$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.

  • Smooth Silhouette Scoop Neck Short Sleeve Bodysuit

    A flattering wardrobe staple, this smooth bodysuit has a buttery soft feel to provide a seamless look. With chic short sleeves, a scoop neckline, and a form-hugging fit that accentuates your figure, this bodysuit elevates your everyday style. Complete the look in high-rise denim jeans and hoop earrings for any occasion!

    Fit & Features

    • Buttery soft, double-lined stretchy knit fabric
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06002-1752

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweeten Up Strappy Back Floral Chiffon Skater Dress

    Sweeten up any moment in this floral chiffon skater dress perfect for celebrations and showers! With a square neckline, spaghetti straps, and a playful strappy back design, this dress is perfect for any occasion. The skater silhouette and ruffled short-length hem add a flirty touch, while the ditsy floral print and chiffon fabric keep it light and whimsical. Complete the look in wedges.

    Fit & Features

    • Ditsy floral print, chiffon fabric lined with stretchy knit
    • Spagehtti straps, square neckline
    • Strappy back design
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5450

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jolie Ruffled High-Low Satin Formal Dress

    Special Occasion

    Create an effortlessly chic look at homecoming or weddings with the gorgeous Jolie satin formal dress that will showcase a billowy silhouette with each step you take. She features a sleeveless V-neckline, spaghetti straps, a low V-back design with cross-back lace-up straps, a ruffled high-low hem, and a flowy A-line silhouette. The smooth lightweight satin woven fabric has no stretch. Style the high low midi dress with rhinestone embellished heels for a touch of sparkle.

    Fit & Features

    • Sleeveless V-neckline, dart seam accents, spaghetti straps
    • Low V-back design, cross-back lace-up straps, tie closure
    • Ruffled high-low hem
    • Flowy A-line silhouette
    • Satin woven fabric, lined bust, no stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7106

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cindy Formal V-Neck Cutout A-Line Long Dress

    Special Occasion

    You'll be a vision at your next red carpet event in the Cindy formal dress! She features a sleeveless V-neckline adorned with spaghetti straps, a twisted bust, a sexy cutout bodice, and a flattering A-line silhouette with a showstopping high front slit and floor-length hem. The formal dress is composed of smooth knit fabric that hugs your body like a glove and offers plenty of stretch. Complete the look in fringe earrings and platform heels.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Twisted bust, cutout bodice
    • A-line silhouette, high front slit
    • Floor-length hem
    • Smooth knit fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7795

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter Energy Asymmetric Wedge Heels

    Radiate trendsetter energy and turn heads your next night out in these fabulous asymmetric wedge heels! Made with shiny patent faux leather, they feature an open square-shaped toe with a strap, a thin adjustable ankle strap with a buckle closure, a closed back, and an angled wedge heel. Style with a little black dress and rhinestone fringe earrings!

    Fit & Features

    • Asymmetric wedge heel
    • Patent faux leather upper
    • Open square toe
    • Toe strap
    • Adjustable ankle strap with buckle closure
    • Closed back
    • Runs true to size

    Style Number/Barcode: 07401-4921

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Haley Corset Slit A-Line Satin Formal Dress

    Special Occasion

    The Haley corset slit A-line satin formal dress brings the perfect amount of class and sexy to any special event or wedding! Her sleek, glossy satin fabric drapes into an A-line silhouette, while the corset bodice with flexible boning accentuates your figure. The V-neckline and high front slit add a touch of sensuality, while the adjustable spaghetti straps provide a customizable fit to this floor-length gown. Complete the look with a statement necklace and heels.

    Fit & Features

    • Glossy satin fabric, bust lining, minimal stretch
    • Adjustable spaghetti straps, V-neckline
    • Flexible boning, padded bra cups
    • Back zipper hook-eye closure
    • High front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8133

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Trendy Striped Slit Maxi Dress

    A trendy maxi dress features a flattering square neckline, form-hugging fit, and a high front slit to show off your shoes. Perfect for styling with a denim jacket and sandals.

    Fit & Features

    • Striped pattern, stretchy knit fabric
    • Square neckline, spaghetti straps
    • High front slit
    • Form-hugging maxi-length fit
    • Runs true to size

    Style Number/Barcode: 05102-5867

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Admirable Aesthetic Oversized Long Sleeve Denim Shacket

    Arrive on the scene looking trendsetting in this oversized denim shacket! Featuring a stylish collar neckline, long sleeves with button cuffs, flap pockets, and button-down front closures along the oversized silhouette, this shacket effortlessly combines comfort and fashion. Complete the look with the skort.

    Shop Matching Skort: Admirable Aesthetic Mid-Rise Denim Skort

    Fit & Features

    • Denim fabric, minimal stretch
    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down front closures
    • Flap pockets
    • Oversized silhouette
    • Runs true to size

    Style Number/Barcode: 06203-0542

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Cutie Bow Lace-Up Floral Mini Dress

    Look effortlessly cute in this floral mini dress this summer! The stretchy knit fabric is accented with a dainty floral print for a charming look. This bodycon dress features adjustable spaghetti straps and a sleeveless square neckline adorned with a ribbon bow and delicate crochet trim for a touch of elegance. The lace-up back allows for a perfect fit while the mini-length hem adds a flirty touch. Style with statement earrings.

    Fit & Features

    • Floral print, stretchy knit fabric
    • Square neckline with ribbon bow and crochet trim
    • Adjustable spaghetti straps
    • Lace-up back
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5665

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fringe Benefits High Neck Crop Top

    The benefits of adding this crop top to your closet are endless! Update your basics with this sleeveless top featuring a high neck, back zipper and hook-eye closure, fitted silhouette, and rhinestone fringe trim along the hem. The top is composed of stretchy rib-knit fabric. Style this top with best-selling jeans to complete the look!

    Fit & Features

    • Sleeveless high neck
    • Back zipper and hook-eye closure
    • Fitted silhouette
    • Rhinestone fringe trim along the hem
    • Rib-knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1478

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Impressed Much Strapless Lace-Up Denim Crop Top

    Everyone will be impressed by this denim crop top! The strapless neckline and front satin lace-up catch all the attention, while the fitted crop hem accentuates your figure. Complete the look in a cute skirt for any casual plans!

    Fit & Features

    • Denim fabric, no stretch
    • Strapless neckline
    • Front satin lace-up
    • Back zipper and hook-eye closure
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2597

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Attention Cowl Neck Abstract Floral Maxi Dress

    Catch everyone's attention in this abstract floral maxi dress at cocktail hour! The cowl neckline adds a touch of sophistication while the adjustable spaghetti straps provide a perfect fit. The form-hugging silhouette flatters your figure and the maxi-length hem offers a chic finish. Complete the look with a clutch and heels.

    Fit & Features

    • Abstract floral print, mesh fabric lined with stretchy knit
    • Cowl neckline
    • Adjustable spaghetti straps
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3323

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sure To Love Floral Woven Puff-Sleeve Skater Dress

    You'll love wearing this sweet floral puff-sleeve skater dress all summer long! The lightweight woven fabric is detailed with a soft floral print for a pretty feminine look. The short dress features a scoop neckline with ruching and a tie-front accent, short puff sleeves with elastic cinched hems, a stretchy smocked high waist, and an adorable fit-and-flare silhouette with a ruffled hem for a flirty vibe. Style with sneakers for a cute and casual outfit.

    Fit & Features

    • Floral print
    • Woven fabric with smooth woven lining
    • Ruched scoop neckline with tie-front detail
    • Short puff sleeves with elastic cinched hems
    • Stretchy smocked high waist
    • Fit-and-flare silhouette, ruffled hem
    • Runs true to size

    Style Number/Barcode: 05102-5716

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Impulse Strappy Open Back Crop Top

    Be on your best cutely dressed behavior in this head-turning sleeveless crop top featuring a halter V-neckline with bungee spaghetti strap ties that shape the strappy open back, and a sheer fitted pointed crop hem. Complete the look in denim shorts and sandals for the perfect summer style!

    Fit & Features

    • Sheer knit fabric, bust knit lining, moderate stretch
    • Halter V-neckline, bungee spaghetti strap ties
    • Strappy open back
    • Pointed crop sheer hem
    • Runs true to size

    Style Number/Barcode: 06001-5333

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Vacay Spaghetti Strap Tie-Back Crop Top

    The perfect tropical floral crop top to look stylish on your vacay! With its sleeveless V-cut neckline with ruching at the bust, spaghetti straps, and a tie-back design, this top offers a trendy silhouette. The fitted ultra-cropped hem and eye-catching tropical floral print add a touch of boldness to your look. Pair with the matching midi skirt and espadrille wedges! 

    Shop Matching Bottoms: Tropical Vacay High-Rise Slit Midi Skirt

    Fit & Features

    • Tropical floral print
    • Stretchy knit fabric
    • V-wired neckline, ruched bust
    • Spaghetti straps
    • Tie-back design
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5221

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Regal Chic Lace Up Tulle Embroidered Skater Dress

    Create a princess-certified look in this chic skater dress as a cute bride-to-be, birthday girl, or graduate! Made with embroidered tulle lace fabric, this dress is perfect for making a statement at any event. The square neckline and spaghetti straps add a touch of elegance, while the lace-up detail and pleated skater silhouette create a flattering and stylish look! Complete the look in stiletto pumps and earrings.

    Fit & Features

    • Tulle lace embroidered fabric, tulle trim stretchy knit lining
    • Spaghetti straps
    • Lace up, back zipper and hook-eye closure
    • Pleated skater silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3034

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Chic Floral Embroidered Chiffon Skater Dress

    This breezy chic floral chiffon skater dress is perfect for your summer parties! The airy sheer embroidered chiffon fabric is detailed with a dainty floral print and includes a stretchy full-length knit lining. The short dress features a sleeveless sweetheart neckline, a bustier-style bodice with a padded bust and structured underwire, and ruched cups. The adjustable spaghetti straps lead to a partially smocked back design for added stretch with a secure back zipper closure. The front faux buttons lead to a high waist seam flowing out to a short skater skirt with a flirty fit and flare A-line silhouette. Complete your look with strappy sandals.

    Fit & Features

    • Sheer embroidered chiffon fabric, floral print, stretchy knit lining
    • Sweetheart neckline, bustier bodice, padded bust with underwire, ruching
    • Adjustable spaghetti straps
    • Partial stretchy smocked back, zipper with hook and eye closure
    • Front faux buttons, high waist seam
    • Fit and flare A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3009

    Category Name: $20 & Under Sale

    Price: $49.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Radiance Floral Crochet Bolero

    Layer on this floral crochet bolero for a boho look all season! The sheer sweater features long sleeves with flared cuffs, an open front design to show off your swimsuit or top, and an ultra-cropped hem perfect for keeping cool. Style with a crop top, denim shorts, and sandals for the cutest summer vibe!

    Fit & Features

    • Floral pattern, sheer crochet fabric
    • Long sleeves with flared cuffs
    • Open front design
    • Ultra-cropped length
    • Runs true to size

    Style Number/Barcode: 06005-2010

    Category Name: $20 & Under Sale

    Price: $6.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Glam Rhinestone Strappy Clear Toe Pumps

    Step out and shine with all the glamour in these rhinestone strappy clear toe pumps! They feature a closed pointed toe with a clear PVC material, a rhinestone-embellished strappy design with a center knot detail, rhinestone-adorned adjustable ankle and heel straps, and a stiletto heel. Style these pumps with a metallic clutch!

    Fit & Features

    • Closed clear PVC pointed toe
    • Rhinestone strappy design, center knot detail
    • Rhinestone adjustable ankle and heel straps, buckle detail
    • Open back
    • Stiletto heel
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4570

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Have It All V-Neck Halter Crop Top

    Care to have it all with this sultry crop top? It boasts a halter V-neckline with a spaghetti strap tie, a low back cut to flaunt some skin, and adjustable side drawstrings let you customize the fit along the cropped hem. Complete the look in women's best-selling bottoms for any casual occasion!

    Fit & Features

    • Knit fabric
    • Halter V-neckline, spaghetti strap tie
    • Low cut back
    • Adjustable side drawstrings
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5353

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unreal Shine Glitter Puff Sleeve Mini Dress

    Debut your unreal shine in this glitter mesh mini dress at parties or a dressy date night! Featuring adorable puff short sleeves, a V-neckline with a ruched bust seam, a bodycon silhouette, and flattering side ruching that accentuates your curves. Complete the look with a bracelet and earrings.

    Fit & Features

    • Puff short sleeves
    • V-neckline, ruched bust seam
    • Bodycon silhouette
    • Side ruched seams
    • Mini-length hem
    • Glitter mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2733

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Aesthetic Strapless Tie Back Paisley Maxi Dress

    Channel a boho aesthetic in this paisley maxi dress for carefree summer days! With its strapless neckline and tie-back design, this maxi dress hugs your curves and flows effortlessly with a beautiful paisley print on knit fabric with chiffon lining. Complete the look with earrings for a dressy summer party! 

    Fit & Features

    • Paisley print, knit fabric lined with chiffon
    • Strapless neckline
    • Tie back design
    • Form-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3400

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rae Formal Satin Corset Midi Dress

    Special Occasion

    This Rae formal satin midi dress is truly a work of art! A blend of sophistication and playfulness, she features a timeless sleeveless V-neckline, while the wide shoulder straps, pleated bust, and flexible boning on the corset bodice present an elegant frame for your figure. The bodycon silhouette and front slit finish the look, making this midi-length dress a timeless fashion statement. The formal knee-length dress is composed of a silky satin fabric that gives you a luxe allure and offers plenty of stretch. Style the formal midi dress with fringe earrings for a rehearsal dinner or black tie party!

    Fit & Features

    • Sleeveless V-neckline, wide shoulder straps
    • Pleated bust, back zipper and hook-eye closure
    • Corset bodice, flexible boning
    • Bodycon silhouette, front slit, midi-length hem
    • Satin fabric, bust knit lining, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1934

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Anne Marie Lace-Up Ruffle A-Line Chiffon Formal Dress

    Special Occasion

    Cut to flatter and flaunt! The Anne Marie chiffon formal dress showcases your best features as a stunning bridesmaid, wedding guest, or banquet. This dress will accentuate your figure with a stunning V-neckline and structured ruffled shoulder straps. The cutout waist and lace-up back add a touch of allure, while the chiffon fabric creates a flowing A-line silhouette. Perfect for any formal occasion, this floor-length dress will make you feel like a true fashion icon! Complete the look with a necklace and strappy heels.

    Fit & Features

    • Chiffon fabric lined with stretchy knit
    • Ruffled structured shoulder straps
    • Lace-up, back zipper and hook-eye closure
    • Pleated bust, padded bra cups
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8059

    Category Name: $20 & Under Sale

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale