$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.

  • Darling Sweetheart Skater Dress

    You'll look so darling in this skater dress at your next dressy event! It features sheer puff sleeves, a sweetheart neck, padded bust. mesh-lined bodice with piping, and a fit and flare crepe skirt. Complete the look in bow heels for a flirty style!

    Fit & Features

    • Puff short sleeves
    • Sweetheart neck, padded bust
    • Back zipper and hook-eye closure
    • Mesh-lined bodice, piping
    • Crepe skater skirt, short hem
    • Lined and stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05101-2275

    Category Name: $20 & Under Sale

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miriam Rhinestone Plunging Halter Mermaid Dress

    Special Occasion

    Showcase a gorgeous allure in the sultry Miriam rhinestone mermaid long dress! She features a plunging V-neckline with halter straps, a bold open back, a high waist, a floor-length hem with a curve-hugging mermaid silhouette, and glimmering rhinestone embellishments in an intricate geometric design. The semi-sheer knit fabric features a mini-length lining. Style with platform heels for your next fancy party.

    Fit & Features

    • Plunging V-neckline, halter straps, dual back button closures
    • Open back, lower back zipper, hook and eye closure
    • High waist, floor-length hem, form-hugging mermaid silhouette
    • Rhinestone embellishments, geometric design
    • Semi-sheer knit fabric, mini-length lining, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-6985

    Category Name: $20 & Under Sale

    Price: $9.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Vibes Ruffled Tie-Front Top

    Bring the heat with a sultry top that will radiate summer vibes! It features a V-neckline with a ruffled trim, a tie-front design, long fitted sleeves with cute flared hems, and a cropped, form-hugging fit. The red top has a sheer mesh fabric with an eye-catching swirl print pattern. The black top has a solid sheer mesh fabric. Style with high-rise shorts and sandals.

    Fit & Features

    • V-neckline, ruffled trim
    • Tie-front design
    • Long fitted sleeves, flared hems, lettuce-edge trim
    • Cropped, form-hugging fit
    • Red top has sheer mesh fabric with a swirl print
    • Black top has solid sheer mesh fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0377

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tina Formal Satin Mermaid Wrap Dress

    Special Occasion

    Illuminate the night in the Tina formal satin dress to make a dreamy entrance at cocktail soirees and fancy celebration parties! She features a sleeveless sweetheart neckline with a wire insert, adjustable spaghetti straps, a pleated bodice, and a faux wrap curve-hugging mermaid silhouette that crafts the sultry front slit and long hem. The formal dress is composed of a silky satin-lined fabric with a moderate stretch. Complete the look in glam heels.

    Fit & Features

    • Sleeveless sweetheart neckline, wire insert
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Pleated bodice, curve-hugging
    • Mermaid silhouette, faux wrap high slit, floor-length hem
    • Lined satin, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-3652

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maddy Formal Satin Cross-Back Mermaid Dress

    Special Occasion

    Classically elegant and beautiful! Make an entrance in the Maddy formal satin dress at galas, weddings, and award banquets! She features a sleeveless sweetheart neckline with a built-in padded bust, wide shoulder straps that crisscross along the back, and a flattering mermaid silhouette that hugs your curves along her floor-length hem. The formal dress is composed of luxurious silky satin fabric with a sheen effect. Complete the look in a glam necklace and earrings set.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Wide shoulder straps
    • Crisscross back, lower zipper, hook and eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Luxe satin fabric, lined bust, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-6799

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Shine Sequin Bolero

    Bring the shine to your dressy look with this sequin bolero! It features long fitted sleeves, an open front, an ultra-cropped hem, and all-over sequin embroidery on the sheer mesh fabric. Layer over a flirty skater dress with platform heels.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Ultra-cropped hem
    • Sequin embroidery
    • Sheer mesh fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0393

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Muse Tropical Print Halter Top

    You'll be an alluring vacay muse in this tropical print halter top! It features a sleeveless sweetheart neckline, thin halter straps, and an ultra-cropped, fitted hem. Style with the matching maxi skirt for a dreamy look.

    Shop Matching Bottoms: Vacay Muse Tropical Print Maxi Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Thin halter straps
    • Ultra-cropped, fitted hem
    • Tropical print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4689

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Muse Tropical Print Maxi Skirt

    You'll be an alluring vacay muse in this tropical print maxi skirt! It features a high-rise waist, ruching down the side, a maxi-length asymmetric hem creating a thigh-high side slit, and a curve-hugging fit. Style with the matching crop top for a dreamy look.

    Shop Matching Top: Vacay Muse Tropical Print Halter Top

    Fit & Features

    • High-rise waist
    • Side ruching
    • Maxi-length asymmetric hem, high-side slit
    • Form-hugging fit
    • Tropical print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0785

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Throw It Back Low-Rise Micro Mini Skirt

    Throw it back to the early 2000s with this trendy micro mini skirt! It features a low-rise waist, large front pockets, back pockets, and an ultra-mini-length hem with a frayed edge and the pocket lining peaking below. Style this form-hugging mini skirt with a crop top, sandals, and a cool pair of shades.

    Fit & Features

    • Low-rise waist, five belt loop accents
    • Front button, hidden zipper closure
    • Large front pockets, back flap pockets, button closures
    • Micro mini-length hem, frayed edge, pocket lining
    • Form-hugging fit
    • Twill fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06301-0147

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Sweet Ponte Knit Mini Skirt

    You'll look simply sweet in this curve-hugging ponte knit mini skirt! Featuring a high-rise waist, a mini-length hem, and a form-fitting silhouette, this skirt styles effortlessly with crop tops, bustiers, and bodysuits. Complete the look with strappy mules.

    Fit & Features

    • High-rise waist
    • Mini-length hem
    • Form-hugging fit
    • Double-lined ponte knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0824

    Category Name: $20 & Under Sale

    Price: $11.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kiara Glitter A-Line Ball Gown

    Special Occasion

    Prepare to wow in the Kiara ball gown showcasing sparkly glitter to make a shimmering entrance! Perfect for prom, quinceanera damas, or sweet 16 birthdays. She features a sleeveless V-neckline with a padded bust, adjustable spaghetti straps that cross in the back, and a flattering A-line silhouette adorned with hidden side pockets to keep your hands warm and a floor-length bonded hem. The ball gown is composed of a glitter woven fabric with multiple layers of tulle and a stretchy knit lining for a full effect. Complete the look with statement earrings and a necklace.

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Adjustable spaghetti straps, cross back
    • Back zipper and hook-eye closure
    • Hidden side pockets, A-line silhouette, floor-length bonded hem
    • Glitter woven fabric, multi-layers of tulle and stretchy knit lining
    • Bra not required
    • Runs true to size

    Style Number/Barcode: 05004-0174

    Category Name: $20 & Under Sale

    Price: $19.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Everyday Slay Denim Trucker Jacket

    Layer on this trendy denim trucker jacket for a casual everyday slay! It features a collared neckline, long sleeves with buttons to cuff, a complete button-down front, buttoned chest pockets, front pockets, and a fitted silhouette. Style this washed denim jacket with faux leather leggings for an edgy vibe.

    Fit & Features

    • Collared neckline
    • Long sleeves, buttons to cuff
    • Button-down front
    • Dual buttoned chest pockets, dual front pockets
    • Fitted silhouette
    • Washed rigid denim fabric
    • Runs true to size

    Style Number/Barcode: 06203-0501

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fun Times Faux Leather Long Fringe Skirt

    Only fun times are to be had in this faux leather skirt at festivals, concerts, or a bachelorette weekend away! It features a sleek high-rise waist, bodycon silhouette, and cascading long fringe trim. Complete the look in western-style booties.

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Cascading long fringe trim hem
    • Faux leather fabric, smooth underside, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0570

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Linked Together Chain Cutout Mini Dress

    You and this mini dress are the perfect links! Flaunt your curves in this sleeveless dress featuring a square neck, adjustable spaghetti straps, a side cutout with a chainlink detail, and a bodycon silhouette. The double-lined knit fabric offers a moderate stretch. Complete the look with hoop earrings for a party!

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Side cutout, chainlink detail
    • Bodycon silhouette
    • Mini-length hem
    • Double-lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5024

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Bejeweled Thong Sandals

    Keep it glitzy with these glamorous bejeweled sandals! They feature a round toe, a metallic thong strap design with clear PVC strap detailing, chain accents, stunning gemstone embellishments, and an open back for easy on-and-off styling. Pair with hoop earrings.

    Fit & Features

    • Round toe
    • Metallic thong strap design
    • Clear PVC straps, chain accents
    • Gemstone embellishments
    • Open back, slip-on-and-off styling
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1133

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Samaria Formal Crushed Velvet Long Dress

    Special Occasion

    Beautifully crafted from crushed velvet for a brilliant luxe look, the Samaria formal dress will have you looking flawless at school dances, weddings, and banquets! She features a sleeveless V-neckline, a padded bust, sleek bungee spaghetti straps that form the strappy back design, a mermaid silhouette, and a sultry front slit along her floor-length hem. The formal long dress is composed of a soft crushed velvet fabric with lining and moderate stretch. Finish the look with a rhinestone bracelet and stiletto heels.

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Bungee spaghetti straps, open strappy back
    • Mermaid silhouette
    • High front slit
    • Floor-length hem
    • Crushed velvet-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-7389

    Category Name: $20 & Under Sale

    Price: $9.97 $72.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Margot Ruched Wrap-Front Formal Dress

    Special Occasion

    Wrap yourself in sultry-chic style in the Margot formal dress! She features a sleeveless square neckline, spaghetti straps, and a side ruched seam that accentuates your curves along her form-hugging, asymmetrical slit hem with a wrap-front design. The formal long dress is composed of a slinky knit fabric with a moderate stretch. Complete your look with a rhinestone jewelry set.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Side ruched seam, form-hugging fit
    • Asymmetrical long hem with slit, wrap-front design
    • Slinky knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7395

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Festive Babe Crochet Fringe Top

    Get ready for festival season babe! This boho crochet fringe top features a sleeveless halter neck with a tie closure, an open back, and a cropped length with cascading fringe down the front. Complete the look in distressed denim shorts and a ring set.

    Fit & Features

    • Sleeveless halter neck with tie closure
    • Open back
    • Cropped length
    • Crochet design with front fringe
    • Sweater knit fabric
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06005-1690

    Category Name: $20 & Under Sale

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dance All Day Crochet Halter Top

    Get ready to dance at every festival looking so fire in this crochet halter top featuring a trendy open-back with tie closure and a V-neck atop an ultra-cropped hem. Complete the look in boho flare pants.

    Fit & Features

    • Sleeveless, halter V-neck, tie closure
    • Open-back
    • Crochet design, unlined sweater knit fabric
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06005-1694

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool-Girl Chic Celestial Charm Necklace

    Layer on this dainty charm necklace for a cool-girl chic vibe! It features three rows, including a short twisted chain, a middle chain with a mini rhinestone star charm, and a long chain with beading and rhinestone star and moon charms. Style with hoop earrings.

    Fit & Features

    • Three-row necklace
    • Short twisted chain
    • Middle chain, center rhinestone star charm
    • Long chain, beading, rhinestone star and moon charms
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1405

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Chic Chain Strap Bucket Bag

    Elevate your everyday looks with this chic chain strap bucket bag! It features a top adjustable closure, a woven interior with a zippered pocket and a pouch, a short, thick chain-link strap, and a long, thin, and removable chain-link shoulder strap. Style with a layered necklace.

    Fit & Features

    • Top adjustable closure, side drawstring straps
    • Woven interior, zippered pocket, pouch
    • Short, thick chain-link strap
    • Long, thin, and removable chain-link shoulder strap
    • Faux leather exterior

    Style Number/Barcode: 07203-1257

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moment Of Glamour Rhinestone Necklace And Earrings Set

    Have a moment of glamour in this sparkling luxe rhinestone jewelry set. It features a collar necklace with two rows of rhinestones leading to a center lariat design with teardrop-shaped rhinestone accents at the end. The duster earrings feature a matching rhinestone design. Complete the look with a dainty tennis bracelet.

    Fit & Features

    • Necklace and earrings set
    • Collar necklace, center lariat design
    • Adjustable chain, lobster clasp closure
    • Duster earrings
    • Post-back closures, rubber stoppers
    • Two rows of mini rhinestones, teardrop-shaped rhinestone accents


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

    Style Number/Barcode: 07002-1307

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Attitude Bubble Hem Mini Dress

    Show off a flirty attitude in this adorable bubble hem mini dress! It features a sleeveless one-shoulder neckline with a tank shoulder strap, a flowy A-line fit, and a mini-length silhouette with the cutest bubble hem for a subtle flared-out look. The sheer chiffon fabric includes a full knit lining. Style with platform heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank shoulder strap
    • A-line fit
    • Mini-length silhouette
    • Bubble hem
    • Sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2439

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cherish Me Eyelet Lace Skater Dress

    All eyes on you in this lovely eyelet lace skater dress as the bride-to-be or graduate! The dress features a sleeveless sweetheart neck with flirty ruffle trim, adjustable spaghetti straps, a front bust tie and button accents, and a tiered fit and flare silhouette with a ruffled short hem. Complete the look in platform sandals.

    Fit & Features

    • Sleeveless sweetheart neck with ruffle trim
    • Adjustable spaghetti straps
    • Front bust tie, button accents
    • Tiered, skater silhouette
    • Ruffled short-length hem
    • Eyelet lace cotton fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4907

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale