$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.

  • Flirty Focus Strapless Rib Knit Tube Crop Top

    Attract all the attention when you're in this flirty tube crop top all summer long! Featuring a strapless neckline and a form-hugging fit, this top will accentuate your figure in all the right ways. The hanky-cropped hem adds a playful touch to the rib knit fabric. Complete the look in a denim skort.

    Fit & Features

    • Rib-knit stretchy fabric
    • Strapless neckline
    • Hanky cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1884

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smell The Garden Square Neck Floral Midi Dress

    Enter the fresh fragrance of this floral midi dress into your spring and summer lineup! With a square neckline and spaghetti straps, this dress will hug your curves in all the right places with its bodycon fit. The side ruched seams add more detail to this stylish midi-length dress. Complete the look in platform sneakers for a trendy allure.

    Fit & Features

    • Brushed knit stretchy fabric, floral print, knit lining
    • Spaghetti straps
    • Square neckline
    • Ruched side seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5562

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Glam Espadrille Sequin Fringe Sandals

    Slip into these espadrille sequin fringe sandals to glam up to your summer looks! Designed with a braided espadrille material, they feature a round toe, a wide strap across the foot with woven embroidery, shimmering sequins, and trendy fringe trims, and a flat sole. The open back offers effortless on-and-off styling. Pair with your flowy sundresses to create fabulous 'fits for your weekend plans!

    Fit & Features

    • Espadrille upper material
    • Round toe
    • Wide strap
    • Woven embroidery, sequins, fringe trims
    • Open back, flat sole
    • On-and-off styling
    • Runs true to size

    Style Number/Barcode: 07404-1209

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Plans Ribbed Knit Maxi Dress

    This casual-chic maxi dress is perfect for your upcoming weekend plans. It features a sleeveless one-shoulder neckline for an effortless and trendy vibe, a single tank shoulder strap, an open back with a dual strap design, a fitted, maxi-length silhouette, and a high side slit. Style this dress with hoop earrings.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single tank shoulder strap
    • Open back, dual strap design
    • Maxi-length hem, form-hugging fit, side slit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4737

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cabana Honey Tie Front Crochet Crop Sweater

    Head to the cabana in this stylish crochet crop sweater perfect for layering over your swimsuit! Featuring long sleeves with flare cuffs for added trendiness, dual tie-front closures, and a cropped hem that flaunts your figure. Complete the look with sunnies.

    Fit & Features

    • Sheer crochet fabric, no stretch
    • Dual tie-front closures
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1743

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Posh High Waist Flared Pants
    Keep it polished in high waist pants to dress up in! The pants feature a high-rise waist, a tie-waist detail, and a straight leg with a flared hem. Complete look with a rhinestone bustier.


    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Tie-waist accent
    • Straight leg fit
    • Flared hem
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-0360

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Prowl Strapless Zebra Crop Top

    On the prowl and ready to unleash fierceness in this zebra print crop top! It features a strapless neckline, a tie-back design, and a fitted crop hem that flaunts your figure. Complete the look with the matching skirt.

    Shop Matching Skirt: On The Prowl High Rise Zebra Maxi Skirt

    Fit & Features

    • Zebra print, woven fabric, bust knit lining
    • Strapless neckline
    • Tie-back design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-2507

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Vintage Oversized Graphic Tee

    Showcase dreamy vintage vibes in this trendy graphic tee! It features a crew neckline, short sleeves, a center graphic with eagles and the script "Fly High, Dream Big, 1972, Free Your Mind," and a mid-length, relaxed fit. Style this oversized tee with a mini skirt and sneakers.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Vintage-inspired center graphic
    • Mid-length, relaxed, oversized fit
    • Cotton fabric, moderate stretch

    Style Number/Barcode: 06002-0911

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seaside Vacay Criss Cross Straw Block Heels

    From summer parties to seaside vacays, these straw block heels are a cute essential all season! With an almond toe and crisscross straps adorned with a buckle accent, these straw block heels add a touch of style to your summer look. Complete the look with a matching set.

    Fit & Features

    • 3.5" Block heel
    • Almond toe
    • Crisscross straps, buckle strap
    • Straw material
    • Runs true to size

    Style Number/Barcode: 07401-4919

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl Next Door Faux Suede Block Heels

    Channel those girl-next-door vibes with heels that keep it lowkey and stylish! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, and a block heel. The heels are composed of a faux suede material. Complete look with a jumpsuit.

    Fit & Features 

    • Adjustable ankle strap
    • Closed-back 
    • Open almond toe 
    • Strap over the toe 
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07401-3067

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meant To Be Pearl And Rhinestone Headband Set

    You were meant to show off an elegant chic style with these luxe headbands at parties and formal occasions! The set features three thin metal headbands with a flexible design and faux pearl, mini rhinestone, and faux pearl flower accent embellishments for a gorgeous look. Pair with dainty stud earrings.

    Fit & Features

    • Thee-pack metal headband set
    • Mini rhinestones
    • Faux pearls
    • Faux pearl flower accents

    Style Number/Barcode: 07006-0486

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Playful V-Neck Abstract Babydoll Crop Top

    Play up your charm in this abstract babydoll crop top for a unique look with your favorite bottoms! It features a flattering V-neckline adorned with spaghetti straps, and bow along the bust for added cuteness. The center front split flaunts your figure along the cropped hem. Complete the look in faux leather pants for an evening out!

    Fit & Features

    • Abstract print, sheer mesh fabric, bust lining
    • V-neckline
    • Spaghetti straps
    • Center front split
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5368

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rosalba Formal High Slit Satin Dress

    Special Occasion 

    Flaunt your natural beauty in a fab formal dress! Rosalba features a cowl neckline with a slim fit bodice, a floor-sweeping silhouette with a sultry high slit, a lace-up back, and a form-hugging fit. Pair this gorgeous dress with a sleek ring set to add some glamour to your look for your special occasion.

    Fit & Features

    • Spaghetti straps, lace-up back
    • Cowl neckline
    • Slim fit bodice
    • Floor-length silhouette with a thigh-high slit 
    • Fully-lined stretchy satin fabric
    • Form-hugging fit
    • Moderate stretch

    Style Number/Barcode: 05002-1320

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Shine Iridescent Gemstone Clasp Bracelet

    Show off a dreamy shine with this detailed gemstone clasp bracelet! It features a stunning design of round and marquise-shaped gemstones with a shimmering iridescent hue outlined with sparkling rhinestones. Includes a clasp closure. Style with fringe earrings to complete your gorgeous formal look.

    Fit & Features

    • Round and marquise-shaped iridescent gemstones
    • Rhinestone outlines
    • Clasp closure

    Style Number/Barcode: 07003-0520

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coastal Cutie Halter Cutout Striped Linen Jumpsuit

    Hit the coast in this breezy cute striped linen jumpsuit! This playful piece features a halter neckline with a spaghetti strap tie and a cutout bodice to flaunt some skin. The stretchy smocked back and wide-leg silhouette provide comfort and style, while the striped print adds a pop of personality to the linen-blend fabric. Complete the look in platform sandals.

    Fit & Features

    • Striped print, linen blend fabric
    • Halter neckline, spaghetti strap tie
    • Cutout bodice
    • Back zipper and hook-eye closure, stretchy smocking
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0817

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classically Chic Brushed Knit Duster

    Keep it classically chic with a duster that is part comfy and part chic. The duster features an open draped front, long sleeves, and a flowy long length. The duster is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching jumpsuit. 

    Shop Matching Jumpsuit: Classically Chic Brushed Knit Jumpsuit

    Fit & Features

    • Draped open front
    • Long sleeves
    • Long length 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06202-0210

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gleam On Rhinestone Six-Pack Ring Set

    Gleam on with this gorgeous rhinestone six-pack ring set! The pack features both thin and wide designs with sparkling rhinestone embellishments so you can choose the vibe you want or wear all together for that glam girl look! Style with duster earrings.

    Fit & Features

    • Six-pack ring set
    • Varying-sized designs
    • Rhinestone embellishments
    • Stretch-to-fit styling

    Style Number/Barcode: 07004-0388

    Category Name: $20 & Under Sale

    Price: $11.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Summer Nights Boho Halter Satin Crop Top

    Sunny days and sultry nights call for this boho satin crop top! The halter neckline and spaghetti strap tie provide a secure and comfortable fit, while the open back and lower tie closure add a touch of daring. With its pointed crop hem, this top is perfect for pairing with your favorite high-waisted bottoms.

    Fit & Features

    • Boho print, satin fabric, stretchy knit lining
    • Halter neckline with spaghetti strap tie
    • Open back with lower tie closure
    • Pointed crop length hem
    • Runs true to size

    Style Number/Barcode: 06003-2558

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Sensation High Waist Pants

    Keep it sensational in floral pants this season! The pants feature a high-rise waist, a ditsy floral print, and a wide leg hem. Complete look with the matching crop top.

    Shop Matching Crop Top: Floral Sensation Off The Shoulder Top

    Fit & Features

    • High rise waist
    • Wide leg hem
    • Ditsy floral print
    • Form hugging fit
    • Runs true to size 

    Style Number/Barcode: 06502-0608

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Mode Thong Strap Cutout Clear Wedges

    Turn on trendy mode with these fab thong strap clear wedges! They feature a clear wedge cutout heel, an open pointed toe for that sleek look, a lycra thong strap design, and an open back for effortless on-and-off styling. Pair these heels with hoop earrings and a chic handbag!

    Fit & Features

    • 4" Clear wedge cutout heel
    • Open pointed toe
    • Lycra thong strap design
    • Open back
    • On-and-off styling
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07406-0343

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Notice Me Abstract Print Bodycon Mini Dress

    This abstract print dress will get you noticed at every party! Featuring adjustable spaghetti straps and a flattering square neckline, a mini-length hem, and a bodycon fit that hugs your natural curves. Complete the look with earrings and stiletto heels.

    Fit & Features

    • Abstract print, mesh fabric, sewn-in knit lining
    • Square neckline
    • Adjustable spaghetti straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5671

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Six Pack Simply Chic Ring Set

    These simple yet chic rings will elevate any look. This pack of 6 rings features a variety of dainty bands with cross designs and rhinestone embellishments.

    Fit & Features

    • 6 rings
    • Variety of designs
    • Cross details

    Style Number/Barcode: 07004-0206

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • To Be Adored Scoop Neck Floral Lace Mini Dress

    You're certain to be adored in this floral lace mini dress wherever you go! The scoop neckline with a bust tie adds a touch of feminine charm while the adjustable spaghetti straps provide a perfect fit. Its bodycon silhouette and mini-length hem accentuate your curves, making you feel confident and stylish. Complete the look with a mini handbag.

    Fit & Features

    • Ditsy floral print, lace fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Scoop neckline with bust tie
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5717

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Strappy Patent Faux Leather Stiletto Heels

    So iconic, these strappy patent faux leather stiletto heels will instantly level up your look for the office or happy hour! They feature an open square-shaped toe with a dual strap design, dual adjustable ankle straps with a buckle closure, a closed back, a padded insole for comfortable wear, and a sleek stiletto heel for those chic vibes. Style with an oversized blazer and a trendy shoulder bag!

    Fit & Features

    • 3.5" Stiletto heel
    • Patent faux leather upper
    • Open square toe with dual strap design
    • Dual adjustable ankle straps with buckle closure
    • Closed back
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-4897

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale