$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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$20 & Under Sale
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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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Miami Mood Tropical Print Cutout Maxi Dress
This alluring tropical print maxi dress is an iconic pick for a summer vacay to Miami! It features a sleeveless halter neckline with cross-front straps, a sultry center bust cutout followed by a chic O-ring accent, dual waist cutouts on each side, a backless design with dual tie-back straps, a floor-length hem with dual thigh-high front slits, and a flowy A-line silhouette. The lightweight woven fabric showcases an all-over tropical palm leaf pattern. Style with hoop earrings and clear mules.
Fit & Features
- Sleeveless halter neckline, cross-front straps, tie-back design
- Center bust cutout, O-ring accent, dual waist cutouts
- Backless design, dual tie-back straps, elasticized back waistband
- Floor-length hem, dual high front slits, A-line silhouette
- Tropical palm leaf print
- Woven fabric, lined bust, no stretch
- Runs true to size
Style Number/Barcode: 05102-5087
Category Name: $20 & Under Sale
Price: $5.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Noteworthy Flirt Ruffled Lace-Up Mini Dress
Everyone will take note of your flirtiness in this mesh mini dress perfect for daytime parties! It features a sleeveless square neck, spaghetti straps that lace up along the open back, a bodycon silhouette, and all-over ruffled trim detail. Complete the look with statement earrings.
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Lace-up, open back
- Bodycon silhouette
- Mini-length hem
- All-over ruffled trim, mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-5168
Category Name: $20 & Under Sale
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Beverley Scuba Knit Ruffle V-Neck Party Dress
Special Occasion
A modern beauty, the Beverley party dress is sure to make a toast-worthy entrance! She stuns in a sleeveless plunge V-neckline with a dramatic tiered ruffle with a bonded edge trim, a bodycon silhouette, and a mini-length hem. The formal party dress is composed of a sleek scuba knit fabric with lining and minimal stretch. Complete the look in statement spiral heels for a bachelorette or cocktail party!
Fit & Features
- Sleeveless plunge V-neckline
- Tiered ruffle with a bonded edge trim
- Back zipper and hook-eye closure
- Bodycon silhouette, mini-length hem
- Lined scuba knit fabric, minimal stretch
- Strapless bra or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1608
Category Name: $20 & Under Sale
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basics That Shine Rhinestone Crop Tank Top
An elevated basic tank top that will make you shine! Standout in this crop top featuring a sleeveless square neckline, a cutout front with rhinestone embellished straps, and a fitted hem on stretchy rib knit fabric. Style with a fab mini skirt for dinner and drinks!
Fit & Features
- Sleeveless square neckline
- Cutout front, rhinestone straps
- Fitted crop hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06002-1570
Category Name: $20 & Under Sale
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Carrie Satin Rose Party Dress
Special Occasion
A sweet pick for upcoming weddings and fancy soirees! The Carrie satin party mini dress features a classic strapless sweetheart neckline with non-slip grip lining, a padded bust, and a front statement rose with cascading ruffle, a bodycon silhouette, and a flirty mini-length hem. She's composed of a smooth silky satin fabric with moderate stretch. Complete the look with fluttery faux lashes for a doll vibe!
Fit & Features
- Strapless sweetheart neckline, non-slip grip lining, padded bust
- Back zipper and hook-eye closure
- Statement rose with cascading ruffles
- Bodycon silhouette, mini-length hem
- Silky satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-1683
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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I Like Big Gems Spiral Stiletto Heels
Don't lie, you know these satin stiletto heels will wind up in your closet! They feature a round toe, a wide toe strap with statement gemstone embellishments, an iridescent metallic footbed with a memory foam sole, and a spiral ankle strap with statement gemstones. Complete the look with eye-catching earrings for a formal event!
Fit & Features
- Round toe
- Wide toe strap, statement gemstone embellishments
- Iridescent metallic footbed, memory foam sole
- Stiletto heel
- Spiral ankle strap with statement gemstones
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4355
Category Name: $20 & Under Sale
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tie The Knot Rhinestone Flat Sandals
Tie your outfit together by sliding into these statement-flat sandals! Featuring a round toe, a PVC clear strap with multiple rhinestone embellished straps that form a trendy knot design, and a faux leather footbed. Style with a chic ring set for added sparkle!
Fit & Features
- Round toe
- PVC clear strap
- Multiple rhinestone embellished straps, knot design
- Faux leather footbed
- Flat sole
- Runs a 1/2 size bigger
Style Number/Barcode: 07404-1127
Category Name: $20 & Under Sale
Price: $9.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Time To Strut Glitter Flower Stiletto Heels
Strut your shine in these glitter stiletto heels showcasing all the sparkle! They feature a platform round toe, a wide curved strap with a flower cutout design, and a thin ankle strap with adjustable buckle closure. Complete the look with an embellished clutch for a special occasion!
Fit & Features
- Platform round toe
- Wide curved strap, flower cutout design
- Thin ankle strap, buckle closure
- Stiletto heel
- Glitter mesh material
- Runs true to size
Style Number/Barcode: 07401-4426
Category Name: $20 & Under Sale
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Summer Refresh One-Shoulder Bodycon Mini Dress
This chic bodycon mini dress is the summer style refresh you need! It features an asymmetric one-shoulder neckline with an O-ring accent, a thin braided shoulder strap, a mini-length hem, and a curve-hugging silhouette. The double-lined brushed knit fabric offers plenty of stretch. Complete the look with strappy sandals.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline
- O-ring accent, thin braided shoulder strap
- Mini-length hem
- Bodycon fit
- Double-lined brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5151
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Babe Tropical Print Maxi Dress
Create an iconic vacay babe look with this alluring tropical print maxi dress! It features a sleeveless square neckline, spaghetti straps, a flattering high waist seam, ruching down one side leading to a thigh-high slit, and a long-length hem with a curve-hugging silhouette. The lightweight knit fabric features an all-over tropical palm leaf print. Complete the 'fit with strappy sandals and sleek shades.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- High waist seam, ruched side seam, thigh-high slit
- Long-length hem, curve-hugging fit
- Tropical palm leaf print
- Knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5178
Category Name: $20 & Under Sale
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual-Chic Style Muse High Slit Maxi Dress
Show off your elevated casual-chic style in this high slit maxi dress. Featuring a sleeveless crew neckline with tank shoulder straps, trendy side cutouts at the waist, a maxi-length hem, and a thigh-high side slit, this dress will get you major compliments. The ribbed knit fabric offers plenty of stretch. Complete the look with sleek hoops and strappy heels.
Fit & Features
- Sleeveless crew neckline
- Tank shoulder straps
- Dual side cutouts at the waist
- Maxi-length hem
- High side slit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4866
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Blaire Formal Satin Corset Slim Long Dress
Special Occasion
The Blaire formal satin dress is ready for debut at award ceremonies and banquets! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset bodice with a padded underwire bust, flexible boning, and stitch detailing. Her slim curve-hugging silhouette is designed with a high side slit to show some skin and a long hem. The formal dress is composed of a luxe satin fabric with a stretchy knit lining. Complete the look in platform heels.
Fit & Features
- Sleeveless sweetheart neckline, adjustable spaghetti straps, draped pleat
- Corset bodice, padded underwire bust, flexible boning
- Back zipper and hook-eye closure
- Slim curve-hugging silhouette, high side slit, long hem
- Luxe satin, stretchy knit lining
- No bra required
- Runs true to size
Style Number/Barcode: 05002-7251
Category Name: $20 & Under Sale
Price: $19.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stand In Command Cargo Denim Midi Skirt
Everyone will rise when you stand in stylish command! This denim midi skirt features a flattering high-rise waist, hip-hugging fit, dual cargo flap pockets on each side, and a center front slit. The cotton-blend denim fabric offers minimal stretch. Complete the look in a basic tee and your favorite sneakers for an on-trend style!
Fit & Features
- High-rise waist
- Hip-hugging fit
- Dual cargo flap pockets on each side
- Center front slit, midi-length hem
- Classic two-pocket styling, front button, hidden zipper closure, belt loops
- Cotton-blend denim fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06601-0131
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simple And Sultry Cutout Midi Dress
Simple and sultry, this cutout midi dress will make a chic impression. It features a sleeveless V-neckline with ruching and a center O-ring accent, spaghetti straps, a front waist cutout, a midi-length hem with a thigh-high front slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with lace-up heels.
Fit & Features
- Sleeveless V-neckline, ruched, center metal O-ring accent
- Spaghetti straps
- Front waist cutout, high waist
- Midi-length hem, high front slit
- Curve-hugging fit
- Knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2298
Category Name: $20 & Under Sale
Price: $5.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Space Glam Coated Faux Leather Cargo Pants
These fabulous faux leather cargo pants will give off major space glam vibes! They feature a high-rise waist, a front zipper and button closure, front and back pockets, a straight-leg silhouette, and are composed of a coated faux leather fabric with a metallic sheen. Style with a basic crop top and clear mules.
Fit & Features
- High-rise waist, belt loops
- Hidden front zipper, button closure
- Dual front and back pockets
- Straight-leg silhouette
- Coated faux leather fabric, metallic sheen
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06402-1305
Category Name: $20 & Under Sale
Price: $22.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual Hangout Straight-Leg Cargo Pants
These trendy straight-leg cargo pants are perfect for a casual hangout with your squad. They feature a mid-rise waist with a back elastic waistband, front and back pockets, large cargo-style side pockets with button closures, a relaxed fit, and an edgy-washed effect creating a faded look on the woven fabric. Style with a crop top and sneakers, or a corset top and mules!
Fit & Features
- Mid-rise waist, back elastic waistband, belt loops
- Hidden front zipper, button closure
- Dual front and back pockets, button closures
- Dual large cargo-style side pockets, button closures
- Straight-leg silhouette, back strap accents by the hem, relaxed fit
- Washed effect, woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0774
Category Name: $20 & Under Sale
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dreamy Island Vibes Floral Strapless Jumpsuit
Bring those dreamy island vibes to your summer vacay look with this floral jumpsuit. It features a strapless straight-across neckline, a stretchy smocked bodice, a high waist seam with a braided tie-front belt, a wide-leg silhouette, and an all-over abstract floral and palm leaf print. The smooth knit fabric offers a moderate stretch. Style with slip-on sandals and sleek shades.
Fit & Features
- Strapless straight-across neckline
- Stretchy smocked bodice
- High waist seam, braided tie-front belt
- Wide-leg silhouette
- Abstract floral and palm leaf print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2375
Category Name: $20 & Under Sale
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Artsy Allure Abstract Print Skater Romper
Show off an artsy allure in this chic abstract print skater romper. It features a sleeveless plunging V-neckline, adjustable spaghetti straps that lead to an open back with a cross-back strap design, a high waist with a tie-front belt, a short skater skirt overlay with a flowy fit and a scalloped hem, and fitted shorts. The sheer chiffon fabric features an all-over abstract multi-print pattern and includes a full knit lining. Style with lace-up heels.
Fit & Features
- Sleeveless plunging V-neckline
- Adjustable spaghetti straps, open back, cross-back straps
- High waist, tie-front belt, lower back zipper, hook and eye closure
- Short pleated skater skirt overlay, flowy fit, scalloped hem, fitted shorts
- Abstract multi-print pattern
- Sheer pleated chiffon fabric, full knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0336
Category Name: $20 & Under Sale
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Codi High-Rise Dad Jeans by Windsor Denim
Your best silhouette yet is to be experienced in the Codi dad jeans by Windsor Denim! They feature a flattering ultra-high-rise waist, a slim hip-hugging fit, front distressed accents for a trendy look, and split sides along the hem. The dad jeans are crafted from a premium medium wash denim fabric with a color fading and slight stretch. Complete the look in a sleeveless bodysuit for a casual backyard dinner!
Fit & Features
- Ultra high-rise waist
- Slim curve-hugging fit, dad-style leg
- Front distressed accents, split sides along hem
- Front button and hidden zipper closure
- Five-pocket styling, belt loop accents
- Medium wash denim fabric, color fading, slight stretch
- Runs true to size
Style Number/Barcode: 06602-0419
Category Name: $20 & Under Sale
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Artsy Abstract Print Cutout Jumpsuit
You'll be feelin' artsy and chic in this alluring abstract print jumpsuit. It features a sleeveless plunging V-neckline with a padded bust, halter spaghetti straps with a tie-back design, and a small center cutout with a metal accent under the bust. The waist has dual cutouts on each side with chunky chain-link accents connected to straps for a bold vibe, an open back with dual tie-back straps, and a wide-leg silhouette with a relaxed fit. The woven fabric showcases an all-over multi-colored abstract print pattern that will catch everyone's eye. Style with espadrille sandals.
Fit & Features
- Sleeveless plunging V-neckline, padded bust
- Halter spaghetti straps, tie-back design
- Small center cutout under the bust, metal accent
- Dual waist cutouts, chain-link accents connected to straps
- Open back, dual tie-back straps, lower back zipper, hook and eye closure
- Wide-leg silhouette, relaxed fit
- Multi-colored abstract print, woven fabric, knit lining at the bust, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-1326
Category Name: $20 & Under Sale
Price: $6.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Everyday Basic Seamless Mock Neck Halter Top
This everyday basic seamless ribbed knit crop top needs to be in your lineup! It features a sleeveless mock neckline with a halter design, a partially open back, and a fitted, banded, cropped hem. The lightweight knit fabric offers plenty of stretch for comfortable wear. Style with sculpting biker shorts.
Fit & Features
- Sleeveless mock neckline
- Halter design
- Partially open back
- Fitted, banded, cropped hem
- Seamless ribbed knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 07107-0919
Category Name: $20 & Under Sale
Price: $4.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Weekend Plans Wide-Leg Pants
These airy and chic wide-leg pants are perf for your casual weekend plans. They feature a high-rise elasticized waist, a faux front drawstring, dual front pockets, and a relaxed fit with a wide-leg silhouette. The lightweight gauze fabric has no stretch. Style with a crop top and sandals for a breakfast date.
Fit & Features
- High-rise elasticized waist
- Faux front drawstring
- Dual front pockets
- Relaxed fit, wide-leg silhouette
- Gauze fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0778
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sunkissed Beauty Tropical Print Cutout Maxi Dress
You'll be a stunning sunkissed beauty in this tropical print maxi dress that will give off alluring energy. It features a sleeveless asymmetric one-shoulder neckline with a single bungee spaghetti strap, a bold asymmetric side cutout at the waist with a chic O-ring accent, a hip-hugging fit, a sultry thigh-high side slit, and a floor-length hem. The smooth and stretchy knit fabric features an all-over tropical palm leaf print. Style with strappy sandals.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline
- Single bungee spaghetti strap
- Asymmetric side cutout at the waist, O-ring accent
- Hip-hugging fit, high side slit, floor-length hem
- Tropical palm leaf print
- Knit fabric, mini-length lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5091
Category Name: $20 & Under Sale
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Instant Fave Disty Floral Short Sleeve Midi Dress
This adorable disty floral midi dress will be an instant fave of yours for the summer season. It features a crew neckline, short fitted sleeves, a small top keyhole cutout at the back with a button closure, a larger lower back cutout, a high waist seam, a midi-length hem with a high front slit, and a form-hugging silhouette. The floral printed brushed knit fabric offers plenty of stretch. Style with espadrille sandals.
Fit & Features
- Crew neckline, short sleeves
- Small back keyhole cutout, button closure
- Larger lower back cutout, high waist seam
- Midi-length hem, front slit, form-hugging fit
- Ditsy floral print
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5184
Category Name: $20 & Under Sale
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale