$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.

  • Bella Formal Glitter Satin Mermaid Dress

    Special Occasion

    Sparkling glitter turns the Bella formal dress into a dancing queen's dream! Mesmerize the crowd at banquets, celebration parties, and dances. She shines in a sleeveless plunge V-neckline, wide shoulder straps that lace up along the back, a padded bust, side-ruched seams that flaunt your curves, a mermaid silhouette, and a floor-length hem with a sultry high-side slit. The formal dress is composed of a glitter satin fabric with a short and stretchy knit lining. Complete the look in a gorgeous necklace and earrings set.

    Fit & Features

    • Sleeveless plunge V-neckline, padded bust
    • Wide shoulder straps, lace-up back, zipper closure
    • Side ruched seams, mermaid silhouette
    • High-side slit, floor-length hem
    • Glitter satin fabric, short and stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-3128

    Category Name: $20 & Under Sale

    Price: $9.97 $94.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simplicity Is Chic Crepe V-Neck Short Dress

    Simplicity is chic when it comes to this crepe short dress perfect for cocktail hour with the ladies! It features a sleeveless V-neckline, wide shoulder straps, a side pleated bust seam, a bodycon silhouette, and a front ruched detail atop a flirty slit hem accent. Complete the look in sleek hoop earrings and heels.

    Fit & Features

    • Sleeveless V-neckline, wide shoulder straps
    • Side pleated bust seam
    • Bodycon silhouette
    • Front ruched detail, slit accent
    • Short-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1882

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    Sleek with chic sophistication, the Serena satin formal dress will bring the wow factor to your next fancy affair! She features a sleeveless V-neckline with a pleated wrap-front design, spaghetti straps, a high waist seam with stylish pleating, a floor-length hem with a wrap-front skirt creating a high side slit, and a figure-flattering, slim-fit silhouette. The silky-smooth satin-knit fabric gives off the most gorgeous sheen. Complete your look with a rhinestone necklace and earrings set.

    Fit & Features

    • Sleeveless V-neckline, pleated wrap-front design
    • Spaghetti straps, square back design
    • High waist seam, pleating, floor-length hem
    • Wrap-front skirt, high side slit, slim-fit silhouette
    • Satin-knit fabric, knit lining at the bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7142

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remy High-Rise Frayed Shorts By Windsor Denim

    Pick up the phone, the Remy jean shorts by Windsor denim are calling to be your number one this season! They feature a flattering high-rise waist, front and back heavy distressed accents, and a trendy frayed cut-off hem. The shorts are composed of vintage-inspired medium-wash denim fabric with color fading. Complete the look in a crop top and cowboy boots for the perfect festival or concert outfit!

    Fit & Features

    • High-rise waist
    • Front and back heavy distressed accents
    • Frayed, cut-off hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fading, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0244

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Magical Wings Butterfly Earrings

    These butterfly charm earrings make every outfit magical! They feature a dainty linear design, a rhinestone chain, and a post-back closure. Style with a satin bustier for an evening out.

    Fit & Features

    • Dainty linear design
    • Rhinestone chain
    • Butterfly charm
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1292

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Marnie Formal Glitter Crepe A-Line Dress

    Special Occasion

     Light up the night in the Marnie formal dress destined to sparkle at banquets, ceremonies, and dances! She features a sultry off-the-shoulder neckline, a short-sleeve cuff with a non-slip grip lining, and a flattering A-line silhouette leading to the floor-length hem. The formal dress is composed of a glitter crepe fabric with a stretchy knit lining. Style with statement hoop earrings and heels to complete the look.

    Fit & Features

    • Off-the-shoulder neckline
    • Short-sleeve cuff, non-slip grip lining
    • Back zipper and hook-eye closure
    • A-line silhouette, floor-length hem
    • Glitter crepe fabric, stretchy knit lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-2990

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Susie Strapless Skater Bubble Hem Dress

    Special Occasion

    Sweet and stylish, the Susie skater bubble hem dress is a perfect pick for those who want a short silhouette for prom! She features a strapless straight across neckline with a built-in padded bust, a fitted bodice with pleated detailing, a high waist, a short pleated skater skirt with a trendy bubble hem design, and a flirty fit and flare silhouette. Complete your look for a school dance or any formal party with platform heels.

    Fit & Features

    • Strapless straight across neckline, built-in padded bust
    • Fitted bodice, pleating, back zipper, hook and eye closure
    • High waist, short pleated skater skirt, bubble hem
    • Fit and flare silhouette
    • Woven taffeta fabric, knit lining, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1441

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beachside Stroll Printed Maxi Skirt

    You'll look effortlessly pretty as you take a beachside stroll in this fab maxi skirt! It features a high-rise waist, a faux wrap-front design creating a high slit, a form-hugging fit at the hips, and a maxi-length hem with a flowy silhouette. The knit fabric features an abstract tropical print for major vacay vibes. Style with a crop top and sandals.

    Fit & Features

    • High-rise elasticized waist
    • Faux wrap-front design
    • High front slit
    • Hip-hugging fit, maxi-length hem, flowy silhouette
    • Abstract tropical print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0819

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Resort Bound Tropical Print Flare Pants

    You'll look resort-ready in these trendy tropical print flare pants! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flared hem. The stretchy knit fabric features a bold tropical palm leaf print that is perfect for pairing with a basic crop top. Complete your vacay look with strappy sandals.

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem
    • Tropical palm leaf print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2269

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leighton Formal Sequin Mermaid Dress

    Special Occasion

    Capture all the attention at your next black-tie affair in the gorgeous Leighton formal sequin mermaid dress! She features an asymmetric one-shoulder neckline, dual adjustable spaghetti straps that continue to the back, a fitted bodice, a hip-hugging fit, and a floor-sweeping mermaid silhouette. The lined mesh fabric features a stunning sequin embroidered scroll pattern for an elegant touch. Complete the look with a rhinestone clutch.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Dual adjustable spaghetti straps, continue to the back, zipper, hook and eye closure
    • Form-hugging fit at the bodice and hips
    • Floor-length hem, mermaid silhouette
    • Sequin embroidery, scroll pattern
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-3149

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Energy Rhinestone Bra Top And Panty Set

    Bring the glam energy to your fab festival 'fit with this rhinestone lingerie set! It features a bra top with a triangle design, spaghetti straps with tie closures, and iridescent rhinestone embellishments at the cups. The panty features a high-cut design with thin waist straps, a cheeky fit, and matching rhinestone embellishments. Style with the matching mesh cover-up and metallic cowboy boots!

    Shop Matching Cover-Up: Glam Energy Rhinestone Mesh Cover-Up

    Fit & Features

    • Matching bra and panty lingerie set
    • Bra top, triangle design, spaghetti straps, tie closures
    • High-cut panty, thin waist straps, cheeky fit
    • Iridescent rhinestone embellishments
    • Partially sheer mesh fabric, moderate stretch
    • Runs true to size


    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07107-0862

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Charming Glam Rhinestone Flower Necklace

    Show off a charming glam look in this adorable rhinestone flower necklace! It features a collar design with a dainty chain leading to front flower charms with center rhinestone accents. Style with statement earrings.

    Fit & Features

    • Collar necklace
    • Dainty adjustable chain, lobster clasp closure
    • Metal flower charms
    • Center rhinestones

    Style Number/Barcode: 07002-1394

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flawless Floral Mesh Tie Crop Top

    Keep it fresh looking flawless in this floral mesh crop top to pair with your favorite bottoms! It features an off-the-shoulder neckline, sheer peasant sleeves, a tie-front closure with a keyhole accent, and a ruched bust and fitted hem. Style with new skinny jeans to complete the look!

    Fit & Features

    • Off-the-shoulder neckline
    • Sheer peasant sleeves
    • Tie-front closure, keyhole accent
    • Ruched bust
    • Fitted crop hem
    • Floral print, mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4413

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Soul Faux Suede Crop Moto Jacket

    If your soul craves edgy style, layer on this faux suede moto jacket for concerts or casual date nights! It features long sleeves, a collar neckline, asymmetrical exposed front zipper closure, faux pockets, and an adjustable belted crop waist with buckle closure. Complete the look in sleek booties.

    Fit & Features

    • Long sleeves, collar neckline
    • Exposed front asymmetrical zipper closure
    • Faux front pockets
    • Adjustable belted waist, buckle closure
    • Faux suede, smooth interior, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1599

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hey Cool Girl Faux Leather Shacket

    Hey cool girl! Add this faux leather shacket to your weekly rotation and watch the compliments roll in. It features long sleeves with button cuffs, a collar neckline, snap-button down closures, flap pockets with snap-button closures, and a slightly oversized silhouette. Complete the look in a casual LBD.

    Fit & Features

    • Long sleeves, button cuffs
    • Collar neckline
    • Snap-button down closures
    • Flap pockets, snap-button closures
    • Slight oversized silhouette
    • Faux leather, soft interior, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1598

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whatever Rib Takes Cutout Mini Dress

    Take on the day in style wearing this mini dress featuring a trendy, sleeveless, high neck, bodycon silhouette, and a cutout accent for a flash of skin. Complete the look in sunnies and sandals for the perf day date look.

    Fit & Features

    • Sleeveless, high neck
    • Bodycon silhouette
    • Cutout accent
    • Mini-length hem
    • Rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1270

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Total Vibe Halter Bodysuit

    You in this sultry-chic bodysuit would be a total vibe! Featuring a sleeveless twist-front halter neckline with a center keyhole cutout at the bust, this bodysuit will elevate your basic look. Style with a faux leather skirt and mules.

    Fit & Features

    • Sleeveless twist-front halter neckline
    • Center keyhole cutout
    • Open back
    • Thong bottom, dual snap-button closure
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4808

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • One More Moment Sweater Dress

    Make a lasting impression leaving the pool party in this chic cover-up sweater dress! It features a sleeveless square neck, spaghetti straps that lead to an open back with lace-up closure, a form-fitting silhouette, and a high side slit atop the midi-length hem. Complete the look with sandals and sunglasses.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Open back, lace-up closure
    • Form-fitting silhouette
    • Side slit, midi-length hem
    • Sweater knit fabric, slightly sheer, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1688

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Easy Breezy In Floral Chiffon Dress

    Easy, breezy, and beautiful! You'll adore this floral chiffon dress perfect for bridal showers or dressy spring parties. It features an off-the-shoulder, sweetheart neck, ruffled short-sleeve cuffs, a padded bust, a smocked back, and a flowy skater silhouette with a ruffled short hem. The dress is composed of an airy chiffon with a rose floral bouquet print and a stretchy knit lining. Complete the look in strappy sandals.

    Fit & Features

    • Off-the-shoulder, sweetheart neck, padded bust
    • Ruffled short sleeve cuffs
    • Smocked back, zipper nad hook-eye closure
    • Flowy skater silhouette, ruffled short hem
    • Rose floral bouquet print
    • Airy chiffon, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2052

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Charm Ditsy Floral Skater Dress

    Show off your cute charm in this adorable ditsy floral skater dress! It features a square neckline with a ruffled trim, a ruched bust with a tie-front detail, short puff sleeves, a fitted high waist seam, and a short flared-out skater skirt with a flowy silhouette. The lightweight woven fabric features a dainty ditsy floral print pattern. Style with espadrille sandals for a picnic date.

    Fit & Features

    • Square neckline, ruffled trim
    • Ruched bust, tie-front detail
    • Short puff sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Ditsy floral print, woven fabric, bust knit lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4854

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flourish In Floral Print Mini Dress

    Flourish for spring in this dainty floral mini dress you'll love styling for casual plans! It features a sleeveless scoop neck with a tie-front bust, spaghetti straps, and a bodycon fit on stretchy rib knit fabric. Complete the look with new trendy sandals.

    Fit & Features

    • Sleeveless scoop neck, spaghetti straps
    • Tie-front bust
    • Bodycon fit
    • Mini-length hem
    • Dainty floral print, stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4930

    Category Name: $20 & Under Sale

    Price: $19.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Essential Square Neck Mini Dress

    A sleek and smooth mini dress a fashionista such as yourself will adore styling up or down! It features a sleeveless square neckline, spaghetti straps, and a bodycon silhouette. The dress is composed of a smooth, double-lined knit fabric with a moderate stretch. Complete the look in statement heels and jewelry.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Smooth, double-lined knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5071

    Category Name: $20 & Under Sale

    Price: $5.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bae Breeze Cotton A-Line Short Dress

    Enter looking like bae just breezed in! Capture cuteness in this cotton short dress featuring short puff sleeves, a square neck, an open lace-up back, and an A-line silhouette. Style with a trendy crossbody bag and heels.

    Fit & Features

    • Short puff sleeves
    • Square neck
    • Open lace-up back, zipper and hook-eye closure
    • A-line silhouette
    • Short-length hem
    • Cotton fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4876

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dream Look Floral Ruched Mini Dress

    Create your dream look for a spring date in this adorable floral mini dress! It features a sleeveless sweetheart neckline with ruching at the bust, spaghetti straps, an open back with a lace-up strappy design, ruching down the side seams, a mini-length hem, and a curve-hugging silhouette. The lined mesh fabric features a dainty rose print pattern for the prettiest look. Style with clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, ruching at the bust, spaghetti straps
    • Open back, lace-up strappy design, tie closure
    • Ruching down the side seams
    • Mini-length hem, form-hugging fit
    • Dainty rose print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4888

    Category Name: $20 & Under Sale

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale