$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.

  • Sleek And Stylish Faux Leather Stiletto Heels

    Keep it sleek and stylish with heels that elevate your outfit. The heels feature an open back, lace-up straps, an adjustable ankle strap, an open square toe, and a stiletto heel. Complete look with a bodycon and clutch. 

    Fit & Features

    • Open back 
    • Lace-up straps
    • Adjustable ankle strap
    • Open square toe
    • Stiletto heel 
    • Faux leather material 

    Style Number/Barcode: 07401-3834

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Vixen Snake Faux Leather Boots

    Walk it out in boots that showcase your edgy style! The boots feature a snake print, a below-the-knee fit, inner zipper closure, a stacked block heel, and an almond toe. The boots are composed of a faux leather material. Complete outfit with dainty necklaces and a long sleeve ribbed bodycon

    Fit & Features 

    • Snake print
    • Below the knee fit
    • Inner zipper closure
    • Stacked block heel 
    • Almond toe
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07402-0775

    Category Name: $20 & Under Sale

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild And Free Long Sleeve Graphic Tunic

    Showcase a wild and free vibe with this graphic tunic that is perf for an edgy everyday look. It features a scoop neckline, long sleeves, a center eagle and flames graphic with varying scripts including "High Motor Speed" and "Legendary," dual waist cutouts, and a form-hugging fit. Style this tunic with combat boots.

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Center eagle and flames graphic, varying scripts
    • Dual waist cutouts
    • Form-fitting silhouette
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1047

    Category Name: $20 & Under Sale

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Obsession Over-The-Knee Boots

    The obsession is real with these fab over-the-knee boots! They feature an almond-shaped toe, a partial inner zipper closure, a block heel, and a tie-back detail. The faux microsuede material has all-over mini rhinestone embellishments for a sparkly vibe. Style these boots with a luxe velvet mini dress for holiday parties this season!

    Fit & Features

    • Almond-shaped toe
    • Inner zipper closure
    • Block heel
    • Over-the-knee design, tie-back detail
    • Faux microsuede material
    • Rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07402-0708

    Category Name: $20 & Under Sale

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Chic Panama Hat

    Top off your trendy look with this classic chic Panama hat. It features a short flat brim and a basic ribbon band with a bow accent. Pair this hat with stylish hoop earrings.

    Fit & Features

    • Short flat brim
    • Ribbon band, bow detail
    • Faux wool material

    Style Number/Barcode: 07302-0426

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bling Queen Rhinestone Stiletto Heels

    Bring on the bling and glamorous vibes with these fab heels! They feature an open square-shaped toe, a strappy lace-up design with rhinestone embellishment, a tie closure, and a sleek stiletto heel. Style these bold heels with a curve-hugging bodycon dress.

    Fit & Features

    • Open square-shaped toe
    • Strappy lace-up design, tie closure
    • Stiletto heel
    • Lycra material
    • Rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 07401-3336

    Category Name: $20 & Under Sale

    Price: $14.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Strut Faux Suede Boots

    Strut it out with boots that bring elevate your outfit! The boots feature an over-the-knee fit, a tie-back accent, an inner zipper closure, an almond toe, a stacked block heel, and inner zipper closure. The boots are composed of a faux suede material. Complete look with a sweater and high waist jeans. 

    Fit & Features

    • Over the knee fit 
    • Tie-back accent, inner zipper closure
    • Stacked block heel 
    • Almond toe
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0388

    Category Name: $20 & Under Sale

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Moves Ruched Mini Dress

    Make chic moves in this curve-hugging mini dress! It features a trendy mock neckline, long sleeves, a sultry cutout above the bust, ruched detailing down the sides, and a short, form-fitting silhouette. Style this dress with sleek hoop earrings.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Cutout above the bust
    • Ruching down the sides
    • Mini-length, form-fitting silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4144

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Vixen Over-The-Knee Boots

    You'll be a total stylish vixen in these sultry over-the-knee boots! They feature an almond-shaped toe, a partial inner zipper closure, a tall platform, a sleek stiletto heel, and a tie-back detail. Pair these boots with a casual dress to amp up the look.

    Fit & Features

    • Almond-shaped toe
    • Inner zipper closure
    • Platform
    • Stiletto heel
    • Over-the-knee design, tie-back detail
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0407

    Category Name: $20 & Under Sale

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hey Stud Caged Stiletto Booties

    Look and feel like a total fashion stud in these stiletto booties! They feature an almond toe, side zipper, and a caged stud design on faux suede. Perfect for styling with a bodycon dress.

    Fit & Features

    • Almond toe
    • Side zipper
    • Stiletto heel
    • Caged stud design
    • Faux suede
    • Runs true to size

    Style Number/Barcode: 07403-1490

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lazy Daze High-Rise Pajama Leggings

    The perfect pajama top to unwind in after a long day! It features a high-rise elastic waistband with a tie accent and a skinny-leg design. The ribbed knit fabric offers a moderate stretch. Style with the matching top.

    Shop The Matching Pajama Top: Lazy Daze Scoop-Neck Pajama Top

    Fit & Features

    • High-rise elastic waistband with tie accent
    • Skinny-leg design
    • Form-fitting silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0679

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lazy Daze Scoop Neck Pajama Top

    The perfect pajama top to unwind in after a long day! It features a scoop neck, long sleeves, and a cropped hem. The ribbed knit fabric offers a moderate stretch. Style with the matching bottoms.

    Shop Matching Pajama Leggings: Lazy Daze High-Rise Pajama Leggings

    Fit & Features

    • Long sleeves
    • Scoop neck
    • Cropped hem
    • Form-fitting design
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0678

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Preppy Twill Wide Leg Pants

    You'll look pretty preppy in these wide-leg pants featuring a high rise waist and pleat detailing, Composed of twill fabric with a moderate stretch. Style with a cute blouse and mules. 

    Fit & Features

    • High-rise waist
    • Pleat front detailing
    • Wide-leg silhouette
    • Twill fabric, moderate stretch 
    • Pull-on/off styling
    • Fits true to size

    Style Number/Barcode: 06502-0771

    Category Name: $20 & Under Sale

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Chic Over-The-Knee Boots

    These chic faux suede boots are a winter style essential! They feature a trendy over-the-knee design with a tie-back detail, a round toe, a partial inner zipper closure, and a block heel. Pair these boots with a mini dress and a faux leather jacket.

    Fit & Features

    • Over-the-knee design
    • Tie-back detail
    • Round toe
    • Inner zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0746

    Category Name: $20 & Under Sale

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Moment Rhinestone Earrings Multi Pack

    Create a trendy moment with earrings that add that add that finishing touch to your look. The multi-pack includes nine pairs of earrings that feature rhinestone studs, rhinestone butterflies, and small hoops with dangle accents. Complete look with a crop top and mini skirt set

    Fit & Features

    • Includes nine pairs of earrings
    • Rhinestone studs
    • Rhinestone butterflies
    • Mini hoop with dangle accents
    • Post back and omega back closures


    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0944

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Style Icon Faux Leather Snake Clutch

    Stun like the style icon you are with a clutch that slays! The clutch features a rectangular body, a fold-over envelope closure with metal trim, a snap button, a faux snake print embossing, and a chain shoulder strap. Complete look with a fitted bodycon and ankle booties. 

    Fit & Features

    • Rectangular-shaped body
    • Fold-over envelope closure, snap button 
    • Metal trim 
    • Faux snake print embossing 
    • Chain shoulder strap 
    • Faux leather material 

    Style Number/Barcode: 07203-0715

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Ribbed Tie Front Top

    Layer on this essential top that is perf for the everyday! The top features a plunging V-neckline, a tie-front accent, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist pants and mules.

    Fit & Features

    • Plunging V-neckline
    • Tie-front accent 
    • Long sleeves
    • Cropped hem 
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06202-0242

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Chic Style Swirl Mesh Bodysuit

    Showcase a sweet chic style with this trendy swirl mesh bodysuit! It features a sweetheart neckline with a padded bust, spaghetti straps, a thong bottom with a snap-button closure, and a form-hugging fit. Pair this bodysuit with a sleek faux leather mini skirt.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded bust, front knit lining
    • Spaghetti straps
    • Thong bottom, dual snap-button closure
    • Form-hugging fit
    • Sheer mesh fabric, plenty of stretch, swirl design
    • Runs true to size

    Style Number/Barcode: 06001-3670

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Your Look Mesh Crop Top

    Level up your look with this glam printed mesh crop top! It features a trendy mock neckline, long sleeves, a cropped, form-hugging fit, and a bold all-over medallion print. Style this top with a curve-hugging mini skirt and clear heels.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Medallion print
    • Sheer mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3694

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • June Formal Corset Velvet Bodycon

    Special Occasion 

    Make a stunning impression with a formal bodycon! June features a sleeveless cowl neckline, a corset-style bodice to enhance your shape with flexible boning, adjustable spaghetti straps, and a mini-length silhouette. The dress is composed of a lined velvet fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels

    Fit & Features

    • Sleeveless cowl neckline, adhesive bra recommended
    • Corset-like bodice, flexible boning
    • Adjustable spaghetti straps 
    • Mini-length silhouette
    • Lined velvet fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0806

    Category Name: $20 & Under Sale

    Price: $14.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paige Ruffled Wrap-Front Formal Dress

    Special Occasion

    Bring the dramatic flair in the stunningly bold Paige formal dress. She features a sleeveless square neckline, spaghetti straps that lead to a cross-back lace-up design, a floor-length wrap-front skirt creating a front slit, and chic ruffle detailing. Style this dress with rhinestone fringe earrings and strappy heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, cross-back straps, lace-up strappy design, tie closure
    • Princess seams, high waist seam
    • Floor-length wrap-front skirt, front slit
    • Ruffle detailing
    • Runs true to size

    Style Number/Barcode: 05002-1622

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ramona Rhinestone Detail Velvet Mesh Dress

    Special Occasion

    Sultry and alluring, the Ramona velvet mesh dress was made for a formal night out! She features a sleeveless sweetheart neckline with padded cups, a sheer mesh insert at the bust with iridescent rhinestone embellishment, and adjustable spaghetti straps. Her high waist seam leads to a floor-length, fitted silhouette with a chic thigh-high front slit with a matching sheer mesh insert with rhinestone detailing. Style this dress with statement earrings and clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded cups
    • Sheer mesh insert at the bust, iridescent rhinestone embellishment
    • Adjustable spaghetti straps, back zipper and hook and eye closure
    • High waist seam, floor-length, fitted silhouette
    • High front slit, sheer mesh insert, rhinestone detailing
    • Velvet fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1583

    Category Name: $20 & Under Sale

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Ryder Rhinestone Panama Hat

    Add a touch of glam to your western fit in this panama hat featuring a rhinestone band, wide brim, on faux wool material. Complete the look with a denim jacket.

    Fit & Features

    • Rhinestone band
    • Wide brim
    • Faux wool material

    Style Number/Barcode: 07302-0454

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kim Mesh Corset Tulle Formal Dress

    Special Occasion

    Impress in the best dress, introducing the Kim tulle formal dress! She features adjustable straps, a square neckline on a corset-style bodice with flexible boning to enhance your natural shape. Her flare-lined-tulle maxi skirt is perfect for looking elegant on the dance floor. Complete your look in statement heels and a clutch.

    Fit & Features

    • Adjustable spaghetti straps
    • Square neckline
    • Corset-style mesh bodice, flexible boning
    • Flare, lined-tulle skirt
    • Zipper closure
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1815

    Category Name: $20 & Under Sale

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance