$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.

  • Glen Check Mini Skirt
    Preppy and chic, this glen check mini skirt needs to be in your closet. It features a high rise waist, a back zipper closure, a front slit, and a short, form hugging fit. The skirt is composed of a knit fabric with moderate stretch.

    Style Number/Barcode: 06401-0107

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Fierce Leopard Print Stiletto Booties

    Yes babe, these leopard print stiletto booties will make you as fierce as can be! Slay each step in these booties that feature a trendy pointed toe and all over wild leopard print. Pair with a classic little black dress and a gold necklace for the perf date night in vibe.

    Fit & Features

    • Pointed toe
    • Elastic detail on each side
    • Back zipper closure
    • Stilleto heel
    • Leopard print

    Style Number/Barcode: 07403-0315

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Yours Lucite Wedges

    Clearly these on-trend lucite wedges were made for you! They feature a patent faux leather strappy design and a clear lucite wedge heel. Pair with your fave flirty mini dress and sleek hoops for an off the moment date night look!

    Fit & Features

    • Open toe | Small toe strap
    • Adjustable around the ankle strap
    • Open heel
    • Clear lucite wedge heel
    • Patent PU material

    Style Number/Barcode: 07406-0074

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl Super Platform Block Heels

    These super platform block heels will totally showcase your it girl status! They feature a tall platform with a sturdy block heel. Get ready to strut in these gorg heels paired with an adorable skater dress and rhinestone earrings!

    Fit & Features

    • Open toe | Toe strap
    • Adjustable around the ankle thin strap
    • Closed back
    • Tall platform
    • Sturdy block heel
    • Nubuck material

    Style Number/Barcode: 07401-2193

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take Two Faux Nubuck Block Heel

    Create twice the appeal in block heels that bring a chic touch to your favorite outfits! Dress up these heels with a flowy sundress and sunnies for a stylish outing with the squad. The heels feature an open back, an adjustable ankle strap with mini rectangular buckle, narrow asymmetrical straps over the toe and a low block heel. 

    Fit & Features

    • Open back
    • Adjustable ankle strap with mini rectangular buckle
    • Asymmetrical straps over the toe
    • Open almond toe
    • Low block heel
    • Faux Nubuck material 

    Style Number/Barcode: 07401-2379

    Category Name: $20 & Under Sale

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Babe Faux Leather Block Heels

    Get ready to strut in these faux leather block heels like the major babe you are! They feature an adjustable buckle closure and a sleek block heel. Perf for a nice dinner with bae, pair these with a flirty mini dress and some chic gold hoops!

    Fit & Features

    • Open almond toe | Toe strap
    • Adjustable around the ankle buckle strap
    • Closed back
    • Block heel
    • PU material

    Style Number/Barcode: 07401-2280

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Top Knot Life Satin Scrunchies 5 Pack

    If you are all about that top knot life you gotta add some scrunchies in the mix! This set is perfect for spring and adds a subtle pop of color to ur look!

    • Set of five
    • Four are composed of satin
    • One is linen with eyelet detailing
    • Elastic stretch

    Style Number/Barcode: 07006-0137

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Day Stunner Peep-Toe Cut-Out Heels

    These peep-toe cut-out heels are a sunny day must have! With their stacked block heel and trendy cut-outs, they're essential to wear to brunch with your girls. They'll be perfectly styled with a jumpsuit or a sweet simple dress.

    Fit & Features

    • Peep-toe
    • Cut out detailing
    • Adjustable pin-buckle closure
    • Ankle strap
    • Stacked block heel
    • Faux leather

    Style Number/Barcode: 07403-0302

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Of The Moment Faux Leather Espadrille Sandals

    Get a trendy, of the moment look in these faux leather espadrille sandals! They feature a wide faux leather band and a sporty ridged espadrille sole. Wear with a flirty floral dress and gold jewelry for your next backyard bbq!

    Fit & Features

    • Open round toe | Wide toe strap
    • Adjustable around the ankle strap
    • Open back
    • Espadrille sole | Sporty ridged detail

    Style Number/Barcode: 07404-0546

    Category Name: $20 & Under Sale

    Price: $13.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About It Plaid Mini Skirt

    We're all about this chic plaid mini skirt! Keep it trendy for your next date night with bae in this skirt that features a flattering high waist and a sultry side slit. Pair with some sassy shades and casual sneakers for that total it-girl vibe.

    Fit & Features

    • High-rise waist, elastic band
    • Side slit
    • Short, form-hugging fit
    • Plaid print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0288

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Dream Tie Front Crop Top

    Effortlessly dreamy, this tie front crop top will pull together your boho inspired look! Featuring kimono style sleeves and a plunging V neckline, this top is perfect for a date night in. Pair with some distressed mom jeans and strappy heels to really level up your 'fit.

    Fit & Features

    • Three quarter length kimono style sleeves
    • Deep V neckline
    • Tie front
    • Cropped
    • Sheer woven fabric | Dot pattern

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0551

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweeter In Stripes Strapless Romper

    Keep it sweet and simple in this adorable strapless romper! It features a fun ruffled popover detail and tie front waist to make you look snatched! Perfect for a picnic in your backyard, pair it with some cute wedges and sleek gold hoops.

    Fit & Features

    • Strapless square neckline
    • Ruffle popover detail
    • High rise tie front waist
    • Form-fitting shorts
    • All over striped print
    • Woven fabric

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06303-0096

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Tie Waist Twill Shorts

    Tie your trendy look all together with these high rise twill shorts! Perf for a day lounging in your backyard, these bottoms feature a tie front waist and statement making cargo style side pockets. Pair with your fave basic tank, casual sneakers, and throw on some stylish shades for an edgy chic look.

    Fit & Features

    • High rise
    • Tie front waist
    • Cargo style side pockets
    • Short, form hugging fit
    • Twill fabric

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06303-0039

    Category Name: $20 & Under Sale

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Strappy Back Bodysuit

    Get a stunning, sultry look in this basic bodysuit that you can create a trendy 'fit around! The cross back strap detailing, low scoop neckline, and curve hugging fit are oh so flattering. Perfect for a low key movie night! Pair with a distressed denim mini skirt and some chic shades!

    Fit & Features

    • Thin cross back spaghetti straps
    • Open back
    • Low scoop neckline
    • Snap button closure
    • Form hugging fit
    • Knit fabric

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2649

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Splash Of This Tie-Dye Satin Mini Dress

    This trendy tie-dye satin mini dress will def expand your color palette babe! With its cowl neckline and slightly flared fit, you'll be serving looks. Perfect for a backyard photo shoot, add some sparkly earrings and slip into a pair of block heels to get the shot.

    Fits & Features

    • Adjustable spaghetti straps
    • Cowl neckline
    • Back zipper with hook and eye closure
    • Mini length silhouette
    • Satin-like fabric with a tie-dye print
    • Relaxed fit with minimal stretch

     

    Model is 5'9" with a 34" bust,  24" waist and 35.5" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0476

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce and Fab Triangle Bralette

    Keep it fierce and fab in a bralette that brings major style to your loungewear! The bralette feature triangle-shaped cups, a trendy print, and adjustable straps that provide a comfortable customized fit. Complete your look with the matching shorts and throw hair up in a cute messy bun with a scrunchie

    Shop Matching Bralette: Fierce and Fab Tulip Hem PJ Shorts

    Fit & Features

    • Triangle-shaped cups
    • Adjustable spaghetti straps
    • Elastic back
    • Relaxed fit
    • Matching shorts sold separately 
    • Available in Leopard or Floral print 

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 07107-0476

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce and Fab Tulip Hem Pajama Shorts

    Keep it fierce and fab in pajama shorts that bring major style to your loungewear! The pajama shorts feature a high rise waist, a trendy print, and a cute tulip hem. Complete your look with the matching bralette and throw hair up in a cute messy bun with a scrunchie

    Shop Matching Bralette: Fierce and Fab Triangle Bralette

    Fit & Features

    • High rise waist
    • Tulip hem
    • Cheeky bottom
    • Relaxed fit
    • Matching bralette sold separately 
    • Available in Leopard or Floral print 

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0351

    Category Name: $20 & Under Sale

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready To Ruche Mini Dress

    Get ready to style it up in this adorable ruched mini dress! It features spaghetti straps with a flattering square neckline, front ruched detailing with a tie at the hem, and a mini-length, curve-hugging fit. Pair this dress with some clear slide-on mules and a chic clutch for the perf night-out look.

    Fit & Features

    • Spaghetti straps, square neckline
    • Dart seam detailing
    • Back zipper closure
    • High waist seam
    • Side ruched detailing with tie at the hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3951

    Category Name: $20 & Under Sale

    Price: $19.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Call It Chic Clear Mules

    Girl u lookin' chic af when you style these low clear mules with cut off denim and a band tee!

    • Open almond toe
    • Double clear pvc bands
    • Low block heel
    • Shiny patent faux leather
    • Slide on design

    Style Number/Barcode: 07401-2208

    Category Name: $20 & Under Sale

    Price: $15.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Strap Stunner Cork Wedges

    Keep it sassy in cute wedges to channel those summer vibes girl! The wedges feature an open back, an adjustable ankle strap with mini square buckle, an open almond toe with clear PVC strap over the toe, and a cork wedge heel. Complete look with a floral sundress

    Fit & Features

    • Open back 
    • Adjustable ankle strap with mini square buckle
    • Open almond toe with clear PVC strap over the toe
    • Cork wedge heel

    Style Number/Barcode: 07406-0231

    Category Name: $20 & Under Sale

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear Holographic Snake Trim Crossbody

    Keep it sassy in a snake crossbody that brings a fierce vibe for your next night out! The crossbody features a fold-over closure with turn-lock detail, a clear rectangular body, and a holographic snake trim and lining. Complete your look with a sleek midi dress

    Fit & Features

    • Fold-over closure with turn-lock 
    • Snake trim
    • Rectangular body
    • Holographic finish 
    • Detachable chain shoulder strap 

    Style Number/Barcode: 07203-0300

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear Trendsetter Crossbody

    Hey trendsetter, impress with a clear crossbody that brings the luxe! The crossbody features a clear rectangular body, a faux leather trim, and a fold-over closure with a turn-lock fasten. Complete your look with a sleek jumpsuit to create the perfect night out outfit.

    Fit & Features

    • Fold-over closure
    • Turn-lock fasten
    • Faux leather trim
    • Clear rectangular body
    • Detachable chain shoulder strap 

    Style Number/Barcode: 07203-0362

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Chic Cork Wedges

    It's clear that these cork wedges were made to keep you, on-trend girl! The wedges feature an open back, an adjustable ankle strap with mini square buckle, an open almond toe with clear PVC strap over the toe, and a cork wedge heel. Complete look with a floral sundress

    Fit & Features

    • Open back 
    • Adjustable ankle strap with mini square buckle
    • Open almond toe with clear PVC strap over the toe
    • Cork wedge heel

    Style Number/Barcode: 07406-0230

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Four Row Dainty Chain Necklace

    Keep it simply chic in a necklace that keeps it sleek! The necklace features a four-row layered design and features a sleek chain-link design. Complete your look with a fab matching set

    Fit & Features 

    • Four-row tiered design
    • Chain link 

    Style Number/Barcode: 07002-0402

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale