$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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Floral Dreaming Satin Midi Dress
We're dreaming of romance in this floral beauty! This midi dress perfectly pairs with stilettos and clutch for the perfect date night look!
Fit & Features
- V-Neckline
- Adjustable Spaghetti Straps | Cross-Back
- Floral Print
- Lined Satin Fabric
- Midi Length Silhouette
- Front Slit
- Relaxed Fit | Minimal Stretch
Style Number/Barcode: 05101-0367
Category Name: $20 & Under Sale
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Brush It Off Shoulder Crepe Midi Dress
Brush away those negative vibes, throw on this poppin' midi, and hit the town with your girls! Accessorize with some sparkling gems to really amp up your look.
Fits & Features
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Elastic, Off Shoulder Neckline & Short Sleeves
- Midi Length Silhouette
- Crepe Composition
- Form Hugging Fit I Plenty Of Stretch
- Zipper Not Featured
Style Number/Barcode: 05101-0664
Category Name: $20 & Under Sale
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Elastic, Off Shoulder Neckline & Short Sleeves
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Maci Lace-Up Back Mermaid Dress
Special Occasion
Our gorgeous Maci mermaid dress is a mesmerizing vision! She features a sleeveless V neckline, dual spaghetti straps that lead to a cross-back and lace-up back design, and a floor-length mermaid silhouette with a sultry thigh-high front slit. Doll up your look with sparkly earrings and an embellished clutch!
Fit & Features
- Dual spaghetti straps
- Cross-back, lace-up back design
- Plunging V neckline, padded bust
- Lower back zipper closure
- High waist seam, floor-length hem, front slit
- Mermaid silhouette, curve-hugging fit
- Smooth tricot fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05002-0696
Category Name: $20 & Under Sale
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Billie Crepe Lace Up Mermaid Gown
Feel like an ethereal goddess tonight in our stunning Billie mermaid gown! Her form fitting silhouette, and lace up back will give you that sexy finish while still feeling modest with her floor sweeping length!
Fit & Features
- Square neckline
- Adjustable spaghetti straps that lead to a strappy back
- Lower back zipper with hook and eye closure
- Flattering vertical seams
- Weighted floor length mermaid hemline
- Mini skirt lining
- Composed of a crepe material with stretch
Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0612
Category Name: $20 & Under Sale
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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100% Pisces Tee
Take 50% artistic and 50% mysterious to create those Pisces vibes! Pair this cosmically-inspired tee with your fave denim for a super casually cute look!
Fit & Features
- Crew neckline
- Short sleeves
- Cotton fabric | Moderate stretch
- Script that reads "50% artistic, 50% mysterious, 100% Pisces"
Style Number/Barcode: 06002-0382
Category Name: $20 & Under Sale
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Sweetheart Satin Peplum Top
Be a stunning floral sweetheart in this adorable printed peplum top! The satin-like fabric makes it all the more of the moment.
Fit & Features
- Long loose sleeves | Elastic banded cuffs
- Sweetheart neckline
- Button down front
- Mid-length, ruffle peplum hem
- Floral print
- Satin-like fabric | No stretch
Style Number/Barcode: 06003-0577
Category Name: $20 & Under Sale
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Check Yes Plaid Mini Skirt
Ooh girl, check yes for this plaid mini skirt! Pair it with a cute solid top and add a pair of booties for a cute and casual fit!
Fits & Features
- High Rise Waistband
- Textured Knit Fabric I All Over Plaid Print
- Mini Length I Front Side Slit
- Form Hugging Fit I Moderate Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0238
Category Name: $20 & Under Sale
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glow Up Glitter Tulle Duster
Go for the glow-up look with this radiating glitter duster! Pair duster with sleek stilettos and high waist-pants for a fashionista-worthy look!
Fit & Features
- Drape Open Front
- Long Bishop Sleeves
- Glitter
- Unlined Tulle Fabric
- Relaxed Fit
- Minimal Stretch
Style Number/Barcode: 06204-0396
Category Name: $20 & Under Sale
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Busy Sleeveless Trench Vest
She's a busy one! And we have the perfect style for her! This trench is designed to wear open, or closed as a dress! Style with a turtleneck and over the knee boots!
Fit & Features
- Collared neckline
- Sleeveless arms
- Long design
- Button closures down the center
- Faux pockets
- Back cinching detail
Style Number/Barcode: 06204-0390
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Desert Wanderer Crochet Kimono
We can't wait for festival season! Layer this boho chic crochet kimono over a plain tee and some high waist jean shorts for a look you can wear day to day!
Fit & Features
- Three quarter length flowy sleeves | Angled hems
- Open front
- Flowy, relaxed, and comfortable fit
- Crochet embroidered sheer mesh fabric
- Minimal stretch
Style Number/Barcode: 06204-0278
Category Name: $20 & Under Sale
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrap Front Bishop Sleeve Crop Top
The perf knit crop top to take you into the warmer spring months! Pair with some denim and wedges for a casual day with the girls!
Fit & Features
- Long cuffed bishop sleeves
- Wrap front | V neckline
- Banded cropped hem
- Knit fabric
- Moderate stretch
Mint: Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Natural: Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06001-2386
Category Name: $20 & Under Sale
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leopard Print Chiffon Lace-Up Milkmaid Blouse
We love you in a lil' leopard print babe! Keep it light and fresh in a chiffon blouse that practically makes your outfit! Pair with high waist pants and booties for an effortlessly trendy vibe!
Fit & Features
- Square neckline
- Milkmaid design
- Lace-up detailing down the center
- Button detailing at cuffs
- Mid-length hemline
- Sheer chiffon | Lined at the cups
- No stretch
Style Number/Barcode: 06003-0518
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In Knit To Win It Banded Top
In this adorable knit top, you're in it to win it for best comfy casual style! Pair with denim for the perf simple & stylish look.
Fit & Features
- Long banded sleeves
- Surplice front and back
- V neckline
- Back horizontal bar detail
- Mid-length banded hem
- Knit fabric | Moderate stretch
Style Number/Barcode: 06001-2358
Category Name: $20 & Under Sale
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Polka Dot Darling Mesh Top
Throw it back to these retro vibes with pretty polka dots! Layer top with a basic cami and some high waist skinny jeans bby!
Fit & Features
- Crew Neck
- Fitted Long Sleeves
- Sheer Unlined Bodice
- Polka Dots
- Unlined Mesh Fabric
- Relaxed Fit
- Moderate Stretch
Style Number/Barcode: 06001-2369
Category Name: $20 & Under Sale
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Makin' Major Moves Long Line Blazer
Make major boss babe moves while looking chic and stylish in this long line blazer!
Fit & Features
- Lapel collar
- Three quarter length cuffed sleeves
- Side pockets
- Long line design
- Polyester woven fabric
- Moderate stretch, runs true to size
Style Number/Barcode: 06204-0430
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Utility Cargo Pants
Take on the day with these must-have cargos! The high waist fit is perf to rock with your fav crop top!
Fit & Features
- High Waist Fit
- Utility Belt with Loops | Zipper Closure
- Cargo Pockets | Faux Back Pockets
- Skinny Leg Fit
- Lightweight Woven Fabric
- Relaxed Fit
- Minimal Stretch
Style Number/Barcode: 06302-0104
Category Name: $20 & Under Sale
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruching Back Strappy Back Mini Dress
Girl, you look so bomb! This is the night-out dress you'll want to put on repeat! Just don't forget to accessorize your look differently each time

Fits & Features
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Spaghetti Straps That Cross & Lace-Up At The Back
- Hidden Back Zip At Lower Back
- Plunging V Neckline
- Mini Length Silhouette
- Ruching Throughout
- Jersey Knit Fabric
- Curve Hugging Fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0585
Category Name: $20 & Under Sale
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spaghetti Straps That Cross & Lace-Up At The Back
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Camouflage Cutie Skinny Pants
Amp up your everyday vibe with a pair of camo pants to add something extra to your look!
Fit & Features
- High rise waist
- Belt loops | Included canvas belt with double D ring buckle
- Front button | Hidden zipper closure
- Slanted front pockets | Cargo style side pockets with snap button closures
- Cargo pant seam detailing
- Skinny pant fit
- Cargo style fabric | Moderate stretch
Style Number/Barcode: 06302-0093
Category Name: $20 & Under Sale
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Always Authentic Cropped White Denim Jacket
Keep it real in true denim! Sunny days are coming, and nothing is more flattering than a deep tan and light colored attire! Easily styled with high waist shorts and a graphic tee!
Fit & Features
- Collared neckline
- Silver button closures down the center
- Double breast pockets
- Long sleeves | Cropped raw hemline
- White denim | 100% Cotton | Minimal stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06203-0059
Category Name: $20 & Under Sale
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Light Wash Denim Pants
Keep it chill, keep it casual, and keep a pair of staple denim jeans on the back burner! An obvious closet staple, top with a simple tee, or dress up with ur go-to bodysuit + mules!
Fit & Features
- High rise fit
- Button + zipper closure
- Traditional belt loops + pockets
- Tapered skinny leg
- Comfy stretch | Premium denim
Style Number/Barcode: 06602-0082
Category Name: $20 & Under Sale
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Boho Feels Crochet Fringe Halter Top
Get in those boho feels with a unique long fringe halter top! Perf for festival szn, style with a black hat, and shorts with a chunky belt!
Fit & Features
- Self tie halter
- V-neckline
- Sleeveless
- Sheer | Unlined
- Hook closure center back
- Long fringe detailling
- Moderate stretch
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06003-0539
Category Name: $20 & Under Sale
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cover Girl Long Trench Coat
Take cover in this cute AF trench coat! Easily pair this trench coat with a dress or elevate your casual fit!
Fits & Features
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Collared Neckline With Snap Button Detail
- Slant Hand Pockets
- Long Sleeves
- Single Snap Button-Front
- Belted Waist
- Hem Hits Below The Knee
- Polyester Material Blend I Form Fitting I Moderate Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06204-0318
Category Name: $20 & Under Sale
Price: $21.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Collared Neckline With Snap Button Detail
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On The Bright Side Puff Sleeve Smocked Jumpsuit
Where are my shades? Girl, you'll be looking so IG-ready in this done-in-one jumpsuit. Add a cute hat and some heels for a picture-perf look!
Fits & Features
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Puff Shoulder Short Sleeves I Ruffle Cuffs
- Elastic Square Neckline With Tie At Center Front
- Smocked Bodice
- Slant Hand Pockets
- Crop, Wide Leg Openings
- Woven Textured Fabric
- Relaxed Fit I Minimal Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06302-0110
Category Name: $20 & Under Sale
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Puff Shoulder Short Sleeves I Ruffle Cuffs
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X Marks The Spot Cross Back Keyhole Jumpsuit
Looking for flirty and playful? Look no further than the X Marks The Spot jumpsuit! You'll love this one-piece for all those spontaneous GNOs and dinner dates you got scheduled

Fits & Features
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Adjustable Spaghetti Straps Cross At Back
- Center Tie Front I Keyhole Opening
- Slant Hand Pockets
- Back Zipper With Hook & Eye Closure
- Wide Leg Openings
- Woven Textured Fabric
- Relaxed Fit I Minimal Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06302-0111
Category Name: $20 & Under Sale
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps Cross At Back