$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.

  • Sealed With Style Tie-Waist Pants

    Create a polished look in these high-waist pants with a matching tie-front belt. These dressy crepe pants are the perfect versatile style that takes you from the office to cocktail hour. This elevated high-waist pant features a self-tie belt that cinches at the waist, and a slightly flared-leg silhouette for the perfect finishing touch. Seal the perfect polished look with a long-sleeve blouse bodysuit and blazer or swap out the top for a sexy bustier for a sexy night-out look.

    Fit & Features

    • High-rise waist
    • Tie-front accent
    • Wide pant legs with a flared hem
    • Crepe fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-1849

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowboys And Tequila Trucker Cap

    Your two favorite things! This trucker cap is cool for concerts or bar hopping. The hat features a classic curved brim to help shade, a front embroidery that reads "Cowboys & Tequila", and a mesh back panel with an adjustable snapback closure. Complete the look in a trendy denim jacket.

    Fit & Features

    • Classic curved brim
    • Front embroidery reads "Cowboys & Tequila"
    • Mesh back panel
    • Adjustable snapback closure

    Style Number/Barcode: 07302-1557

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kiss Me Rhinestone Lip Clutch Bag

    Add some sparkle and attitude to your outfit with this rhinestone lip clutch bag! Featuring rhinestone lips and a top push clasp closure, a detachable chain link rhinestone strap adds versatility, while the spacious interior allows for essentials. Complete the look in a dressy jumpsuit for a night on the town!

    Fit & Features

    • Rhinestone embellished lips
    • Top push clasp closure
    • Detachable chain link rhinestone strap
    • Spacious interior

    Style Number/Barcode: 07204-0783

    Category Name: $20 & Under Sale

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Era High-Rise Faux Wrap Cargo Denim Skort

    Top every "best-dressed" list in this cargo denim skort as you enter your trendsetting era! Featuring a high-rise waist with an adjustable D-ring belt, a faux wrap front with a cargo pocket, and a form-hugging fit, this mini skort combines style and function effortlessly! Complete the look with a graphic tee and shoulder purse!

    Fit & Features

    • Non-stretch denim fabric
    • High-rise waist with adjustable D-ring belt
    • Front hidden zipper and button closure
    • Cargo pocket
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06603-0373

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Look High-Rise Slit Mini Denim Skort

    This denim skort is about to be your favorite look for simply cute outfits! Made from a medium-wash denim fabric, this mini skirt boasts a flattering high-rise waist with button closure, a form-hugging fit, and a front skirt overlay with flirty side slits and shorts bottom. Complete the look with a halter bodysuit and sneakers for any casual plans!

    Fit & Features

    • Medium-wash denim fabric
    • High-rise waist
    • Front skirt overlay with side slits
    • Form-hugging fit
    • Shorts bottom
    • Front button closure, five pockets
    • Runs true to size

    Style Number/Barcode: 06603-0399

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Sequin Strappy Mini Dress

    Shine in the detail of this shimmering sequin mini dress featuring a sleeveless square neckline, spaghetti straps, and an open-back back with a cutout strap design with hook-eye closures, and a bodycon silhouette. The lined mesh fabric features all-over sequin embroidery for a stunning shine. Complete the look in this mini-length dress with a rhinestone choker for the club!

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open-back, cutout strap design, hook-eye closures
    • Bodycon silhouette
    • Mini-length hem
    • Back zipper and hook-eye closure
    • Sequin embroidery, mesh fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4741

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Cool Lace-Up Flare Denim Jumpsuit

    Be ready for any occasion that calls for a cool and casual 'fit like this flare denim jumpsuit! Designed with a flattering square neckline and hip-hugging fit, this jumpsuit exudes confidence and elegance. The lace-up back and flare hem add an edgy touch to this jumpsuit. Complete the look with a statement belt.

    Fit & Features

    • Dark wash denim, minimal stretch
    • Square neckline
    • Spagehtti straps
    • Lace-up back, zipper and hook-eye closure
    • Hip-hugging fit
    • Flare hem
    • Runs true to size

    Style Number/Barcode: 06602-0504

    Category Name: $20 & Under Sale

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Mode Rhinestone O-Ring Purse

    Dazzling rhinestones embellish this shining purse to get you into party mode! It's the perfect accessory for parties and soirees. Featuring O-ring metal top handles, a snap-button closure, a detachable chain shoulder strap for versatile wear, and a spacious interior with a pocket. Complete the look in a chic party dress and high heels!

    Fit & Features

    • Rhinestone embellished metallic exterior
    • O-ring metal top handles
    • Detachable chain shoulder strap
    • Snap-button closure
    • Spacious interior with pocket

    Style Number/Barcode: 07204-0784

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Impress Cowl Neck Tie-Dye Satin Midi Dress

    Your aesthetic will always impress in this tie-dye satin midi dress perfect for sunset cocktails on vacation or at a rooftop bar! Made from a silky satin fabric with a beautiful tie-dye print, this dress brings a unique style. It features a cowl neckline, adjustable spaghetti straps that crisscross in the back, and a form-hugging midi silhouette. Complete the look in stiletto heels.

    Fit & Features

    • Tie-dye print, satin woven fabric, no stretch
    • Cowl neckline
    • Back zipper and hook-eye closure
    • Adjustable spaghetti straps, crisscross back
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3202

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vienna Lace-Up Satin A-Line Formal Dress

    Special Occasion

    Capture hearts at your next black-tie affair with the chic allure of the Vienna lace-up satin A-line formal dress! Crafted with sleek stretchy satin-knit fabric with a lining and a gorgeous sheen, this dress will steal all the glances. Her sleeveless bodice is shaped with a V-neckline with angled underbust seams for a sculpted look. Her spaghetti straps lead to a sexy open back with a cross-back lattice strappy design to find your customized fit. Her high waist seam effortlessly flows out to a floor-sweeping A-line silhouette with a sultry high-cut side slit. The hidden side pockets are perfect for keeping your lip oil on hand! Complete your stunning look with rhinestone chandelier earrings and metallic heels.

    Fit & Features

    • Satin knit fabric lined with stretchy knit
    • Sleeveless V-neckline, angled underbust seams
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Open back, cross-back lattice strappy design, tie closure
    • High waist seam, dual side pockets
    • A-line silhouette, high side slit
    • Runs true to size

    Style Number/Barcode: 05002-8056

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sorry I Wasn't Listening Crop Graphic Tee

    A graphic crop tee featuring classic short sleeves and a crew neckline with a front script that reads "Sorry I Wasn't Listening". Perfect for casual styling with shorts.

    Fit & Features

    • Cotton blend knit fabric, moderate stretch
    • Short sleeves
    • Crew neckline
    • Front script reads "Sorry I Wasn't Listening"
    • Raw cropped length hem
    • Runs true to size

    Style Number/Barcode: 06002-1837

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make A Seam High-Rise Straight Leg Denim Jeans

    A pair of denim jeans with a flattering high-rise waist and a straight-leg fit with seam detailing. The denim material provides a vintage-inspired look. 

    Fit & Features

    • Denim material
    • High-rise waist
    • Front button closure
    • Five-pocket styling
    • Straight-leg fit
    • Pants have a 10” front rise with a 31” inseam.
    • Runs true to size

    Style Number/Barcode: 06602-0515

    Category Name: $20 & Under Sale

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Muse Strapless Bow-Detail Skater Romper

    Captivate them with your sweet looks in this on-trend skater romper for weekend parties! The stretchy knit romper features a strapless sweetheart neckline for a soft feminine look with a curved trim and bow-front design for a dainty chic vibe. The mid-rise waist seam flows out to a pleated skater skirt overlay with fitted shorts, showcasing an adorable fit and flare silhouette. Style with combat boots to add some edge!

    Fit & Features

    • Stretchy knit fabric
    • Strapless sweetheart neckline, back elastic band
    • Curved trim, bow-front design
    • Mid-rise waist seam
    • Pleated skater skirt overlay, fitted shorts
    • Fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1163

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Glam Bow Detail Rhinestone Strap Stiletto Heels

    Capture a sweet glam look with these adorable bow detail rhinestone strap stilettos! Designed with a smooth faux leather material, the heels feature an open almond-shaped toe with a rhinestone-adorned strap and a thin adjustable ankle strap with a buckle closure. The closed back is detailed with a large organza bow accent for a feminine vibe, leading to a sleek stiletto heel. Perfect for weddings, style with rhinestone fringe earrings.

    Fit & Features

    • 4" Stiletto heel
    • Faux leather upper
    • Open almond toe
    • Rhinestone toe strap
    • Adjustable ankle strap with buckle closure
    • Closed back, large organza bow accent
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4788

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pit Stop Strapless Cargo Acid Wide-Leg Denim Jumpsuit

    Make a pit stop looking edgy-cute in this acid wash denim jumpsuit on your next weekend adventure! The strapless neckline and fitted bodice flatter your figure, while the adjustable waist belt cinches your waist for a perfect fit. With side and back pockets, and four cargo flap pockets, this wide-leg jumpsuit is both stylish and functional. Complete the look in bold hoop earrings.

    Fit & Features

    • Acid wash non-stretch denim fabric
    • Back zipper closure
    • Adjustable waist belt
    • Side and back pockets, four cargo pockets
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06602-0482

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle And Shine Rhinestone Metallic Flat Sandals

    Sparkle and shine without sacrificing comfort with these metallic flat sandals perfect for any dressy or formal event! These sandals will add a touch of glam to any outfit, featuring an almond toe, rhinestone and beaded embellished strappy design, and a mirrored heel trim. The closed ankle design with back zipper closure ensures a secure fit, while the flat sole and cushioned insole provide comfort. Complete the look with a glam clutch purse.

    Fit & Features

    • Almond toe
    • Rhinestone and beaded embellished strappy design
    • Closed ankle, back zipper closure
    • Mirrored heel trim
    • Flat sole, cushion insole
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1169

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Quotient Platform Denim Block Heels

    Amp your style quotient in these sassy denim block heels perfect for any plans! The round toe and platform sole provide an elevated look, while the adjustable ankle strap with buckle closure secures the style. Complete the look in a mini dress and jacket.

    Fit & Features

    • 5" Block heel
    • Round toe
    • Platform sole
    • Contrast straps
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4724

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moto Babe Cutout Knit Graphic Tee

    You'll be a trendy moto babe in this lightweight knit graphic tee! Made with a cotton-blend fabric with moderate stretch, the top showcases an edgy wings and motorcycle graphic with the script, "1976," "Live Fast, Die Young," and "Ride To Live." The top is shaped with a crew neckline accented with a V-neck cutout design to amp up the cool factor. It features short sleeves and a fitted mid-length hem. Style with faux leather pants and booties!

    Fit & Features

    • Cotton-blend fabric with moderate stretch
    • Wings and motorcycle graphic
    • Script that reads "1976," "Live Fast, Die Young," "Ride To Live"
    • Crew neckline, V-neck cutout design
    • Short sleeves
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06002-1767

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raise A Toast Puff Sleeve Faux Pearl Babydoll Dress

    You'll be raising a glass to loving your look in this adorable babydoll dress as the lovely bride-to-be, birthday babe, or graduate! The faux pearl embellishments add a hint of glamour to the polka-dot mesh fabric lined with knit for comfort. Features sheer puff sleeves along the square neckline that add a touch of romance to the babydoll silhouette leading to the playful ruffled short-length hem. Complete the look in stiletto heels and earrings!

    Fit & Features

    • Polka dot mesh fabric lined with stretchy knit
    • Faux pearl embellishments
    • Square neckline, back zipper and hook-eye closure
    • Babydoll silhouette
    • Ruffled short length hem
    • Runs true to size

    Style Number/Barcode: 05101-3307

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tied To You Lace Trim A-Line Floral Satin Dress

    Once you lock eyes on this floral satin dress, you'll never let it go! Featuring a delicate lace trim on the sweetheart neckline and a flattering A-line silhouette, this dress is perfect for any occasion. The underwire bust provides support and the adjustable spaghetti straps and tie-back design ensure a perfect fit. Complete the look with stiletto heels.

    Fit & Features

    • Floral pattern, satin fabric with woven lining, no stretch
    • Adjustable spaghetti straps
    • Lace trim sweetheart neckline
    • Underwire bust
    • Tie-back design
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3438

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Duty Cropped Tank

    Elevate your outfits with this sleek and smooth crop tank top, perfect for dressy or casual ensembles. The flattering square neck tank top is made of soft knit fabric that hugs and sculpts your curves flawlessly. The wide shoulder straps are designed to discreetly hide your bra, while the double-lined bodice creates a seamlessly smooth look. Elevate any denim 'fit or complement any dressy ensemble for a perfectly polished look.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Cropped hem
    • Double-lined knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1174

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Iconic Abstract Print Ruched Mini Dress

    Step out like the icon you are in a mini dress that features a plunging cowl neckline with halter neck ties for a secure fit, an abstract floral print, and ruching throughout to enhance curves. Style with clear heels. 

    Fit & Features

    • Fitted mesh fabrication, moderate stretch
    • Cowl neckline
    • Open back, halter neck ties
    • Abstract floral print
    • Mini length hem
    • Ruching
    • Runs true to size

    Style Number/Barcode: 05102-5786

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine All Night Sequin Mini Dress

    Sparkle and shine all night in this sequin mini dress perfect for a dressy event, GNO, or date night! Featuring a sleeveless V-neckline, dual adjustable spaghetti straps, a cross-back strap design, a high waist seam, a bodycon silhouette to flaunt your figure, and a mini-length hem. The lined mesh fabric features gorgeous sequin embroidery in an intricate scroll design. Style this mini-length dress with statement earrings and heels.

    Fit & Features

    • Sleeveless V-neckline
    • Dual adjustable spaghetti straps
    • Cross-back strap design, zipper, hook and eye closure
    • High waist seam, bodycon silhouette, mini-length hem
    • Sequin embroidery, scroll pattern
    • Sheer mesh fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4520

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Natalia Cowl Neck Satin Dress

    Special Occasion

    Bring the shine in the luxe Natalia satin dress! She'll make a lasting impression on any event. The dress features a sleeveless cowl neckline, spaghetti straps, and a front side ruched seam to accentuate your curves along with a sultry, high side slit on a midi hem. She's composed of a lined satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a satin clutch.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Front side ruched seam
    • Midi length silhouette, high side slit 
    • Form-fitting style
    • Satin fabric, moderate stretch 
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0322

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale