$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Corset Cutie Denim Mini Dress

    From brunch dates to fun at the fair, she always eats. This skater denim mini dress serves flirty and fierce with a corset bodice and sweet bust tie that gives major retro babe energy.

    Fit & Features

    • Denim fabric, lace trim woven lining
    • Corset-style bodice with lace paneling, flexible boning
    • Sweetheart neckline, bust tie, lace trim, underwire bust
    • Adjustable lace trim shoulder straps
    • Back lace-up detail, zipper and hook-eye closure
    • Drop waist skater skirt with lace trim, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000157

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Fave Ribbed Knit Bandeau Top

    This stretchy ribbed knit bandeau will become a major fave and new staple to pair with high-rise bottoms or layered under tops!

    Fit & Features

    • Nylon ribbed knit fabric, high stretch
    • Strapless straight neckline
    • Banded hems
    • Ultra-cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07109-000004

    Category Name: $20 & Under Sale

    Price: $6.97 $12.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: M/L

    Product Badge:
    • Sale
  • Sparkly Treasure Glitter Bodycon Mini Dress

    This glitter mini dress will be treasured at the club! The show-stopping dress features ruched seams and a bodycon silhouette to define your curves while the mini-length hem gives it some sass. Complete the look with heels.

    Fit & Features

    • Glitter fabric, stretchy knit lining
    • Square neckline
    • Spaghetti straps
    • Ruched seams
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5830

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ysabella Lace-Up A-Line Floral Chiffon Formal Dress

    Special Occasion

    Beautifully romantic floral print and an elegant lace-up make up the Ysabella chiffon formal dress in a flattering A-line silhouette! 

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit lining
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Lace-up back, zipper and hook-eye closure
    • A-line silhouette, pintuck seam detailing
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, garden parties, graduations, milestone celebrations, spring cocktail parties

    Style Number/Barcode: 05002-9172

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fallon Satin Corset Side Sash Formal Dress

    Special Occasion

    Entrance them all with your stunning beauty showcasing chic details in the Fallon satin formal dress! She features a sleeveless sweetheart neckline with a structured and padded bust, a pleated cowl neck overlay, adjustable spaghetti straps, and a sheer mesh corset bodice with flexible boning. Her ruched high waist flows out to a floor-length hem with a sultry high side slit, a floor-sweeping side sash for extra drama, and a form-hugging silhouette. The buttery smooth satin-knit fabric offers a moderate stretch. Complete your look with strappy stilettos.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust, supportive underwire
    • Pleated cowl neck overlay
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Sheer mesh corset bodice, flexible boning, ruched high waist
    • Floor-length hem, high side slit, floor-length side sash, form-hugging fit
    • Satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-7092

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jaylee Satin Strapless Wrap Bodycon Mini Dress

    Special Occasion

    Sleek and stunning, the Jaylee bodycon mini dress is crafted with a silky satin knit fabric with a gorgeously chic sheen. The dress features a strapless angled neckline with a pleated surplice design, a built-in padded bust, flexible boning at the bodice to provide structure, and a pleated faux wrap-front design creating an asymmetric mini-length hem.

    Show off your style in this standout dress. Feeling the short and chic vibe? Discover more fashion-forward short prom dresses or elevate your style with our formal dresses.

    Fit & Features

    • Satin knit fabric with knit lining, moderate stretch
    • Strapless angled surplice neckline, pleating, padded bust
    • Flexible boning at the bodice
    • Back zipper with hook-eye closure
    • Pleated faux wrap-front design
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2480

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophie Scoop Neck Rhinestone Faux Pearl Mini Dress

    Special Occasion

    This sleeveless mini dress features a flattering scoop neckline, adjustable spaghetti straps, and a bodycon silhouette. The mesh-lined fabric is embellished with countless rhinestones and faux pearls. 

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Mesh fabric lined with stretchy knit
    • Scoop neckline
    • Adjustable spaghetti straps
    • Side zipper and hook-eye closure
    • Rhinestone and faux pearl embellished
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2212

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mona Off-Shoulder Slit Mermaid Formal Dress

    Special Occasion

    The Mona off-shoulder formal dress is elegance reimagined that commands attention with a flattering mermaid silhouette and high side slit for effortless allure!

    Fit & Features

    • Smooth knit fabric, stretchy knit lining, moderate stretch
    • Strapless neckline, off-the-shoulder strap
    • High side slit
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, wedding guests, bridesmaids, black-tie galas, fancy dinner parties, and engagement parties.

    Style Number/Barcode: 05002-9556

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gisela Lace-Up Bodycon Sequin Formal Dress

    Special Occasion

    Everyone will be obsessed with how you shine in the Gisela floor-length sequin formal dress with a lace-up back that turns heads! 

    This dazzling dress was made for the spotlight! Love the shimmer? Discover more sequin prom dresses or find a sophisticated look in our wedding guest dresses.

    Fit & Features

    • Sequin embellished pattern
    • Mesh fabric lined with stretchy knit
    • V-neckline, spaghetti straps, padded bra cups
    • Lace-up back, lower zipper and hook-eye closure
    • Bodycon silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear: 

    Prom, galas, banquets, and black-tie weddings.

    Style Number/Barcode: 05002-9275

    Category Name: $20 & Under Sale

    Price: $49.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristy Formal Glitter Ruffle Mini Dress

    Special Occasion

    Radiate eye-catching energy in the Kristy formal glitter mini dress perfect for twirling all night out on the dance floor! She features adorable sheer fitted long sleeves with ruffled cuffs, a sweetheart neckline with a padded underwire bust, and a head-turning open back with a tie closure. Flaunt your curves in her bodycon silhouette showcasing side ruched seams and a flirty ruffled mini-length hem. The formal dress is composed of a glitter mesh fabric that sparkles and has a sewn-in knit lining. Complete the look in platform heels for a sweet sixteen or holiday party!

    This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.

    Fit & Features

    • Sheer fitted long sleeves, ruffled cuffs
    • Sweetheart neckline, padded underwire bust
    • Open back, tie closure, back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Ruffled mini-length hem
    • Glitter mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-2007

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carlene Ruched Satin Bodycon Mini Dress

    Special Occasion

    Create a flirty and fab party look in the Carlene formal mini dress designed with satin knit fabric to deliver that sleek sheen. It features a strapless straight neckline, all-over ruching to flaunt your stunning curves, a faux wrap-front design with a ruffled side sash accent, and a short bodycon silhouette.

    This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.

    Fit & Features

    • Satin knit fabric with knit lining, moderate stretch
    • Strapless straight neckline, padded bust, no-slip strip
    • Back zipper with hook-eye closure
    • All-over ruching
    • Faux wrap-front design, ruffled side sash
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2595

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Janie Strapless Rhinestone Fringe Velvet Mini Dress

    Special Occasion

    Strike the crowd with the brilliant Janie velvet mini dress at parties! The formal party dress stuns in a strapless sweetheart neckline and short sleeve cuffs decorated with a rhinestone fringe while the bodycon silhouette flaunts your figure. Complete the look with heels.

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Soft velvet fabric
    • Strapless sweetheart neckline
    • Built-in padded underwire bust
    • Rhinestone fringe
    • Short sleeve cuffs
    • Back zipper hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2580

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Krystal Sequin Low Back Beaded Mini Dress

    Special Occasion

    Gorgeous back detail makes the Krystal sequin dress a sexy standout! Perfect for modern brides or birthday babes, she features a plunge V-neckline, adjustable spaghetti straps in a subtle nude hue, a padded bust, a striking low back with multiple strands of beads, and a sweet form-hugging silhouette. The party dress is designed with a sequin-embellished pattern on sheer mesh fabric to give you some sparkle and has a subtle nude-tone stretchy knit lining. Complete the look with dangly earrings and heels for weddings, birthdays, or a dressy night out!

    Show off your style in this standout dress. Feeling the short and chic vibe? Discover more fashion-forward short prom dresses or elevate your style with our formal dresses.

    Fit & Features

    • Sleeveless plunge V-neckline, padded bust
    • Adjustable spaghetti straps, subtle nude tone
    • Low back, multiple strands of beads, zipper and hook-eye closure
    • Form-hugging fit, mini-length hem
    • Sequin-embellished pattern
    • Sheer mesh fabric, subtle nude tone stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1682

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Krissy Formal Sequin Scroll Corset Midi Dress

    Special Occasion

    Captivating sequins lend endless sparkle while the scroll pattern elevates the Krissy formal midi dress sure to make a lasting impression! She features a sleeveless sweetheart neckline,  a padded bust, adjustable spaghetti straps, a corset-style bodice with flexible boning to give you a snatched appearance, a flattering bodycon silhouette, a front slit, and a midi-length hem. The formal dress is designed with a shimmering sequin scroll pattern with a chic lace effect. Complete your look for a rehearsal dinner or banquet in strappy rhinestone heels.

    This dazzling dress was made for the spotlight! Love the shimmer? Discover more sequin prom dresses or find a sophisticated look in our wedding guest dresses.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Corset-style bodice, flexible boning
    • Bodycon silhouette, front slit, midi-length hem
    • Sequin-scroll pattern, lace effect
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1668

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stealing Hearts Flocked Velvet Skater Dress

    A flocked velvet skater dress that'll steal hearts left and right with a flattering sweetheart neckline and mini-length hem. 

    Fit & Features

    • Flocked velvet pattern
    • Mesh lined fabric
    • Sweetheart neckline, wide shoulder straps
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3866

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meredith One-Shoulder Sequin Formal Dress

    Get a luxe look for your next fancy night out in the stunning Meredith sequin formal dress. She features a sleeveless bodice, an asymmetrical one-shoulder neckline with dual adjustable spaghetti straps, and a back zipper and hook and eye closure. She has a floor-length, form-hugging mermaid silhouette to highlight your curves. The dress is composed of a sheer mesh fabric with an all-over gorgeous sequin embroidered floral design and includes a stretchy knit lining. Complete your outfit with rhinestone stud earrings and a dainty sparkly bracelet.

    Sequins bring the perfect mix of elegance and fun. Want more options? Shine in a sparkling sequin prom dress or make an entrance in our glamorous party dresses.

    Fit & Features

    • Asymmetrical one-shoulder neckline, padded bust
    • Dual adjustable spaghetti straps, back zipper, hook and eye closure
    • Floor-length hem, curve-hugging mermaid silhouette
    • Sequin embroidery, floral design
    • Sheer mesh fabric, full-length knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-8347

    Category Name: $20 & Under Sale

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daria Strapless Wrap Slit Slim Satin Formal Dress

    Special Occasion

    Inspire glamour in the compliment-provoking Daria strapless satin formal dress at black tie galas and soirees! Crafted from luxurious satin fabric, this dress is perfect for any formal occasion. The strapless sweetheart neckline, flexible boning, and slim silhouette accentuate your curves while the high front wrap slit and long-length hem add a touch of sophistication. Complete the look with rhinestone earrings and stiletto heels.

    Fit & Features

    • Satin fabric, bust lining, minimal stretch
    • Strapless sweetheart neckline
    • Flexible boning
    • Back zipper and hook-eye closure
    • High front wrap slit
    • Slim silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7227

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably Trendy Zip-Front Skater Dress

    Adorably trendy, this short skater dress gives off that sweet and sassy vibe. The bustier bodice features a sweetheart neckline and zip-front design, leading to a pleated skater silhouette.

    Fit & Features

    • Twill woven fabric, slight stretch, bust knit lining
    • Sleeveless sweetheart neckline
    • Bustier bodice, zip-front design
    • Thin tank shoulder straps
    • Pleating
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3845

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Silvia Lace-Up Floral Satin A-Line Formal Dress

    Special Occasion

    Unlock ravishing charm in the Silvia A-line formal dress as a stunning bridesmaid, wedding guest, or attending a banquet! The cowl neckline and adjustable spaghetti straps add elegance to the A-line silhouette, while the lace-up back flaunts your style and hidden side pockets keep your hands warm. The high front slit and floor-length hem allow for graceful movements, and the floral jacquard pattern on soft satin fabric exudes sophistication. Complete the look with a decadent necklace and earrings set.

    Fit & Features

    • Floral jacquard pattern, satin fabric, woven lining, no stretch
    • Adjustable spaghetti straps, cowl neckline
    • Lace-up, back zipper and hook-eye closure
    • Hidden side pockets
    • High front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8004

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Glitter Off-The-Shoulder Dress

    Radiant shine in this glitter party dress - perfect for a girl's night or bachelorette weekend! It features a chic off-the-shoulder neckline, short-sleeve cuffs, a bodycon silhouette, and a side ruched seam that leads the asymmetrical mini-length hem. Complete the look in strappy block heels.

    Fit & Features

    • Off-the-shoulder neckline, short-sleeve cuffs
    • Bodycon silhouette
    • Side ruched seam
    • Asymmetrical mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4962

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kerry Open Back Bodycon Pearl Bead Formal Dress

    Special Occasion

    The backless design, cowl neck, and bodycon fit add up to the gorgeous Kerry formal dress! Cut from a mesh fabric with faux pearl and beaded embellishments that give an alluring look from every angle.

    Every detail shines in this intricately designed dress. Love embellishments? Explore our embellished beaded prom dresses or find a refined silhouette in our formal dresses.

    Fit & Features

    • Beaded, faux pearl embellishments
    • Mesh fabric lined with stretchy knit
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • Open tie-back design
    • Bodycon silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, big birthday events, glam functions and parties

    Style Number/Barcode: 05002-9085

    Category Name: $20 & Under Sale

    Price: $69.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Roxanna Tulle Ruffle A-Line Ball Gown

    Special Occasion

    Romantic ruffles on airy tulle create the elegant Roxanna ball gown made for your next formal black tie occasion! With a voluminous ruffled A-line silhouette and high slit, this dress is ready to make an entrance.

    Make a statement in this stunning dress. Love bold details? Explore our playful ruffle prom dresses or find a sleek look in our formal dresses.

    Fit & Features

    • Airy tulle fabric, stretchy knit lining
    • Sleeveless V-neckline, adjustable spaghetti straps
    • Gathered ruched bodice, back zipper and hook-eye
    • A-line silhouette, high slit
    • Voluminous ruffle skirt, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, charity and military balls, galas, special events, milestone celebrations

    Style Number/Barcode: 05004-0191

    Category Name: $20 & Under Sale

    Price: $59.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taylor Lace-Up Slit Sequin Formal Dress

    Special Occasion

    Step into a world of sparkle in the glam Taylor sequin formal dress capturing sultry design details like a lace-up back that turns heads and a high front slit for effortless movement.

    Fit & Features

    • Sequin embellished pattern
    • Mesh fabric lined with stretchy knit
    • Square neckline
    • Wide shoulder straps
    • Lace-up back, lower zipper and hook-eye closure
    • High front slit
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, red-carpet events, big milestone celebrations, galas, and fancy cocktail soirees.

    Style Number/Barcode: 05002-9428

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maribelle Corset Floral Mermaid Formal Dress

    Special Occasion

    Elegance is effortless with the Maribelle floral formal dress, designed with a waist-cinching corset bodice and a flattering mermaid silhouette.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Corset bodice, flexible boning, pleated
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, garden parties, shower celebrations, graduations, afternoon tea parties

    Style Number/Barcode: 05002-9668

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale