$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.

  • High Rise Edgy Distressed Skinny Jeans

    Take on an edgy feel with these distressed jeans that don't play it safe! The jeans feature a high-rise waist, distressed accents throughout, and a super skinny leg fit. Complete look with a tie-front top

    Fit & Features

    • High rise waist 
    • Front button and hidden zipper closure
    • Five-pocket and belt loop design
    • Distressed accents throughout
    • Super skinny leg fit
    • Medium-wash denim fabric
    • Moderate stretch, fits true to size

    Style Number/Barcode: 06602-0165

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Chill In Chenille Cropped Sweater

    Keep it chill in this adorable chenille cropped sweater! It features a flattering V neckline with dolman style sleeves and a relaxed fit. Pair this cute top with high waist distressed denim and heeled booties for that perfect fall 'fit.

    Fit & Features

    • V neckline
    • Long dolman style sleeves
    • Cropped, relaxed fit
    • Soft chenille fabric

    Style Number/Barcode: 06005-0708

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • French Terry Knit Shorts

    Keep it sporty and chic in these trendy french terry knit shorts! They feature a high rise banded waist with a mid-thigh length, relaxed and comfortable fit. Pair these shorts with a basic cropped cami and chunky sneaks for a look you can take from lounging to hanging with the squad.

    Fit & Features

    • High rise banded waist
    • Slanted front pockets
    • Mid-thigh length relaxed fit
    • French terry knit fabric

    Style Number/Barcode: 06503-0198

    Category Name: $20 & Under Sale

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Perfection Ruched Mini Skirt

    This ruched mini skirt is total plaid perfection! It features a flattering high rise waist, ruched side detailing and a short, curve-hugging fit. Pair this knit skirt with a trendy crop top for an adorable fall look.

    Fit & Features

    • High rise waist
    • Ruched side detailing with side ties
    • Short, form-hugging fit
    • Knit fabric with plenty of stretch
    • Allover plaid print

    Style Number/Barcode: 06501-0314

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Raise It Up High Rise Skinny Jeans

    Elevate your style with these skinny jeans to create edgy and glam outfits. The jeans feature a high rise waist, moderate destruction, and a skinny leg fit with a tapered hem, Complete your look with a ribbed sweater and ankle booties

    Fit & Features

    • High rise waist
    • Single-button with zipper closure
    • Traditional five-pocket and belt loop design
    • Moderate destructed detailing 
    • Skinny leg fit with a tapered hem
    • Medium wash denim fabric 
    • Form-hugging fit

    Style Number/Barcode: 06602-0194

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Child Snake Print Mesh Midi Skirt

    Stay fierce in a midi skirt as wild as you! It features a high rise curve-hugging fit with a sultry side slit with ruched detailing. Pair this snake print mesh skirt with a basic bodysuit and heels for a girl's night.

    Fit & Features

    • High rise waist
    • Mid-length, form-hugging fit
    • Ruched detailing
    • Side slit with tie detail
    • Mesh fabric
    • Allover snake print

    Style Number/Barcode: 06501-0294

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Faux Suede Lug Sole Booties

    Stack on the style with booties that create chic head-turning moments! The booties feature a faux suede body with a lined pattern, a lace up front with small metal grommets, a lug sole, and a stacked block heel. Complete your chic layered look with a striped sweater and dark wash denim jeans

    Fit & Features

    • Around the ankle fit
    • Lace-up front with small metal grommets
    • Faux suede material with line pattern
    • Almond toe
    • Faux leather Lug sole
    • Stacked blocked heel

    Style Number/Barcode: 07403-0370

    Category Name: $20 & Under Sale

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Cowl Neck Strappy Crop Top

    Start off your trendy 'fit in this sultry satin strappy crop top! It features a flattering cowl neckline and an open strappy back with tie closure. Complete the look with distressed denim and clear heels for that total it-girl vibe.

    Fit & Features

    • Sleeveless  cowl neckline
    • Spaghetti straps
    • Open back, cross straps, tie closure
    • Cropped hem
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3199

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist Front Ribbed Knit Mini Dress

    Create a fab moment in a twist knot dress! The dress features a V-neckline with a twist knot accent, long sleeves, and a mini length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit. Complete your look with clear mules

    Fit & Features

    • V-neckline with twist front accent 
    • Long sleeves 
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit 

    Style Number/Barcode: 06005-0700

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • What's The Scoop Ribbed Knit Crop Top

    Serve up the tea in a fab crop top that slays. The top features a scoop neckline, a cropped hem with an under band accent, and composed of a ribbed knit fabric. Complete your look with high waist pants

    Fit & Features

    • Scoop neckline
    • Cropped hem 
    • Under band at the midriff 
    • Long sleeves
    • Ribbed knit fabric
    • Form hugging fit 

    Style Number/Barcode: 06001-2912

    Category Name: $20 & Under Sale

    Price: $7.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Stunner Crepe Knit Crop Top

    Be a total stylish stunner in this chic crepe knit crop top! Featuring a high neckline, a cropped tulip hem and a form-hugging fit, this top would pair perfectly with high waist denim and heeled booties. Make this part of your new fall wardobe!

    Fit & Features

    • High neckline
    • Long fitted sleeves
    • Cropped tulip hem
    • Form-fitting style
    • Crepe knit fabric
    • Moderate stretch

    Style Number/Barcode: 06001-2778

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Makin' Moves Faux Suede Long Line Blazer

    Make major moves in this chic long line blazer! It features a smooth faux suede fabric with a slight allover snake print to keep it trendy. The blazer offers three quarter length cuffed sleeves and an overall relaxed fit. Layer this piece over a curve-hugging mini dress to get major boss babe vibes.

    Fit & Features

    • Lapel collar
    • Three quarter length cuffed sleeves
    • Slanted faux front pockets
    • Long line design
    • Faux suede fabric with allover snake print

    Style Number/Barcode: 06204-0691

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Extra Mesh Tie Front Top

    They call you miss extra because you always have the tea girl, especially in this trendy tie front top! Featuring long fitted sleeves and a majorly cropped hem, this newspaper print mesh top would pair perfectly with distressed denim. Wear this top to go hang with your squad!

    Fit & Features

    • Long fitted sleeves
    • V neckline
    • Tie front detail
    • Cropped
    • Sheer mesh fabric with plenty of stretch
    • Allover newspaper print

    Style Number/Barcode: 06202-0087

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Casual Vibe Sherpa Denim Jacket

    Cozy and casual, this sherpa denim jacket would look so good layered over a crop top and distressed denim! The denim jacket features a faux sherpa hood and long sleeves with a complete button-down front. Wear this jacket as part of your everyday 'fit!

    Fit & Features

    • Faux sherpa hood and long cuffed sleeves
    • Complete button-down front
    • Two front buttoned pockets
    • Two vertical pockets
    • Relaxed fit
    • Denim fabric

    Style Number/Barcode: 06203-0095

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Distressed Straight Boyfriend Jeans

    We've found the essential pair of straight boyfriend jeans you need to add to your cart ASAP! They feature a high rise waist with major distressed detailing for a trendy vibe. Complete your look with a chic crop top for a casual, everyday look you can wear to hang with your squad.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Major destructed detailing down the front
    • Straight boyfriend fit
    • Denim fabric

    Style Number/Barcode: 06602-0166

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Every Day High Waist Ribbed Pajama Leggings

    Keep it cozy and chic in pajama leggings that are perfect for lounging in. The leggings feature a high rise waist, a sleek skinny leg fit with tapered hem, and composed of a ribbed knit fabric. Complete look with the matching top and fuzzy slides

    Shop Matching Pajama Top: Every Day Ribbed Knit Pajama Crop Top

    Fit & Features

    • High rise waist
    • Skinny leg fit
    • Ribbed knit fabric
    • Form hugging fit
    • Matching top sold separately 

    Style Number/Barcode: 07103-0399

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Every Day Ribbed Knit Pajama Crop Top

    Keep it cozy and chic in a pajama crop top that is perfect for lounging in. The top features a plunging V-neckline, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit. Complete look with the matching pajama leggings and fuzzy slides.

    Shop Matching Pajama Leggings: Every Day High Waist Ribbed Pajama Leggings

    Fit & Features

    • Plunging V-neckline
    • Long sleeves
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit
    • Matching leggings sold separately

    Style Number/Barcode: 07103-0398

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty And Poised Peplum Belted Top

    Look effortlessly pretty and poised in this chic peplum belted top! It features long billowy cuffed sleeves with an adorable tie front belt and flared peplum hem. Pair this top with clear heels to get an office-ready look.

    Fit & Features

    • Long billowy cuffed sleeves
    • V neckline
    • Tie front belt and hook and eye closure
    • Flared peplum hem
    • Polyester woven fabric

    Style Number/Barcode: 06204-0606

    Category Name: $20 & Under Sale

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Be Clear PVC Patent Faux Leather Mules

    Now let's be clear -  these patent faux leather mules couldn't get any cuter! They feature a clear PVC wide band and a short block heel. Pair these mules with paper bag waist pants to elevate your work from home look.

    Fit & Features

    • Square toe
    • Clear PVC wide band
    • Short block heel
    • Patent faux leather material

    Style Number/Barcode: 07401-2456

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stepping Up Clear Strap Mules

    Step up your heel game in mules that slay! This must-have pair features an open-almond toe with a clear strap over the toe, a narrow block heel, and a faux nubuck sole. Complete look with a ribbed midi dress

    Fit & Features

    • Open back 
    • Open-almond toe
    • Clear PVC strap over the toe
    • Thin block heel
    • Faux nubuck sole 

    Style Number/Barcode: 07401-2455

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Babe Edgy Cropped Graphic Tee

    Showcase what a major babe you are in this stylishly edgy graphic tee! It features a notched front V neckline with a trendy knot front detail and a center motorcycle graphic. Pair this crop top with a faux leather mini skirt and combat boots to get that total rocker-chic vibe.

    Fit & Features

    • Short sleeves
    • Notched front V neckline
    • Knot front detail
    • Center motorcycle graphic
    • Cropped
    • Form-fitting style
    • Cotton fabric with moderate stretch

    Style Number/Barcode: 06002-0580

    Category Name: $20 & Under Sale

    Price: $6.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Purrfect Match Leopard Print Tunic

    This stylish leopard print tunic will be the purrfect match for you! It features a twist front detail with a tie back, long puff sleeves, and a short hem to elongate your legs. Pair this trendy tunic with some clear heels for an of the moment look.

    Fit & Features

    • Long puff sleeves
    • V neckline
    • Twist front detail
    • Tie back
    • Short hem
    • Allover leopard print
    • Woven fabric

    Style Number/Barcode: 06003-1075

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Satin Clear Strap Bodysuit

    This sleek satin bodysuit will level up your sultry look! It features clear adjustable spaghetti straps, a flattering scoop neckline and a form-hugging fit to enhance your curves. Pair this bodysuit with a pair of chic faux leather pants to keep it of the moment and trendy.

    Fit & Features

    • Clear adjustable spaghetti straps
    • Scoop neckline
    • Thong bottom with dual snap button closure
    • Stretchy satin-knit fabric

    Style Number/Barcode: 06001-2846

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Satin Cropped Corset Top

    Create a stunning look in this sultry satin cropped corset top! It features an off the shoulder neckline with long sleeves with a draped overlay detail and a cropped, form-hugging fit. Pair this chic top with high waist denim to keep it casual or a pair of paper bag pants for an elevated look.

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves with draped overlay detail
    • Front seam detailing
    • Multiple back hook and eye closures
    • Cropped
    • Satin fabric

    Style Number/Barcode: 06003-1068

    Category Name: $20 & Under Sale

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale