$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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Island Guru Pleated Wide Leg Pants
Elevate your island vacation look with these sassy satin pants perfect for dinner and drinks! It features a flattering high-rise elasticized smocked waist, and a wide-leg silhouette and is composed of pleated satin fabric with lining. Style with the matching top.
Shop Matching Top: Island Guru Pleated Bandeau Top
Fit & Features
- High-rise elasticized smocked waist
- Wide-leg silhouette
- Pleated satin fabric with lining
- No stretch
- Runs true to size
Style Number/Barcode: 06402-0621
Category Name: $20 & Under Sale
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Running Wild Zebra Print Mini Skirt
Look stylish in this zebra print mini skirt running wild keeping up with your social calendar! It features a high-rise elasticized waist, a bodycon silhouette, and a flirty slit hem on brushed knit stretchy fabric. Complete the look with the matching top.
Shop The Matching Top: Running Wild Zebra Print Crop Top
Fit & Features
- High-rise elasticized waist
- Bodycon silhouette
- Slit mini-length hem
- Zebra print
- Brushed knit stretchy fabric
- Runs true to size
Style Number/Barcode: 06501-0787
Category Name: $20 & Under Sale
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Running Wild Zebra Print Crop Top
Look stylish in this zebra print mini skirt running wild keeping up with your social calendar! It features a sleeveless halter neckline, spaghetti straps, an open lace-up back, and a fitted crop hem on brushed knit stretchy fabric. Complete the look with matching bottoms.
Shop The Matching Bottoms: Running Wild Zebra Print Mini Skirt
Fit & Features
- Sleeveless halter neckline
- Spaghetti straps, lace-up open back
- Fitted crop hem
- Zebra print
- Brushed knit stretchy fabric
- Runs true to size
Style Number/Barcode: 06001-4696
Category Name: $20 & Under Sale
Price: $3.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Business-Chic Envelope Skort
Make major boss moves in this business-chic skort! It features a high-rise waist, a wrap-front overlay to create an envelope design, dual back pockets, and a fitted silhouette. Style with a basic bodysuit and the matching blazer and you'll be dressed to impress.
Shop Matching Blazer: Business-Chic Double-Breasted Blazer
Fit & Features
- High-rise waist, elasticized back waistband
- Hidden side zipper
- Wrap-front overlay, envelope design
- Dual faux back pockets
- Fitted silhouette
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0298
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Business-Chic Double-Breasted Blazer
Make major boss moves in this business-chic blazer! It features a lapel collar, shoulder pads for structure, long cuffed sleeves, a double-breasted design, dual faux pockets, and a fitted silhouette. Style with a basic bodysuit and the matching skort and you'll be dressed to impress.
Shop Matching Bottoms: Business-Chic Envelope Skort
Fit & Features
- Lapel collar, shoulder pads
- Long sleeves, cuffed hems
- Double-breasted design
- Dual faux pockets
- Fitted silhouette
- Woven fabric, smooth lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1600
Category Name: $20 & Under Sale
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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True Romance Floral Chiffon Lace Dress
Fall for this floral chiffon dress to add romance this season! The dress features a sleeveless V-neckline, adjustable spaghetti straps, an lovely lace back with a lower cutout, and a flattering skater short-length silhouette. Complete the look with a dainty ring set.
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Lace back, lower cutout
- Skater silhouette
- Tiered short-length hem
- Floral watercolor print
- Airy chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2220
Category Name: $20 & Under Sale
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Fantasy Chiffon V-Neck Midi Dress
You'll be a chic fantasy come true in this breezy chiffon midi dress at rehearsal dinners, cocktail parties, and celebrations! The dress features a sleeveless V-neck with a wire insert, adjustable spaghetti straps, a pleated bust, hidden side pockets, and an A-line silhouette with a flirty slit hem. Complete the look in fringe earrings and sandals.
Fit & Features
- Sleeveless V-neck, wire insert, pleated bust
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Hidden side pockets
- A-line silhouette, front slit, midi-length hem
- Airy chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2229
Category Name: $20 & Under Sale
Price: $5.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Denim Daze Button Crop Vest
The perfect denim vest to give our outfit a cute western vibe! It features a sleeveless V-neck, button-down front, faux pockets, and a curved crop hem. Style with best-selling bottoms for a festival or an art walk downtown!
Fit & Features
- Sleeveless V-neck
- Button-down front
- Faux pockets
- Curved, crop hem
- Non-stretch rifid denim fabric
- Runs true to size
Style Number/Barcode: 06203-0491
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chain Direction One Shoulder Crepe Jumpsuit
Reroute your direction to cross with this crepe jumpsuit perfect for cocktail hour with the girls and date nights! It features a sleeveless one-shoulder neckline, tank shoulder strap, a front waist belt accent with a chain link trim, and a wide-leg silhouette. Complete the look in sleek hoop earrings.
Fit & Features
- Sleeveless one-shoulder neckline
- Tank shoulder strap
- Front waist belt, chain link trim
- Wide-leg silhouette
- Stretchy crepe fabric
- Runs true to size
Style Number/Barcode: 06502-2303
Category Name: $20 & Under Sale
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sippin' On Sultry Off The Shoulder Maxi Dress
Strut your sultry self in this off-the-shoulder maxi dress for sipping on cocktails at sunset! It features a strapless neckline, fitted long sleeves, a bodycon silhouette, and a high-side slit along the hem. The dress is composed of a slinky knit and stretchy fabric. Complete the look with block heels.
Fit & Features
- Strapless neckline
- Off-the-shoulder
- Fitted long sleeves
- High-side slit
- Maxi-length hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5124
Category Name: $20 & Under Sale
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet For The Summer Floral Lace Mini Dress
Create the sweetest look for weekend brunches or daytime parties in this adorable floral lace mini dress. It features a sleeveless sweetheart neckline with a dainty ruffled trim, a bust seam outline with center buttons, adjustable spaghetti straps, dual vertical ruched accents that run down the length of the dress with adjustable ties at the mini-length hem, and a curve-hugging fit. The sheer floral lace fabric includes a full knit lining. Style with cork wedges.
Fit & Features
- Sleeveless sweetheart neckline, ruffled trim
- Bust seam outline, three center buttons
- Adjustable spaghetti straps, back zipper, hook and eye closure
- Dual vertical ruched accents, adjustable ties
- Mini-length hem, bodycon fit
- Sheer floral lace fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1594
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Oh-So-Sweet Puff Sleeve Mini Dress
Create an oh-so-sweet look in this darling puff sleeve mini dress! It features a square neckline, short puff sleeves, an open-back design with bar straps, a mini-length hem, and a form-hugging fit for a figure-flattering silhouette. The crepe fabric offers a moderate stretch. Style with clear heels for a dinner date.
Fit & Features
- Square neckline
- Short puff sleeves, elastic cinched hems
- Open-back design, dual elasticized bar straps
- Mini-length hem
- Form-hugging fit
- Crepe fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2098
Category Name: $20 & Under Sale
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Light Up The Night Sequin Lace-Up Dress
Light up the night in this party-ready sequin skater dress! It features a sleeveless square neck, spaghetti straps that lace up along the back, and a flattering short-length silhouette. Style with platform block heels and a clutch to complete the look!
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Lace-up back
- Skater, short-length silhouette
- Sequin-knit mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2028
Category Name: $20 & Under Sale
Price: $5.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feel The Rhythm Crochet Lace-Up Vest
Feel the rhythm in this crochet vest perfect for festivals or concerts! It features a sleeveless V-neckline, wide shoulder straps, a front lace-up design, and a pointed crop hem. Complete the look in trendy denim shorts.
Fit & Features
- Sleeveless V-neckline
- Wide shoulder straps
- Front lace-up design
- Pointed crop hem
- Crochet fabric, sewn-in knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4803
Category Name: $20 & Under Sale
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On The Low-Rise Cargo Flare Pants
Keep your style on the low in these on-trend poplin woven pants for a cool look this summer! They feature a flattering low-rise waist, a hip-hugging fit, cargo flap pockets on the sides, and a flared hem. Complete the look in a cute graphic tee and sunglasses.
Fit & Features
- Low-rise waist, hip-hugging fit
- Cargo flap pockets on the sides and back
- Flared hem
- Front dual button closures, hidden zipper
- Six-pocket styling, belt loop accents
- Poplin woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06302-0757
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Meet In The Hamptons Linen Crop Top
This linen crop top has a Hampton's getaway written all over it! Look cute strolling through the town in this top featuring a sleeveless halter V-neckline and dual tie-back neck and lower back straps. Style with the matching bottoms and a dainty necklace to complete the chic look!
Shop Matching Bottoms: Meet In The Hamptons Linen Wide Leg Pants
Fit & Features
- Sleeveless halter V-neckline
- Dual tie-back neck and lower back straps
- Cropped hem
- Lined linen fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2163
Category Name: $20 & Under Sale
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Meet In The Hamptons Linen Wide Leg Pants
These linen wide-leg pants have a Hampton's getaway written all over it! Look cute strolling through the town in these pants featuring a flattering high-rise waist and a hidden back zipper closure. Style with the matching top and a dainty necklace to complete the chic look!
Shop Matching Top: Meet In The Hamptons Linen Crop Top
Fit & Features
- High-rise waist
- Hidden back zipper closure
- Wide-leg silhouette
- Lined linen fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0723
Category Name: $20 & Under Sale
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Artsy Blooms Floral Mini Skirt
Create an artsy-chic look with this floral mini skirt for an evening downtown! It features a high-rise waist, a front ruched seam atop a slit hem, and a bodycon silhouette on stretchy mesh-lined fabric. Style with a crop top and heels.
Fit & Features
- High-rise waist
- Front ruched seam
- Bodycon silhouette
- Mini-length hem with slit
- Floral artsy bloom print
- Mesh fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0802
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fierce Summer Vibes Rhinestone Fishnet Mini Dress
Layer on this fab rhinestone fishnet mini dress over short dresses, bodysuits, or swimsuits to give off fierce summer vibes! It features a crew neckline, short sleeves, a mini-length hem, a form-hugging fit, and all-over sparkling iridescent rhinestone embellishments on the sheer unlined fishnet fabric. Complete the look with sleek hoop earrings.
Fit & Features
- Crew neckline
- Short sleeves
- Mini-length hem
- Form-hugging fit
- Mini iridescent rhinestone embellishments
- Sheer unlined fishnet fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4766
Category Name: $20 & Under Sale
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Look Your Cutest Floral Chiffon Mini Skirt
Look your cutest in this floral mini skirt for a stylish stroll downtown to brunch! It features a high-rise waist, a form-hugging fit, and an asymmetrical ruffle trim on airy chiffon fabric. Complete the look in a basic strapless top and heels.
Fit & Features
- High-rise waist
- Hidden side zipper and hook-eye closure
- Form-hugging fit
- Asymmetrical ruffle trim, mini-length hem
- Ditsy floral print
- Airy chiffon woven fabric
- Runs true to size
Style Number/Barcode: 06401-0490
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Night Out One-Shoulder Jumpsuit
Have yourself a chic night out in this stylish jumpsuit that will give off alluring vibes! It features a sleeveless asymmetric one-shoulder neckline with a sheer mesh strap, a bold cutout above the bust, a high waist seam, a hip-hugging fit, and a wide-leg silhouette. Complete the look with hoop earrings and platform heels.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline, sheer mesh strap
- Cutout above the bust
- High waist seam
- Hip-hugging fit
- Wide-leg silhouette
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2304
Category Name: $20 & Under Sale
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Slit Decision Crepe High-Rise Pants
You'll be wearing these crepe pants on repeat! They feature a flattering high-rise elastic waistband, a hip-hugging fit, side slit accents, and a flowy wide-leg silhouette. Complete the look with a basic tee and heels for after-work cocktails.
Fit & Features
- High-rise elastic waistband
- Hip-hugging fit
- Side slit accents
- Wide-leg silhouette
- Stretchy crepe fabric
- Runs true to size
Style Number/Barcode: 06502-2286
Category Name: $20 & Under Sale
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wild And Free Long Fringe Belt
Live it up this festival season with this long fringe belt that brings those wild and free vibes. It features a faux leather waist with dual front adjustable buckles and a long, flowy fringe design at a midi-length hem. Style over a mini skirt or a lingerie set!
Fit & Features
- Dual front adjustable buckles
- Long, flowy fringe design, midi-length hem
- Faux leather material
Style Number/Barcode: 07301-0602
Category Name: $20 & Under Sale
Price: $8.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Candace Formal Satin Low Back Mermaid Dress
Special Occasion
Ready for the red carpet or walk down the aisle as a bridesmaid, the Candace formal satin dress is sure to leave a breathtaking impression! She features a sleeveless plunge halter V-neckline with hook-eye closures, a strappy low-back design, a padded bust, and a figure-flattering mermaid silhouette with a floor-sweeping hem. The formal dress is composed of luxurious woven satin fabric with lining and no stretch. Complete the look in rhinestone hoop earrings and a clutch.
Fit & Features
- Sleeveless plunge halter V-neckline, hook-eye closures
- Padded bust, strappy low back
- Lower back zipper and hook-eye closure
- Mermaid silhouette, floor-length hem
- Luxe satin woven fabric, lining, no stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-3088
Category Name: $20 & Under Sale
Price: $19.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale