$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.

  • Subtle Love Ditsy Floral Mini Dress

    Effortlessly cute with subtle detail, what's not to love about this ditsy floral mini dress? It features a sleeveless V-neckline with a ruched bust seam, spaghetti straps, and a bodycon silhouette. Complete the look in trendy flat sandals for a brunch.

    Fit & Features

    • Sleeveless V-neckline, ruched bust seam
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Ditsy floral print
    • Ribbed stretchy knit fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5073

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Midnight Vibes Satin Bodycon Mini Dress

    Show off a sultry vibe as you dance past midnight in this sleek satin bodycon mini dress! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a strappy cross-back lace-up design, a hip-hugging fit, and a mini-length hem. The satin-knit fabric offers a moderate stretch. Style with clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open back, cross-back lace-up straps, tie closure
    • High waist seam
    • Bodycon silhouette
    • Mini-length hem
    • Satin-knit fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4805

    Category Name: $20 & Under Sale

    Price: $5.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Cutest Denim V-Neck Mini Dress

    Show off your cute figure in this stylish denim mini-dress! It features a sleeveless sweetheart neck, wide shoulder straps, a front exposed zipper closure, and a bodycon silhouette. Complete the look in lace-up heels for a birthday party!

    Fit & Features

    • Sleeveless sweetheart neck
    • Wide shoulder straps
    • Front exposed zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 05102-4591

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Modern Romance Eyelet Lace Mini Dress

    A modern take on a romantic silhouette! This eyelet lace mini dress is cute for bridal showers or casual day dates. It features long peasant sleeves, a square neck, a ruched bust, and a form-hugging silhouette. Complete the look in chic lucite block heels.

    Fit & Features

    • Long peasant sleeves
    • Square neck, ruched bust
    • Form-hugging silhouette
    • Mini-length hem
    • Eyelet lace fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4941

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dream Of Me Long Sleeve Cutout Maxi Dress

    They'll be dreaming of you tonight in this sassy maxi dress! Made to be seen, the long dress features a one-shoulder neckline, fitted long sleeve, a cutout bodice, bodycon silhouette, and a flirty hem side slit. The dress is composed of a stretchy double-lined slinky knit fabric. Complete the look in rhinestone earrings for a cocktail party!

    Fit & Features

    • One-shoulder neckline, fitted long sleeve
    • Cutout bodice
    • Bodycon silhouette
    • Maxi-length, side slit hem
    • Double-lined slinky knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2425

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Can't Resist Chiffon Floral Skater Dress

    No one can resist you in this chiffon floral dress - a staple for all of the upcoming soirees! It features a sleeveless V-neckline, adjustable spaghetti straps, a tie-back closure, and a flattering skater short silhouette. Complete the look in faux leather mules.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Tie-back closure
    • Skater silhouette
    • Short-length hem
    • Floral print, chiffon fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2057

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Best Kissers Are Country Girls Graphic Tee

    Showcase a flirty attitude in this adorable cropped graphic tee! It features a crew neckline, short sleeves, a front cowboy hat, cowboy boots, and desert graphic with the script, "The Best Kissers Are Country Girls," a back cutout and back slit detail, and a relaxed fit. The lightweight knit fabric has a moderate stretch. Style with distressed denim shorts and cowboy boots of course!

    Fit & Features

    • Crew neckline, short sleeves
    • Cowboy hat, cowboy boots, and desert graphic
    • Script that reads, "The Best Kissers Are Country Girls"
    • Back cutout, back slit
    • Cropped hem, relaxed fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1557

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Drink Tequila Graphic Tee

    Get ready to go to happy hour with your squad in the cutest graphic tee! It features a crew neckline with a side cutout, short sleeves, a front agave and limes graphic with the script "Time To Drink Tequila," a mid-length hem, and a relaxed fit. The cotton fabric offers a moderate stretch. Style with denim shorts and strappy sandals.

    Fit & Features

    • Crew neckline, side cutout
    • Short sleeves
    • Agave and limes graphic
    • Script that reads, "Time To Drink Tequila"
    • Mid-length hem, relaxed fit
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1558

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay On My Mind Floral Mini Skirt

    You'll be ready for your vacay getaway with this bold floral mini skirt. It features a high-rise waist, dual vertical seams down the front, all-over ruching, a mini-length hem, and a curve-hugging silhouette. The lined mesh fabric features a tropical floral print pattern. Style with the matching bustier and a pair of mules!

    Shop Matching Top: Vacay On My Mind Floral Bustier Top

    Fit & Features

    • High-rise elasticized waist, back zipper, hook and eye closure
    • Dual vertical seams down the front
    • All-over ruching
    • Mini-length hem, bodycon fit
    • Tropical floral print
    • Sheer mesh fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0791

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Date Night Cutout Knit Bodysuit

    This alluring cutout knit bodysuit is perf for casual date nights with your special someone. It features a sleeveless asymmetric one-shoulder neckline with a single spaghetti strap, ruching down the sides, an asymmetric waist cutout to showcase some skin, a thong-cut bottom, and a form-hugging fit. Style with relaxed-fitting boyfriend jeans and cute mules.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Single spaghetti strap
    • Side ruching
    • Asymmetric waist cutout
    • Thong-cut bottom, form-hugging fit
    • Knit fabric, top lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4807

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marina Strapless Crepe Feather Trim Midi Dress

    Special Occasion

    Show off a chic and flirtatious look for engagement parties, bachelorette weekends, or bridal showers in the Marina crepe feather trim midi dress! She features a strapless straight-across neckline with a built-in padded bust, princess seams that continue down the length of the dress, a high waist seam, a slim-fit silhouette, a midi-length hem with a fabulous feather accented trim, and a back slit detail. The crepe fabric includes a sewn-in knit lining. Complete the look with rhinestone drop earrings.

    Fit & Features

    • Strapless straight-across neckline, no-slip strip, built-in padded bust
    • Princess seams, high waist seam, back zipper, hook and eye closure
    • Slim-fit silhouette
    • Midi-length hem, feather trim, back slit
    • Crepe fabric, sewn-in knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1377

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Loving Is Easy Eyelet Lace Tie Mini Dress

    Loving this eyelet lace mini dress is easy! Perfect for lunch with friends or bridal showers. The dress features a sleeveless square neck, spaghetti straps, a ruched bust tie, and a bodycon silhouette. Complete the look in trendy sandals.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Ruched bust tie
    • Bodycon silhouette
    • Mini-length hem
    • Eyelet lace fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4873

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shelby Rhinestone Mesh Bodycon Mini Dress

    Special Occasion

    Create a stylish spark in the radiant Shelby rhinestone mesh mini dress! She features an off-the-shoulder sweetheart neckline with a chic overlay design, ruching down the back and side seams, a mini-length hem, a bodycon silhouette that will hug your curves, and all-over rhinestone embellishments for a stunning sparkle. Complete the look with clear heels for your next party.

    Fit & Features

    • Off-the-shoulder sweetheart neck, overlay design, non-slip grip lining
    • Side and back ruching, back zipper hook-eye closure
    • Mini-length hem, bodycon fit
    • Rhinestone embellishments
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

      Style Number/Barcode: 05001-1530

      Category Name: $20 & Under Sale

      Price: $19.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Danika Formal Chiffon Floral A-Line Dress

      Special Occasion

      A gorgeous garden floral print on flowy chiffon leans into effortless elegance on the Danika formal dress - a must-have for outdoor weddings, graduation parties, and dressy baby showers! She features a sleeveless square neckline with a flirty bust tie, adjustable spaghetti straps, and a high-waist seam leading to her flattering A-line silhouette and floor-sweeping hem. The formal dress is composed of an airy sheer chiffon fabric with a lovely garden floral print and includes a full-length lining. Complete the look with this long dress with dainty butterfly earrings.

      Fit & Features

      • Sleeveless square neckline, adjustable spaghetti straps
      • Bust tie accent
      • Elasticized high waist seam
      • A-line silhouette, floor-length hem
      • Garden floral print
      • Airy sheer chiffon fabric, full-length knit lining, minimal stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05002-6808

      Category Name: $20 & Under Sale

      Price: $19.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Harmony Formal Iridescent Sequin Mermaid Dress

      Special Occasion

      Enchant them all with your ethereal allure in the Harmony formal iridescent sequin mermaid dress! She features a sleeveless V-neckline, adjustable spaghetti straps for customizable wear, a high waist seam, a form-hugging fit at the hips, a floor-length hem with a mermaid silhouette, and all-over sequin embroidery with a stunning iridescent hue for the prettiest shine. The lined mesh fabric offers a moderate stretch. Complete the look with rhinestone heels.

      Fit & Features

      • Sleeveless V-neckline
      • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
      • High waist seam, form-hugging fit at the hips
      • Floor-length hem, mermaid silhouette
      • Iridescent sequin embroidery
      • Sheer mesh fabric, full knit lining, moderate stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05002-7158

      Category Name: $20 & Under Sale

      Price: $19.97 $119.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Cheryl High Slit Slim-Fit Formal Dress

      Special Occasion

      Simple yet oh-so-chic, the Cheryl high slit slim-fit formal dress is perfect for brides for engagement parties, bridal showers, or rehearsal dinners! She features a sleeveless sweetheart neckline with a draped cowl design, spaghetti straps, a floor-length hem with a stylish high side slit, and a flattering slim-fit silhouette. The crepe fabric offers a moderate stretch. Complete the look with rhinestone duster earrings and stiletto heels.

      Fit & Features

      • Sleeveless sweetheart neckline, draped cowl design
      • Spaghetti straps, square back design
      • Floor-length hem, thigh-high side slit
      • Slim-fit silhouette
      • Crepe fabric, moderate stretch, full skirt lining
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05002-7163

      Category Name: $20 & Under Sale

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Abbie Formal Glitter Lace-Up Slit Dress

      Special Occasion

      Start the party when you arrive in the Abbie formal glitter dress to shimmer and shine at school dances, red carpet events, and anniversary celebrations! She features a sleeveless square neck, spaghetti straps that lace up in the back, a mermaid silhouette, and a stunning high front slit and long hem. The formal dress is composed of a glitter knit stretchy fabric. Complete the look with a gorgeous hair clip for a flawless style!

      Fit & Features

      • Sleeveless square neck
      • Spaghetti straps, lace-up back
      • Mermaid silhouette
      • High front slit, long hem
      • Glitter stretchy knit fabric
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05002-7327

      Category Name: $20 & Under Sale

      Price: $19.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Emmeline Iridescent Sequin A-Line Formal Dress

      Special Occasion

      Unveil an enchanting look for homecoming or a formal soiree in the Emmeline iridescent sequin dress! She features a sleeveless square neckline with a built-in padded bust, dual bungee spaghetti straps, an open back with a strappy cross-back design, and a fitted high waist. Her floor-sweeping hem has a high front slit, a subtle train, and a flowy A-line silhouette. Her all-over sequin embroidery has a gorgeous iridescent hue. The lined mesh fabric offers a moderate stretch. Complete your princess look with rhinestone heels.

      Fit & Features

      • Sleeveless square neckline, padded bust
      • Dual bungee spaghetti straps, open back, strappy cross-back design
      • Fitted high waist, lower back zipper, hook and eye closure
      • Floor-sweeping hem, train, front slit, A-line silhouette
      • Iridescent sequin embroidery
      • Sheer mesh fabric, full knit lining, moderate stretch
      • Sticky bra optional
      • Runs true to size

      Style Number/Barcode: 05002-7168

      Category Name: $20 & Under Sale

      Price: $19.97 $164.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Seriously Stylish Satin Trouser Pants

      These satin trouser pants are seriously stylish for working babes and after-hours fun! They feature a flattering high-rise waist, hidden side pockets, and a wide-leg silhouette. Complete the look in a sleeveless top and strappy sandals. 

      Fit & Features

      • High-rise waist
      • Hidden side pockets
      • Side zipper closure
      • Wide-leg silhouette
      • Silky satin fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06402-1281

      Category Name: $20 & Under Sale

      Price: $6.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Start Your Engines Slash Graphic Crop Tee

      Start your engines and rev up in edgy style by showcasing this graphic crop tee! It features short sleeves, a crew neck, a front graphic with "Custom Parts Classic Motors" and a slashed cropped hem. Complete the look in trendy denim jeans for a concert or chilling with friends!

      Fit & Features

      • Short sleeves
      • Crew neck
      • Front graphic and script, "Custom Parts Classic Motors"
      • Slashed cropped hem
      • Stretchy cotton fabric
      • Runs true to size

      Style Number/Barcode: 06002-1555

      Category Name: $20 & Under Sale

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Rock And Roll Babe Graphic Tank

      Take on the persona of an edgy rock and roll babe with this trendy graphic tank! It features a sleeveless scoop neck and back, thin tank shoulder straps, a guitar, roses, and wings graphic with the script, "Hard Rock Festival," and "Rock & Roll," and a fitted, cropped hem. Style this faux suede tank with faux leather shorts and ankle booties!

      Fit & Features

      • Sleeveless scoop neck and back
      • Thin tank shoulder straps
      • Guitar, roses, and wings graphic
      • Script that reads, "Hard Rock Festival," and "Rock & Roll"
      • Fitted, cropped hem
      • Faux suede fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06002-1547

      Category Name: $20 & Under Sale

      Price: $6.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Go-Getter Gal Zebra Print Wrap Tie Top

      Amp up your business casual fits' or everyday style with this zebra print top to create stylish looks for the girls on the go! The top features peasant long sleeves with dual button cuffs, a V-neckline, surplice bodice with a wrap-tie cropped hem on smooth woven fabric. Complete the look in straight-leg jeans, heels, and a mini tote.

      Fit & Features

      • Peasant long sleeves, dual button cuffs
      • V-neckline
      • Surplice bodice
      • Wrap-tie cropped hem
      • Zebra print
      • Smooth woven fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06003-1997

      Category Name: $20 & Under Sale

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Total Jetsetter Swirl Print Flare Pants

      Whether you're jet-setting to an island resort or road-tripping up to a music festival, these swirl print flare pants are just the ticket to make a stylish entrance! They feature a high-rise waist, hip-hugging fit, and a flared hem on brushed stretchy knit fabric. Complete the look in a cute corset top.

      Fit & Features

      • High-rise waist
      • Hip-hugging fit
      • Flared hem
      • Swirl print
      • Brushed stretchy knit fabric
      • Runs true to size

      Style Number/Barcode: 06502-2246

      Category Name: $20 & Under Sale

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Weekend Ready High-Rise Denim Mom Shorts

      You'll be ready for casual weekend plans with these trendy denim mom shorts. They feature a super high-rise waist with a front button and hidden zipper closure, rolled hems, and a relaxed fit. The denim fabric offers a rigid fit with no stretch. Style with a graphic tee and sandals.

      Fit & Features

      • Super high-rise waist
      • Front button, hidden zipper closure
      • Five-pocket and belt loop design
      • Rolled hems
      • Relaxed fit
      • Denim fabric, rigid fit, no stretch
      • Runs true to size

      Style Number/Barcode: 06603-0351

      Category Name: $20 & Under Sale

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance