$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.

  • Swirls Of Attraction Strappy Marble Print Midi Dress

    Attract all the attention when you step out in this marble print midi dress for dinner and drinks! It features a sleeveless scoop neckline, spaghetti straps, an open strappy back design, a bodycon silhouette, and a flattering side ruched seam and slit along the asymmetrical hem. Complete the look with a fab earrings set and heels.

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Open strappy back design
    • Bodycon silhouette
    • Side ruched seam and slit
    • Asymmetrical midi-length hem
    • Marble print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5259

    Category Name: $20 & Under Sale

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pristine Shine Glitter One-Shoulder Mini Dress

    Envoke a pristine shine in this glitter mini dress for school dances or dressy celebrations! It features a one-shoulder neckline, one long bell sleeve, a flattering bodycon silhouette, and an eye-catching glitter diamond knit pattern. Complete the look with statement earrings.

    Fit & Features

    • One-shoulder neckline
    • One long bell sleeve
    • Bodycon silhouette
    • Mini-length hem
    • Glitter diamond-knit pattern
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-2465

    Category Name: $20 & Under Sale

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bri Taffeta Puff Sleeve Party Dress

    Special Occasion

    Show up and stun in the adorable and flirty Bri taffeta party dress! She features a sweetheart neckline, short puff sleeves, a fitted bodice with flexible boning, a high waist seam, a short skater skirt with pleating, and a fab fit and flare silhouette. The woven taffeta fabric includes a full knit lining and a tulle underskirt for extra volume. Style with platform heels for your birthday festivities.

    Fit & Features

    • Sweetheart neckline
    • Short puff sleeves, elasticized hems
    • Fitted bodice, flexible boning inserts, high waist seam
    • Back zipper, hook and eye closure
    • Short skater skirt, pleating, fit and flare silhouette
    • Taffeta fabric, knit lining, tulle underskirt, minimal stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1501

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Angelica Puff Sleeve Corset Party Dress

    Special Occasion

    Make it your moment when you make a flirtatious entrance in the Angelica puff sleeve corset party dress! She features a sweetheart neckline, a ruched corset-designed bodice with flexible boning inserts to provide structure, sheer short puff sleeves, a high waist seam, and a full short skater skirt with a voluminous fit and flare silhouette. The sheer mesh fabric features an all-over dainty swiss dot pattern and includes a knit lining. Style with platform heels for a chic strut!

    Fit & Features

    • Sweetheart neckline
    • Corset-designed bodice, flexible boning inserts, ruching
    • Sheer short puff sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • High waist seam, full short skater skirt, fit and flare silhouette
    • Sheer mesh fabric, swiss dot pattern, knit lining, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1355

    Category Name: $20 & Under Sale

    Price: $29.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zoya Formal Velvet Corset Skater Dress

    Special Occasion

    Showcase a luxe flair in the Zoya formal velvet corset skater short dress, a chic option for a school dance or a fancy party! She features a sleeveless sweetheart neckline with a corset-style bodice, a built-in padded bust with a bust seam outline and ruched cups, bungee spaghetti straps, a high waist seam, a short skater skirt, and a fit and flare silhouette. The smooth velvet fabric will elevate the occasion. Complete the look with the short dress in lace-up heels.

    Fit & Features

    • Sleeveless sweetheart neckline, corset-style bodice
    • Padded bust, bust seam outline, ruched cups
    • Bungee spaghetti straps, hidden back zipper, hook and eye closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1820

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Entrance Satin Ruffle Bodycon Dress

    You'll always make a stunning entrance in this satin mini dress at every soiree! The dress features a sleeveless sweetheart cold-shoulder neckline with flirty ruffle trim, spaghetti straps, and short-sleeve cuffs, a bodycon silhouette, and a mini-length slit hem. Complete the look with fringe earrings and a necklace for a dressy celebration or date night!

    Fit & Features

    • Sleeveless sweetheart cold-shoulder neckline
    • Ruffle trim, spaghetti straps, short-sleeve cuffs
    • Bodycon silhouette
    • Mini-length slit hem
    • Silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2672

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strike The Crowd Glitter Skater Dress

    Strike the crowd with your subtle sparkle in this glitter skater dress at school dances or parties! It features a sleeveless square neckline, spaghetti straps, a skater silhouette, hidden side pockets for keeping your hands warm, and a short-length hem. The dress is designed with a glitter diamond pattern on crepe knit fabric. Complete the look with rhinestone earrings and a bracelet.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Skater silhouette
    • Hidden side pockets
    • Short-length hem
    • Glitter diamond pattern
    • Crepe knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2464

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nina Tulle Glitter Polka Dot Party Dress

    Special Occasion

    Flirt and flounce in the cute Nina party dress at school dances, banquets, or dressy birthday events! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, tulle overlay over the bust and corset-style bodice, and a flared tulle short-length skirt. The party dress is designed with adorable glitter polka dots all over for a hint of shine and has a stretchy knit lining. Complete the look in this formal short dress with a bracelet and earrings.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Tulle overlay over the bust and corset-style bodice
    • Flared tulle short-length skirt
    • All over glitter polka dots on tulle fabric, stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1587

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layla Formal Sequin Bodycon Mini Dress

    Special Occasion

    Stunning with a gorgeous iridescent sheen, the Layla formal sequin bodycon mini dress is glam perfection. She features a sleeveless square neckline, a built-in padded bust that eliminates the need for a bra, adjustable spaghetti straps for a customized fit, a mini-length hem, and a bodycon silhouette that will hug your natural curves. The lined mesh fabric features iridescent sequin embroidery in an intricate scroll pattern. Complete your look for HOCO with silver heels.

    Fit & Features

    • Sleeveless square neckline, built-in padded bust, princess seams
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • High waist seam, mini-length hem, bodycon silhouette
    • Iridescent sequin embroidery, scroll pattern
    • Sheer mesh fabric, full knit lining, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1751

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serene Formal Sequin Bodycon Mini Dress

    Special Occasion

    Keep it sultry and glamorous for dances or parties in the Serene formal sequin bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust that eliminates the need for a bra, adjustable spaghetti straps, an open back with a lace-up strappy design for a customized fit, a mini-length hem, and a bodycon silhouette that will hug your natural curves. The lined mesh fabric features glitzy sequin embroidery in a stunning scroll pattern to catch everyone's eye. Style with metallic heels.

    Fit & Features

    • Sleeveless square neckline, built-in padded bust
    • Adjustable spaghetti straps, open back, lace-up strappy design, tie closure
    • High waist seam, mini-length hem, bodycon silhouette
    • Sequin embroidery, scroll pattern
    • Sheer mesh fabric, full knit lining, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1813

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jodie Glitter Velvet Skater Dress With Pockets

    Special Occasion

    A dancing queen's must-have, the Jodie glitter velvet party dress lights up every dance floor! She features a sleeveless V-neckline, adjustable spaghetti straps, a V-cut back, a padded bust, and hidden side pockets for keeping your hands warm along her flattering short skater silhouette. The party dress is composed of a luxe glitter velvet fabric with multiple tulle and knit linings for many voluminous twirls! Complete the look with a glam hair accessory and heels for homecoming dances or formal parties. 

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Adjustable spaghetti straps
    • V-cut back, zipper and hook-eye closure
    • Hidden side pockets, skater silhouette, short-length hem
    • Glitter velvet fabric, tulle and knit linings, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1785

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Allure Them All Satin Wrap Mini Dress

    Allure them all with your chic style in this curve-hugging satin mini dress! It features an off-the-shoulder V-neckline with a wrap-front design, short sleeve cuffs, figure-flattering pleated detailing at the waist, a mini-length hem with an asymmetric wrap-front, and a bodycon silhouette. Complete your look with rhinestone fringe earrings and silver heels.

    Fit & Features

    • Off-the-shoulder V-neckline, wrap-front design
    • Short sleeve cuffs
    • Pleated waist
    • Mini-length hem, asymmetric wrap-front
    • Bodycon silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2505

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dose Of Drama Satin Lace Corset Mini Dress

    Add romantic drama in the form of this satin mini dress! With delicate lace trim and a corset-fashioned waist, this chic style is destined to turn heads at parties and events. Featuring a sleeveless V-neckline with lace trim, adjustable spaghetti straps, flexible boning inserts along the waist with a lace-up corset overlay, a bodycon silhouette, and a lace trim mini-length hem. Complete the look in lace-up heels and jewelry.

    Fit & Features

    • Sleeveless V-neckline with lace trim
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Flexible boning waist inserts, lace-up corset overlay
    • Bodycon silhouette
    • Lace trim mini-length hem
    • Silky satin woven fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2534

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Right Reasons Satin Bodycon Mini Dress

    Turn heads for all the right reasons when you're seen in this sultry satin mini dress! Featuring a sleeveless square neckline, adjustable spaghetti straps, flexible boning along the waist, and a bodycon silhouette that shows off your fab figure. Complete the look in this mini-length dress with a pair of rhinestone heels for a touch of glam!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flexible boning waist inserts
    • Bodycon silhouette, mini-length hem
    • Smooth satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5080

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Glamour Satin Lace-Up Midi Dress

    Step out in this glam satin midi dress sure to capture the spotlight! The dress features a sleeveless square neckline, spaghetti straps that create the lace-up back design, a cutout bust, and a flattering bodycon silhouette with a center-back slit accent. Complete the look in strappy rhinestone heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Cutout bust, center back slit
    • Bodycon silhouette
    • Midi-length hem
    • Silky satin knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2680

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flaunt Your 'Fit Ruched Bodycon Midi Dress

    You'll want to flaunt your sultry 'fit in this ruched bodycon midi dress that will showcase your gorgeous figure! It features a sleeveless sweetheart neckline with a padded bust, a twist-front design with a center keyhole cutout, spaghetti straps, ruching down the side seams, and a midi-length hem with a curve-hugging silhouette. The slinky knit fabric includes a full-length lining and has plenty of stretch. Style with lace-up heels!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Twist-front design, center cutout
    • Spaghetti straps
    • Ruched side seams
    • Midi-length hem, bodycon silhouette
    • Slinky knit fabric, full-length lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2817

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Modern Posh Strapless Pinstripe Corset Top

    Keep your look modern and posh in this pinstripe corset top! Featuring a strapless neckline with non-slip grip lining, flexible boning inserts along the bodice, a fitted crop hem, and multiple back hook and eye closures. The corset top is designed with a chic pinstripe print on lined smooth woven fabric. Complete the look with chic wide-leg pants for a wine bar!

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Flexible boning inserts along the bodice
    • Fitted crop hem
    • Multiple back hook and eye closures
    • Pinstripe pattern
    • Lined smooth woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2196

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Naturally A Classic Tweed Bustier

    Become an instant 90s-inspired classic in this tweed bustier to posh up your vibe! Featuring a sleeveless sweetheart neckline with non-slip grip lining, adjustable and detachable spaghetti straps so you style it strapless, a built-in padded underwire bust, a cropped hem with non-slip grip lining, and a stretchy knit back. Complete the look in a chic mini skirt and heels for a date night or party!

    Fit & Features

    • Sleeveless sweetheart neckline, non-slip grip lining
    • Adjustable and detachable spaghetti straps
    • Built-in padded and underwire bust
    • Cropped hem with non-slip grip lining
    • Tweed front design, stretchy knit back, multiple hook-eye closures
    • Runs true to size

    Style Number/Barcode: 06003-2194

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daring To Be Bold Crepe Bodycon Wrap Dress

    Dare to flaunt your curves in this crepe cowl mini dress! Sleekly designed with a sleeveless cowl V-neck, adjustable spaghetti straps, and a sexy sheer mesh bodice with flexible boning to show your femme figure along the short bodycon wrap silhouette. Complete the look in a pair of sassy platform heels. 

    Fit & Features

    • Sleeveless cowl V-neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Sheer mesh bodice, flexible boning
    • Bodycon silhouette
    • Wrap mini-length hem
    • Crepe fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5012

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Signature Sparkle Glitter Lace-Up Mini Dress

    Show off your signature sparkle in this glitter mesh mini dress for a night on the town! Featuring a sleeveless sweetheart neckline with a padded bust, a lace-up back, and ruched seams that accentuate every curve along the bodycon silhouette, you'll make a statement with every step. Complete the look with a bracelet and earrings for extra glam!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Spaghetti straps, lace-up back
    • Ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Glitter mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5007

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taylor High Rise Skinny Distressed Jeans By Windsor Denim

    Love your look all day in the ultra-flattering Taylor jeans by Windsor denim! They feature a high-rise waist, skinny-leg silhouette, knee-distressed accents, and a raw cropped hem on medium wash denim fabric with a vintage-inspired color fade effect. Complete the look in a sassy crop blouse for an evening out!

    Fit & Features

    • High-rise waist
    • Skinny-leg silhouette
    • Knee-distressed accents
    • Raw cropped hem
    • Front button closure, five-pocket styling
    • Medium wash denim, color fade effect
    • Runs true to size

    Style Number/Barcode: 06602-0345

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Iconic Look Rhinestone Hoop Earrings

    Create an iconic look with these bold rhinestone hoops that will spark up all the compliments! The earrings feature a large open-ended hoop design with all-over sparkling rhinestone embellishments. Include a post-back closure. Style with a silky satin mini dress and stiletto heels.

    Fit & Features

    • Large open-ended hoop design
    • All-over rhinestone embellishments
    • Post-back closure


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

    Style Number/Barcode: 07001-1672

    Category Name: $20 & Under Sale

    Price: $5.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Heads Turn Satin Bodycon Party Dress

    This little satin party dress demands to turn heads! It features a sleeveless sweetheart neckline, spaghetti straps, a bust tie front with a cutout and underbust seams, a sexy bodycon silhouette, and a mini-length hem. The dress is composed of a silky satin fabric that brings a luxe vibe. Complete the look in this mini dress with earrings for a birthday party!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Bust tie front, cutout, underbust seams
    • Bodycon silhouette
    • Mini-length hem
    • Lined silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2506

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Smitten Satin Strapless Skater Dress

    Everyone will be totally smitten over you in this gorgeous satin skater dress at cocktail parties or weddings! It features a strapless square neckline with a v-wire insert, a pleated bust, hidden side pockets for keeping your hands warm, and a short-length hem. Complete the look in rhinestone heels and a bracelet.

    Fit & Features

    • Strapless square neckline
    • V-wire insert, pleated bust
    • Hidden side pockets
    • Skater silhouette
    • Short-length hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2345

    Category Name: $20 & Under Sale

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale