$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.

  • Elizabeth Formal Satin Mermaid Dress

    Special Occasion

    The Elizabeth formal satin dress is red-carpet-worthy! She features a sleeveless v-neckline with dainty rhinestone trim, adjustable spaghetti straps for a customizable fit, a princess seam bodice, and a form-hugging mermaid silhouette that flares out into a floor-length hem. The formal dress is composed of silky smooth satin-lined fabric with minimal stretch. Complete your stunning look with a glamorous necklace and earrings set!

    Fit & Features

    • Sleeveless v-neckline with rhinestone trim
    • Adjustable spaghetti straps
    • Bra-friendly design
    • Princess seam bodice, back zipper, and hook-eye closure
    • Form-hugging, mermaid silhouette, floor-length hem
    • Silky satin fabric, lined, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05002-2667

    Category Name: $20 & Under Sale

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Analynn Formal Satin Rhinestone Trim Dress

    Special Occasion

    Dazzling rhinestone trim heats up the Analynn formal satin dress for your next black tie gala or wedding! She features a sleeveless scoop neck with a flirty twist and keyhole accent, adjustable spaghetti straps to customize her fit, and an empire waist seam. Her form-hugging mermaid silhouette gently flares out into the floor-length hem that elongates your figure! The formal dress is composed of silky satin fabric with a sewn-in lining and minimal stretch. Complete your dressy look with a chic rhinestone clutch and bracelet.

    Fit & Features

    • Sleeveless scoop neck, rhinestone trim, twist, and keyhole
    • Adjustable spaghetti straps
    • Bra-friendly, back zipper, and hook-eye closure
    • Empire waist seam
    • Form-hugging, mermaid silhouette, floor-length hem
    • Satin fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2666

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Limelight V-Neck Mini Dress

    Enter the limelight with a mini dress that's sure to attract all the attention! This sultry bodycon dress flaunts your figure on a long sleeve and v-neckline with a faux wrap bust and a cutout waist accent. Complete the look in strappy mules for girl's night.

    Fit & Features

    • Long sleeves, v-neck
    • Faux wrap bust
    • Cutout waist
    • Bodycon silhouette
    • Mini-length hem
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4683

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jay High-Rise Wide Leg Jeans By Windsor Denim

    Easy, breezy, and effortlessly cool slip into the Jay jeans by Windsor denim designed to showcase your edgy-cute style! They feature a flattering high-rise waist, front distressed accents, and knee rips along the wide-leg silhouette. The jeans are crafted from a medium wash with vintage-inspired color fading for the perfect worn-in fit and feel. Complete the look in sleek pointed-toe booties.

    Fit & Features

    • High-rise waist
    • Front distressed accents, knee rips
    • Wide-leg silhouette
    • Hidden front five-button fly
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fade effect
    • Runs true to size

    Style Number/Barcode: 06602-0380

    Category Name: $20 & Under Sale

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Look Back At Me Cable Knit Top

    Watch head-turn as you walk by in this fab cable knit sweater top featuring a sleeveless mock neck, a flirty open-back design, and a cropped hem. Pair with skinny jeans and booties for a fall festival!

    Fit & Features

    • Sleeveless mock neck
    • Open-back design
    • Cropped hem
    • Cable knit sweater fabric
    • Soft and comfortable
    • Fits true to size

    Style Number/Barcode: 06005-1673

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish In The Chill Puffer Jacket

    Keep stylish through the chill in this quilted puffer jacket featuring long sleeves with buttoned cuffs, a collar neckline, snap-button down front closures, flap pockets, and a cropped hem. The jacket is designed with thin insulation to help keep you comfortable and protected from the elements. Style over a long sleeve top with woven joggers.

    Fit & Features

    • Long sleeves, buttoned cuffs, collar neckline
    • Snap-button down front closures
    • Flap pockets
    • Cropped hem
    • Quilted thin puffer woven fabric
    • Insulated and lined
    • Fits true to size

    Style Number/Barcode: 06201-0317

    Category Name: $20 & Under Sale

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Date Vibes Satin Cropped Blouse

    Get a dreamy-chic look for date night with this sleek satin cropped blouse! It features a deep V-neckline with a wrap-front, long peasant sleeves with smocked hems, a lace-up back design, and a cropped, form-hugging fit. The lightweight woven satin fabric has no stretch. Style with faux leather pants and heels.

    Fit & Features

    • V-neckline, wrap-front
    • Long peasant sleeves, tapered smocked hems
    • Lace-up back design, tie closure
    • Cropped hem, form-hugging fit
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1831

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prepped Success Plaid Mini Skirt

    You'll be prepped for a successful outfit this fall by layering on this faux suede mini skirt featuring a high-rise waist, bodycon silhouette, front slit accent, and a contemporary houndstooth plaid pattern. Complete your fit with the matching blazer!

    Shop Matching Blazer: Prepped Success Plaid Long Blazer

    Fit & Features

    • High-rise waist, hidden back zipper closure
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Houndstooth plaid pattern
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0465

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic Glitter Knit Crop Top

    Step looking so chic in this glitter metallic knit crop top featuring a sleeveless V-neck, spaghetti straps, and a fitted hem. Complete the look with matching bottoms for your next girl's night! 

    Shop Matching Bottoms: So Haute Glitter Knit Midi Skirt

    Fit & Features

    • Sleeveless V-neck
    • Spaghetti straps
    • Cropped hem
    • Glitter metallic knit fabric, partial lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4659

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic Glitter Knit Midi Skirt

    Step looking so chic in this glitter metallic knit midi skirt featuring a high-rise waist, front knot accent, form-hugging silhouette, and an asymmetrical style hem. Complete the look with the matching top for your next girl's night! 

    Shop Matching Top: So Haute Glitter Knit Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Front knot accent
    • Form-hugging silhouette
    • Asymmetrical midi hem
    • Glitter metallic knit fabric, partial lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0774

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Press Pause Faux Leather Corset Bodysuit

    You'll wanna press pause cause you'll be obsessed with how you slay in this faux leather corset bodysuit perfect for a night out. It features a sleeveless sweetheart neckline, adjustable and detachable spaghetti straps, ruched bust, fitted bodice, and mesh thong bottom with dual snap-button closures. Complete the look in straight-leg jeans.

    Fit & Features

    • Sleeveless sweetheart neck
    • Adjustable and detachable spaghetti straps
    • Ruched bust, back zipper closure
    • Corset-style fitted bodice
    • Mesh thong bottom, dual snap-button closure
    • Faux leather non-stretch lined fabric
    • Runs true to size

    Style Number/Barcode: 06003-1972

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prepped Success Plaid Long Blazer

    You'll be prepped for a successful outfit this fall by layering on this faux suede long blazer featuring long sleeves, a lapel collar neckline, an open-front design, and a contemporary houndstooth plaid pattern. The smooth faux suede fabric offers a moderate stretch. Complete your fit with the matching skirt!

    Shop Matching Skirt: Prepped Success Plaid Mini Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Open-front design, side pockets
    • Long-length hem
    • Houndstooth plaid pattern
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1463

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Agleam Rhinestone Bracelet

    Reflect the dance floor lights adorning this rhinestone bracelet on your wrist! It features leaf-patterned cubic zirconia stones and a clasp closure. Complete your special occasion look with a faux fur diva wrap.

    Fit & Features

    • Cubic zirconia stones
    • Leaf patterned
    • Clasp closure

    Style Number/Barcode: 07003-0365

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always In Plaid Woven Crop Shacket

    Don't be surprised if you find yourself wearing this plaid crop shacket on repeat! It features long sleeves with button cuffs, a collar neckline, a button-down placket, pockets, and a boyfriend silhouette. Complete the look in knee-high boots for a chic autumn outfit!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down placket, pockets
    • Boyfriend silhouette
    • Cropped hem
    • Plaid pattern, flannel woven fabric
    • Fits true to size

    Style Number/Barcode: 06204-1454

    Category Name: $20 & Under Sale

    Price: $21.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Fab Sass Marabou Trim Crop Blazer

    Stroll into the party looking fabulously sassy in this cropped blazer featuring long sleeves with marabou feather trim cuffs, a lapel collar neckline, and single front button closure. Complete the look with the matching mini skirt and heels!

    Shop The Matching Skirt: Fab Sass Marabou Trim Mini Skirt

    Fit & Features

    • Long sleeves with marabou feather trim cuffs
    • Lapel collar neckline
    • Single front button closure
    • Cropped hem
    • Woven fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1516

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Night Out Velvet Corset Mini Dress

    Get a chic luxe look for a night out in this smooth velvet mini dress! It features a sweetheart neckline with a corset-style bodice, padded cups that eliminate the need for a bra, long sleeves with ruching at the hems, ruched detailing down the sides and back, and a short, curve-hugging, bodycon silhouette. The velvet fabric offers a moderate stretch. Complete the outfit with strappy stilettos.

    Fit & Features

    • Sweetheart neckline, corset-style bodice, padded cups
    • Long fitted sleeves, ruching at the hems
    • High waist seam, back zipper, hook and eye closure
    • Ruching down the sides and back
    • Mini-length hem, fitted bodycon silhouette
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1888

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Sole Lug Knee High Boots

    Turn the edge in these knee-high boots featuring a round toe, lug platform sole, and side zipper closure, composed of faux leather material. Complete the look in a cool moto jacket.

    Fit & Features

    • Round toe
    • Lug platform sole
    • Side zipper closure
    • Knee-high shaft length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0863

    Category Name: $20 & Under Sale

    Price: $4.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rad And Retro Under The Knee Boots

    Totally rad and retro, you'll be one edgy chick in these fab under-the-knee boots featuring an almond toe, chunky platform sole and block heel, and side zipper closure, and are composed of faux leather material. Complete the look in a printed mini-dress for a party!

    Fit & Features

    • Almond toe
    • Chunky platform sole and block heel
    • Side zipper closure
    • Under-the-knee length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0865

    Category Name: $20 & Under Sale

    Price: $28.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Into the Wild Leopard Duster Cardigan

    Look fierce in the wild wearing this leopard duster cardigan featuring cozy long sleeves, an open-front design, and a longline hem on soft and comfortable knit fabric. Complete the look in a basic bodysuit and jeans.

    Fit & Features

    • Long sleeves
    • Open-front design
    • Longline hem
    • Leopard pattern
    • Soft and comfortable 
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1526

    Category Name: $20 & Under Sale

    Price: $8.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetting Cutie Cable Knit Cropped Tank

    Make your status as a trendsetting babe known in this cute cable knit cropped tank! It features a sleeveless crew neckline, a cozy cable knit design with ribbed hems, and a cropped, form-hugging fit. The thick sweater knit fabric has minimal stretch. Style with mom jeans and sneakers.

    Fit & Features

    • Sleeveless crew neckline
    • Cable knit design, ribbed hems
    • Cropped, form-hugging fit
    • Sweater knit fabric, minimal stretch 
    • Soft and comfortable
    • Runs true to size

    Style Number/Barcode: 06005-1672

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sport Your Stripes Crop Sweater

    Sporty meets preppy on this striped crop sweater featuring long fitted sleeves, a crew neckline, and a fitted hem on smooth knit fabric with a moderate stretch. Complete the look in a pleated skirt perfect for school.

    Fit & Features

    • Long fitted sleeves, ribbed cuffs
    • Crew neckline
    • Crop ribbed hem
    • Striped pattern
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1434

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rock Babe Lace-Up Graphic Dress

    If you're a rock babe this graphic short dress is the one for you! It features short sleeves, a crew neck, a front lace-up placket, and graphic detail with a script that reads, "Rock N Roll World Tour" along the fitted hem. Complete the look in over-the-knee boots.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Front lace-up placket
    • Graphic detail/ front reads, "Rock N Roll World Tour"
    • Short and fitted hem
    • Jersey knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1459

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snap It Scoop Neck Sweater Dress

    Getting ready will be a snap with this rib-knit sweater dress featuring long fitted sleeves, a scoop neck, a bodycon silhouette, and an asymmetrical mini-length hem with a faux button trim. Complete your sassy look in a butterfly choker for a dinner date!

    Fit & Features

    • Long fitted sleeves
    • Scoop neck
    • Bodycon silhouette
    • Asymmetrical mini-length hem
    • Faux snap-button trim
    • Rib-knit sweater fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1607

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twice The Fun Satin Mini Skirt

    This satin mini skirt brings fun and stunning looks to your night! The skirt features a high-rise elasticized waist, a bodycon fit, a side pleated seam, and a faux wrap asymmetrical hem. The smooth satin-knit fabric offers a moderate stretch. Complete the look with the matching crop top and strappy heels.

    Shop Matching Top: Twice The Fun Satin Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Bodycon silhouette
    • Side pleated seam
    • Faux wrap asymmetrical hem
    • Mini-length hem
    • Stretch satin-knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0756

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale