$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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Ray Of Sunshine Off-Shoulder Swim Bottoms
Be that little ray of sunshine on the beach with this flirty swim look! Don't forget to pick up the matching top, and style with a pair of chunky earrings!
Fit & Features
- High waist fit
- Ruched bottom
- Fully lined
- Moderate stretch
- Matching top: 07104-0339
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0491
Category Name: $20 & Under Sale
Price: $8.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Take You There Short Fringe Belt
Take your look, and level it up with some fringe baby! Style over your swim to amp it up a bit, or even over a pair of high waist shorts!
- High waist fit
- Short fringe detailing
- Adjustable snap closure
- Faux leather
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 07301-0147
Category Name: $20 & Under Sale
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rockin' Hun' Faux Leather Fringe Belted Skirt
Baby rock it out in fringe! We are obsessed with fringe belts for this festival szn! Style with high waist shorts, or a one piece if ya feelin' edgy.
- Faux leather
- Drop fringe detailing
- Adjustable snap closures
Style Number/Barcode: 07301-0181
Category Name: $20 & Under Sale
Price: $8.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Jules Glitter Ball Gown
Special Occasion
Grace the room with elegance and grace as you captivate them all with head-turning shine! Our Jules ball gown will make you feel like you're living out a dream come true!
Fit & Features
- Plunging V-Neckline | Padded Cups
- Adjustable Spaghetti Straps | Princess Seams
- Side Pockets
- Glitter Woven Fabric
- Ball Gown Silhouette | Wide Banded Hem
- Form Hugging Fit
- Slight Stretch
Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05004-0065
Category Name: $20 & Under Sale
Price: $9.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spot Me Woven Ruffle Mini Dress
Get spotted in this chic & stylish woven LBD, perf paired with some strappy sandals and a denim jacket.
Fit & Features
- Short sheer sleeves
- Wrap front V neckline
- Sheer back | Hidden zipper closure
- High waist
- Front ruched detailing | Faux drawstring
- Short, ruffle hem
- Sheer swiss dot woven fabric | Stretchy knit lining
Style Number/Barcode: 05101-0775
Category Name: $20 & Under Sale
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Hila Floral Chiffon A-Line Dress
Special Occasion
Decked with pretty florals, our lovely Hila will have you feeling oh-so-fine. She's the perfect plus one for any spring-time soiree! Her breezy chiffon skirt will look and feel as though it's forever-flowing as you glide from room-to-room. Look even more enchanting by adding a pair of glistening earrings and heels to complete the look!
Fits & Features
- Adjustable Spaghetti Straps
- Surplice V Neckline
- Back Zipper With Hook & Eye Closure
- Floor Length Hemline I A-Line Silhouette
- Fully Lined Chiffon Fabric
- Form Hugging Fit I Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0654
Category Name: $20 & Under Sale
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lace Allure Mesh Skater Dress
Take everyone's breath away in this alluring skater dress! The hint of lace adds a romantic factor to the overall vibe!
Fits & Features
- Adjustable Spaghetti Straps That Cross At Back
- Back Zipper With Hook & Eye Closure
- Surplice V Neckline I Lace Trim Design
- Mini Length Silhouette I Skater Silhouette
- Mesh Lined Fabric
- Form Hugging Fit I Minimal Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0549
Category Name: $20 & Under Sale
Price: $20.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Peep This Chrome Iridescent Rhinestone Sandals
Peep that pedi girl! The shine is real with these slides, show off those toes in the realist way. Style perfectly with cut off denim and a cropped top, or with your swimsuit on the beach!
- Open almond toe
- Double row rhinestone trim
- Thick clear band over the toe
- Rhinestone embellishments
- Chrome lining
- Iridescent finish
Style Number/Barcode: 07404-0140
Category Name: $20 & Under Sale
Price: $12.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Denim Daze Destructed Jacket
Get into a stylish denim daze in this destructed jacket that will pull your look all together! Pair it with a trendy printed mini dress and some white booties for a pop!
Fit & Features
- Collared
- Complete button down front
- Long sleeves with dual buttons to cuff
- Top buttoned chest pockets
- Side pockets
- Distressed detailing
- Overall fitted look
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06203-0047
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Asta Glitter Lace Up Back A-Line Dress
Special Occasion
With a stunning glitter woven composition, our Asta will twinkle underneath the bright lights from room-to-room. Her lace-up back and wide waistband are subtle, but statement details that help highlight her overall appearance.
Fits & Features
- Adjustable Spaghetti Straps
- Plunging V Neckline I Padded Bust
- Back Zip With Hook & Eye I Lace Up Back
- Floor Length Hemline I A Line Silhouette
- Glitter Woven, Fully Lined Fabric
- Moderate Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0750
Category Name: $20 & Under Sale
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Moment Ruffled Mini Dress
Have a major plaid moment in this trendy little mini dress! The ruffle detailing gives off a fun & flirty vibe.
Fit & Features
- Adjustable spaghetti straps
- V neckline
- Square back
- Stretchy smocked body
- Short, tiered ruffled hem
- All over plaid print
Style Number/Barcode: 05102-0728
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bring The Sass Swim Bottoms
Bring the style and of course the sass in these trendy snake print swim bottoms! Don't forget to purchase the matching top!
Shop Matching Top: Bring The Sass Swim Top
Fit & Features
- Super low V cut design
- High rise tie front detail
- Cheeky bottom
- All over snake print
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0539
Category Name: $20 & Under Sale
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Skylar Glitter Shine Ruched Dress
Special Occasion
Make them all take notice in our glam Skylar ruched dress! Take her glow to the next level with rhinestone accents and glitzy heels!
Fit & Features
- Sweetheart Neckline | No-Slip Strip
- Padded Cups | Ruched Side Seam
- Wrap Silhouette
- High Side Slit
- Lined Woven Glitter Knit Fabric
- Relaxed Fit
- Minimal Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size five
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0602
Category Name: $20 & Under Sale
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Blossum Babe Mesh Duster
Babe, you'll blossum with beauty in this lightweight airy mesh duster! The all over floral print will pair perf with a simple top and some light wash jeans.
Fit & Features
- Long fitted sleeves
- Open front
- Sheer mesh fabric | Plenty of stretch
- All over floral print
- Flowy, relaxed fit
Style Number/Barcode: 06202-0084
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keep It Glam Rhinestone Fringe Shorts
Always keep it glam babe! Even your casual outfit can be a little extra with these rhinestone fringe shorts!
Fit & Features
- High rise waist
- Traditional five pocket and belt loop design
- Front button | Hidden zipper closure
- Cascading long rhinestone fringe detailing
- Frayed hem
- Slight distressing
- Denim fabric | No stretch
Style Number/Barcode: 06603-0086
Category Name: $20 & Under Sale
Price: $6.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On Vacay Tropical Mesh Duster
She's out of office and on vacay! Pair this tropical duster with your fave bikini set and head straight to the beach! Don't forget to pick up a mojito on your way there

Fits & Features
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Long Fitted Sleeves
- Open Front Design
- Belt Loops & Drawstring Waist
- Duster Length
- Sheer Unlined Mesh Fabric With Tropical-Inspired Prints
- Relaxed Fit
Style Number/Barcode: 06202-0069
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Long Fitted Sleeves
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High Rise Frayed Hem Jeans
Your new everyday jeans! This pair of high rise frayed hem denim will go with so many looks. Add to cart!
Fit & Features
- High rise waist
- Traditional five pocket and belt loop design
- Front button | Hidden zipper closure
- Light distressed detailing
- Frayed ankle hem
- Denim fabric | Minimal stretch
Style Number/Barcode: 06602-0138
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- High rise waist
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Floral Kimono Sleeve Tie Front Top
Add some floral flair to your everyday look by layering on this pretty kimono sleeve tie front top! Dress it down with some jeans and sandals for a perf spring time feel.
Fit & Features
- Three quarter length kimono sleeves
- V neckline
- Tie front
- Cropped
- Floral print
- Wool dobby woven fabric
- No stretch
Style Number/Barcode: 06204-0422
Category Name: $20 & Under Sale
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Give The All-Clear Moto Jacket
Yes, yes, and YES! Girl, we're giving you the all-clear on this look! We love to see you wearing this over a mini dress and some thigh-high boots. You'll be looking stylish and protecting your OOTD from the rain!
Fits & Features
- Flat Collar With Decorative Buttons I Asymmetric Zipper Front
- Long Sleeves
- Zippered Hand Pockets
- Adjustable Belted Waist
- Clear, PVC Fabric I Contrast Piping Detail
- Rain-Proof & Water Resistant
- Relax Fit I Minimal Stretch
Style Number/Barcode: 06204-0378
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cut Out Mesh Bodysuit
This sultry mesh bodysuit will definitely make the cut and into your closet! Pair over a bodysuit with some faux leather pants and strappy mules for a chic lewk!
Fit & Features
- Mock neckline
- Long fitted sleeves
- Front cut out
- Cheeky bottom | Dual snap button closures
- Lightweight sheer mesh fabric
- Plenty of stretch
Style Number/Barcode: 06001-2585
Category Name: $20 & Under Sale
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vitamin Sea Hipster Swim Bottoms
It's essential. You're going to need a cute swimsuit for all those beach and poolside visits! Just make sure you add the matching top to cart!
Shop Matching Bottoms: Vitamin Sea Lace-Up Front Swim Tank
Fits & Features
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Mid-Rise Waist
- Mesh Lined
- Hipster Fit
- Moderate Stretch
- Matching Swim Top Sold Separately
Model is 5'7" with a 32" bust, 24" waist and 37" hips. She is wearing a size small
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0588
Category Name: $20 & Under Sale
Price: $9.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mid-Rise Waist
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Flower Child Round Daisy Sunglasses
Embrace your inner flower child when you style these totally vintage sunnies with bell bottoms and a graphic tee!
- Round design
- Daisy detail trim
- Pink tinted lenses
- Dainty arms
Style Number/Barcode: 07008-0709
Category Name: $20 & Under Sale
Price: $5.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All That Shine Rhinestone Flats
Girl, you'll be captivating them from head to toe! Show them what you're workin' with in these fab flats!
- Pointed Toe
- Flat Design
- Clear Inset Along The Sides
- Rhinestone Encrusted Toe & Back Ankle
Style Number/Barcode: 07405-0030
Category Name: $20 & Under Sale
Price: $18.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Yes Honey O-Ring Faux Leather Caged Top
Yes honey bring those edgy vibes with a little faux leather in your life! This sexy piece is a festival must have, style over a bralette or bikini top with high waist shorts or a fringe skirt!
- Halter neckline with snap closure
- Caged o-ring design
- Faux leather
- Double Belt like adjustable pin buckle closure
Style Number/Barcode: 07107-0411
Category Name: $20 & Under Sale
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale