$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.

  • Endless Summer Fishnet Bikini Bottoms

    Spend endless days in your shades and these bikini bottoms for summer! It features a hipster style silhouette, side tie closures so you can customize the fit, and a fishnet overlay. Complete the look in the matching bikini top.

    Shop The Matching Bikini Top: Endless Summer Fishnet Bikini Top

    Fit & Features

    • Hipster style silhouette
    • Side tie closures
    • Cheeky coverage
    • Fishnet overlay
    • Fits true to size 

     

    RETURNS ARE ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0834

    Category Name: $20 & Under Sale

    Price: $8.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Better Together High Rise Shorts

    You're better off with high-rise shorts like this perfect for vacay and beyond! It features an elasticized waistband, adjustable drawstring sides so you can adjust the fit and dolphin style hem. Complete the look in the matching top.

    Shop The Matching Top: Better Together Crop Tank Top

    Fit & Features

    • High rise elasticized waist
    • Adjustable drawstring sides
    • Dolphin style hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 07103-0757

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Better Together Crop Tank Top

    You're better off with a crop tank top like this perfect for vacay and beyond! It features a sleeveless, scoop neck, tank straps, side drawstrings so you can adjust the fit. Complete the look in the matching bottoms.

    Shop The Matching Bottoms: Better Together High Rise Shorts

    Fit & Features

    • Sleeveless, scoop neck, tank straps
    • Adjustable side drawstrings
    • Cropped hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 07103-0756

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Cozy Vibes Pajama Tank

    Bring all the cozy vibes with this fuzzy knit pajama tank! It features a sleeveless scoop neckline, tank shoulder straps, and a cropped, form-hugging fit. The lightweight soft knit fabric offers a moderate stretch. Style with the matching pajama pants for the cutest loungewear look.

    Shop Matching Bottoms: All The Cozy Vibes Pajama Pants

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Cropped, form-hugging fit
    • Soft fuzzy knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0748

    Category Name: $20 & Under Sale

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Cozy Vibes Pajama Pants

    Bring all the cozy vibes with these fuzzy knit pajama pants! They feature a high-rise elasticized waist and wide pant legs with a relaxed fit. The lightweight soft knit fabric offers a moderate stretch. Style with the matching pajama tank for the cutest loungewear look.

    Shop Matching Top: All The Cozy Vibes Pajama Tank

    Fit & Features

    • High-rise elasticized waist
    • Wide pant legs
    • Relaxed fit
    • Soft fuzzy knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0749

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Mixed Emotions Tie-Front Top

    Zebra or leopard? Why not both! This crop top features both prints perfect for creating a wild-chic look. It features long sleeves, a collared plunge v-neck, and a tie-front. Composed of stretchy smooth knit fabric. Style with a lace bralette.

    Fit & Features

    • Long sleeves
    • Collared plunge v-neck
    • Tie-front
    • Zebra/leopard print
    • Cropped hem
    • Stretchy smooth knit fabric
    • Fits true to size

    Style Number/Barcode: 06202-0307

    Category Name: $20 & Under Sale

    Price: $19.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prepped For Anything Cutout Mini Dress

    With this mini dress, you'll be ready for whatever plans come up! It features long sleeves, a collared neck, button-down closures, a sultry cutout bodice on a bodycon silhouette. Composed of stretchy rib-knit fabric. Style with mules.

    Fit & Features

    • Long sleeves, collared neck
    • Button-down closures
    • Cutout bodice
    • Bodycon silhouette
    • Mini-length hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4354

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie Puff Linen Corset Top

    Look like a cutie puff in this linen corset top featuring short sleeves, a square neck, front hook-eye closures, and a cropped hem with a smocked back. Complete the look in a plaid mini skirt.

    Fit & Features

    • Short puff sleeves, ruffled elastic cinched hems
    • Square neckline
    • Front hook-eye closures
    • Cropped hem
    • Smocked back
    • Linen fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1785

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Oversized Corduroy Shacket

    Step up your everyday look with this trendy oversized corduroy shacket. It features a collared neckline, long sleeves, a complete button-down front, and a cute relaxed fit. Style this shacket with light-wash jeans and sneakers.

    Fit & Features

    • Collared neckline
    • Long sleeves, single buttons to cuff
    • Complete button-down front
    • Single chest pocket
    • Relaxed, oversized fit
    • Corduroy fabric, no stretch

    Style Number/Barcode: 06204-1361

    Category Name: $20 & Under Sale

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Sweet Mesh Tie-Front Top

    Take in the sweetness of this mesh crop top perfect for a day out with friends. It features long sleeves with fitted cuffs, a sweetheart neck, and a tie-front on mesh-lined fabric with a moderate stretch. Finish the look in trendy flared jeans.

    Fit & Features

    • Long sleeves with fitted cuffs
    • Sweetheart neck
    • Tie-front 
    • Cropped hem
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3852

    Category Name: $20 & Under Sale

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Plunge Cutout Top

    Take a major plunge in a top that doesn't shy away from showing some skin. The top features a plunging V-neckline, a rhinestone embellished O-ring at the center of the bodice, dual cutouts at the waist, long sleeves, and a peplum hem. The top is composed of a chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with liquid leggings and heels. 

    Fit & Features

    • Plunging V-neckline
    • Rhinestone embellished O-ring
    • Dual cutouts at waist
    • Long sleeves, elastic cuff
    • Peplum hem
    • Lined chiffon fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06003-1661

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Forever Trendy Denim Mini Skirt

    This denim mini skirt will be forever trending! It features a high-rise waist, bodycon silhouette, and a front slit accent with a back zipper closure. Composed of stretchy denim fabric. Finish the look with a cute cardigan.

    Fit & Features

    • High-rise waist
    • Front slit accent
    • Bodycon silhouette
    • Mini-length hem
    • Back zipper closure
    • Stretchy denim fabric
    • Runs true to size

    Style Number/Barcode: 06601-0068

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Simplicity Chiffon Crop Top

    Showcase a chic and simple style with this airy chiffon and crepe crop top. It features a crepe bodice with a deep V-neckline, long sheer chiffon bishop sleeves, and a cropped, form-hugging fit. Style this top with your fave high-waisted jeans.

    Fit & Features

    • Crepe bodice
    • V-neckline, no-slip strip
    • Long sheer chiffon bishop sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • Cropped, form-hugging fit
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1382

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spring Solstice Chiffon Tie Romper

    Bring on the warmer temps in this stylish chiffon romper perf for brunches! It features long sleeves, a collared v-neck, a surplice bodice with tie closure, and a snake pattern. Composed of non-stretch chiffon fabric with an inner knit lining. Style with lace-up heels.

    Fit & Features

    • Long sleeves, collared v-neck
    • Surplice bodice, tie-waist closure
    • Snake pattern
    • Chiffon fabric, inner knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 06303-0167

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Right On Track Ribbed Top

    Stun in a top that keeps your look right on track, babe! The top features a collared neckline, a button-down front, short sleeves, and a sexy open back with a ruched drawstring. The top is composed of a ribbed cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a mini skirt

    Fit & Features

    • Collared neckline
    • Button-down front 
    • Short sleeves
    • Open back, ruched drawstring
    • Ribbed cotton fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06002-1169

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lillian High Slit Formal Dress

    Special Occasion

    Show up and stun in the Lillian sleek sleeveless formal dress. She features a trendy cowl neckline, spaghetti straps, a high waist seam, ruched side detailing leading to a sultry thigh-high slit, and a fitted floor-length silhouette. Style this dress with a chic embellished clutch.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • High waist seam
    • Side ruching, high side slit
    • Floor-length fitted silhouette
    • Knit fabric, knit lining
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1909

    Category Name: $20 & Under Sale

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab And Wild Slip Dress

    Keep it fab with a slip dress that showcases your wild side! The dress features a snake print, a sleeveless cowl neckline, adjustable spaghetti straps that cross at the back, a tie-back accent, and a short-length hem. The dress is composed of a lined lightweight woven fabric that offers a relaxed fit with a minimal stretch. Complete look with wedges

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps, cross at back
    • Tie back ties
    • Snake print
    • Short length hem
    • Lined lightweight woven fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05102-4345

    Category Name: $20 & Under Sale

    Price: $4.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall For Glam Rhinestone Fringe Earrings

    You'll be falling for these glam rhinestone earrings! They feature a cascading fringe and post-back closure. Complete the look in a sleek faux leather jacket.

    Fit & Features

    • Rhinestone cascading fringe
    • Post-back closure 

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1024

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Drink Guinness Graphic Tee

    This graphic tee is traditionally brewed to be everyone's favorite! It features classic short sleeves, a crew neck, and a front graphic script that reads, "Guinness Extra Stout" stamp, and a cut-off hem. Complete the look in distressed shorts for a cute look.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Front graphic script, "Guinness Extra Stout" stamp
    • Cut-off hem
    • Breathable cotton fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06002-1128

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playing For Keeps Tie-Front Top

    This tie-front top is definitely a keeper! It features long sleeves, a plunge v-neckline with a tied crop hem. Composed of stretchy soft knit fabric. Style with denim shorts for a trendy vibe.

    Fit & Features

    • Long sleeves
    • Plunge v-neckline
    • Tied front crop hem
    • Soft knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06202-0275

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Casual Maxi Skirt

    Dress up your casual outfits with a maxi skirt that creates those effortless vibes. The skirt features an elastic high rise waist, ruching, a high side slit, and a maxi length hem. The skirt is composed of a lined brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a tie front top and mules. 

    Fit & Features

    • Elastic high rise waist
    • Ruching 
    • High side slit
    • Maxi length hem 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0613

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Angel Rider Tie-Dye Graphic Tee

    Spread your wings and ride! Take your style to the edge in this tie-dye graphic tee featuring a classic crew neck and short sleeve design, a front graphic script that reads, " Motorcycles", composed of a stretchy jersey knit fabric. Complete the look in distressed shorts and lug boots.

    Fit & Features

    • Short sleeves 
    • Crew neck
    • Front graphic script reads, "Motorcycles"
    • Tie-dye pattern
    • Stretchy jersey knit fabric
    • Fits true to size

    Style Number/Barcode: 06002-1135

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Flirt Corset Top

    Showcase what a flirt you are with a top that brings sultry appeal! The top features a crew neckline, a cutout at the bust, short sleeves, and a corset-like style with piping contrast. The top is composed of a cotton knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with a mini skirt and heels.

    Fit & Features

    • Crew neckline
    • Cutout at the bust
    • Short sleeves
    • Corset-like bodice
    • Piping contrast
    • Cropped hem
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1190

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Can't Be Tamed Zebra Crop Top

    Your sense of fashion can't be tamed! This chic zebra crop top features a sleeveless, square neck, sleek bungee spaghetti straps, and a cropped hem. Complete the look in the matching skirt.

    Shop Matching Skirt: Can't Be Tamed Zebra Mini Skirt

    Fit & Features

    • Sleeveless, square neck
    • Bungee spaghetti straps
    • Zebra print
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-4043

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale