$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.

  • Lock And Key Foldover Wedge Faux Leather Boots

    Don't keep these faux leather boots under lock and key for long cause they're meant to be seen! Let the compliments roll in when you're strutting in these boots, featuring a trendy pointy-toe, foldover design with dual straps, a buckle and lock detail, and a wedge heel. Complete the look with a classic trench coat for a day in the city!

    Fit & Features

    • 3.5" Wedge Heel
    • Pointy-toe
    • Dual straps, buckle and lock detail
    • Foldover design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1001

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Sun Tropical High Rise Palazzo Pants

    These palazzo pants will have you feeling so tropical for your next getaway! Made from a smooth knit fabric with a tropical print, they feature a comfortable high-rise elasticized waistband and a flowy wide-leg silhouette making them perfect for packing with you. Complete the look with the matching top.

    Shop Matching Top: Island Sun Tropical Tie Front Crop Top

    Fit & Features

    • Tropical print, smooth knit stretchy fabric
    • High-rise elasticized waistband
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2457

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blissfully Cute Three Piece Headband Set

    Add a finishing look to your tresses with this three-piece headband set! The set includes a denim headband with faux pearl embellishments, a chain link metal headband, and a faux pearl headband. Style with an adorable shoulder purse for any event!

    Fit & Features

    • Three-piece headband set
    • One denim headband with faux pearls
    • One chain link metal headband
    • One faux pearl headband

    Style Number/Barcode: 07006-0467

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Floral Chiffon Lace Trim Skater Dress

    Charm them all with your pretty flair in this breezy floral chiffon lace trim skater dress! Designed with an airy sheer floral chiffon fabric with a dainty eyelash lace trim, this short dress is the effortlessly chic style you need for parties. The bodice is shaped with a sweetheart neckline with ruching at the bust and adjustable spaghetti straps with ruffled flutter sleeves for a sweet feminine vibe. The fitted waist is accented with an open tie-back design, leading to a flowy skater skirt with an A-line silhouette. Complete the look with hoop earrings and espadrille wedges.

    Fit & Features

    • Sheer floral chiffon fabric, woven lining with eyelash lace trim, no stretch
    • Ruched sweetheart neckline
    • Adjustable spaghetti straps with ruffled flutter sleeves
    • Open tie-back design
    • Lower zipper with hook and eye closure
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3154

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shape Up High-Rise Corset Flare Denim Jeans

    Shape up in these figure-flattering denim jeans for a chic snatched appearance! They feature a high-rise corset trim waist, an exposed front zipper, hidden hook-eye closure, figure-enhancing seam details, a hip-hugging fit, and a flared hem. Complete the look with the matching blazer.

    Shop Matching Blazer: Shape Up Corset Crop Denim Blazer

    Fit & Features

    • High-rise corset trim waist
    • Exposed front zipper, hidden hook-eye closure
    • Figure-enhancing seam details
    • Hip-hugging fit, flared hem
    • Medium wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0480

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Me On Vacay Corset Linen Mini Dress

    This linen mini dress was made for your next getaway! Imagine strolling around the island or Hamptons in this sassy dress featuring a sultry plunge V-neckline with a wired insert for structure, a pleated underwire bust that flatters, flexible boning for a snatched look, and a bodycon silhouette and mini-length hem. Complete the look in sandals and sunnies!

    Fit & Features

    • Linen blend woven fabric lined with stretchy knit
    • Wired neckline insert
    • Pleated underwire bust
    • Flexible boning
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5517

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine Livin' Halter Crochet Crop Top

    This crochet crop top was meant for living under the sun! Whether you're heading to a festival or a getaway, this top will keep you boho-cute. It features a sultry halter neckline with a spaghetti strap tie and an ultra-cropped hem to flaunt your figure. Complete the look with the matching pants.

    Shop Matching Bottoms: Sunshine Livin' High Rise Palazzo Crochet Pants

    Fit & Features

    • Crochet fabric lined with stretchy knit
    • Halter neckline
    • Spaghetti straps
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2492

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Main One Quilted Denim Mini Backpack

    Get ready to rock your look with this quilted denim mini backpack perfect for festivals, concerts, or theme parks! Made with quilted denim material, this backpack is both stylish and functional. The adjustable shoulder straps ensure a comfortable fit, while the front flap pocket and spacious interior keep your essentials organized. Complete the look with a basic bodysuit and jeans!

    Fit & Features

    • Quilted denim material
    • Adjustable shoulder straps
    • Front flap pocket, turn-lock closure
    • Front top flap with turn-lock closure
    • Spacious lined interior with pockets

    Style Number/Barcode: 07203-1971

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poolside Vacay Strapless Ruffled Romper

    The perfect strapless romper for hanging poolside on vacay and get ready to make a stylish splash! With a strapless ruffled neckline and slit open-back detail, this romper is perfect for soaking up the sun. The stretchy smocked waistband and flowy hem add comfort and style, while the gauze woven fabric keeps you cool. Complete the look in sunnies.

    Fit & Features

    • Gauze woven fabric, no stretch
    • Strapless ruffled neckline
    • Slit open back detail
    • Flowy short-length hem
    • Runs true to size

    Style Number/Barcode: 06303-0263

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kiss And Tell Sweetheart Sheer Lace Maxi Dress

    Take on the night with this daring and stylish sheer lace maxi dress! Featuring a darling sweetheart neckline and form-hugging silhouette, this sheer dress will make you feel confident and sexy. The built-in padded bust and adjustable spaghetti straps provide comfort and support, while the high side slit adds a touch of boldness. Complete the look in a slip and stiletto heels.

    Fit & Features

    • Sheer lace fabric, slight stretch
    • Adjustable spaghetti straps
    • Built-in padded underwire bust
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3076

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Your Wishlist Strapless Denim Romper

    Make your wish come true and snag this denim romper for this new season! From catching up with friends to summer carnivals and fun, this romper is perfect for looking cute always. It features a strapless neckline, a form-hugging fit, front and back pockets for convenience, and a short-length hem. Complete the look with hoop earrings and sneakers.

    Fit & Features

    • Denim fabric, slight stretch
    • Strapless neckline
    • Form-hugging fit
    • Front and back pockets
    • Back zipper and hook-eye closure
    • Short-length
    • Runs true to size

    Style Number/Barcode: 06603-0403

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fresh Lace-Trim Linen Cropped Tank Top

    Keep your casual summer 'fits fresh with this lace-trim linen cropped tank top. Designed with a lightweight linen-blend fabric, this top is perfect for creating effortless everyday looks. It features a low V-neckline accented with a tie-front design leading to a center front slit, tank shoulder straps, a dainty eyelet lace trim for a soft girl vibe, and a fitted cropped hem. Style with light-wash denim and a layered necklace.

    Fit & Features

    • Linen-blend fabric with woven lining, no stretch
    • V-neckline, tie-front design, center front slit
    • Tank straps
    • Eyelet lace trim
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2384

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Game Plunge V-Neck Bubble Skater Dress

    Win hearts in this adoring bubble skater dress perfect for dressy occasions! Boasting a flattering skater silhouette, this poplin woven dress is designed with a plunge V-neckline and back to show some skin, short ruffled bubble sleeves, and a bubble short-length hem. Complete the look in strappy sandals.

    Fit & Features

    • Poplin woven fabric, sewn-in knit lining
    • Plunge V-Neckline
    • Short ruffled bubble sleeves
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2935

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Shimmer Rhinestone Stretch Bracelet

    Radiate a glitzy shimmer with this gorg rhinestone stretch bracelet! It features three rows of sparkling rhinestones for a simply luxe look. Style with dainty drop earrings.

    Fit & Features

    • Stretch bracelet design
    • Three rows of rhinestones

    Style Number/Barcode: 07003-0546

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shape Up Corset Crop Denim Blazer

    Shape up in this figure-flattering denim blazer for a chic snatched appearance! It features a corset trim figure-enhancing cropped hem and an exposed zipper closure for trendy functional detail on medium-wash fabric. Complete the look with the matching pants.

    Shop Matching Pants: Shape Up High-Rise Corset Flare Denim Jeans

    Fit & Features

    • Long sleeves, collar neckline
    • Exposed front zipper
    • Figure-enhancing corset seam details
    • Cropped hem
    • Medium wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06203-0518

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For You Strapless Lace Ribbon Crop Top

    Everyone will fall for you in this strapless crop top perfect for capturing a girlycore vibe! The strapless neckline is accented with delicate lace and a playful ribbon bow trim. The underbust seam gives a flattering fit, while the fitted crop hem adds a touch of sass. Complete the look in high-rise denim jeans for casual plans!

    Fit & Features

    • Woven fabric, minimal stretch
    • Strapless neckline, lace ribbon bow trim
    • Back zipper and hook-eye closure
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2471

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Eye-Catching Halter Ruffle Chiffon Mini Dress

    You'll look positively eye-catching in this floral mini dress at weddings or garden parties! The halter crew neckline and open back ooze elegance, while the ruffled bodycon silhouette flatters your curves. With a mini-length hem, this dress is perfect for any occasion. Complete the look with earrings.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Halter crew neckline, spaghetti strap tie
    • Open back
    • Ruffled bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5627

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Fab High Slit Patchwork Denim Maxi Skirt

    Amp up your fab concert outfit with this trendy high slit patchwork denim maxi skirt! Designed with a faded patchwork pattern on the denim fabric, you'll create that perfect retro look. The skirt is shaped with a high waist leading to a maxi-length hem with a high-cut arched side slit on the slim-fit silhouette for an alluring vibe. Complete your 'fit with the matching bustier top!

    Shop Matching Top: Retro Fab Patchwork Denim Bustier Top

    Fit & Features

    • Denim fabric with faded patchwork design
    • High waist, front button and hidden zipper closure
    • Maxi-length hem with high arched side slit
    • Slim-fit silhouette
    • Belt loops, front button closure
    • Dual front and back pockets
    • Runs true to size

    Style Number/Barcode: 06601-0185

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stefani Strapless Corset Lace Mermaid Formal Dress

    Special Occasion

    A boho beauty, the Stefani lace formal dress is a charming stunner for bridesmaids, wedding guests, or banquet parties! Delicate lace fabric with glitter and rhinestone embellishments add a touch of opulence to the formal dress, She features a strapless sweetheart neckline and non-slip grip lining, ensuring a secure and elegant fit. The padded bra cups and flexible boning provide support and structure, while the sheer corset bodice and flattering mermaid silhouette showcase your figure down to the floor-length hem. Complete the look with statement earrings and heels.

    Fit & Features

    • Lace, glitter fabric, rhinestone embellishments
    • Stretchy knit lining
    • Padded bra cups
    • Flexible boning
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8093

    Category Name: $20 & Under Sale

    Price: $19.97 $154.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Cozy Henley Button Skinny Leg Jumpsuit

    This henley button skinny-leg jumpsuit is perfect for a cozy day out. Made from stretchy seamless rib knit fabric, it offers both comfort and style. The scoop neckline features snap-button closures for added detail while the form-hugging fit and skinny-leg design create a flattering silhouette. Complete the look in platform sneakers and a crop jacket!

    Fit & Features

    • Seamless stretchy rib knit fabric
    • Snap-button closures
    • Form-hugging fit
    • Skinny-leg design
    • Runs true to size

    Style Number/Barcode: 07109-0387

    Category Name: $20 & Under Sale

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glittery Addition Rhinestone Hair Pins

    Express your glamorous side with this set of five gorgeous hair pins with rhinestone leaf decor! Complete the look with earrings.

    Fit & Features

    • Five piece hair pin set
    • Rhinestone leaf decor

    Style Number/Barcode: 07006-0487

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Flowers Long Sleeve Floral Mesh Crop Top

    Channel your inner flower power with this floral crop top perfect for a flirty and stylish look! The fitted long sleeves and crew neckline provide a comfortable fit, while the floral print and mesh fabric add a touch of feminine charm to your everyday. Complete the look in high-rise denim jeans for casual plans.

    Fit & Features

    • Floral print, sheer mesh fabric, stretchy
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5294

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jaylee Lace-Up Sequin Mesh Formal Dress

    Special Occasion

    Spark up the glamour at your next black-tie affair in the Jaylee lace-up sequin mesh formal dress! Crafted with a sheer mesh fabric with a stretchy knit lining, this long dress is embroidered with a floral sequin pattern for a luxe shine. Her bodice is shaped with a sleeveless V-neckline and spaghetti straps that lead to an alluring open back with cross-back lace-up straps to find your perfect customized fit. Her slim-fit silhouette will flaunt your gorgeous curves, leading to the dramatic floor-sweeping hem. Complete your look with rhinestone statement earrings or a lariat necklace.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Sequin embroidered floral pattern
    • Sleeveless V-neckline
    • Spaghetti straps, open back, cross-back lace-up straps
    • Lower back zipper closure
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8082

    Category Name: $20 & Under Sale

    Price: $9.97 $159.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetest Sight Strapless Ruffled Eyelet Mini Dress

    You'll be the sweetest sight in this strapless eyelet mini dress as the lovely bride-to-be or birthday girl! The strapless neckline and flexible boning provide a comfortable and flattering fit, while the tiered ruffled mini-length hem adds a playful touch. Complete the look with earrings and strappy block heels.

    Fit & Features

    • Eyelet woven fabric, sewn-in knit lining
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Flexible boning inserts
    • Tiered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3042

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale