$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.

  • Let's Keep It Chic Moto Sherpa Jacket

    Keep your 'fit chic and on trend by layering on this stylish moto jacket! It features a faux leather fabric with a sheen and a faux sherpa collar and cuffs. It also includes a belt at the waist for an added edgy detail. Pair this jacket with a basic bodysuit and denim for the perf look to go hang with your squad.

    Fit & Features

    • Faux sherpa lapel collar with stud detailing
    • Long sleeves with faux sherpa cuffs
    • Front zipper
    • Zippered front pockets
    • Belted waist accent
    • PU fabric with sheen
    • Faux sherpa lining

    Style Number/Barcode: 06201-0163

    Category Name: $20 & Under Sale

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flannel Mood Button Down Top

    Button-down in this flannel top that puts us in the mood for hot cocoa and pumpkin patches this season. The top features a collared neckline, a button-down front, long sleeves, and a flannel print. Complete your look with high waist jeans and booties

    Fit & Features 

    • Collared neckline
    • Button-down front with tortoise-shell colored buttons 
    • Two chest pockets
    • Long sleeves with single-button cuff
    • Flannel print
    • Cotton fabric
    • Relaxed fit, minimal stretch 

    Style Number/Barcode: 06003-1132

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Glam Ruched Lace-Up Mini Dress

    Elevate your glam in this mini dress that stuns! The mini dress features a sleeveless square neckline, sleek spaghetti straps, a ruched body, and a sexy lace-up back. The short dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone bracelets

    Fit & Features

    • Sleeveless square neckline
    • Sleek spaghetti straps
    • Lace-up back
    • Ruched body
    • Mini-length silhouette
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3699

    Category Name: $20 & Under Sale

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Cozy Vibes Tie Dye Top

    Get those major cozy vibes in this trendy tie dye top! It features a flattering high neckline with dolman style sleeves and a relaxed, comfortable fit. The knit fabric offers a super soft, lightweight feel. Pair this top with chunky sneakers for a loungewear look you can take from staying at home to hanging out with the squad.

    Shop Matching Bottoms: Major Cozy Vibes Tie Dye Joggers

    Fit & Features

    • High neckline
    • Long dolman style sleeves
    • Mid-length hem
    • Relaxed fit
    • Allover tie dye print
    • Soft knit fabric

    Style Number/Barcode: 06002-0618

    Category Name: $20 & Under Sale

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Cozy Vibes Tie Dye Joggers

    Get those major cozy vibes in these trendy tie dye joggers! They feature a flattering high rise waist with a front drawstring and a relaxed, comfortable fit. The knit fabric offers a super soft, lightweight feel. Pair this top with chunky sneakers for a loungewear look you can take from staying at home to hanging out with the squad.

    Shop Matching Top: Major Cozy Vibes Tie Dye Top

    Fit & Features

    • High rise waist
    • Front drawstring
    • Front pockets
    • Tapered jogger hem
    • Relaxed fit
    • Allover tie dye print
    • Soft knit fabric

    Style Number/Barcode: 06502-0437

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Leopard Print Ruched Mini Skirt

    This skirt is perfect for taking a walk on the wild side! The skirt features a high rise waist, a leopard print, and ruched side seams. Complete look with a black crop top for a night out look. 

    Fit & Features

    • High rise waist
    • Ruched side seams
    • Leopard print
    • Mini length silhouette

    Style Number/Barcode: 06501-0313

    Category Name: $20 & Under Sale

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moment In Plaid High Waist Mini Skirt

    Create a fab moment in a plaid skirt that wows! The skirt features a high rise waist, a plaid print, and a mini side slit. Complete look with a crop top and thigh high boots. 

    Fit & Features

    • High rise waist 
    • Plaid print
    • Mini side slit
    • Mini length silhouette 

    Style Number/Barcode: 06501-0322

    Category Name: $20 & Under Sale

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pastel Fuzzy Thong Strap Slippers

    Keep it bright with these fuzzy slippers that bring a burst of color to your loungewear. The slippers feature a faux fur material, a multicolored hue, and a thong toe strap. Complete look with the matching separates

    Fit & Features

    • Faux fur material
    • Multicolored pastel print 
    • Thong toe strap
    • Flat footbed

    Style Number/Barcode: 07408-0042

    Category Name: $20 & Under Sale

    Price: $10.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Caged Below The Knee Stiletto Boots

    Give yourself a majorly chic look in these caged stiletto boots! They feature a below the knee fit with a detailed caged front design and a thin stiletto heel. Let these be the statement of your outfit by wearing them with a basic little black dress.

    Fit & Features

    • Under the knee fit
    • Open almond toe
    • Front caged design
    • Back zipper closure
    • Stiletto heel
    • Faux nubuck material

    Style Number/Barcode: 07402-0226

    Category Name: $20 & Under Sale

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mad For Plaid Platform Block Heels

    You'll be totally mad for plaid over these adorable block heels! They feature a trendy platform and an allover chic plaid print. Complete the look with a flirty mini dress for a cute date night 'fit.

    Fit & Features

    • Open almond toe
    • Thick toe strap
    • Adjustable around the ankle strap
    • Closed back
    • Platform
    • Block heel
    • Allover plaid print

    Style Number/Barcode: 07401-2483

    Category Name: $20 & Under Sale

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cutie Sherpa Knit Denim Jacket

    Layer up, bby! This denim jacket is perfect to chase those winter blues away. The jacket features a collared neckline, long sleeves, multi snap button front closure, two chest pockets, side pockets, soft to the touch sherpa hood, and a cozy sherpa knit lining. The jacket features a relaxed fit with minimal stretch. Style with a bodysuit and skinny leg jeans. 

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Two chest pockets
    • Multi-button down closure
    • Side pockets
    • Sherpa knit lining
    • Light wash denim fabric

    Style Number/Barcode: 06203-0096

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Scorpio Babe Graphic Tee Shirt

    Show off your sign in a tee that says it all! The graphic tee features lettering that reads: "Strong, Seductive, Savage" with "Scorpio" lettering at the center of the bodice. The tee is composed of a jersey knit fabric that offers a relaxed fit with a moderate stretch. Complete look with a high rise mini skirt

    Fit & Features

    • Crew neckline
    • Short sleeves
    • "Strong, Seductive, Savage" lettering 
    • "Scorpio" lettering
    • Jersey knit fabric
    • Relaxed fit, moderate stretch

    Style Number/Barcode: 06002-0661

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter Moment Biker Romper

    Create a trendsetting moment in a romper that slays! The romper features a collared neckline with a zippered front, chest pocket accents, long sleeves, and a biker short length hem. Complete look with chunky sneakers for a trendy streetwear look. 

    Fit & Features

    • Collared neckline
    • Chest pockets accent
    • Hood
    • Zippered front
    • Long sleeves
    • Biker short length hem

    Style Number/Barcode: 06503-0171

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Style Cut Out Pumps

    Showcase perfect style in these chic faux nubuck pumps! They feature a trendy pointed toe with a side cut out and a sleek thin heel. Complete your workwear look with a curve-hugging pencil skirt and statement earrings.

    Fit & Features

    • Pointed closed toe
    • Side cut out detail
    • Closed back
    • Thin heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2488

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vote B*tches Graphic Tee Shirt

    Make your vote count, girl! Show off your patriotic side with this graphic tee that says it all! The tee features lettering that reads: "Vote B*itches", a crew neckline, and short sleeves. Complete look with classic jeans

    Fit & Features

    • Crew neckline
    • "Vote B*tches" lettering
    • Crew neckline 
    • Short sleeves
    • Jersey knit fabric 

    Style Number/Barcode: 06002-0660

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Long Sleeve Crepe Turtleneck Bodysuit

    Elevate your outfits effortlessly with our turtleneck bodysuit, perfect for layering your look to perfection. This bodycon long-sleeve top offers both chic style and cozy comfort, thanks to its smooth knit fabric. Crafted from double-lined crepe knit material, it provides a sculpted fit that accentuates your curves. The bodysuit silhouette ensures a polished, tucked-in appearance, making it ideal for workwear ensembles or any layered outfit.

    Fit & Features

    • Turtle neck
    • Long fitted sleeves
    • Thong-cut bottom
    • Dual snap button closures
    • Double-lined
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-2810

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Greek To Me Pajama Cami Top

    Keep it chic in a trendy cami top! The pajama cami top features a scoop neckline, sleek spaghetti straps, and a greek print. Complete the look with the matching pajama shorts. 

    Shop Matching Pajama Shorts: All Greek To Me Pajama Shorts

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Greek print 
    • Cropped hem
    • Matching pajama shorts sold separately 

    Style Number/Barcode: 07103-0400

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Basic Ribbed Knit Bodysuit

    Rock a basic bodysuit to style with your favorite mini skirts this season! The bodysuit features a turtle neck, long sleeves, and is composed of a ribbed knit fabric. Includes a thong bottom with snap button closure. 

    Fit & Features

    • Turtle neck
    • Long sleeves
    • Ribbed knit fabric 
    • Relaxed fit, moderate stretch 
    • Thong bottom with dual snap closure

    Style Number/Barcode: 06005-0736

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Surplice Sweetie Tie Waist Sweater

    Show off your sweet side in a sweater that is oh so adorable! The sweater features a surplice neckline, long sleeves, and a chic tie waist belt. Complete look with a pair of high waist jeans and ankle booties

    Fit & Features

    • Surplice V-neckline
    • Long sleeves
    • Cropped hem
    • Tie waist belt 
    • Soft knit fabric with plenty of stretch
    • Relaxed fit

    Style Number/Barcode: 06005-0762

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Demask Sequin Lace Up Mini Dress

    Lace-up in a stunning sequin dress that dazzles up your evening! The dress features a plunging V-neckline, sleek spaghetti straps, a damask sequin design, and a sexy lace-up back. Complete your look with chrome platform heels and a sleek glitter clutch for a dazzling night out outfit. 

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Demask sequin design on a sheer mesh fabric with a knit lining
    • Lattice-back 
    • Mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 05101-0646

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Loving Knit Basic Open Back Sweater

    Sweater weather is here! Fall for this open back sweater that slays! The sweater features a crew neckline, long sleeves, and a trendy open back with tie strap accent. The sweater is composed of a knit fabric that offers a relaxed fit. Complete look with dark wash jeans and ankle booties.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Open back 
    • Tie strap accent
    • Knit fabric
    • Relaxed fit

    Style Number/Barcode: 06005-0728

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Alert Tie Waist Trench Duster

    Start a trend with a cute trench-styled duster that slays! Layer this trench with your favorite surplice tops and high waist jeans for a night out. The duster features a collared neckline, long sleeves, a tie waist belt, and a knee-length hem.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Tie waist belt
    • Knee-length
    • Two side slits at the hem
    • Sweater knit fabric with moderate stretch

    Style Number/Barcode: 06005-0743

    Category Name: $20 & Under Sale

    Price: $21.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Honey Sheet Mask

    Nourish skin with a face mask that moisturizes and leaves skin feeling so hydrated. The sheet mask features a honey essence. Complete your pamper session with a fab cozy matching set.

    Fit & Features

    • Sheet mask
    • Honey essence 

    Style Number/Barcode: 07307-0052

    Category Name: $20 & Under Sale

    Price: $1.97 $4.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Firming Collagen Sheet Mask

    Pamper yourself with a sheet mask that gives skin that taut look. The face mask features a collagen essence that helps to give skin a firming effect. Complete your spa night in with a cute loungewear set.  

    Fit & Features

    • Sheet mask
    • Collagen essence 

    Style Number/Barcode: 07307-0050

    Category Name: $20 & Under Sale

    Price: $1.97 $4.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance