$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.

  • Fall For You Swiss Dot Chiffon Babydoll Dress

    Make them fall head over heels for you in this adorable babydoll dress! The airy sheer chiffon fabric features a dainty swiss dot pattern to exude charm, and includes a woven lining for coverage. The sleeveless bodice is shaped with a V-neckline with a flirty tie-front design at the bust and a small keyhole cutout. The adjustable spaghetti straps will let you find your perfect fit, leading to a partial smocked back for added stretch. The empire seam flows out to a short-length A-line hem with the cutest babydoll silhouette. Style with platform heels for a party!

    Fit & Features

    • Sheer chiffon fabric with swiss dot pattern, woven lining
    • V-neckline, tie-front bust design, keyhole cutout
    • Adjustable spaghetti straps, smocked back
    • Empire waist
    • A-line fit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-3265

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Shimmer Rhinestone Front-To-Back Stud Earrings

    These trendy rhinestone stud earrings will give off the prettiest shimmer! They feature a front-to-back design with a round rhinestone post and a curved bar with marquise and teardrop-shaped rhinestones. Includes a post-back closure. Style with a dainty layered necklace.

    Fit & Features

    • Front-to-back design
    • Round rhinestone post
    • Curved bar with marquise and teardrop rhinestones
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-1924

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Gem Bodycon Rhinestone Mini Skirt

    Sparkle like a gem in this rhinestone mini skirt for a diva-dazzle on your next night out! This sexy skirt boasts a flattering high-rise waist, a bodycon fit to flaunt your curves, and a mini-length hem. Complete the look with the matching top and knee-high boots. 

    Shop Matching Top: She's A Gem Plunge Neck Buckle Rhinestone Crop Top

    Fit & Features

    • Rhinestone embellished mesh fabric
    • Bikini panty lining with snap-button closures
    • Bodycon fit
    • Side zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06501-0964

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Gem Plunge Neck Buckle Rhinestone Crop Top

    Sparkle like a gem in this rhinestone crop top for a diva-dazzle on your next night out! This sexy crop top boasts a plunge V-neckline and back to flaunt some skin, a fitted crop hem, and a center buckle decor with rhinestone trim. Complete the look with the matching bottoms and knee-high boots. 

    Shop Matching Bottoms: She's A Gem Bodycon Rhinestone Mini Skirt

    Fit & Features

    • Rhinestone embellished mesh lined fabric
    • Crop hem
    • Center bucke decor with rhinestone trim
    • Side zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06001-5134

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Starter Strappy Metallic Faux Leather Mules

    Get the party started with these strappy metallic mules that bring the trendy allure! Designed with a fab metallic faux leather material, they feature an open square-shaped toe, a multi-colored asymmetric strappy design across the foot, and a block heel. The open back offers effortless on-and-off styling. Pair with statement earrings for an iconic look.

    Fit & Features

    • 2.5" Block heel
    • Faux leather upper, metallic sheen
    • Open square toe
    • Multi-colored asymmetric strappy design
    • Open back
    • On-and-off styling
    • Runs true to size

    Style Number/Barcode: 07401-4864

    Category Name: $20 & Under Sale

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Style Puff Sleeve Chiffon Skater Dress

    Create the sweetest charming style for your spring and summer parties in this chiffon skater dress! The airy sheer chiffon fabric offers that breezy lightweight feel and includes a stretchy knit lining for coverage. The short dress features a ruched square neckline, adorable short puff sleeves, dual high waist seams, and a fit-and-flare skater silhouette for a flirty vibe with a ruffled hem. Pair with sneakers for a cute and casual look!

    Fit & Features

    • Sheer chiffon fabric with stretchy knit lining
    • Ruched square neckline
    • Short puff sleeves with elasticized hems
    • High waist seams, back zipper with hook and eye closure
    • Skater silhouette, ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-3056

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Fun Off-The-Shoulder Crop Chiffon Blouse

    You'll have the most fun in this cute chiffon crop blouse on a date night or evening out! The breezy sheer peasant long sleeves and off-the-shoulder neckline add a flirty touch, while the adjustable front ruched drawstring allows for a personalized fit. Complete the look in a sleek faux leather midi skirt and pointy toe heels for a chic allure!

    Fit & Features

    • Chiffon woven fabric
    • Off-the-shoulder
    • Front ruched drawstring
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2355

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Glamour Twisted Rhinestone Necklace

    You'll be sparkling with gorgeous glamour in this luxe twisted rhinestone necklace! The collar necklace features two rows of rhinestones leading to a chic twisted rhinestone design and short cascading rhinestone fringe at the center. Includes a back adjustable chain with a lobster clasp closure. Style with dainty stud earrings.

    Fit & Features

    • Two rows of rhinestones
    • Twisted rhinestone design
    • Short rhinestone fringe
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1731

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Edge Mid-Rise Knot Faux Leather Mini Skirt

    Smooth and edgy, this faux leather mini skirt flaunts your bad self! Made with faux leather fabric, it's the perfect choice for a daring and adventurous fashionista. Featuring a sleek mid-rise waist and a daring knot front design, this mini skirt will hug your body in a bodycon silhouette. Complete the look with a trendy corset top.

    Fit & Features

    • Faux leather fabric with stretch
    • MId-rise waist
    • Knot design
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1000

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Most Coveted Belted Denim Trench Coat

    The denim trench coat you'll be coveting this season! Layer over your casual to dressy outfits for any occasion. It features fitted long sleeves for a sleek look, a classic lapel collar neckline, a tie-waist belt to cinch your waistline on the longline silhouette, and convenient side pockets to keep your hands warm. Complete the look with a cute mini purse and heels.

    Fit & Features

    • Light wash denim fabric
    • Lapel collar neckline
    • Tie-waist belt
    • Side pockets
    • Longline silhouette
    • Runs true to size

    Style Number/Barcode: 06203-0528

    Category Name: $20 & Under Sale

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Getaway Sleeveless Nylon Cargo Jumpsuit

    This sleek nylon cargo jumpsuit is essential for your next casual getaway! Designed with a lightweight smooth nylon-blend fabric, it features a square neckline with adjustable spaghetti straps for a customized fit. The high waist is detailed with belt loops and a faux button accent, leading to multiple pockets down the leg for a trendy design. The hem features adjustable drawcords to create a cinched jogger silhouette. Style this jumpsuit with strappy sandals.

    Fit & Features

    • Smooth nylon-blend woven fabric, no stretch
    • Sleeveless square neckline with adjustable spaghetti straps
    • High waist with belt loops and faux front button
    • Hidden back zipper
    • Dual front pockets, dual faux back pockets, cargo side pockets
    • Relaxed silhouette, adjustable drawcords at the hem
    • Runs true to size

    Style Number/Barcode: 06302-0816

    Category Name: $20 & Under Sale

    Price: $11.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amp It Up Croc Faux Leather Stiletto Mules

    Amp up your 'fits with these croc faux leather stiletto mules! Designed with a faux leather material with a chic croc-embossed pattern, they feature a sleek stiletto heel, an open pointed toe, and an asymmetric strappy design across the foot. The open back offers effortless on-and-off styling. Pair these mules with statement earrings for a rooftop bar!

    Fit & Features

    • 5" Stiletto heel
    • Faux leather material with croc-embossed pattern
    • Open pointed toe
    • Asymmetric strappy design
    • Open back
    • On-and-off styling
    • Runs true to size

    Style Number/Barcode: 07401-4793

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shelby Side Lace-Up Mermaid Sequin Formal Dress

    Special Occasion

    You'll be a striking sight in the Shelby sequin formal dress at prom, black tie weddings, and soirees! The square neckline and padded bra cups provide support and a flattering structure, while the adjustable spaghetti straps let you customize the fit. The side lace-up cutouts and mermaid silhouette, paired with the floor-length hem make for a truly show-stopping look. Complete the look with earrings and platform heels for an unforgettable night!

    Fit & Features

    • Sequin pattern, mesh fabric with sewn-in knit lining
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Side lace-up
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7942

    Category Name: $20 & Under Sale

    Price: $49.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Affair Rhinestone-Tiered Fringe Earrings

    Make your night out a glitzy affair with these stunning rhinestone-tiered fringe earrings! They feature a curved row of rhinestones connected to a tiered multi-row rhinestone fringe design for a gorgeous cascading look. Include a post-back closure. Style with a cuff bracelet.

    Fit & Features

    • Curved row of rhinestones
    • Tiered multi-row rhinestone fringe design
    • Post-back closure


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

    Style Number/Barcode: 07001-1931

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweeter Than Floral Short Sleeve Tie-Back Romper

    What could be sweeter than you in this floral romper? Play up your style in this must-have romper for the spring-to-summer season. The ruffle trim puff sleeves add a whimsical touch, while the form-hugging silhouette and tie-back detail create a flattering fit. With a short-length hem and a square neckline, this romper is flattering for any occasion! Complete the look in heeled sandals and hoop earrings.

    Fit & Features

    • Floral print, woven fabric with full woven lining
    • Tie-back design
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-0441

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine In The Spotlight Strapless Satin Mini Dress

    A satin mini dress that shines in the spotlight! Perfect for your next girl's night or bachelorette, this sassy strapless dress plays up your curves in a bodycon silhouette with a side pleated seam that creates the asymmetrical front wrap slit to show extra skin. Complete the look with a rhinestone choker, bracelet, and strappy heels!

    Fit & Features

    • Silky satin stretch fabric with bust knit lining
    • Flexible boning
    • Back zipper and hook-eye closure
    • Front wrap slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5507

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Charmer Basic Rib Knit Maxi Dress

    A basic maxi dress that brings everyday charm! This long rib knit dress features a square neckline, spaghetti straps, and a flattering bodycon silhouette, you'll love this maxi dress for any occasion. Complete the look in a cute crop jacket and your favorite sneakers! 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Maxi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5522

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Darling Off-The-Shoulder Mesh Crop Top

    Your allure will be effortless in this darling off-the-shoulder mesh crop top! Sheer ruched fitted long sleeves adorn the sweetheart neckline that brings out your inner sultry and padded bra cups for support. With a hidden front hook eye fasteners and cropped hem, this top will effortlessly elevate any outfit. The stylish marble print and lightweight mesh fabric add an extra touch of elegance. Pair with the matching skirt for a fabulous look!

    Shop Matching Bottoms: Effortless Darling High Waist Mesh Mini Skirt

    Fit & Features

    • Marble print, mesh fabric lined with knit
    • Off-the-shoulder
    • Padded bra cups
    • Front hidden hook and eye fasteners
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5128

    Category Name: $20 & Under Sale

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Polished Halter Floral Applique Bodysuit

    Defy expectations and turn heads in this sleeveless bodysuit at parties or as the sultry bride-to-be! The daring plunge halter V-neckline and intricate floral applique add a touch of polish to a form-hugging silhouette. The ruched detailing accentuates your curves, while the thong bottom with snap-button closures secures the style. Complete the look in a chic midi skirt and strappy mules.

    Fit & Features

    • Smooth knit lined fabric
    • Halter strap with button closures
    • Floral applique
    • Ruching, form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06001-4881

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Givin' Looks Halter Patchwork Denim Crop Top

    Everyone will be looking at you in this denim crop top at concerts, festivals, or a night out with the girls! The top features a flattering halter neckline with a convenient spaghetti strap tie closure, a trendy front pocket, and a pointed crop hem that flaunts your figure. Complete the look in sleek faux leather pants.

    Fit & Features

    • Patchwork denim fabric, minimal stretch
    • Halter neckline, spaghetti strap tie closure
    • Back zipper with hook and eye closure
    • Front pocket
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-2352

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Baby Got Open Back Poplin Woven Mini Dress

    Get ready to turn heads in this open back poplin woven mini dress! This bodycon mini dress features a square neckline, spaghetti tie straps, and a spaghetti tie back strap for a playful twist along the sultry open back. Made with a lightweight poplin woven fabric, this dress is perfect for hot days and even hotter nights! Complete the look in heeled sandals and a purse.

    Fit & Features

    • Poplin woven fabric lined with stretchy knit
    • Spagehtti tie straps and back strap
    • Open back
    • Hidden side zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5760

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Look Cowl Neck High Slit Knit Midi Dress

    Create an iconic sleek look with this cowl neck high slit midi dress! Made with a slinky knit fabric offering plenty of stretch, this dress will have comfortable wear all night long. The sleeveless bodice is shaped with a high cowl neckline with chic draping, and tie-back halter straps that lead to an alluring backless design. The ruched side seams will accentuate your curves along the bodycon silhouette. The asymmetric hem creates a high-cut side slit to reveal some leg. Style with stilettos for a sexy vibe, or combat boots to add some edge.

    Fit & Features

    • Stretchy slinky knit fabric with knit lining
    • Sleeveless high cowl neckline
    • Tie-back halter straps, backless design
    • Ruched side seam
    • Asymmetric hem, high side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3294

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Season Faux Suede Longline Blazer

    Upgrade your style in this faux suede long blazer to layer over all of your chic 'fits! It features fitted long sleeves, a lapel collar neckline, an open front design, convenient front pockets for keeping your hands warm, and a longline hem with a center back slit for movement. Complete the look in a casual bodycon dress for a posh workwear style or hanging downtown!

    Fit & Features

    • Fitted long sleeves
    • Lapel collar neckline
    • Open front design
    • Front pockets
    • Longline hem, center back slit
    • Faux suede fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06204-1713

    Category Name: $20 & Under Sale

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl Next Door Gingham Print Mini Skort

    Embrace a sweet style in this gingham print mini skort for cute and casual everyday looks! The gingham print on the stretchy woven fabric will give your 'fits that adorable vibe. The skort features a high waist, a mini-length overlay with a side slit for a trendy touch, and fitted shorts. Pair with a basic bodysuit and sandals.

    Fit & Features

    • Gingham printed woven fabric, moderate stretch
    • High waist
    • Front mini-length overlay
    • Side slit
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-0388

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale