

    Add an effortless edge to your everyday look with these combat boots! They feature a patent faux leather material with a lace-up front and a chunky platform. Pair these boots with destructed denim and a graphic tee to go chill with your squad.

    Fit & Features

    • Round toe
    • Lace-up front
    • Pull tabs
    • Inner zipper closure
    • Platform
    • Lug sole
    • Patent faux leather material

    Style Number/Barcode: 07403-0353

    Category Name: $20 & Under Sale

    Price: $36.90

    Availability: Out of Stock

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

    Give your 'fit a trendy vibe in these faux suede over the knee boots! They feature an adorable side lace-up detail, an inner zipper closure, and a low heel. Pair these boots with your fave cozy sweater dress for a must-have date night look.

    Fit & Features

    • Over the knee design
    • Round toe
    • Low heel
    • Inner zipper closure
    • Side lace-up detail
    • Faux suede material

     

    Please be advised that these boots run small. Fit model recommends one size up.

    Style Number/Barcode: 07402-0204

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzle on Doll Sequin Tube Dress

    Dazzle on doll in this shimmering mini dress that stuns! The dress features a sleeveless tube neckline, a sequin body, a mini length silhouette, and a mini side slit. The dress is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with glitter heels and a dainty bracelet. 

    Fit & Features

    • Sleeveless tube neckline
    • Sequin body
    • Mini length silhouette
    • Mini side slit
    • Lined mesh fabric
    • Form hugging fit, minimal stretch 

    Style Number/Barcode: 06003-1040

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Snake Print Mesh Mini Dress

    Stun in a trendy snake print dress that makes a stylish statement! Throw this dress on with your favorite black heels for your next GNO. The dress features a sleeveless square neckline, sleek bungee straps, and a snake print. The dress is composed of mesh fabric that offers a form hugging fit with a moderate stretch. 

    Fit & Features

    • Sleeveless square neckline
    • Bungee straps
    • Snake print
    • Mini length silhouette
    • Mesh fabric
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05102-0936

    Category Name: $20 & Under Sale

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Sweetheart Ribbed Mini Dress

    Show off your sweet side in a dress that brings the charm. The dress features a plunging sweetheart neckline, long sleeves, and a mini length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with faux fur jacket. 

    Fit & Features

    • Sweetheart neckline
    • Long sleeves
    • Mini length silhouette
    • Ribbed knit fabric 
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0707

    Category Name: $20 & Under Sale

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lead The Way Faux Leather Over The Knee Boots

    Lead the way in in these of the moment faux leather over the knee boots! They feature a trendy pointed toe with a sturdy block heel and inner zipper closure. Pair these boots with an adorable plaid mini skirt for a total it-girl vibe.

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • PU material

    Style Number/Barcode: 07402-0211

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale