$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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Simply Chic Wallet Crossbody
Achieve a simply chic look by draping on this classic wallet crossbody!
- Rectangular fold over design
- Metal bar closure
- Included chain shoulder strap
Style Number/Barcode: 07201-0011
Category Name: $20 & Under Sale
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Rectangular fold over design
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Caught In The Spotlight Rhinestone Heels
Get caught in the spotlight while you dance the night away in a pair of flashy, sexy heels!
Fit & Features
- Open almond toe
- Single band over the toe
- Strappy ankle pin buckle closure
- Rhinestone embellished block heel
- Faux leather
- Chrome finish
- Runs true to size
Style Number/Barcode: 07401-0541
Category Name: $20 & Under Sale
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kinsey Two Piece Glitter Lace & Satin Dress
Special Occasion
Get ready to be absolutely adored in our luxe Kinsey! Her sparkling glitter top and shining satin skirt will have all eyes on you!
Fits & Features
- Lace And Glitter, Tank-Inspired Crop Top I Glitter May Transfer
- Scoop Neckline I Padded Bust
- Lace-Up, Unlined Back
- Satin-Like Skirt I Back Zip With Hook & Eye Closure
- Floor Length Hem I Slit At Front I A-Line Silhouette
- Form Hugging Fit I Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05006-0132
Category Name: $20 & Under Sale
Price: $9.97 $136.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ada Sequin Mermaid Dress
Special Occasion
Our Ada is perfect for the girl who wants a classic look with a little bit of oomph! Her curve-hugging silhouette is embellished with cascading sequins.
Fits & Features
- Tank-Style Straps
- Dual Hook & Eye Closure At Nape & Bar Accent At Open Back
- Deep V Neckline
- Back Zip With Hook & Eye Closure
- Mesh Lined Fabric With Scroll Pattern Sequins
- Slim Bodice | Floor Length Hem | Mermaid-Style Silhouette
- Curve Hugging Fit | 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: 05002-0545
Category Name: $20 & Under Sale
Price: $45.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Chiffon Midi Skirt
Getting ready for work is a little easier when you have midi skirts on your side! Simply pair with a chunky sweater and heels or booties and you are good to go! If you wanna dress down this baby pair with your fav band tee and some combat boots!
Fit & Features
- High waist fit
- Elastic waist band
- Fully lined
- Mid-length hemline
- Chiffon | Minimal stretch
- Neutral plaid pattern
Style Number/Barcode: 06401-0184
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Above Basic Over The Knee Boots
Bby you are way above basic and so are your boots! Pair these over the knee boots with an over-sized tee, your fav sweater dress, or a simple pair of leggings!
- Over the knee fit
- Pointed toe
- Stacked low wooden heel
- Faux suede
- No zipper
- Lace detail atop
Style Number/Barcode: 07402-0146
Category Name: $20 & Under Sale
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- Over the knee fit
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Here For A Good Time Cut Out Mini Dress
Okay, party babe! This mini dress is all about making sure you look and feel good!
Fits & Features
- Adjustable Spaghetti Straps
- Back Zipper With Hook & Eye Closure
- V Neckline I Padded Bust
- Mini Length Silhouette
- Side Cut Outs With Bar Accents & Studded Rhinestones
- Nylon Fabric
- Curve Hugging I Moderate Stretch
Style Number/Barcode: 05103-0775
Category Name: $20 & Under Sale
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vivian Textured Sequin Mermaid Dress
Special Occasion
Dazzle and impress with an unforgettable look in our Vivian sequin mermaid dress! Her textured details make her a true one-of-a-kind!
Fit & Features
- Plunging Wired V-Neckline
- Padded Cups
- Adjustable Spaghetti Straps
- Sequins
- Lined Textured Knit Mesh
- Mermaid Silhouette
- Relaxed Fit | Minimal Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0533
Category Name: $20 & Under Sale
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Zebra Front Slit Midi Dress
Make a bold first impression in this statement dress! Pair with your fave leather jacket and some heels for a cute OOTN!
Fits & Features
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Adjustable Spaghetti Straps
- V Neckline I Back Zip With Hook & Eye Closure
- Lined At The Bodice
- Midi Length Silhouette I Front Slit
- Woven Fabric I Zebra Print Throughout
- Relax Fit I No Stretch
Style Number/Barcode: 05102-0368
Category Name: $20 & Under Sale
Price: $12.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps
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Strut That Satin Mini Dress
We can def see you workin' this satin mini dress bb girl!
Fits & Features
- Elastic Cord Straps
- Cowl Neckline I Square Back
- Mini Length Silhouette
- Satin-Like Fabric
- Curve Hugging Fit I Moderate Stretch
- Zipper Not Featured
Style Number/Barcode: 05103-0615
Category Name: $20 & Under Sale
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tie Front Skater Romper
Oh so adorable, this tie front skater romper will give you a flowy flirty vibe.
Fit & Features
- Adjustable spaghetti straps
- V neckline
- Hidden back zipper closure
- Tie front accent
- High waist
- Tiered, layered flowy skater shorts
- Lightweight woven fabric | No stretch
Style Number/Barcode: 06403-0052
Category Name: $20 & Under Sale
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lace Up Ditsy Floral Crop Top
Lace up into this absolutely adorable ditsy floral printed crop! Pair with some denim for a casual cute vibe.
Fit & Features
- Long puffed sleeves with elastic banded cuffs
- Sweetheart neckline
- Lace up lattice front
- Smocked back
- Cropped
- Woven fabric
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06003-0437
Category Name: $20 & Under Sale
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Heart It Printed Satin Mini Skirt
We know you'll heart it too! This printed satin mini skirt couldn't get anymore adorable.
Fit & Features
- High rise waist
- Short, A-line fit
- Side zipper closure
- All over heart print
- Satin-like fabric | No stretch
- Woven lining
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06401-0148
Category Name: $20 & Under Sale
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Beka Mesh And Heat Stone High Slit Dress
Special Occasion
Make an extravagant entrance and bring the drama in our stunning Beka formal dress! She features a front heat stone embellished sheer mesh insert with a mock neck and a plunging V neckline, a back zipper closure, and long fitted sleeves with heat stone details and chic feather hems. Her form-hugging silhouette leads to a floor-length skirt with a sexy high slit and a heat stone adorned mesh insert. Complete your luxe look with strappy stilettos and a sparkly clutch.
Fit & Features
- Mock neck and plunging V neckline
- Sheer mesh insert with heat stone applique
- Back zipper closure
- Long fitted sleeves with heat stone details and feather hems
- High slit with heat stone adorned mesh insert
- Floor-length curve-hugging fit
- Crepe fabric with a mini-length lining
Style Number/Barcode: 05002-0722
Category Name: $20 & Under Sale
Price: $14.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Scuba Lace Back Mini Dress
Look your freshest in this pretty dress!
Fits & Features
- Spaghetti Straps I Lace Back With Zipper
- Plunging V Neckline
- Mini Length Silhouette
- Scuba Fabric With All Over Floral Prints
- Curve Hugging Fit I Moderate Stretch
Style Number/Barcode: 05101-0495
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mia Formal Velvet Burnout Dress
Special Occasion
Elevate your look with our romantically inspired Mia dress! Her luxe velvet and sweet floral details are all you need to charm them all!
Fit & Features
- Plunging Wired V-Neckline
- Adjustable Spaghetti Straps | Cross at the Back
- Padded Cups
- Velvet Floral Burnout Fabric
- Lined Mesh Fabric
- Mermaid Silhouette
- Relaxed Fit | Minimal Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0724
Category Name: $20 & Under Sale
Price: $19.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Fire Satin Asymmetrical Mini Dress
Slip into something that makes u feel fire! Starting with the satin finish down to the curve flattering hip detail, this mini is a stunner!
Fit & Features
- V- neckline
- Spaghetti straps | Sleeveless
- Form fitting silhouette
- Asymmetrical hemline
- Satin material | Moderate stretch
- Curve flattering gathering at the hip
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0610
Category Name: $20 & Under Sale
Price: $14.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Ribbed Knit V Neck Crop Top
Sometimes, you just need a basic to base all your trendy 'fits around! This crop top is just that.
Fit & Features
- Long fitted sleeves
- V neckline
- Cropped
- Ribbed knit fabric
- Plenty of stretch
Style Number/Barcode: 06002-0367
Category Name: $20 & Under Sale
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Asymmetric Zip Faux Leather Jacket
Count that this will be your forever favorite. Every girls gotta have their go-to moto jacket, it's a timeless closet staple!
Fits & Features
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Double Collar With Decorative Button Detail
- Asymmetrical Zipper Front
- Fitted Long Sleeves
- Zip Pockets
- Mid Length Hem
- Faux Leather Fabric I Fully Lined
- Minimal Stretch
Style Number/Barcode: 06204-0316
Category Name: $20 & Under Sale
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Double Collar With Decorative Button Detail
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Feline Myself Satin Leopard Flare Midi Skirt
Girl! We're all about this look and we know you'll be feeling it too. Don't forget to complete your 'fit and add the matching crop top to cart

Shop Matching Top: Feline Myself Satin Leopard Crop Top
Fits & Features
- High Rise Waist
- Satin-Like Fabric | Leopard Print
- Flares At Hem For Extra Flow
- Relax Fit
Style Number/Barcode: 06401-0128
Category Name: $20 & Under Sale
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classic Belted Denim Jacket
Classic with a trendy twist, this belted denim jacket will amp up your everyday look.
Fit & Features
- Collared
- Long sleeves with buttons to cuff
- Button down front
- Two buttoned chest pockets | Two front pockets at the waist
- Tie front belt
- Relaxed, comfortable fit
- Denim fabric | No stretch
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06203-0036
Category Name: $20 & Under Sale
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Forever Fierce Satin Leopard Print Crop Top
Keep your 'fit forever fierce in this trendy satin leopard print crop top!
Fit & Features
- Deep V neckline
- Long exaggerated sleeves | Elastic banded cuffs
- Partial button down front
- Cropped
- Satin-like fabric | No stretch
Style Number/Barcode: 06003-0558
Category Name: $20 & Under Sale
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry In Lace Mini Dress
Stay sultry in lace with this LBD! It features a sleeveless bodice, a scalloped deep V neckline, adjustable spaghetti straps, a sexy sheer lace back, a sheer lace inset underneath the bust followed by a waist cut out, and a short, curve hugging fit. The dress is composed of a combination lace and crepe fabric with moderate stretch.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-3620
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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It's A Date Crepe Crop Top
Whether you are on a date with ur girls or celebrating a special night with bae, the cuutest 'fit option is obviously a matching set! Don't forget to pick up the matching skirt and u are ready to go babe!
Shop Matching Skirt: It's A Date Crepe Mini Skirt
Fit & Features
- Cropped top
- Spaghetti straps
- Padded bust
- Crepe | Moderate stretch
- Bar cut out detailing
Style Number/Barcode: 06003-0791
Category Name: $20 & Under Sale
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale