$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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Belted Boss Babe Pants
Keep it belted and sleek and get things done like the boss babe you are in these skinny pants! Pair this chic pair with a button-down blouse and blazer for a look that is ready for business!
Fit & Features
- High Rise Waist
- Adjustable Detachable Belt
- Double Row Hook Fasten Closure with Zipper
- Slant Pockets | Faux Back Pockets
- Skinny Leg Fit
- Lined Woven Knit Fabric
- Relaxed Fit | Moderate Stretch
Style Number/Barcode: 06402-0241
Category Name: $20 & Under Sale
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dotted Darling Satin Flare Skirt
Hey doll keep it gorge with a darling dotted pattern! Pair this must-have skirt with a fab blouse for a look that is ready for a brunch with the squad!
Fit & Features
- Elastic High Rise Waist
- Dotted Pattern
- Midi Length Silhouette
- Flared Hem
- Lined Satin Woven Fabric
- Relaxed Fit
- Minimal Stretch
Style Number/Barcode: 06401-0241
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Satin and Lace Midi Skirt
Keep it fab in satin and lace with this must-have skirt to pair with your favorite blouses or dress it down with a graphic tee!
Fit & Features
- High Rise Elastic Waist
- Lined Satin Fabric
- Side Slit
- Midi Length Silhouette
- Lace Trim
- Relaxed Fit | Minimal Stretch
- Hidden Zipper Closure
Style Number/Barcode: 06401-0242
Category Name: $20 & Under Sale
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Picture Purrfect Leopard Print Mesh Duster
Look absolutely picture purrfect in this sheer leopard print mesh duster! Layer over a simple LBD and pair with some mules for that fierce fashionista look!
Fit & Features
- Long fitted sleeves
- Drape open front
- Mid-length, flowy and relaxed fit
- Sheer leopard print mesh fabric
- Plenty of stretch
Style Number/Barcode: 06202-0079
Category Name: $20 & Under Sale
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek And Chic Stunner Lace-Up Back Dress
Looking sleek and chic babe! Style up this sultry dress for a fab look. It features a sleeveless square neckline, spaghetti straps that lead to a lace-up back, a curve-hugging silhouette, and an asymmetrical hem with a thigh-high side slit. Pair this stunning LBD with some glam gold hoops and heels for that ultimate bombshell look.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Lace-up back, tie closure
- Form-fitting silhouette
- Asymmetrical hem, side slit
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-1063
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flawless Beauty Mesh Mini Dress
You've got that flawless beauty babe! Showcase that in this gorg mesh LBD! Pair with some rhinestone earrings and strappy mules.
Fit & Features
- High rounded neckline
- Short sheer sleeves
- Short, curve hugging fit | Sheer mesh panel at hem
- Sheer mesh fabric | Lining
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05103-1058
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cute And Casual Striped Ribbed Crop Top
Cute & casual is your total vibe babe! Pair this perf striped ribbed crop top with some denim and booties to get a look you'll love!
Fit & Features
- Wrap front V neckline
- Long loose sleeves | Banded hems
- Banded cropped hem
- All over striped print
- Ribbed knit 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: 06001-2509
Category Name: $20 & Under Sale
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Susana Asymmetric Off-Shoulder Mermaid Dress
Special Occasion
The stunning Susana formal dress will have you radiating elegance! Susana's trendy asymmetric neckline adds a chic touch to her streamlined silhouette. Her wrap skirt reveals a flattering slit that lets you showcase your stylish heels. Make sure you bring a fab clutch to elevate your look.
Fit & Features
- Asymmetric off-shoulder slanted neckline, single shoulder strap
- High waist, floor-length mermaid silhouette
- Wrap skirt reveals front slit
- Crepe fabric, knit lining, moderate stretch
- Form-hugging fit
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-1726
Category Name: $20 & Under Sale
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Imogen Metallic A-Line Dress
Special Occasion
Bring the glamour in our A-List worthy Imogen dress! Her intricate metallic floral embroidery is adorned with sparkling heat stones! Pair her with statement stilettos for a luxe look!
Fit & Features
- Plunging V-Neckline | Mesh Inset
- Padded Cups
- Spaghetti Straps | Fish Hook Closure At Back
- Lattice Back
- Embroidered Floral | Heat Stones
- Lined Chiffon A-Line Silhouette | High Slit
- Relaxed Fit | Minimal Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05005-0040
Category Name: $20 & Under Sale
Price: $9.97 $239.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Indra Metallic Glitter Cross Back A-Line Dress
Special Occasion
Make a magical appearance! The glistening, dual-tone hues add a playful and unique flair, while Indra's accordion pleats let you move around effortlessly. Walk right in and make a stunning first impression in our enchanting Indra!
Fits & Features
- Adjustable Spaghetti Straps That Cross At The Back
- Plunging V Neckline I Padded Bust
- Back Zipper With Hook & Eye Closure
- Pleating All Over
- Floor Length Hem
- Textured Woven Fabric I Glitter Embellishments I Partial Mini Length Lining
- Form Hugging Fit I Ample Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05005-0048
Category Name: $20 & Under Sale
Price: $9.97 $249.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Demi Beaded Tulle Ball Gown
Special Occasion
From the moment you put on our Demi ball gown dress, you'll feel like you're living out an enchanting evening that you'll never forget! Her hand-beaded accents make her a true one of a kind and her tulle silhouette perfectly pairs with dazzling pumps!
Fit & Features
- Off The Shoulder Neckline | V-Neck Bust
- Off The Shoulder Elastic Strap Accents | No-Slip Strip
- Padded Cups
- Hand-Beaded Rhinestonestones
- Multi-Layered Tulle Ball Gown Silhouette
- Lined Mesh Fabric
- Relaxed Fit | Minimal Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05005-0012
Category Name: $20 & Under Sale
Price: $9.97 $299.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bayley Cross Back Satin Ball Gown
Special Occasion
A contrasting bodice and skirt make our beautiful Bayley noticeably unique. Her satin skirt flares into a voluminous princess ball gown, making her a twirl-worthy choice! Put your hair into a wispy, romantic up-do and don some rhinestone earrings for an elegant look!
Fits & Features
- Dual Spaghetti Straps That Cross At The Back I Back Zipper With Hook & Eye Closure
- Scoop Neckline I Padded Bust
- Contrasting, Smooth Knit Lined Bodice
- Slant Hand Pockets
- Floor Length Hemline I Ball Gown Silhouette I Pleated
- Satin-Like Skirt I Fully Lined I Petticoat
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05004-0113
Category Name: $20 & Under Sale
Price: $9.97 $199.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Milana Glitter Shine High Neck Ball Gown
Special Occasion
Crafted from sparkling glitter fabric, you'll look and feel enchanting once you slip into our Milana! The lace-up detail at back reveals a low open back and flares into a stunning ball gown silhouette. Milana will look gorgeous paired with rhinestone earrings and stilettos!
Fits & Features
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High Neckline I Padded Bust
- Spaghetti Straps That Cross & Lace Up At The Back I Low Open Back
- Back Zipper With Hook & Eye Closure
- Hidden Hand Pockets
- Floor Length Hem I Petticoat I Pleating Details I Ball Gown Silhouette
- Woven Glitter Fabric I Fully Lined
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05005-0055
Category Name: $20 & Under Sale
Price: $9.97 $219.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Neckline I Padded Bust
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Ramona Rhinestone Cross Back Crepe Dress
Special Occasion
At first glance, our Ramona showcases a streamline and lovely silhouette. Her floor-length hem features a sultry front slit, letting you show off those heels. But on the back, sparkling and glowing rhinestones add a glamorous factor to the look. We picture you wearing our Ramona with soft curls and twinkling jewelry to match!
Fits & Features
- Rhinestone Encrusted Shoulder Straps | Cross Back | Dual Bar Accents
- Cowl Back
- Scoop Neckline
- Floor Length Hem | Front Slit
- Crepe Lined Fabric
- Form Hugging Fit | Moderate Stretch
- Side Zipper
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0875
Category Name: $20 & Under Sale
Price: $19.97 $199.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish In Stripes Tassel Waist Tie Mini Dress
Leave work looking absolutely stylish in stripes with this cute mini dress! You'll love the cute drawstring tassels that cinch your waist! Slip into a pair of block heels and get your hair up into a high pony for a chic look!
Fits & Features
- V Neckline
- Button-Front
- Drawstring Waist With Tassel Detail
- Mini Length, Ruffle-Trim Hemline
- Drop Shoulder Balloon Sleeves With Elastic Cuffs
- Woven Fabric With All Over Striped Print
- Relax 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: 05102-0732
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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Oh My Ruched Asymmetric Dress
Oh my gawwwwd girl! Flaunt it in this form-hugging dress! We'd love to see you layer this look with rhinestone earrings and heels!
Fits & Features
- High Neckline
- Spaghetti Straps
- Drawstring Ruching At The Side
- Asymmetric Midi Length Hemline
- Stretchy Jersey Knit Fabric I Partial, Mini Length Lining
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 05101-0516
Category Name: $20 & Under Sale
Price: $14.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Got A Flair For It Ruffle Hem Mini Dress
Add some flair to your movement with this ruffle mini dress! Pair with some block heels and hoop earrings!
Fits & Features
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Spaghetti Straps
- Square Neckline I Princess Seams
- Back Zipper With Hook & Eye Closure
- Side Ruching
- Mini Length Silhouette I Ruffle Trim Hemline
- Smooth Textured Woven Fabric
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 05102-0698
Category Name: $20 & Under Sale
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spaghetti Straps
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Vivica Scroll Glitter Dress
Special Occasion
Spiraling patterns with sparkling glitter embellishments wrap around our form-hugging Vivica. A plunging V neckline showcases a barely-there mesh inset for subtle coverage. Go for a glamorous vibe by accessorizing her with a rhinestone clutch and earrings!
Fits & Features
- Spaghetti Straps
- Plunging V Neckline With Mesh Inset
- V Back With Zip Closure
- Floor Length Hem
- Mesh Lined Fabric With Glitter Scroll Pattern
- Form Hugging Fit I Plenty Of Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0876
Category Name: $20 & Under Sale
Price: $14.97 $199.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Denim Diva Zip Front Mini Dress
Stow your jeans and bust out a denim mini dress for the spring szn! Pair this with a lightweight long sleeve and some cute ankle booties!
Fits & Features
- Tank Shoulder Straps
- Scoop Neckline & Back
- Zipper Front I Linear Seam Details
- Mini Length Silhouette
- Denim Composition
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 05102-0471
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Anjolie Knot Front Satin Slit Dress
Special Occasion
Made from a smooth and lightweight satin fabric, you'll be looking sleek and luxe in our flattering Anjolie! Her dual front slits add drama and ups the level of sexiness. In case you have extra necessities, make sure you pair her with a gorge envelope clutch.
Fits & Features
- Spaghetti Straps
- V Neckline I Knot Front
- Back Zipper With Hook & Eye Closure
- Hidden Hand Pockets
- Floor Length Hemline I Dual Front Slits
- Lightweight Satin-Like Fabric
- Minimal Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0923
Category Name: $20 & Under Sale
Price: $14.97 $159.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Martina Metallic Glitter Mermaid Dress
Who doesn't love to shimmer in glitter? Our elegant Martina showcases a pin-tucked bodice that trails into a flattering mermaid silhouette. Accessorize and highlight your glow with some stunning sparkling jewelry!
Fits & Features
- Tank Shoulder Straps
- Plunging V Neckline & Back I Padded Bust
- Pintuck Design Along The Front & Back Bodice
- Back Zipper With Hook & Eye Closure
- Floor Length Hemline I Petticoat I Mermaid Silhouette
- Fully Lined, Glitter Knit Fabric
- Form Hugging Fit I Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0904
Category Name: $20 & Under Sale
Price: $14.97 $199.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Carmilla Satin High Low A-Line Dress
Special Occasion
Step out to any event in our gorgeous Carmilla! Made from a sleek satin-like composition, one of her defining features is her voluminous pleated skirt with a subtle high-low hem. You'll be pleased to know she has hidden hand pockets for storing your essentials and hands for those picture-perfect moments!
Fits & Features
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High Neckline I Spaghetti Straps I Princess Seams
- Back Zipper With Hook & Eye Closure
- Hidden Hand Pockets
- Floor Length, High Low Skirt I I A-Line Silhouette
- Petticoat I Horsehair-Trim Hem For Fullness
- Satin-Like Fabric I Fully Lined
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0948
Category Name: $20 & Under Sale
Price: $19.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Neckline I Spaghetti Straps I Princess Seams
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Lyra Glitter Lace Party Dress
Special Occasion
Glide around the dance floor in our captivating Lyra! Made from a sparkling glitter lace fabric and featuring a full, skater-style skirt, you'll feel party-ready the moment you slip her on! Don't forget to accessorize with some sparkling earrings and heels to match!
Fits & Features
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Adjustable Spaghetti Straps
- Surplice V Neckline I Padded Bust
- Back Zipper With Hook & Eye Closure
- Mini Length Silhouette I Petticoat I Skater-Style Silhouette
- Lined Glitter Lace Fabric
- Moderate Stretch
- Glitter May Transfer
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0425
Category Name: $20 & Under Sale
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps
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Can't Forget Me Floral Side Ruched Mini Dress
Honey, they can't even take their eyes off of you! Walk around like the goddess you are in this figure-hugging mini dress! Don't forget to add some heels to really pull th look together for that brunch you got planned

Fits & Features
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Adjustable Spaghetti Straps
- V Neckline I Square Back
- Mini Length Silhouette
- Ruching Along Side Seam
- Stretchy Woven Fabric
- Form Hugging Fit I Plenty Of Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0520
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps