$20 & Under Sale
Dive into our fabulous $20 and under sale, where affordability meets style with dresses, tops, bottoms, and shoes. Perfect for fashion-savvy shoppers, this collection allows you to create complete chic looks without straining your wallet. Whether you're updating key pieces or opting for a fresh 'fit for an upcoming event, seize the opportunity to enhance your wardrobe with our stunningly priced finds.
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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.
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Flirty Flair Ruffle Mini Skirt
Add some flirty flair to your beyond gorg look with this adorable ruffle mini skirt!
Fit & Features
- High rise elastic banded waist
- Front ruffle detail
- Asymmetric hem
- Short, form hugging fit
- Crepe fabric
- Moderate stretch
Style Number/Barcode: 06501-0214
Category Name: $20 & Under Sale
Price: $5.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Babe Metallic Mini Skirt
This mini skirt is so fun and flirty, and you'll be a major babe wearing it! It features a high rise waist and a curve-hugging fit with a hem that hits mid-thigh. Pair with some chic boots and dazzling earrings for a trendy night-out look.
Shop Matching Top: Major Babe Spaghetti Strap Crop Top
Fit & Features
- High rise waist
- Back zipper closure
- Short, form-hugging fit
- Foiled metallic fabric
- Fully lined
- Moderate stretch
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0043
Category Name: $20 & Under Sale
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simply Irresistible Zip Front Ruffled Blouse
Yes babe, you are simply irresistible in a totally feminine blouse. We are obsessed with the ruffled hemline that is bound to flatter all our beautiful body types out there

Fit & Features
- Deep V neckline
- Long flowy sleeves
- Double tiered ruffled hemline
- Zipper closure center front
- Tie belt waist line
- Composed of a linen material | No stretch
- Lined
White: Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0332
Category Name: $20 & Under Sale
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sheer Perfection Puff Sleeve Jumpsuit
Keep it perfectly sheer in this statement jumpsuit! Pair this one of a kind piece with sleek stilettos for a look that slays!
Fit & Features
- Off The Shoulder Neckline | Sweetheart Bust
- Sheer Puff Sleeves
- Tie Waist Belt
- Straight Leg Fit | Wide Leg Hem
- Lined Crepe Fabric
- Form Hugging Fit
- Moderate Stretch
Style Number/Barcode: 06502-0383
Category Name: $20 & Under Sale
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Making The Rules Boyfriend Blazer
Take charge and make your own rules in this statement blazer!
Fit & Features
- Flat collar
- Slight shoulder padding
- Long roll up sleeves
- Two faux front pockets
- Oversized boyfriend fit | Drape open front
- Lined textured woven fabric
- Relaxed fit | Minimal stretch
Ivory: Model is 5'7" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0114
Category Name: $20 & Under Sale
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flutter Baby Tie Front Crop Top
Show off that flutter in this floral crop top! Style this with some high waisted jeans and cute clear strap heels for a cute af outfit!
Fits & Features
- Plunging V Neckline
- Tie Front Design
- Short Flutter Sleeves
- Smooth Woven Fabric I Floral Print
- Moderate Stretch
Style Number/Barcode: 06204-0501
Category Name: $20 & Under Sale
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Everyday Essential Cargo Anorak
This cotton cargo anorak is such an everyday essential! Layer on the hooded jacket over all your stylish 'fits for a classic chic look.
Fit & Features
- Drawstring hood
- Complete zip and button down front
- Long sleeves | Single button detailing
- Interior drawstring at the waist
- Drawstring at back hem
- Slanted front pockets
- Cotton cargo fabric | No stretch
Style Number/Barcode: 06204-0526
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Viper Vibe Chiffon Kimono
Feminine, flowy, with a little bit of edge! Spice up your outfit with a touch of snake print!
Fits & Features
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Open Front
- Quarter Length Sleeves
- Sheer Chiffon Fabric I Snake Print Trim Along The Edge
- Relax Fit
Style Number/Barcode: 06204-0418
Category Name: $20 & Under Sale
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Open Front
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Miss Bossy Trench Dress
Show that professional side like the boss babe that you are in this adorable trench dress! It features long fitted sleeves, a V neckline, a complete zip down front, a tie front belt to cinch your waist, and a flirty flared hemline. Layer this dress over faux leather pants and style with strappy heels for a chic vibe.
Fit & Features
- V neckline
- Zip down front
- Narrow long sleeves
- Cinching tie waist belt with loops
- Flared hemline
- Faux suede fabric
- Slight stretch
Style Number/Barcode: 06204-0327
Category Name: $20 & Under Sale
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Power Play Classic Blazer
BB ur a boss, make power moves when you slip into a blazer! Dress up with work wear, or dress down with a pair of high waist jeans and plain white tee!
Fit & Features
- Collared neckline
- Quarter sleeves
- Two front pockets
- Moderate stretch
- Polyester
- Long hemline
Style Number/Barcode: 06204-0415
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Fab In Fringe Crop Top
You'll look so fab in fringe in this mesh tie front crop top bb! Perfect for festival season, your 'fit will be one to remember.
Fit & Features
- Long fitted sleeves | Cascading fringe
- Tie front
- Cropped
- Sheer mesh fabric | Unlined
- Plenty of stretch
Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06202-0067
Category Name: $20 & Under Sale
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet And Sheer Faux Suede Jacket
Get a sweet and stylish look in this adorable faux suede jacket! Perfect paired with high rise denim and a chic blouse.
Fit & Features
- Complete zip front
- Long sleeves
- Striped design with sheer mesh paneling
- Smooth faux suede fabric
Style Number/Barcode: 06204-0578
Category Name: $20 & Under Sale
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Make My Heart Flutter Lace Tie Front Cropped Blouse
Keep things fresh and flirty for spring and summer when you style a lace cropped blouse with all of your high waist denim! Dress down with cute espadrille sandals or dress it up with heeled mules!
Fit & Features
- Tie front bodice
- Fluttering short ruffled sleeves
- Cropped hemline
- Sheer lace design
- Form fitting
- Minimal stretch
Style Number/Barcode: 06204-0515
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Don't Mesh With Me Kimono
No one will stand in your way in this trendy sheer mesh kimono! Layer it over all your best 'fits and slay the scene bb!
Fit & Features
- Three quarter length sleeves
- Open front
- Sheer mesh
- Plenty of stretch
- Relaxed, comfortable fit
Style Number/Barcode: 06202-0075
Category Name: $20 & Under Sale
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Out And About Anorak
You're always out & about and living that stylish life, so you def need a cute jacket to go with all of your 'fits! This water resistant anorak has a classic look that is perf for everyday.
Fit & Features
- Hooded | Adjustable drawstrings | Velcro detailing
- Long sleeves | Velcro straps
- Complete zip front | O-ring zipper
- Interior drawstrings to cinch the waist
- Two front pockets with snap buttons
- Back drawstring at hem
- Water resistant lined woven fabric
Style Number/Barcode: 06204-0451
Category Name: $20 & Under Sale
Price: $17.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- Hooded | Adjustable drawstrings | Velcro detailing
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Stealth Mode Camo Vest
Girl, we love the way you sneak camo into your OOTD! Look stealthy and stylish in this trendy vest. Style it up with a pair of high waisted shorts and a long sleeve tee!
Fits & Features
- Collared Neckline
- Sleeveless Arms
- Button & Zipper Front
- Patch Pockets With Button Closure
- Small Slit At Center Back I Drawstring Hem
- Sturdy Cotton Composition
- Moderate Stretch
Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0453
Category Name: $20 & Under Sale
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Stunner Tie Front Top
Showcase stunning looks in this sheer floral tie front top! The puff shoulder detailing is so of the moment! Pair with some high rise denim and chic strappy heels.
Fit & Features
- Half length sleeves | Puff shoulders
- V neckline
- Tie front detail
- Cropped
- Sheer crochet floral embroidery on a mesh woven fabric
Style Number/Barcode: 06204-0528
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Boss Babe Belted Trench
Get those major boss babe vibes going in this chic belted trench!
Fit & Features
- Lapel collar
- Three quarter length sleeves | Double D ring accents to cuff
- Elastic banded waist with tie front
- Buttoned waist
- Overall fitted look
- Woven fabric | Minimal stretch
Style Number/Barcode: 06204-0491
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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It's A Tie Front Organza Puff Sleeve Crop Top
A chic little outfit topper for the trendy chick in mind. This top is what you need to elevate your look!
Fits & Features
- Tie Front Detail
- Roomy & Sheer Organza Long Sleeves
- Puff Shoulder Detail
- Crop Hemline
- Smooth Knit Bodice & 3-Buttoned Cuffs
- Moderate Stretch
Black: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
White: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0488
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get Down To Business Belted Trench
Get down to business like the boss babe you are in this chic belted trench!
Fit & Features
- Lapel collar
- Long sleeves
- Rain guard
- Belt with double D ring buckle
- Front vertical pockets
- Back slit
- Polyester woven fabric
Taupe: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0475
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Just Relaxin' Ruffled Kimono
Chill out and relax in a summer ready kimono! Whether you are wearing over swim, or you style with a cropped top and high waist shorts you are 100% ready to get some sun and look

!Fit & Features
- Open design
- Long sleeves
- Ruffled trim
- Knee-length hemline
- Relaxed fit
- Lightweight linen material
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0511
Category Name: $20 & Under Sale
Price: $8.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Now You See Me Crop Camo Jacket
Girl, they can't help but spot you in this trendy jacket! We love to see you style this with a midi dress and a cute up-do!
Fits & Features
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Collared
- Button-Front
- Long Sleeves With Button Cuffs
- Dual Chest Patch Pockets I Button Flap Closure
- Crop Hemline
- Sturdy, Lightweight Cotton Fabric I Camo Print
- Boxy Silhouette I Minimal Stretch
Style Number/Barcode: 06204-0583
Category Name: $20 & Under Sale
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Collared
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Double Breasted Cropped Blazer
Bring your look to an executive level when you top it all off with a cropped blazer!
Fit & Features
- Collared neckline
- Long sleeves
- Cropped neckline
- Double breasted design
- Button closures
- Moderate stretch
- Polyester
Style Number/Barcode: 06204-0425
Category Name: $20 & Under Sale
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Nine To Five Belted Trench Coat
Take your look from 9-5 and farther when you style in a sleek blazer! Dress down with cut off denim and heels, or dress up with your go to trousers!
Fit & Features
- Collared neckline
- Long sleeves
- Cinched waist line at the back
- Belt detail
- Slanted pockets with button closure
- Relaxed fit
Model in black: Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Model in sage: Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.Style Number/Barcode: 06204-0518
Category Name: $20 & Under Sale
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance