$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.

  • Speechless Satin Tie-Front Top

    Leave your date speechless in this silky satin crop top featuring eye-catching, bell sleeves, a v-neckline, and tie-front closure. Complete the look in chic hair clip and jeans.

    Fit & Features

    • Bell sleeves
    • V-neckline
    • Tie-front closure
    • Cropped hem
    • Silky satin woven fabric
    • Fits true to size

    Style Number/Barcode: 06204-1455

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Glamour O-Chain Belt

    Bring edgy glamour to your festival outfit with a belt that adds that finishing touch to your look! The belt features a single chain-link row, draped chain links with mini o-rings at the end. and a lobster clasp closure. Complete look with a cowgirl hat and over-the-knee boots.

    Fit & Features

    • Single chain-link 
    • Draped chain-link fringe
    • Mini O-ring accents 
    • Lobster clasp closure

    Style Number/Barcode: 07301-0488

    Category Name: $20 & Under Sale

    Price: $11.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bling On The Glam Sweater Dress

    Bring the glam to the night in this sexy sweater dress featuring a sleeveless, boat neck, spaghetti straps, and side cutouts with hoop insets along the bodycon mini-length hem. Complete the look in chic platform heels.

    Fit & Features

    • Sleeveless, boat neck, spaghetti straps
    • Side cutouts, hoop insets
    • Bodycon silhouette
    • Mini-length hem
    • Sweater ribbed-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1603

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hot And Cold Shoulder Strappy Top

    Bare your shoulders for a night on the town in this knit crop top featuring a sleek, cold shoulder neck with a strappy design, long sleeves, and a fitted crop hem. Complete the look in fab new bottoms and heels. 

    Fit & Features

    • Cold shoulder neck
    • Strappy design
    • Long sleeves
    • Fitted crop hem
    • Knit fabric
    • Fits true to size

    Style Number/Barcode: 06001-4405

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Butterflies Rhine Earrings

    You might feel all the butterflies for these whimsical earrings! They feature a linear design with butterfly charms and a post-back closure. Complete the look in glam stiletto heels.

    Fit & Features

    • Rhinestone butterfly charms
    • Post-back closure
    • Linear design

     

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

    Style Number/Barcode: 07001-1315

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nothing But Edge Coated Romper

    Get ready to show off your curves in this edgy coated romper featuring a sleek, sleeveless square neck, spaghetti straps, high waist seam, and flirty waist cutouts leading to the short-length hem. Complete the look in statement earrings for a night on the town.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Back zipper closure
    • High waist seam, cutouts
    • Form-fitting silhouette
    • Short-length hem
    • Coated faux leather fabric
    • Fits true to size

    Style Number/Barcode: 06403-0236

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Playing Favorites Lace-Up Tank Top

    Somebody's playing favorites! You'll fall for this floral tank top featuring a sleeveless, scoop neck, tank-style straps, princess seam detail, and a trendy front lace-up with tie closure along the fitted, crop hem. Complete the look in shorts and sandals for a daytime event.

    Fit & Features

    • Sleeveless, scoop neck, tank-style straps
    • Front lace-up, tie closure, princess seam detail
    • Fitted crop hem
    • Ditsy floral print
    • Ribbed-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4285

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Girl On The Run Plaid Crop Blazer

    Arrive in style in this plaid crop blazer featuring long sleeves, shoulder pads for a structured fit, lapel collar neckline, and three front hook-eye closures, crafted on woven lined fabric. Complete the look in sleek trouser pants and heels.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Three front hook-eye closures
    • Cropped hem
    • Buffalo plaid pattern
    • Woven lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1461

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Of The Party Glitzy Mesh Bag

    You'll be the life of the party with this gorgeous glam mesh bag! It features dual O-ring handles, a top zipper closure, a metal mesh exterior, and a smooth-lined interior. Style with your fave LBD and strappy heels.

    Fit & Features

    • Dual O-ring handles
    • Top zipper closure
    • Metal mesh exterior
    • Lined interior, single zippered pocket, single pouch

    Style Number/Barcode: 07203-1059

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lady Of Pearl Diamond Pattern Clutch

    Add an elegant allure with this diamond pattern clutch featuring pearl and rhinestone insets, a top snap closure, metal hardware, a detachable chain-link strap, and a lined spacious interior for keeping your essentials in. Complete the look in a chic necklace set.

    Fit & Features

    • Faux pearl and rhinestone insets
    • Diamond pattern
    • Top snap closure
    • Detachable chain-link strap
    • Lined spacious interior, single pocket

    Style Number/Barcode: 07204-0657

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Patricia Feather Detail Sequin Short Dress

    Special Occasion

    Fab, flirty, and oh-so-fine! Patricia is perfect for all-night dancing at your next dressy event. She features a one-shoulder neckline, a tank-style strap with a feather trim, a high waist seam, and a form-fitting short hem. Her sequin embroidery radiates the light to have you shimmer all night long! Complete the look with a hair clip for a chic hairstyle.

    Fit & Features

    • One-shoulder neckline
    • Tank-style strap, feather trim
    • Strapless or adhesive bra recommended
    • High waist seam
    • Form-fitting. short hem
    • Back zipper, hook and eye closure
    • Sequin-embroidery, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1038

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remy High Rise Distressed Shorts By Windsor Denim

    Your new favorite go-to denim shorts that hug just right! The Remy shorts by Windsor Denim feature a flattering, high-rise waist, minimal distressed accents, cool color fading, and a cut-off hem on dark wash denim fabric. Complete the look in a flirty tie-front top and sandals.

    Fit & Features

    • High-rise waist
    • Minimal distressed accents
    • Cut-off hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Color fading, dark wash denim, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06603-0281

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Instinct Slit Midi Skirt

    Unleash your fierce-feline side looking so femme in this leopard midi skirt featuring a sleek, high-rise waist, slim fit silhouette, and a sultry front slit accent perfect for showcasing chic mules.

    Fit & Features

    • High-rise waist
    • Slim-fit silhouette
    • Front slit accent
    • Midi-length hem
    • Leopard print
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0671

    Category Name: $20 & Under Sale

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Spot To Go Halter Jumpsuit

    You may be at the hottest spot in town but you'll be the one raising the heat in this sleeveless halter jumpsuit featuring a front keyhole cutout, tie-back neck closure, high-rise waist, wide-leg silhouette, and a racerback design with a cutout. Complete the look in statement earrings and a clutch.

    Fit & Features

    • Sleeveless, halter, tie-back neck closure
    • Front keyhole cutout
    • Racerback design with cutout
    • High-rise waist
    • Wide-leg silhouette
    • Sleek knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1079

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Retro Swirls High Waist Seamless Shorts

    Go retro in sleek seamless shorts that are perfect for lounging in or running errands! The shorts feature a high-rise waist, a chic swirl pattern, a mid-thigh length, and a seamless fit throughout. The shorts are composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching bralette.

    Shop Matching Bralette: Retro Swirls Seamless Longline Bralette

    Fit & Features

    • Swirl print
    • High rise waist
    • Mid-thigh length
    • Seamless knit
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0810

    Category Name: $20 & Under Sale

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Swirls High Waist Seamless Shorts

    Slay in sleek seamless shorts that are perfect for lounging in or running errands! The shorts feature a high-rise waist, a chic swirl pattern, a mid-thigh length, and a seamless fit throughout. The shorts are composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching bralette. 

    Shop Matching Bralette: Sassy Swirls Seamless Longline Bralette

    Fit & Features

    • Swirl print
    • High rise waist
    • Mid-thigh length
    • Soft and comfortable
    • Seamless fabrication, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0809

    Category Name: $20 & Under Sale

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Swirls Seamless Longline Bralette

    Go retro in a sleek seamless longline bralette that is perfect for lounging in or running errands! The bralette features a chic swirl pattern, a sleeveless scoop neckline, tank-like shoulder straps, and a long line hem. The bralette is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching high waist shorts.

    Shop Matching Shorts: Retro Swirls High Waist Seamless Shorts

    Fit & Features

    • Swirl pattern
    • Sleeveless scoop neckline
    • Tank-like shoulder straps
    • Longline hem
    • Seamless
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07107-0793

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Swirls Seamless Longline Bralette

    Keep it sassy in a sleek seamless longline bralette that is perfect for lounging in or running errands! The bralette features a chic swirl pattern, a sleeveless scoop neckline, tank-like shoulder straps, and a long line hem. The bralette is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching high waist shorts. 

    Shop Matching Shorts: Sassy Swirls High Waist Seamless Shorts

    Fit & Features

    • Swirl pattern
    • Sleeveless, scoop neckline
    • Tank-style straps
    • Longline hem
    • Soft and comfortable
    • Seamless fabrication, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07107-0792

    Category Name: $20 & Under Sale

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay In Snake High Waist Seamless Shorts

    Slay in sleek seamless shorts that are perfect for lounging in or running errands! The shorts feature a high-rise waist, a stylish snake print, a mid-thigh length, and a seamless fit throughout. The shorts are composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching bralette. 

    Shop Matching Bralette: Slay In Snake Seamless Longline Bralette

    Fit & Features

    • Snake print
    • High rise waist
    • Mid-thigh length
    • Seamless knit
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0808

    Category Name: $20 & Under Sale

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay In Snake Seamless Longline Bralette

    Slay in a sleek seamless longline bralette that is perfect for lounging in or running errands! The bralette features a chic snake pattern, a sleeveless scoop neckline, tank-like shoulder straps, and a long line hem. The bralette is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching high waist shorts. 

    Shop Matching Shorts: Slay In Snake High Waist Seamless Shorts

    Fit & Features

    • Snake pattern
    • Sleeveless scoop neckline
    • Tank-like shoulder straps
    • Longline hem
    • Soft and stretchy 
    • Seamless knit fabric
    • Runs true to size

    Style Number/Barcode: 07107-0791

    Category Name: $20 & Under Sale

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drinks On The Beach Crepe Bra Top

    Sipping on cocktails with a beach view! Sultry and chic have never looked so good as on this crepe bra top featuring a sleeveless, plunge V-neck, adjustable spaghetti straps, built-in padded bust, and an elasticized back band with hook-eye closures. Complete the look in the matching top layer. 

    Shop Matching Top: Drinks On The Beach Crepe Top

    Fit & Features

    • Sleeveless, plunge V-neck, adjustable spaghetti straps
    • Built-in padded bust
    • Elasticized back band with hook-eye closures
    • Crepe chiffon-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1912

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fancy Babe Pearl Bag

    Oh hey, look at you fancy babe with this chic bag! It features all-over faux pearl embellishments, a fold-over design with a front faux pearl button closure, and an included long shoulder strap. Style with a dainty tennis bracelet.

    Fit & Features

    • All-over faux pearl embellishments
    • Fold-over design
    • Front faux pearl button closure
    • Long shoulder strap

    Style Number/Barcode: 07201-0089

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Party Glitter Cowl Mini Dress

    Ready to party? This glitter mini dress sure is! It features a sleeveless, cowl neckline, spaghetti straps, and a form-fitting silhouette on a short hem. Complete the look in earrings and lucite heels.

    Fit & Features

    • Sleeveless cowl neck
    • Spaghetti straps
    • Form-fitting silhouette
    • Short hem
    • Glitter knit fabric | Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4250

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Nubuck Espadrille Sandals

    Effortless and easy to style, these platform sandals are essential for creating all sorts of fab summer looks! They feature a round toe, platform sole with espadrille trim, and nubuck wide strap, and an ankle strap with buckle closure. Complete the look in a breezy floral maxi dress for wine tasting.

    Fit & Features

    • Round toe
    • Platform sole with espadrille trim
    • Nubuck wide strap and ankle buckle strap
    • Traction bottom design
    • Runs true to size

    Style Number/Barcode: 07404-1055

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance