$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.

  • Stylishly Snatched Faux Leather Mini Skirt

    Create a stylishly snatched look with this sleek faux leather mini skirt! It features a high-rise waist with a front V-cut design, a mini-length hem, and a curve-hugging silhouette. Complete the outfit with a bustier and strappy heels.

    Fit & Features

    • High-rise waist
    • Front V-cut design
    • Mini-length hem
    • Curve-hugging fit
    • Faux leather fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0835

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Perfection Cropped Denim Shacket

    Create a perfect casual vibe with this trendy denim shacket. It features a collared neckline, long sleeves with buttons to cuff, a complete button-down front, buttoned chest pockets, a cropped hem, and a relaxed silhouette. The cotton fabric offers a rigid fit with no stretch. Style with a graphic tee.

    Fit & Features

    • Collared neckline
    • Long sleeves, single button to cuff
    • Button-down front
    • Dual buttoned chest pockets
    • Cropped hem, relaxed silhouette
    • Cotton fabric, rigid fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0503

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Demi One-Shoulder High Slit Formal Dress

    Special Occasion

    Chic with a sultry style, the Demi formal dress will level up your look for weddings, parties, or any fancy affair. She features a sleeveless asymmetric one-shoulder neckline, a thin tank shoulder strap, a high waist seam, ruched detailing down one side seam, a floor-length hem with a wrap-front design creating a sexy thigh-high slit, and a curve-hugging silhouette. Style with rhinestone fringe earrings and metallic heels.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline, tank shoulder strap
    • High waist seam, ruched side seam
    • Floor-length hem, wrap-front, high slit
    • Curve-hugging fit
    • Knit fabric, lined bust, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6918

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Asypn Sequin Embroidered Mesh Mermaid Dress

    Special Occasion

    You'll look like a gorgeous goddess in the ethereal Asypn sequin embroidered mesh mermaid dress! She features a sleeveless sweetheart neckline with a lined and padded bust, adjustable spaghetti straps, and a sheer corset-designed bodice with flexible boning inserts. Her stunning metallic embroidered applique has shimmering sequin accents and is in a luxe scroll pattern that cascades down the length of the dress leading to a form-hugging fit at the hips and a floor-length hem with a mermaid silhouette. The airy sheer mesh fabric includes a knit skirt lining. Complete the look with rhinestone duster earrings.

    Fit & Features

    • Sleeveless sweetheart neckline, lined and padded bust
    • Adjustable spaghetti straps, V-shaped back, zipper, hook and eye closure
    • Sheer corset bodice, flexible boning inserts
    • Metallic embroidered applique, sequins, scroll pattern
    • Form-hugging fit, floor-length hem, mermaid silhouette
    • Sheer mesh fabric, knit skirt lining, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-6906

    Category Name: $20 & Under Sale

    Price: $59.97 $199.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That 70s Chick Retro Print Crop Top

    Inspired by the groovy era, you'll look like a cute chick in this retro crop top perfect for parties! It features a sleeveless bodice, convertible shoulder straps that can be worn in multiple ways, a fitted, cropped hem, and a geometric-retro print design. Complete the look with high-rise denim and platform heels.

    Fit & Features

    • Sleeveless bodice
    • Convertible shoulder straps, multiple ways to wear
    • Fitted, cropped hem
    • Geometric-retro print design
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4740

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kayleen Sequin Feather A-Line Ball Gown

    Special Occasion

    Delightfully alluring doesn't even begin to describe how mesmerizing you'll look and feel in the Kayleen ball gown at prom or as the quinceanera damas queen! She stuns in a cold shoulder, sweetheart neckline with fab feather cuffs, adjustable spaghetti straps,  a padded bust, and a corset bodice with flexible boning, a flattering A-line silhouette with a floor-length hem. The ball gown is composed of a delicate sequin-embroidered mesh fabric with multiple tulle and woven linings to give her a voluminous effect! Complete the look in a necklace and earrings set.

    Fit & Features

    • Cold shoulder, sweetheart neckline
    • Feather cuffs, adjustable spaghetti straps
    • Padded bust, corset bodice, flexible boning
    • Back zipper and hook-eye closure
    • A-line silhouette, floor-length hem
    • Sequin-embroidered mesh fabric, multiple tulle and woven linings
    • Runs true to size

    Style Number/Barcode: 05004-0189

    Category Name: $20 & Under Sale

    Price: $21.97 $179.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keanna Formal Sequin Mermaid Long Dress

    Special Occasion

    A gorgeous pattern of sequins adorns the Keanna formal dress to make your perfect entrance at galas or as a bridesmaid! She stuns in a sleeveless square neck with sleek bungee spaghetti straps, a form-hugging mermaid silhouette that effortlessly flows into the floor-length hem. The formal dress is composed of a sequin-scroll pattern mesh fabric with a stretchy knit lining. Complete the look with a rhinestone choker.

    Fit & Features

    • Sleeveless square neck
    • Bungee spaghetti straps
    • Back zipper closure
    • Form-hugging, mermaid silhouette
    • Floor-length hem
    • Sequin-scroll pattern, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05002-6982

    Category Name: $20 & Under Sale

    Price: $24.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Mode Basic Strap Sandals

    Get into a chill weekend mode with these basic strap sandals. They feature an almond-shaped toe, a wide banded toe strap, adjustable ankle and heel straps, and a flat sole for comfortable wear. Style with a crop top and denim shorts.

    Fit & Features

    • Almond-shaped toe
    • Wide banded toe strap
    • Adjustable ankle and heel straps
    • Buckle detail
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1076

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glisten And Glimmer Sequin Lace-Up Dress

    Glisten and glimmer from every angle in this sequin mini dress at your next dressy celebration party! It features a sleeveless square neck, spaghetti straps that lace up in the back, and a short form-hugging silhouette. The dress is designed with a sequin-scroll pattern that adds luxe vibes! Complete the look in glitter platform heels for extra sparkle!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Lace-up back, lower zipper and hook-eye closures
    • Form-hugging silhouette, mini-length hem
    • Sequin-scroll patterned fabric
    • Sewn-in stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2000

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Strides Lace-Up Block Heels

    Make trendy strides in these of-the-moment block heels! They feature an open square toe, a PVC toe strap, a strappy caged back design, straps that lace up around the leg, and a thin block heel. Style with a chic handbag.

    Fit & Features

    • Open square-shaped toe
    • PVC toe strap
    • Strappy caged back design
    • Strappy lace-up design, tie closure
    • Thin block heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4165

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Color Me Pretty Gemstone Bead Mules

    Color your shoe collection pretty in these stylish patent leather mules perfect for parties and celebrations! They feature a square toe, curved wide toe strap with colored gemstone beading, and a short stiletto heel. Complete the look in a flirty romper.

    Fit & Features

    • Square toe
    • Curved wide toe strap
    • Colored gemstone beading
    • Short stiletto heel
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4242

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Worth It Linen Tube Top

    This linen-blend tube top is worth taking on your next weekend adventure! It features a sleeveless bodice, a convertible design so you can style it multiple ways, and a cropped hem. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Worth It Linen Wide-Leg Pants

    Fit & Features

    • Sleeveless bodice
    • Convertible design
    • Multiple ways to style
    • Cropped hem
    • Linen-blend fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2167

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glamour Nights Chrome Lace-Up Heels

    Have your night of glamour in these head-turning metallic heels perfect for date nights or cocktail hours! They feature a square toe, a thin toe strap, a block heel, and a caged lace-up design with tie closure. Complete the look with a chic clutch.

    Fit & Features

    • Square toe
    • Thin toe strap
    • Block heel
    • Caged lace-up design, tie closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4222

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High-Rise Destructed Frayed Shorts by Windsor Denim

    Take your everyday 'fit up a notch with the Remy destructed frayed shorts by Windsor Denim. They feature a high-rise waist, on-trend destructed detailing, and a majorly frayed cut-off hem. The light-wash denim fabric has a rigid fit with no stretch. Style with a graphic tee and sneakers.

    Fit & Features

    • High-rise waist
    • Destructed accents
    • Frayed cut-off hem
    • Front button-down closure
    • Five-pocket and belt loop design
    • Light wash denim fabric, rigid fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0247

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cowgirl Cutie Printed Flare Pants

    Keep your festival 'fit on trend with these adorable cow print flare pants! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flared hem. The stretchy brushed knit fabric features an all-over cow print pattern. Style with a crop top and boots for a country concert!

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem
    • Cow print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2264

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dripping In Luxury Gemstone Necklace And Earrings Set

    You'll be dripping in luxury in this gorgeous gemstone jewelry set! It features a collar necklace with mini rhinestones leading to a center teardrop-shaped gemstone design. The duster earrings feature a matching rhinestone and gemstone drop design. Complete the look with a sleek clutch.

    Fit & Features

    • Necklace and earrings set
    • Collar necklace, adjustable chain, lobster clasp closure
    • Mini rhinestones
    • Teardrop-shaped gemstones
    • Rhinestone outline
    • Duster earrings, matching design
    • Post-back closures, rubber stoppers


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

    Style Number/Barcode: 07002-1414

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Scene Satin Rhinestone Stiletto Heels

    Step out into a glam scene in these striking stiletto heels for a night on the town! They feature a square toe, dual thin foot straps, and a spiral ankle strap with colored mini rhinestones on satin material. Complete the look with a glitter clutch.

    Fit & Features

    • Square toe
    • Dual thin foot straps
    • Spiral ankle strap
    • Colored mini rhinestone embellishments
    • Stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4196

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jessa Formal Satin V-Neck Mermaid Dress

    Special Occasion

    You'll be a stunning vision in the Jessa formal satin dress at upcoming banquets, weddings, and celebration soirees! She features a sleeveless V-neckline, adjustable spaghetti straps that lace up along her eye-catching open back, and a curve-flaunting mermaid silhouette with a sexy high side slit that leads to the floor-length hem. The formal dress is composed of a silky satin-lined fabric with a sheen effect and minimal stretch. Complete the look with an elegant choker and a dainty bracelet.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Open back with a lace-up design
    • Back zipper closure, high side slit
    • Curve-hugging, mermaid silhouette, floor-length hem
    • Lined silky satin fabric, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-3516

    Category Name: $20 & Under Sale

    Price: $29.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dramatic Glamour Gemstone Necklace And Earrings Set

    This luxe gemstone jewelry set will bring the dramatic glamour! It features a V-shaped collar necklace with mini rhinestone embellishments and small round and large teardrop-shaped gemstones. The duster earrings feature a matching rhinestone and teardrop gemstone design. Style with a sleek satin formal dress.

    Fit & Features

    • Necklace and earrings set
    • V-shaped collar necklace, adjustable chain, lobster clasp closure
    • Mini rhinestones
    • Small round and large teardrop-shaped gemstones
    • Rhinestone outline
    • Duster earrings, matching design
    • Post-back closures, rubber stoppers


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

    Style Number/Barcode: 07002-1409

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Attitude Round Metal Frame Sunglasses

    Serve major attitude in these on-trend round sunglasses featuring a sleek metal frame, brown tinted lenses, rubber nose, and arm supports. Complete the look in sassy sandals for a day out with friends! 

    Fit & Features

    • Sleek metal round frame
    • Brown tinted lenses
    • Rubber nose and arm supports
    • 100% UV protection

    Style Number/Barcode: 07008-1001

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Strides Chain-Detail Jelly Sandals

    Make trendy strides in these of-the-moment jelly sandals. They feature a square toe, a dual strap design with chunky chain-link accents, an open back for easy on-and-off styling, and a flat sole. Style with a casual dress and a mini handbag.

    Fit & Features

    • Square-shaped toe
    • Dual strap design
    • Chunky chain-link accents
    • Open back
    • Flat sole
    • Jelly material
    • Runs true to size

    Style Number/Barcode: 07404-1130

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Look Chain Detail Stiletto Heels

    Achieve a sleek look that will garner all the compliments with these patent faux leather stiletto heels. They feature a pointed toe with a metal design, thin toe and heel straps, a chic chain-link strap with a padlock charm accent, and a stiletto heel. Style with a little black dress.

    Fit & Features

    • Pointed toe, metal design
    • Thin toe and heel straps
    • Chain-link strap, padlock charm accent
    • Stiletto heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4293

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Help It Jelly Bejeweled Flat Sandals

    You can't help but flaunt your glam in these clear jelly sandals featuring a square toe, a wide strap with statement rhinestone jewels, and a flat sole. Style with a chic handbag for a daytime soiree!

    Fit & Features

    • Square toe
    • Wide strap
    • Rhinestone jewels
    • Flat sole
    • Clear jelly material
    • Runs true to size

    Style Number/Barcode: 07404-1128

    Category Name: $20 & Under Sale

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Little Princess Jeweled Thong Sandals

    Grace everyone with your princess energy in these stunning thong sandals to bring the glamour to sitting poolside in a private cabana with the girls! They feature a square toe, colored gemstones with rhinestone trim on thin PVC clear straps, a flat sole, a metallic footbed, and a colored rhinestone ankle chain strap with a lobster clasp closure. Complete the look in a chic duster kimono to layer over your swimsuit!

    Fit & Features

    • Square toe
    • Colored gemstones, rhinestone trim
    • PVC clear thong straps
    • Flat sole, metallic footbed
    • Colored rhinestone ankle chain strap
    • Lobster clasp closure
    • Runs true to size

    Style Number/Barcode: 07404-1138

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale