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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.

  • Buckle Up High Rise Cutout Flare Denim Jeans

    Get ready for these edgy denim jeans to enter your closet! They feature a Y2K-inspired design with a flattering high-rise waist, side cutouts with adjustable straps and buckle closures, a hip-hugging fit, and a flared hem on premium denim fabric. Complete the look with a cute crop tee for a concert or movie with friends!

    Fit & Features

    • High-rise waist
    • Side cutouts, adjustable straps, buckle closures
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Flared hem
    • Premium denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0450

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daytime Adventure Utility Denim Romper

    Your next daytime adventure calls for this trendy utility denim romper! Featuring slouchy long sleeves with elasticized cuffs, a collar neckline, button-down front closures, dual chest, and back pockets, belt loop accents along the waist, and a short-length cuffed hem. The romper is composed of premium denim fabric with minimal stretch. Complete the look with trendy sunglasses and sandals!

    Fit & Features

    • Long sleeves, elasticized cuffs
    • Collar neckline, button-down front closures
    • Dual chest and back pockets
    • Belt loop accents along the waist
    • Short-length cuffed hem
    • Premium denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0353

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Locking Knit Down Sherpa Long Trench Coat

    Lock down a chic look with a trench coat that brings the drama to your look! The trench features a collared neckline, long sleeves with an adjustable buckle cuff, a double-breast button closure, a tie waist belt with loops, hidden side pockets, and a below-the-knee length. The coat is composed of faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete the look with a bodysuit, dark-wash denim, and booties.

    Fit & Features

    • Collared neckline
    • Long sleeves, adjustable buckle cuff
    • Double-breast button closure
    • Tie waist belt with loops, hidden side pockets
    • Relaxed fit
    • Sherpa knit fabric, satin lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0388

    Category Name: $20 & Under Sale

    Price: $33.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annika Formal Mid-Length Bandage Dress

    Special Occasion

    Create the snatched silhouette of your dreams in the iconic Annika formal mid-length bandage dress! She features a sleeveless square neckline, spaghetti straps, a hidden back zipper closure, a midi-length hem with a chic back slit accent, and a bodycon silhouette that will hug your figure. The bandage knit fabric offers a smooth and sculpted look with plenty of stretch. Style with clear heels for your next cocktail hour.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Hidden back zipper, hook and eye closure
    • Midi-length hem, back slit
    • Bodycon silhouette, sculpted look
    • Bandage knit fabric, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1570

    Category Name: $20 & Under Sale

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Runway Ready Satin Gem Caged Block Heels

    Get ready to strut the runway in these satin block heels! They feature a square toe, a thin toe strap, and clear PVC caged foot straps with statement gemstones, and an adjustable ankle strap with buckle closure. Complete the look with a sparkly clutch for a special occasion!

    Fit & Features

    • Square toe
    • Thin toe strap
    • Clear PVC caged foot straps, statement gemtstones
    • Adjustable ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4443

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tegan Taffeta Corset Party Bubble Dress

    Special Occasion

    Bring the flirt factor in the Tegan taffeta party dress perfect for school dances, banquets, and dressy birthdays! She features a sleeveless square neckline, tank shoulder straps, a corset bodice with flexible boning, and an adorable short-length bubble hem. The party dress is composed of a taffeta woven fabric with a sewn-in knit lining. Complete the look in platform heels and earrings!

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Back zipper and hook-eye closure
    • Corset bodice, flexible boning
    • Short-length bubble hem
    • Taffeta woven fabric, sewn-in knit lining
    • Regular bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1591

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Macie Formal Satin Lace-Up Skater Dress

    Special Occasion

    Experience the perfect blend of beauty and elegance with this Macie satin skater dress at homecoming and formal parties! Featuring a sleeveless plunge V-neckline and an open lace-up back for a customized fit, this dress will flatter your figure and add glamour to your look. Enjoy a classic skater silhouette in a short-length hem made from luxurious satin-knit fabric. Complete the look with gorgeous rhinestone jewelry to add an elegant shine!

    Fit & Features

    • Sleeveless plunge V-neckline, padded bust, curved underbust seam
    • Open lace-up back, tie closure
    • High waist seam, skater silhouette
    • Short-length hem
    • Luxe satin-knit fabric, knit lining at the bust, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1898

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cindra Sequin Strappy Party Dress

    Special Occasion

    You'll always be the shining star in the Cindra sequin party dress here for every showstopping moment! She features a sleeveless V-neckline,a padded bust, bungee spaghetti straps, a revealing strappy open back, and a flattering bodycon silhouette and mini-length hem. The party dress is designed with a sequin-embellished pattern on mesh fabric with a stretchy knit lining. Complete the look with a charming necklace and earrings set for a birthday party or dressy occasion!

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Bungee spaghetti straps
    • Open strappy back
    • Bodycon silhouette, mini-length hem
    • Sequin-embellished pattern, mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1808

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Belle Of The Party Mesh Off-The-Shoulder Dress

    You'll be the hit of every party in this mesh off-the-shoulder dress! It features sheer fitted long sleeves with bell-style ruffled cuffs, side and back ruched seams to accentuate your gorgeous curves, a bodycon silhouette, and a mini-length hem. Complete the look with earrings and heels!

    Fit & Features

    • Off-the-shoulder neckline
    • Sheer fitted long sleeves, bell-style ruffled cuffs
    • Side and back ruched seams
    • Bodycon silhouette, mini-length hem
    • Back zipper and hook-eye closure
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5097

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glimmer And Glitter Bodycon Tie Back Midi Dress

    Glimmer under any light in this glitter midi dress to steal the spotlight! Featuring a sleeveless square neck, tank shoulder straps, a tie-back design, a flattering bodycon silhouette, a side ruched seam, and an asymmetrical side slit hem. Complete the look in block heels for a dressy celebration!

    Fit & Features

    • Sleeveless square neck
    • Tank shoulder straps
    • Tie-back design
    • Bodycon silhouette. side ruched seam
    • Asymmetrical side slit midi hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2708

    Category Name: $20 & Under Sale

    Price: $5.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Cute Sleeveless Ruched Slit Midi Dress

    For casual plans and outings, make your look cute in this sleeveless midi dress perfect for inspiring your inner fashionista! It features a square neck, spaghetti straps, a form-hugging fit, a side ruched seam that accentuates your curves, a side slit, and a midi-length hem. Complete the look with a crop jacket and heels!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Form-hugging fit
    • Side ruched seam, slit
    • Midi-length hem
    • Stretchy brushed knit soft fabric
    • Runs true to size

    Style Number/Barcode: 05102-5290

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Treat Denim Rhinestone Stiletto Mules

    These denim mules will be such a treat to your feet! They feature an open square-shaped toe, an asymmetric foot strap with iridescent rhinestone embellishments, a short stiletto heel, and a slightly cushioned faux leather insole. Complete the look with a trendy mini handbag for a day or night out!

    Fit & Features

    • Open square toe
    • Asymmetric foot strap, iridescent rhinestones
    • Open back
    • Short stiletto heel
    • Slightly cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4606

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elara Formal Velvet Rhinestone Strap Long Dress

    Special Occasion

    Make a statement in this show-stopping Elara formal velvet dress! She features a sleeveless surplice V-neckline, dazzling rhinestone-embellished spaghetti straps, a curve-hugging slim silhouette with a side pleated seam, and an asymmetrical wrap slit floor-length hem. The formal dress is crafted from a luxuriously soft velvet fabric with plenty of stretch. Complete your look for black tie occasions with earrings and heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Rhinestone-embellished spaghetti straps
    • Back zipper and hook-eye closure
    • Side pleated seam, mermaid silhouette, asymmetrical wrap slit
    • Floor-length hem
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-7537

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Metallic Muse Patent Faux Leather Stiletto Heels

    You'll be a stylish muse in these metallic patent faux leather stiletto heels! They feature an open square-shaped toe, dual toe straps, an asymmetric strap across the foot, adjustable ankle and heel straps, an open back, and a glam gold-toned stiletto heel. Complete your night-out look with a rhinestone clutch.

    Fit & Features

    • Open square toe
    • Dual toe straps, asymmetric strap across the foot
    • Adjustable ankle and heel straps, buckle detail
    • Open back, gold stiletto heel
    • Metallic sheen
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4520

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Elegance Cubic Zirconia Drop Earrings

    These gorgeous cubic zirconia drop earrings exude dainty elegance! They feature a short drop design of square-shaped cubic zirconia stones leading to a hanging teardrop-shaped stone. Include a post-back closure. Style with a faux leather clutch and rhinestone heels for a formal night out.

    Fit & Features

    • Short drop design
    • Four square-shaped cubic zirconia stones
    • One hanging teardrop-shaped cubic zirconia stone
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-1703

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Juliette Formal Satin Corset Slit Long Dress

    Special Occasion

    You'll look simply irresistible in the Juliette formal satin long dress at black-tie parties and fancy events! She features a strapless V-neckline, a corset bodice with flexible boning, a slim form-hugging silhouette, floor-length hem, and an eye-catching front knot atop a high cut slit. The formal dress is composed of a silky satin fabric with a stretchy knit lining. Complete the look in a layered choker necklace.

    Fit & Features

    • Strapless V-neckline
    • Corset bodice, flexible boning, back zipper and hook-eye closure
    • Slim, form-hugging silhouette
    • Front knot accent, high slit, floor-length hem
    • Silky satin fabric, stretchy knit lining
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7253

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Layers Rib Knit Bolero

    A casually perfect rib knit bolero to layer over your new autumn 'fits! It features fitted long sleeves, an open front design, and an ultra-cropped hem on stretchy rib knit fabric. Complete the look in chic boots for a stroll downtown or a coffee run!

    Fit & Features

    • Fitted long sleeves
    • Open front design
    • Ultra cropped hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1736

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Classy Rhinestone Belt

    Always classy and chic! Finish your formal look in this sparkling rhinestone belt featuring a unique slanted, two-row design with a lobster clasp closure. Perfect for styling with statement earrings.

    Fit & Features

    • Rhinestone embellishments
    • Two-row slanted design
    • Lobster clasp closure

    Style Number/Barcode: 07301-0665

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Mood Rhinestone Sheer Fishnet Top

    This sexy sparkly and sheer rhinestone fishnet top will definitely put you in a party mood! It features a round neckline, long sleeves with fab flared hems, a cropped hem with a relaxed fit, and a cropped front knit lining with a cowl neckline. The sheer fishnet fabric features all-over glitzy rhinestone embellishments. Style with the matching mini skirt and platform heels!

    Shop Matching Bottoms: Party Mood Rhinestone Sheer Fishnet Mini Skirt

    Fit & Features

    • Round neckline
    • Long sleeves, flared hems
    • Cropped hem, relaxed fit
    • Cropped front knit lining, cowl neckline
    • Sheer fishnet fabric, minimal stretch
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 06001-4875

    Category Name: $20 & Under Sale

    Price: $21.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Impeccable Shine Glitter Mesh Party Dress

    Shine the brightest this season sparkling in this glitter mesh party dress! It features slightly sheer peasant long sleeves, a sexy plunge V-neckline, ruched side seams that hug your curves along the bodycon silhouette, and a mini-length hem. Complete the look in statement earrings and strappy heels for a dressy celebration!

    Fit & Features

    • Slightly sheer peasant long sleeves
    • Plunge V-neckline
    • Ruched side seams, bodycon silhouette
    • Mini-length hem
    • Glitter mesh fabric, partial sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2523

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparks Fly Velvet Glitter Cutout Mini Dress

    This velvet glitter dress shines bright underneath any light! Featuring a V-neckline, spaghetti straps, and a show-stopping waist side cutout. Crafted with a bodycon silhouette and a beautiful pleated side seam, this dress will have everyone’s heads turning! Complete the look with strappy rhinestone heels for a birthday or Vegas weekend.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Waist side cutout
    • Bodycon silhouette, side pleated seam
    • Mini-length hem
    • Velvet glitter fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2655

    Category Name: $20 & Under Sale

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cut To Perfection Sequin Rhinestone Button Dress

    Turn heads with this showstopping sequin party dress! Crafted with fitted long sleeves, a crew neckline, and a bodycon silhouette, it's glamour-ready. But the highlight? Asymmetrical front cutouts with sparkling rhinestone buttons and a mini-length hem - talk about cut to perfection! Complete the look in platform stiletto heels for a bachelorette or Vegas weekend.

    Fit & Features

    • Fitted long sleeves, crew neckline
    • Back zipper and hook-eye closure
    • Asymmetrical front bust cutouts, rhinestone buttons
    • Bodycon silhouette
    • Mini-length hem
    • Sequin-embroidered knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-4978

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Vibes Rhinestone Chain Belt

    Bring the luxe vibes to your formal look with this gorgeous chain belt! It features stunning circular designs with rhinestone embellishments to add the prettiest sparkle to your outfit. Style this belt over a curve-hugging dress and complete the look with chic heels.

    Fit & Features

    • Chain belt
    • Circular designs
    • Rhinestone embellishments
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0669

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready To Twirl Velvet Skater Skirt

    This trendy velvet skater skirt will have you ready to twirl at every party! The skirt will give your look the perfect blend of sultry and flirty featuring a high-rise waist, skater silhouette, and a short-length hem. The velvet fabric offers a moderate stretch. Complete your outfit with a corset bodysuit, sheer tights, and thigh-high boots!

    Fit & Features

    • High-rise waist
    • Skater silhouette
    • Short-length hem
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0872

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale