$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.

  • VIP Status Satin Bodycon Mini Dress

    This satin mini dress has VIP status written all over it! Enjoy bottle service with your girls in this sexy dress featuring a sleeveless pleated square neckline, spaghetti straps, a crisscross back, a bodycon silhouette, and a side ruched seam atop an asymmetrical style hem. Complete the look in this mini dress with rhinestone block heels.

    Fit & Features

    • Sleeveless pleated square neckline
    • Spaghetti straps, crisscross back
    • Bodycon silhouette
    • Side ruched seam, asymmetrical mini-length hem
    • Silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5030

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Effect Utility Woven Crop Jacket

    A versatile woven jacket that brings a cool effect to every outfit! Layer on this twill jacket with slouchy long sleeves and elasticized cuffs to keep you warm, a collar neckline with button closure, and a front button-up design. With flap pockets and an adjustable drawstring crop hem, you'll have both function and fashion. Complete the look with trendy boots for casual plans!

    Fit & Features

    • Twill cotton woven fabric
    • Flap pockets
    • Button-up front closures
    • Adjustable drawstring crop hem
    • Runs true to size

    Style Number/Barcode: 06204-1709

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beachy Dreams Denim Lace-Up Espadrille Wedges

    Take your beach style to new heights with these denim lace-up espadrille wedges. The closed almond toe offers a stylish touch while the checkered ankle strap and lace-up ties give you a playful look. Style these wedges with a trendy tote bag for a day under the sun!

    Fit & Features

    • 3.5" Wedge espadrille heel
    • Closed almond toe
    • Checkered ankle strap, lace-up ties
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07406-0339

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Choice Sleeveless Lace-Up Floral Romper

    A flirty floral romper like this is perfect for upcoming summer parties! Designed with a lightweight floral-printed woven fabric, it features a square neckline, a small keyhole cutout with a bust tie, thin shoulder straps, a lace-up back that adds a touch of flair, and a flowy short-length hem that keeps you trendy. Complete the look with hoop earrings.

    Fit & Features

    • Floral print
    • Woven fabric with smooth woven lining, no stretch
    • Square neckline with keyhole cutout and bust tie
    • Thin shoulder straps
    • Lace-up back, lower back zipper
    • Flowy short-length hem
    • Runs true to size

    Style Number/Barcode: 06303-0256

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Got Em' Tripping Lace-Up Denim Print Jumpsuit

    Everyone will trip over how stunning you look in this denim print jumpsuit out & about! Made from a slinky knit fabric, this sleeveless jumpsuit features a square neckline, spaghetti straps that lace up in the back for a customizable fit, and a flattering wide-leg silhouette. Complete the look in pointed-toe stiletto heels.

    Fit & Features

    • Denim print, slinky knit stretchy fabric, bust lining
    • Spaghetti straps
    • Lace-up
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2467

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Game Set High Rise Pleated Mini Skort

    Game set and match! This mini skort is in it for the win. It features a high-rise waist a trendy pleated silhouette, and a mini-length hem on stretchy rib knit fabric. Complete the look with the matching top.

    Shop Matching Top: Game Set Collar Short Sleeve Crop Top

    Fit & Features

    • Stretchy rib knit fabric
    • High-rise waist
    • Pleated silhouette
    • Mini-length
    • Runs true to size

    Style Number/Barcode: 06503-1153

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elite Glam Faux Pearl Mini Tote Handbag

    Showcase elite glamour at your next fancy affair with this faux pearl mini tote handbag! The faux leather exterior features all-over faux pearl embellishments for that trendy touch of sophistication. The mini tote has a square-shaped design with sleek metal O-ring handles and an included chain-link shoulder strap for effortless wear. The bag features a magnetic button closure to secure your essentials in the spacious woven interior. Style with the matching platform block heels for a chic seamless look!

    Shop Matching Shoes: Elite Glam Faux Pearl Platform Block Heels

    Fit & Features

    • Square-shaped design
    • Faux leather exterior
    • Mini faux pearls
    • Dual metal O-ring handles
    • Magnetic button closure
    • Woven interior with a single pouch
    • Attachable chain-link shoulder strap

    Style Number/Barcode: 07204-0754

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lorette Formal Rhinestone Bustier Long Dress

    Special Occasion

    The Lorette formal long dress brings the glam factor with gorgeous rhinestone embellishments to make your mark at prom or red carpet events! She features a sweetheart neckline, adjustable spaghetti straps, and a sheer bustier bodice and padded bust adorned with rhinestone embellished striped trim for a touch of sophistication. The slim silhouette, high front slit, and five-side rhinestone swag chains create a statement-making look. Made from rhinestone embellished mesh fabric with a full knit stretchy lining, this dress is a work of art! Complete the look in platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Bustier sheer bodice, padded bust
    • Rhinestone embellished striped trim, five side rhinestone swag chains
    • Mermaid silhouette, high front slit, floor-length hem
    • Rhinestone embellished, mesh fabric, full knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 05002-7749

    Category Name: $20 & Under Sale

    Price: $69.97 $159.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsical Muse Chiffon Swiss Dot Skater Dress

    You'll be a chic whimsical muse in this airy chiffon skater dress! The short dress features a square neckline, short billowy puff sleeves with ruffled accents at the shoulders, an open back with an adorable bow tie-back design, and a short skater skirt with a flared-out silhouette. The lined chiffon fabric features an all-over swiss dot pattern. Style this flirty dress with classic block heels.

    Fit & Features

    • Square neckline
    • Short puff sleeves, ruffled accents, elasticized hems
    • Open-back, bow design, tie closure
    • Empire waist, elastic back
    • Short skater skirt, fit and flare silhouette
    • Sheer chiffon fabric, swiss dot pattern, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2288

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Groove Time One-Shoulder Ruched Crop Top

    The perfect sleeveless crop top to groove in at parties! Featuring a trendy one-shoulder neckline and figure-flattering side ruched seams, this top is perfect for any occasion. The cropped hem adds a touch of sass to this must-have top. Complete the look in high-rise jeans.

    Fit & Features

    • Stretchy knit fabric, bust lining
    • One-shoulder neckline
    • Side ruched seams
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5319

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Flirtatious Satin Glitter Mini Dress

    Looking for something to make heads turn? This satin mini dress is the perfect pick! It features a sheer mesh glitter peasant long sleeves, a figure-flattering side pleated seam and bodycon silhouette, and a wrap mini-length hem. Complete the look with heels and a handbag for a party!

    Fit & Features

    • Sheer mesh glitter peasant long sleeves
    • Square neckline
    • Side pleated seam
    • Bodycon silhouette
    • Wrap mini-length hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2925

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charmed Finish Faux Leather Bow Hair Clip Set

    Add a charmed finish to your look with this faux leather bow hair clip set featuring two adorable clips for your day-to-day hairstyles! Complete the look in sandals for any occasion.

    Fit & Features

    • Faux leather hair bow clips
    • Two piece set

    Style Number/Barcode: 07006-0449

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paradise Babe Lace Up Tropical Floral Maxi Dress

    Look like a babe in paradise in this tropical floral maxi dress perfect for your next getaway or beach day! Embrace the warm, tropical vibes in this maxi-length hem dress on an airy mesh fabric bursting with a tropical floral print.  With its flowy silhouette and high slit, you'll feel like you're walking on clouds. The V-neckline and spaghetti straps add a trendy vibe while the lace-up detail adds a touch of playfulness. Complete the look in sandals and sunnies!

    Fit & Features

    • Tropical floral print
    • Mesh fabric lined with knit, moderate stretch
    • Lace-up
    • Spaghetti straps
    • High slit
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3241

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Ruched Bodycon Mini Dress

    Sleek and smooth, this bodycon mini dress serves curves for days! Crafted from a soft double-lined knit fabric that fits like a glove, this dress features a square neckline adorned with adjustable spaghetti straps, side ruched seams to accentuate your figure along the bodycon silhouette, and a flattering mini-length hem. Complete the look with mules and a crop jacket.

    Fit & Features

    • Soft knit fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5683

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Vacay High-Rise Slit Midi Skirt

    The perfect tropical floral midi skirt to look stylish on your vacay! With its high-rise waist and cheeky panty lining, this skirt offers a comfortable fit and sleek silhouette. The high front slit and eye-catching tropical floral print add a touch of boldness to your look. Pair with the matching crop top and espadrille wedges!

    Shop Matching Top: Tropical Vacay Spaghetti Strap Tie-Back Crop Top

    Fit & Features

    • Tropical floral print
    • Stretchy knit fabric, cheeky panty lining
    • High-rise waist
    • High front slit
    • Midi-length
    • Runs true to size

    Style Number/Barcode: 06501-1010

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annie Tie Back Wrap Slit Mermaid Glitter Formal Dress

    Special Occasion

    Make the most remarkable entrance in the Annie glitter formal dress at galas or weddings! With its square neckline, wide shoulder straps, and stunning tie-back detail, this dress exudes sophistication. The high front wrap slit and mermaid silhouette add glamour, while the floor-length hem and glitter knit fabric ensure you make a statement at any formal occasion. Complete the look with a clutch and earrings.

    Fit & Features

    • Glitter knit fabric, bust lining, moderate stretch
    • Square neckline
    • Wide shoulder straps
    • High front wrap slit
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8559

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adrian Formal Glitter Lace-Up Long Dress

    Special Occasion

    You'll love how you shine in the Adrain formal glitter long dress sure to sparkle up the dance floor! She features a square neckline and spaghetti straps plus a lace-up back that adds a touch of intrigue, while the side ruched seam, high side slit, and form-hugging silhouette showcase your figure. The formal long dress is designed from a glitter knit fabric with endless shimmer and plenty of stretch. Complete the look in strappy block heels for prom or a sweet sixteen birthday!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Side ruched seam, high side slit
    • Form-hugging silhouette, long length hem
    • Glitter knit fabric, moderate stretch
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7928

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Festive Fun High-Rise Striped Palazzo Pants

    Weekend activities just got a little cuter in these striped palazzo pants perfect for vacations or going to a summer fair! The high-rise elasticized waistband and pleating create a comfortable and flattering fit, while the wide-leg flowy silhouette and striped print bring a stylish touch. Complete the look with the matching top

    Shop The Matching Top: Festive Fun Strapless Striped Bandeau Crop Top

    Fit & Features

    • Striped print, woven fabric
    • High-rise elasticized waistband with pleating
    • Wide-leg flowy silhouette
    • Runs true to size

    Style Number/Barcode: 06402-1424

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Up Sleeveless Ruched Crop Top

    Double up your hotness digits in this sleeveless crop top perfect for a day or night out! Featuring adjustable spaghetti straps, a ruched bust, and a square neckline, this top offers a flattering fit while the cropped hem flaunts your figure. Complete the look in a cute skort.

    Fit & Features

    • Woven fabric, slight stretch
    • Adjustable spaghetti straps
    • Square neckline
    • Ruched bust
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2598

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Linked Up Dual Chain Link Belt

    Link up with this sassy dual-chain link belt featuring an adjustable lobster clasp closure. Complete the look in denim shorts for any casual occasion!

    Fit & Features

    • Dual chain link belt
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07301-1112

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denise Formal Satin Twist Long Dress

    Special Occasion

    The Denise formal dress showcases a sultry twist on a classic silhouette! A stunning style for homecoming or dinner banquets. She features a sleeveless twist neckline, with an underbust cutout, sleek spaghetti straps, a slim form-hugging silhouette, and a back center slit along the floor-length hem. The formal dress is composed of a buttery smooth silky satin fabric with minimal stretch. Complete the look with an embellished clutch and heels. 

    Fit & Features

    • Sleeveless twist neckline, underbust cutout
    • Spaghetti straps
    • Curve-hugging, slim silhouette
    • Center back slit, floor-length hem
    • Silky satin fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7094

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Allure Lace-Up Woven Wide-Leg Jumpsuit

    Bring the effortless allure to your weekend looks with this lace-up wide-leg jumpsuit! Designed with an airy woven fabric with a front knit lining, this jumpsuit will give you that breezy 'fit you love during the summer months. It features a sleeveless sweetheart neckline with cowl neck draping, a built-in padded bust, and spaghetti straps that lead to a bold open back with a cross-back and lace-up strappy design for a customized fit. The corset-inspired seams and high waist seam will create a snatched look, while the flowy wide-leg silhouette gives off those effortless vibes. Complete the look with espadrille sandals.

    Fit & Features

    • Lightweight woven fabric with top knit lining, minimal stretch
    • Sweetheart neckline with cowl neck draping, padded bust
    • Spaghetti straps, open back, cross-back lace-up strappy design
    • Corset seams, high waist seam
    • Hidden lower back zipper with hook and eye closure
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06402-1419

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eden Flower Babydoll Party Dress

    Dreamy and whimsical, this floral party dress is an ethereal style you need! Perfect for wedding showers, sweet sixteens, and school dances. It features a sleeveless square neckline, adjustable spaghetti straps, a low back with a chiffon bow tie closure, and an adorable and flattering babydoll short-length silhouette. The dress is composed of airy sheer organza fabric with delicate flower appliques and embroidery with multiple organza and stretchy knit linings. Complete the look in fringe earrings and rhinestone bow mules.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Chiffon bow tie closure, low back
    • Babydoll silhouette, short-length hem
    • Flower appliques and embroidery
    • Airy sheer organza fabric, organza and stretch-knit linings
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2991

    Category Name: $20 & Under Sale

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play Time Double Belt Woven Mini Skirt

    The perfect woven mini skirt to add a playful touch to your style! This high-rise skirt features faux leather double belt accents, creating a chic and sophisticated look, a pleated A-line skater silhouette, and a flirty mini-length hem on woven fabric. Complete the look in a basic top and chic knee-high boots for visiting downtown!

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Front faux leather double belt accents
    • Pleated A-line skater silhouette
    • Mini-length hem
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0642

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale