$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.

  • Merritt Formal V-Neck Tulle Ball Gown

    Special Occasion

    The stunning Merritt prom dress is sure to sweep the room off their feet at the sight of you looking so ravishing! She features a sleeveless V-neck, tank straps, a built-in padded bust, and a delicately embroidered mesh bodice with sparkly rhinestones. Her captivating A-line silhouette effortlessly glides along in a floor-length hem. Turn heads at prom in her sultry open-back detail atop a sheer mesh panel with zipper closure. She's composed of multi-layers of tulle fabric with an inner lining. Perfect for styling with glitzy earrings and a bracelet.

    Fit & Features

    • Sleeveless V-neck, tank straps
    • Built-in padded bust, no bra required
    • Mesh bodice, embroidery and rhinestone insets 
    • A-line silhouette, floor-length hem
    • Open back, zipper closure
    • Multi-layers of tulle, inner lining
    • Flowy fit
    • Runs true to size

    Style Number/Barcode: 05005-0069

    Category Name: $20 & Under Sale

    Price: $29.97 $219.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kazia Formal Lace Up Sequin Dress

    Special Occasion

    Look and feel like royalty in the Kazia formal sequin dress to create a memorizing entrance at prom! She features class and grace in a sleeveless, sweetheart neck with thin spaghetti straps and a built-in padded bust, and a low-cut back with tie closure. Her form-fitting bodice leads to a mermaid floor-length hem that showcases your flattering figure. The formal dress is composed of a sequin embroidered fabric with inner lining and no stretch. Complete the look in statement earrings.

    Fit & Features

    • Sleeveless, sweetheart neck, thin spaghetti straps
    • Built-in padded bust, adhesive bra recommended
    • Low-cut back, tie-closure, zipper closure
    • Form-fitting, mermaid silhouette, floor-length hem
    • Sequin embroidery, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05002-2332

    Category Name: $20 & Under Sale

    Price: $19.97 $144.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dorothy Formal Satin A-Line Dress

    Special Occasion 

    The Dorothy formal satin dress will radiate sophistication for your special prom night! She features a sleek one-shoulder strap with a strappy back, a built-in padded bust, and an empire waist. Her figure-flattering A-line silhouette leads to the floor-length hem with a high-cut front slit for a sultry show of leg. Complete your prom look in an elegant necklace set.

    Fit & Features

    • Sleeveless, one-shoulder strap with a strappy back
    • Built-in padded bust, no bra required
    • Empire waist, back zipper closure
    • A-line silhouette, high-cut front slit
    • Floor-length hem
    • Satin fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05002-2157

    Category Name: $20 & Under Sale

    Price: $19.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Laine Formal One-Shoulder Ball Gown

    Special Occasion

    For taking ravishing prom pictures! Laine brings the femme allure in her sleeveless, one-shoulder neckline with applique and rhinestone insets for the perfect touch of glam. She features a figure-flattering A-line silhouette with a sultry front high-cut slit to showcase some leg on the floor-length hem. The formal dress is composed of multi-layers of mesh overlay and an inner lining. Finish your look for prom in a sparkling necklace set.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Padded cups, no bra required
    • Rhinestone and applique on the bodice
    • A-line silhouette, high-cut front slit
    • Floor-length hem
    • Multi-layers of mesh overlay, inner lining
    • Flowy fit
    • Runs true to size

    Style Number/Barcode: 05005-0066

    Category Name: $20 & Under Sale

    Price: $29.97 $219.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chasing Sunsets Floral Maxi Dress

    This floral maxi dress is perfect for sunset dinners while on vacay! It features sleeveless, v-neck, sleek spaghetti straps, and a slim-fit silhouette with a front side slit to showcase some skin. Complete the look in trendy sandals.

    Fit & Features

    • Sleeveless, V-neck, sleek spaghetti straps
    • Slim-fit silhouette
    • Front side slit
    • Maxi-length hem
    • Floral pattern
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1393

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shirley Formal Chain Strap Long Dress

    Special Occasion

    Everyone will lock eyes with these precious locks! Introducing you in the elegant Shirley formal long dress for prom! She features unique chain-link straps atop a classic sweetheart neck with a built-in padded bust and fitted bodice. Her form-fitting mermaid silhouette is designed to flaunt your curves on the crepe knit fabric with a moderate stretch. Complete the look with a rhinestone clutch and earrings.

    Fit & Features

    • Sleeveless, chain-link straps, sweetheart neck
    • Built-in padded bust, strapless or adhesive bra recommended
    • Fitted bodice, back zipper closure
    • Mermaid silhouette
    • Floor-length hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2225

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Anisa Formal Sequin A-Line Dress

    Special Occasion

    Bring the sparkle and shine with a formal dress that illuminates at your special event. Anisa features a sleeveless V-neckline with padded cups, bungee spaghetti straps that cross at the back, and a bold open back with a sleek bungee bar strap. Her slim-fit bodice features dual cutouts at the waist and an A-line silhouette. The dress is composed of a lined mesh fabric with a damask sequin pattern. Complete your formal outfit with rhinestone heels.

    Fit & Features 

    • Sleeveless V-neckline, bungee spaghetti straps, cross at the back
    • Padded cups, no bra required
    • Open back design, bungee bar strap
    • High waist seam, dual waist cutouts, A-line silhouette
    • Damask sequin pattern 
    • Lined mesh fabric
    • Form-hugging fit, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 05002-2318

    Category Name: $20 & Under Sale

    Price: $25.97 $124.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twinkle Rhinestone Stiletto Heels

    Twinkle from your toes in these rhinestone stiletto heels! Features an almond toe, a platform sole, closed ankle with adjustable buckle strap, and a faux leather footbed. Complete your formal look with a glitzy clutch and jewelry.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Platform sole
    • Rhinestone exterior, faux leather footbed
    • Closed ankle, adjustable buckle strap
    • Runs true to size

    Style Number/Barcode: 07401-3584

    Category Name: $20 & Under Sale

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Cropped Denim Jacket

    Bring it back to basics with a jacket that is perf to layer over your casual outfits. The jacket features a collared neckline, two chest pockets, a multi button-down front, long sleeves, and a cropped hem. The jacket is composed of an acid wash denim fabric that offers a relaxed fit with minimal stretch. Complete look with a tank top and shorts. 

    Fit & Features

    • Collared neckline
    • Two chest pockets
    • Multi-button down front 
    • Long sleeves
    • Cropped hem 
    • Acid wash denim fabric 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06203-0465

    Category Name: $20 & Under Sale

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Floral Beauty Corset Top

    Bring effortless beauty to your spring looks with this pretty corset top! It features a strapless square neckline, flexible boning to provide structure, and a cropped, form-hugging fit. The linen fabric showcases an all-over blooming floral print. Style this adorable corset top with high-rise denim and clear heels.

    Fit & Features

    • Strapless square neckline
    • Flexible boning
    • Back hook and eye closures
    • Cropped, form-hugging fit
    • Floral print
    • Woven linen fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1600

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daring Beauty Cropped Denim Jacket

    Dare to go bold with an edgy jacket that brings those trendy vibes. The jacket features heavy destruction,  a collared neckline, a multi-button down front, two chest pockets, hidden side pockets, long sleeves, and a cropped raw edge hem. Complete look with a crop top and cutoff shorts

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two chest pockets
    • Hidden side pockets
    • Heavy destruction
    • Long sleeves
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06203-0464

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Frolic Mesh Ruffle Bustier

    These florals were meant to be seen! This mesh bustier features an off-the-shoulder neckline with short sleeves, a ruffled trim, a built-in padded bust, front hook-eye closures with ruching, and a cropped hem. Complete the look in distressed jeans and heels.

    Fit & Features

    • Off-the-shoulder neckline with short sleeves
    • Ruffled trim
    • Built-in padded bust
    • Front hook-eye closures, ruching
    • Cropped hem
    • Floral mesh-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3982

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hit The Tropics High Slit Maxi Skirt

    Channel a tropical paradise in a skirt that makes waves! The skirt features a fun palm leaf print, an elastic high rise waist, and a maxi length with a high side slit. The skirt is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and wedges

    Fit & Features

    • Palm leaf print
    • Elastic high rise waist
    • Maxi length 
    • High side slit
    • Lined smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0655

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Sultry Bodycon Midi Skirt

    Keep it sleek and sultry with a bodycon skirt that enhances curves. The skirt features an elastic high-rise waist, a bodycon fit, and a midi-length hem with a high side slit. The skirt is composed of a lined faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier

    Fit & Features

    • Elastic high rise waist
    • Bodycon fit
    • Midi length hem
    • High side slit
    • Lined faux leather fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06401-0454

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual And Chic Linen Shorts

    Keep it casual and carefree in shorts that are perf for everyday! The shorts feature a high-rise waist, slant pockets, and a wide leg hem. The shorts are composed of a linen fabric that offers a relaxed fit with minimal stretch. Complete look with the matching top.

    Shop Matching Top: Casual And Chic Tie Front Top

    Fit & Features

    • High rise waist
    • Slant pockets
    • Wide leg hem 
    • Lined linen fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 06303-0134

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual And Chic Tie Front Top

    Keep it casual and carefree in a top that is perf for every day! The top features a sleeveless sweetheart neckline with a tie-front accent, ruffled cap sleeves, a smocked bodice, and a cropped hem. The top is composed of a lined linen fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching shorts. 

    Shop Matching Shorts: Casual And Chic Linen Shorts

    Fit & Features

    • Sleeveless sweetheart neckline
    • Tie-front accent
    • Ruffled cap sleeves
    • Smocked bodice 
    • Cropped hem 
    • Lined linen fabric, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06003-1402

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Collar Crepe Surplice Blouse

    Perfectly posh. This crepe surplice blouse is the perfect day-to-night staple! It features peasant long sleeves, a collared plunge neck, and a surplice bodice with button closure along with the crop-smocked hem. Complete the look in flare faux leather pants.

    Fit & Features

    • Peasant long sleeves
    • Collared plunge neck
    • Surplice bodice, button closures
    • Crop smocked hem
    • Crepe chiffon-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1521

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Style Sleeveless Romper

    Get that effortless style that's perf for summer in this casual and cute sleeveless romper. It features a pretty floral print, tank shoulder straps, a deep V neck and back, a high waist with smocked detailing, trendy side cutouts, and flowy shorts. Pair this gauze romper with strappy sandals and hoop earrings.

    Fit & Features

    • Tank shoulder straps, deep V neck and back
    • Floral print
    • High waist, smocked detailing
    • Side cutouts
    • Flowy shorts
    • Gauze fabric
    • Runs true to size

    Style Number/Barcode: 06303-0137

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Layton Formal One Shoulder Sequin Dress

    Special Occasion

    Bring the sparkle to your event with a formal dress that wows from the moment you enter the room. Layton features a damask sequin pattern, a one-shoulder neckline with a built-in padded bust, and a high waist seam that leads to a mermaid silhouette. The dress is composed of a lined mesh fabric that offers minimal stretch. Complete look rhinestone heels

    Fit & Features

    • One-shoulder neckline, tank-style strap
    • Built-in padded bust
    • High rise waist seam
    • Mermaid silhouette
    • Floor-length hem
    • Damask sequin-knit, lined, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2322

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Izzie Formal Sequin Low Back Dress

    Special Occasion

     Shine bright like a diamond this prom! The Izzie formal dress brings the glitz and gleam so you can sparkle all night. She features a classy sleeveless, plunge v-neck with a mesh insert, tank straps, a built-in padded bust, and a fitted bodice. Showcase your sultry back in her low-cut back design sure to catch some glances. She has a sophisticated mermaid silhouette that leads to a floor-length hem that creates an elongated figure. The formal dress is composed of sequin embroidered fabric with an inner lining and no stretch. Complete the look in chic block heels.

    Fit & Features

    • Sleeveless, plunge v-neck, mesh insert, tank straps
    • Built-in padded bust, adhesive bra recommended
    • Fitted bodice, back zipper closure, low-cut back
    • Mermaid silhouette
    • Floor-length hem
    • Sequin embroidered fabric, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05002-2330

    Category Name: $20 & Under Sale

    Price: $19.97 $134.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Skylar Sequin A-Line Formal Dress

    Special Occasion

    Illuminate the night and have a major fairytale moment in the stunning Skylar sequin formal dress! She features a sleeveless V-neckline, thin bungee straps, a padded bust, a high waist seam, and a fitted, floor-length, A-line silhouette with a thigh-high side slit. The sheer mesh fabric features all-over sequin embroidery with a gorgeous iridescent hue and includes a full knit lining. Complete the look with embellished heels.

    Fit & Features

    • Sleeveless V-neckline, thin bungee straps
    • Padded bust, no bra required
    • Back zipper, hook and eye closure
    • High waist seam, fitted, floor-length, A-line silhouette, high side slit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Iridescent sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05002-2327

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cassy Formal Sequin Lace Up Dress

    Special Occasion

    Treat yourself to the sparkling Cassy formal dress to have a glitzy prom moment! She features a classy sweetheart neck with a mesh insert, a built-in padded bust, and thin spaghetti straps. Turn heads thanks to her stunning open-back with a lace-up design. Her fitted bodice leads to a figure-flattering mermaid silhouette on a floor-length hem. The formal dress is composed of a sequin embroidered fabric with an inner lining and no stretch. Complete the look in a rhinestone bracelet.

    Fit & Features

    • Sleeveless, sweetheart neck, mesh insert, thin spaghetti straps
    • Built-in padded bust, adhesive bra recommended
    • Fitted bodice, back zipper closure
    • Mermaid silhouette, floor-length hem
    • Open lace-up back
    • Sequin embroidered fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05002-2331

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gold Plated Teardrop Hoops

    Bring the classy vibes in these hoop earrings featuring a gold plated teardrop design with an omega-back closure. Complete the look in a sassy red dress.

    Fit & Features

    • Gold plated teardrop design
    • Omega-back closure

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1205

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ellie Lace-Up Sequin Ball Gown

    Special Occasion 

    Lace up in a prom ball gown that will have you camera-ready for stunning pictures at prom! Ellie features a sleeveless sweetheart neckline with a built-in no-slip strip for a secure fit, and padded cups that add support. Her bodice features a damask sequin pattern that leads to a voluminous ball gown skirt with hidden side pockets and pleats. Her back stands out with a stunning lace-up closure that provides a customized fit. She is composed of a lined woven satin fabric that offers a flowy fit with minimal stretch. Includes additional lining and petticoat. Complete prom outfit with rhinestone heels.

    Fit & Features

    • Sleeveless sweetheart neckline, no-slip strip
    • Padded cups
    • High waist, damask sequin print, pleats
    • Lace-up back
    • Ballgown silhouette
    • Lined woven satin fabric
    • Flowy fit, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 05004-0138

    Category Name: $20 & Under Sale

    Price: $29.97 $199.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance