$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.

  • Mazie Formal Sequin V-Neck Mermaid Dress

    Special Occasion

    Light-catching sequin rows create a shimmer on the Mazie formal long dress perfect for homecoming and red-carpet celebrations! She features a sleeveless V-neckline, padded bust, sleek bungee spaghetti straps, and a curve-flaunting mermaid silhouette that gracefully touches the floor. The formal maxi dress is composed of a mesh fabric with sequin embroidery in a gorgeous chandelier design and includes a stretchy knit lining. Style the floor-length dress with a clutch and heels.

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Bungee spaghetti straps, back zipper closure
    • Curve-hugging, mermaid silhouette
    • Floor-length hem
    • Sequin-embroidery, chandelier design
    • Mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-2991

    Category Name: $20 & Under Sale

    Price: $19.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Racing Speedway Ringer Graphic Tee

     Rev up your style with this graphic tee! With short sleeves a crew neckline and a contrast trim, this tee offers superior style. The front graphic and script, "Racing Speedways", add a touch of adrenaline to your wardrobe while the fitted crop hem flaunts your figure. Complete the look in denim jeans for any casual plans!

    Fit & Features

    • Stretchy cotton knit fabric
    • Contrast trim
    • Front graphic and script, "Racing Speedways"
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-1798

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart's Content Rhinestone Clear Box Bag

    All eyes will fall on you carrying this clear box bag! Dazzling rhinestone hearts adorn the exterior while a detachable chain shoulder strap allows for versatile styling. The top clasp closure opens to a spacious interior for your essentials. Complete the look with a sparkling bracelet for a concert or evening out!

    Fit & Features

    • Rhinestone embellished hearts
    • Detachable chain shoulder strap
    • Top clasp closure
    • Spacious interior
    • Clear acrylic material

    Style Number/Barcode: 07204-0787

    Category Name: $20 & Under Sale

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Three Way Tie Layered Bead Necklace

    This layered necklace will win your heart! This stunning necklace features one beaded layer, one dainty beaded chain layer accented with mini clear stones, and one paperclip chain layer, creating a unique and versatile piece. Complete the look in a cute midi dress for a party!

    Fit & Features

    • Three-row layered design
    • One beaded layer
    • One beaded chain layer with mini clear stones
    • One paperclip chain layer
    • Lobster clasp closure

    Style Number/Barcode: 07002-1879

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Sugar Puff Sleeve Bodycon Mini Dress

    Turn heads look so sweet in this mesh mini dress! The sheer puff short sleeves and sweetheart neckline add a touch of whimsy, while the padded bra cups and side ruching enhance your curves. Finished with a bodycon fit and a mini-length hem, this dress is perfect for day or night play! Complete the look with earrings.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3114

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Edge Buckle High-Rise Waist Flare Pants

    Take on a country-edge vibe in these stylish flare pants ready for concerts, festivals, or a night out at the country bar! Made from a smooth knit stretchy fabric that hugs like a glove! The faux leather belted waist and cutout design adds a sexy touch while the hip-hugging fit flatters your figure. The flared hem with back slit accents gives these must-have pants a trendy finish. Complete the look in a crop top and cowboy hat!

    Fit & Features

    • Smooth knit stretchy fabric
    • High-rise faux leather belted cutout waist
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Flared hem with slit accents
    • Runs true to size

    Style Number/Barcode: 06502-2517

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Summer Sweetheart Ruffled Eyelet Midi Dress

    Looking for the perfect summer dress? Look no further than this playful sleeveless midi dress! With its flattering sweetheart neckline with a structured bust and adjustable spaghetti straps, this A-line silhouette dress will have you feeling confident and stylish. The ruffled midi-length hem and floral embroidered eyelet woven fabric add a touch of playfulness to this must-have dress! Complete the look with wedge sandals.

    Fit & Features

    • Floral embroidered eyelet woven fabric, stretchy knit lining
    • Sweetheart neckline, padded bust with underwire
    • Adjustable spaghetti straps, back zipper with hook and eye closure
    • High waist seam, A-line silhouette
    • Ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3015

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

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

    Activate chic mode with these of-the-moment thong strap clear wedges! They feature a trendy clear wedge cutout heel, an open pointed toe for that sleek look, a faux leather thong strap design, and an open back for effortless on-and-off styling. Pair these heels with chunky hoop earrings and a shoulder bag!

    Fit & Features

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

    Style Number/Barcode: 07406-0344

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Watercolor Mesh Tie-Front Top

    Create a dreamy vibe at rooftop bars or dinner dates in this breezy watercolor mesh tie-front top! The airy sheer mesh fabric is detailed with a trendy neutral watercolor print and offers plenty of stretch. The top features a V-neckline, an open tie-front design, long fitted sleeves, and lettuce edge hems for a pretty detail. Style with high-rise jeans and strappy mules.

    Fit & Features

    • Watercolor print
    • Stretchy sheer mesh fabric, knit bust lining
    • V-neckline
    • Open tie-front design
    • Long fitted sleeves
    • Lettuce edge hems
    • Runs true to size

    Style Number/Barcode: 06202-0473

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Shine Iridescent Rhinestone Fringe Earrings

    Sparkle with a luxe shine in these rhinestone fringe earrings! Featuring a cascading asymmetric fringe design with multiple rows of iridescent rhinestones, these statement earrings will bring that gorgeous glimmer to your formal 'fits. Style with an envelope clutch!

    Fit & Features

    • Asymmetric fringe design
    • Multiple rows of iridescent rhinestones
    • Post-back closure, rubber stopper


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1898

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Allure Chiffon Palazzo Pants

    Radiate your gorgeous allure in these chic chiffon palazzo pants! Designed with an airy sheer chiffon fabric with a lightweight woven lining for coverage, these pants are perfect for the summer season. They feature a high-rise fit with a stretchy elastic waistband and a relaxed wide-leg silhouette for style and comfort. Complete the look with the matching bra top!

    Shop Matching Top: Gorgeous Allure Ruched Chiffon Bra Top

    Fit & Features

    • Sheer chiffon fabric, woven lining, no stretch
    • High waist, elastic waistband
    • Wide-leg fit
    • Runs true to size

    Style Number/Barcode: 06402-1413

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dancing Shoes Rhinestone Short Block Heels

    Put on your dancing shoes aka these gorgeous block heels for a night of twirling! They feature an open almond-shaped toe, a strappy rhinestone-embellished foot strap with a knot accent, a short block heel, an adjustable rhinestone trim ankle strap with a buckle closure, and a metallic sheen. Complete the look with a sparkly clutch purse for a dressy or formal soiree!

    Fit & Features

    • Open almond toe
    • Strappy rhinestone-embellished foot strap, knot accent
    • Short block heel
    • Adjustable rhinestone trim ankle strap, buckle closure
    • Metallic sheen
    • Faux leather luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4536

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cadet Girlie Mid-Rise Belt Camouflage Cargo Mini Skirt

    Command attention looking like a stylish cadet in this camouflage mini skirt! The adjustable belt cinches at the waist for a flattering fit, while the bodycon style flaunts your curves. Cargo pockets add functionality to the trendy camouflage print on cotton fabric. Complete the look in lug boots.

    Fit & Features

    • Camouflage print, woven fabric, no stretch
    • Mid-rise waist, adjustable belt
    • Front button and hidden zipper closure
    • Cargo pockets
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06601-0194

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Game Set Collar Short Sleeve Crop Top

    Game set and match! This collar crop top is in it for the win. It features short sleeves a trendy collar neckline, and a cropped hem on stretchy rib knit fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Game Set High Rise Pleated Mini Skort

    Fit & Features

    • Stretchy rib knit fabric
    • Collar neckline
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06002-1820

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Chic Butterfly Chain Belt

    Unlock a Western chic look with this butterfly chain belt perfect for country concerts or a night out! The belt flaunts a striking butterfly design with colored stone embellishments and an adjustable chain with lobster clasp closure. Complete the look in a cowboy hat.

    Fit & Features

    • Butterfly design
    • Color stone embellishments
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-1122

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Never A Dull Moment Strapless Cutout Maxi Dress

    Bring a stunning look in this strapless maxi dress for your look-back-it moment! The strapless neckline and cutout bust add a touch of allure, while the strappy back and form-hugging fit emphasize your figure. With a center-back slit, you'll be able to move in style. Complete the look with earrings and a clutch!

    Fit & Features

    • Rib knit fabric, sewn-in knit lining, moderate stretch
    • Strapless neckline
    • Cutout bust, strappy back
    • Form-hugging fit
    • Center back slit
    • Runs true to size

    Style Number/Barcode: 05102-5766

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coolest Look Aviator Metal Sunglasses

    Make any outfit cool in these aviator sunglasses! They feature a sleek metal frame, smoke-tinted lense to help protect your eyes, and rubber nose supports and arms for comfort. Complete the look in trendy sandals.

    Fit & Features

    • Aviator sunglasses
    • Sleek metal frames
    • Smoke-tinted lense
    • Rubber nose supports and arms

    Style Number/Barcode: 07008-1101

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lexie Rhinestone Satin Puff Sleeve Bodycon Mini Dress

    Special Occasion

    The Lexie rhinestone satin bodycon mini dress is adorably sleek and perfect for birthday parties or bridal showers! She features a sweetheart neckline with pleated detailing at the bust, short puff sleeves, a mini-length hem, and a bodycon silhouette that will hug your curves. The silky satin fabric will give off a luxe sheen and is designed with dainty all-over rhinestone embellishments for a stunning sparkle. Style with clear heels.

    Fit & Features

    • Sweetheart neckline, pleating at the bust
    • Short puff sleeves
    • Square back design
    • Mini-length hem, bodycon silhouette
    • Dainty all-over rhinestone embellishments
    • Silky satin fabric, sewn-in knit lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1576

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bella Satin Rhinestone Bow Party Dress

    Special Occasion

    You'll be a gift that keeps on giving in the Bella satin mini party dress! Perfect for formal cocktail parties and soirees. She features a strapless neckline with non-slip grip lining, a front statement bow with rhinestone trim, and a flattering bodycon silhouette and mini-length hem. The party mini dress is composed of a silky satin-lined fabric that offers a sheen effect. Complete the look in rhinestone heels for an added pop of glam!

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Statement bow, rhinestone trim
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Lined silky satin, sheen effect, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1640

    Category Name: $20 & Under Sale

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Chic Woven Cabby Hat

    Elevate your casual 'fits with this lightweight woven cabby hat! It features a classic cabby design with a short curved brim and side button accents. Includes adjustable ties hidden on the inside for a tighter fit. Style with ankle booties for a chic vibe.

    Fit & Features

    • Woven fabric
    • Classic cabby design
    • Short curved brim
    • Side buttons
    • Adjustable ties for tighter fit

    Style Number/Barcode: 07302-1623

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Swoon Satin Mesh Corset

    Make everyone swoon for your sultriness in this satin corset top featuring sheer mesh long sleeves, a sweetheart neck with mesh overlay, an underwire, padded bust, back hook-eye closures, and flexible boning inserts along the fitted, crop hem. Style with a faux leather mini skirt for a night out!

    Fit & Features

    • Sheer mesh long sleeves
    • Sweetheart neck with mesh overlay
    • Underwire padded bust
    • Back hook-eye closures, flexible boning inserts
    • Fitted, crop hem
    • Lined satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06003-2409

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It-Girl Vibes Sequin Abstract Print Corset Mini Dress

    Give off major it-girl vibes in this sequin abstract print corset mini dress! The stretchy lined mesh fabric is accented with a mesmerizing abstract print and all-over clear sequin embroidery for an iconic sheen effect. The mini-length dress features a strapless angled neckline with flexible boning inserts for a snatched fit, a corset-inspired vertical seam design down the front and back, and a bodycon silhouette to flaunt your stunning figure. Style with combat boots for a concert!

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Abstract print, all-over clear sequin embroidery
    • Strapless angled neckline with flexible boning
    • Vertical seam design
    • Hidden back zipper with hook and eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5364

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Around Town Puff Sleeve Tie-Front Satin Crop Top

    The cutest satin crop top for wearing all around town! Play up your flirty side in this top featuring adorable puff short sleeves and a scoop neckline that flaunts your bust. The dual front ties are adjustable for the perfect fit while the cutouts flash some skin along the cropped hem. Complete the look in high-rise jeans and sandals for a fresh vibe!

    Fit & Features

    • Satin-lined woven fabric
    • Stretchy smocked back
    • Dual front ties, cutout accents
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2433

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine And Good Time V-Neck Mermaid Maxi Dress

    This mermaid maxi dress is here for sunshine and good times! Made from textured mesh fabric, this dress will have you feeling so cute. Features a flattering V-neckline, dual spaghetti straps, a crisscross back, and a bust cutout. The mermaid silhouette and high front slit accentuate your curves, while the maxi-length hem adds a touch of chicness. Complete the look with sandals and sunglasses!

    Fit & Features

    • Textured mesh fabric, stretchy knit lining
    • Dual spaghetti straps
    • V-neckline
    • High front slit
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5690

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale