$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.

  • Cutest Style Pearl Embellished Sweater Topper

    Show off the cutest style with this adorable sweater topper! It features a turtleneck with a fold-over design, long loose sleeves with tapered hems, chic faux pearl embellishments at the top of the sleeves, an ultra-cropped hem, and is composed of a comfy ribbed sweater knit fabric. Style with the matching sweater knit tank top and a pair of faux leather leggings!

    Shop Matching Top: Cutest Style Sweater Knit Tank Top

    Fit & Features

    • Fold-over turtleneck
    • Long loose sleeves, tapered hems
    • Faux pearl embellishments
    • Ultra-cropped hem
    • Ribbed sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1909

    Category Name: $20 & Under Sale

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pearly Babe Rhinestone Long Sleeve Crop Top

    Be dazzlingly dressed in this mesh crop top! Stand out in the fitted long sleeves, square neckline, and cropped hem while the faux pearl and rhinestones add a touch of class. Complete the look in a sleek mini skirt for a night out!

    Fit & Features

    • Fitted long sleeves
    • Square neckline
    • Cropped hem
    • Faux pearl and rhinestone embellishments
    • Mesh fabric, partial lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4998

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Strut Marabou Feather Satin Pumps

    Show off a chic strut in these of-the-moment marabou feather satin pumps! They feature a closed pointed toe, a fabulous marabou feather trim, a thin adjustable ankle and heel strap, and a short stiletto heel. Style with a sleek envelope clutch.

    Fit & Features

    • Closed pointed toe
    • Marabou feather trim
    • Adjustable ankle strap, buckle detail
    • Heel strap
    • Short stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4636

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Dates Velvet Mini Skirt

    Reserve a seat at a chic restaurant wearing this floral velvet mini skirt! Made of luxurious flocked floral velvet-lined fabric, it features a high-rise waist a back zipper, and hook and eye closures for a secure fit. With a flattering bodycon silhouette and sassy short-length hem, you'll feel like a vision in this dreamy piece! Style with the matching top.

    Shop Matching Top: Floral Dates Velvet Strapless Bustier

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Flocked floral velvet fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 06501-0947

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Romance Rosette Velvet Mini Dress

    Elevate the romance on your next dinner date in this rosette velvet mini dress! It features a sleeveless V-neckline with a surplice design, spaghetti straps, a high waist seam with dual chic rosette appliques, a mini-length hem with a wrap-front design, and a bodycon silhouette. The smooth velvet fabric has a moderate stretch. Complete your look with a sleek clutch and strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline, surplice design
    • Spaghetti straps
    • High waist seam, dual rosette flower appliques
    • Mini-length asymmetric wrap-front hem
    • Bodycon silhouette
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2660

    Category Name: $20 & Under Sale

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aspyn Sequin Sweetheart Marabou Party Dress

    Special Occasion

    Make the whole room shimmer when you arrive in the Aspyn sequin party mini dress destined for the dance floor! She features a sleeveless sweetheart neckline, a built-in padded underwire bust, wide shoulder straps, a square back accent, a flattering bodycon silhouette, diva-vibe marabou trim, and a mini-length hem. The party mini dress is composed of a sparkly sequin-embellished mesh fabric with lining and a moderate stretch. Complete the look in gemstone earrings for a bachelorette or Vegas weekend! 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Built-in padded underwire bust
    • Square back accent, lower zipper and hook-eye closure
    • Bodycon silhouette, marabou trim mini-length hem
    • Sequin-embellished mesh fabric, lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1633

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Keep It Cute Open Back Crop Top

    Keep it cute in this crop top for your upcoming plans! It features fitted long sleeves, a mock neckline, a cropped hem, and a flirty open cutout back with tie closure on smooth rib-knit double-lined fabric. Style with trendy cargo joggers for an edgy fashion look!

    Fit & Features

    • Fitted long sleeves
    • Mock neckline
    • Cropped hem
    • Open cutout back, tie closure
    • Smooth rib knit, double-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1706

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Warm My Heart Rhinestone Eyelash Knit Sweater

    This eyelash knit sweater will warm your heart this chilly season! It features fitted long sleeves, a crew neckline, front cutouts with glam rhinestone embellished hearts, and a cropped hem. Style with denim jeans to complete the look!

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Front cutouts, rhinestone embellished hearts
    • Cropped hem
    • Eyelash knit fabric, soft and stretchy
    • Runs true to size

    Style Number/Barcode: 06005-1902

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's Luxe Velvet Corset Jumpsuit

    Keep your party 'fits luxe and elevated with this stunning velvet corset jumpsuit. Designed with a smooth velvet fabric, this sultry jumpsuit features a strapless angled neckline, a corset-style bodice with piping, a high waist seam, a hip-hugging fit, and a wide-leg silhouette. Complete your dressy party look with rhinestone fringe earrings and stiletto heels.

    Fit & Features

    • Strapless angled neckline
    • Corset-style bodice, flexible boning
    • High waist seam, back zipper closure
    • Hip-hugging fit, wide-leg silhouette
    • Velvet fabric, knit bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2433

    Category Name: $20 & Under Sale

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sealed With A Kiss Bandage Midi Skirt

    With this bandage midi skirt, you'll be catching kisses left and right! The skirt features a high-rise waist, a bodycon silhouette, and a flirty ruffled midi-length hem on seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching top

    Shop Matching Top: Sealed With A Kiss Bandage Crop Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Ruffled midi-length hem
    • Bandage seamless knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0901

    Category Name: $20 & Under Sale

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sealed With A Kiss Bandage Crop Top

    With this bandage crop top, you'll be catching kisses left and right! The top features a V-neckline, wide straps, and a fitted cropped hem on seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Sealed With A Kiss Bandage Midi Skirt

    Fit & Features

    • Sleeveless V-neckline
    • Wide straps
    • Back zipper and hook-eye closure
    • Fitted crop hem
    • Bandage seamless knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1768

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Uptown Attitude Plaid Crop Blazer

    Whether you're a boardroom babe or having lunch uptown, this plaid blazer will give you the perfect posh attitude! It features fitted long sleeves, a lapel collar neckline, hidden hook and eye closures, and a cropped hem on plaid woven fabric. Complete the look in trouser pants for a chic workwear 'fit.

    Fit & Features

    • Fitted long sleeves
    • Lapel collar neckline
    • Hidden hook and eye closures
    • Cropped hem
    • Plaid print
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1694

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Head-Turning Cutie Oversized Knot Back Sweater

    Make heads turn in this oversized sweater for the cutest look this fall and winter! With its ultra-cozy long sleeves, V-neckline, and oversized fit, you'll stay warm and comfy all season long. The knot back with cutout detail and sequin metallic embellished sweater knit fabric elevate this pullover. Style with sleek faux leather pants to complete the look!

    Fit & Features

    • Cozy long sleeves
    • V-neckline
    • Oversized fit
    • Knot back with cutout
    • Sequin metallic embellishments
    • Soft sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1791

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylishly Elevated Lace-Up Mini Sweater Dress

    Stylishly elevate your 'fits this season with this adorable mini sweater dress. It features a V-neckline, long fitted sleeves, a chic lace-up design down the side seam, a mini-length hem with a short front slit, and a bodycon silhouette to hug your gorgeous curves. The ribbed sweater knit fabric offers plenty of stretch. Pair with over-the-knee boots!

    Fit & Features

    • V-neckline
    • Long fitted sleeves
    • Lace-up side seam design
    • Mini-length hem, short front slit
    • Bodycon silhouette
    • Ribbed sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1805

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Style Icon Plaid Mini Skort

    This adorable plaid mini skort is a perf pick for a classic style icon like you. Designed with a chic all-over plaid print pattern, this skort features a high-rise waist, a mini-length asymmetric overlay with a side slit, and fitted shorts. The woven fabric has minimal stretch. Complete your look with a cropped sweater and knee-high boots!

    Fit & Features

    • High-rise waist
    • Hidden back zipper closure
    • Mini-length asymmetric overlay, side slit
    • Fitted shorts
    • Plaid print
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0377

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Upgraded Style Faux Leather Wide-Leg Pants

    Upgrade your wardrobe with these stylish faux leather pants! They feature a high-rise waist, side pockets, and lower flap pockets along the wide-leg while the faux leather fabric creates a modern look that is sure to get you all the compliments. Complete the look in a moto jacket.

    Fit & Features

    • High-rise waist
    • Side pockets, front button and zipper closure
    • Wide-leg silhouette
    • Lower flap pockets
    • Faux leather fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1375

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rockstar Shine Rhinestone Straight-Leg Jeans

    Look and feel like a rockstar in these shining rhinestone jeans! They feature a flattering high-rise waist, straight-leg silhouette, and front rhinestone embellishments that bring the bling. Complete the look in a mesh bodysuit for going out!

    Fit & Features

    • High-rise waist
    • Straight-leg silhouette
    • Front rhinestone embellishments
    • Front button zipper closure, belt loop styling
    • Four-pocket design
    • Denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0475

    Category Name: $20 & Under Sale

    Price: $6.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Icon Behavior Rhinestone Straight-Leg Jeans

    Showcase major icon behavior in these fabulous rhinestone straight-leg jeans! Designed with all-over sparkling rhinestone embellishments for a total glam girl vibe, this pair of denim is a glitzy must-have. They feature a high-rise waist, a straight-leg silhouette with a raw-cut hem, belt loops, back pockets, and a hidden front zipper and button closure. The medium-wash denim fabric has minimal stretch. Style with a graphic tee and ankle boots for a concert!

    Fit & Features

    • High-rise waist
    • Straight-leg silhouette, raw-cut hem
    • All-over mini rhinestone embellishments
    • Belt loops, dual back pockets
    • Hidden front zipper, button closure
    • Medium-wash cotton-blend denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0474

    Category Name: $20 & Under Sale

    Price: $6.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Allure Rhinestone Fishnet Bustier Top

    The sparkly allure of this rhinestone fishnet bustier top will create a stunning party look! It features a strapless angled neckline, a sultry corset-style bodice with flexible boning inserts, lace-up strappy designs down each side with cutouts and tie closures, and a fitted, angled, and cropped hem. The knit fabric features a sheer fishnet overlay with mini rhinestone embellishments for a sexy shine. Pair this bustier with the matching midi skirt and sleek stilettos!

    Shop Matching Bottoms: Sparkly Allure Rhinestone Fishnet Midi Skirt

    Fit & Features

    • Strapless angled neckline
    • Corset-style bodice, flexible boning
    • Lace-up side designs, cutouts, tie closures
    • Fitted, angled, cropped hem
    • Sheer fishnet overlay, mini rhinestones
    • Front and back knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4967

    Category Name: $20 & Under Sale

    Price: $3.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Allure Rhinestone Fishnet Midi Skirt

    The sparkly allure of this rhinestone fishnet midi skirt will create a stunning party look! It features a high-rise elasticized waist, an asymmetric mid-length hem creating a sultry thigh-high side slit, and a form-hugging silhouette to showcase your curves. The knit fabric features a sheer fishnet overlay with mini rhinestone embellishments for a sexy shine. Pair this skirt with the matching bustier top and sleek stilettos.

    Shop Matching Top: Sparkly Allure Rhinestone Fishnet Bustier Top

    Fit & Features

    • High-rise elastic banded waist
    • Asymmetric mid-length hem
    • Thigh-high side slit
    • Form-hugging silhouette
    • Sheer fishnet overlay, mini rhinestones
    • Full-length sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0884

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Fearless Rhinestone Corset Top

    Feeling fearless with fashion? This rhinestone corset top is sure to elevate your outfit! It features a square neckline, wide shoulder straps, flexible boning for structure, and a cropped hem on lined metallic fabric. Complete the look in statement denim jeans for an evening out!

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Back zipper and hook-eye closure
    • Flexible boning, cropped hem
    • Rhinestone embellished
    • Metallic fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-2265

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Beauty Floral Velvet Burnout Bodysuit

    Allure your special someone with your sultry beauty in this floral velvet burnout bodysuit. It features a sweetheart neckline with built-in padded underwire cups, a sexy bustier-style bodice with sheer mesh inserts and flexible boning, long fitted sleeves, a cheeky bottom, and a form-hugging fit. The sheer mesh fabric features a chic floral velvet burnout pattern. Complete your look for date night with a satin mini skirt and strappy stilettos.

    Fit & Features

    • Sweetheart neckline, built-in padded underwire cups
    • Bustier-style bodice, sheer mesh inserts, flexible boning
    • Long fitted sleeves
    • Cheeky bottom, form-hugging fit, snap-button closures
    • Floral velvet burnout pattern
    • Sheer mesh fabric
    • Runs true to size

    Style Number/Barcode: 06001-4992

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Favorite Glitter Rhinestone Pearl Crop Top

    Your new favorite glam glitter crop top is here! This must-have stunner features a cowl neckline and rhinestone faux pearl straps to add a touch of luxury. Plus the dual tie-back closure allows for a perfect fit, and the cropped hem adds extra drama. Complete the look in a satin midi skirt for a birthday dinner and cocktails!

    Fit & Features

    • Sleeveless cowl neckline
    • Rhinestone faux pearl straps
    • Dual tie-back closures
    • Cropped hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-5010

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Mock Neck Long Sleeve Crop Top

    Crafted with a flattering mock neckline and fitted long sleeves, this crop top contours to your every move for a sleek look. Made with double-lined buttery soft knit fabric, this crop top is stylish, comfortable, and sure to become your weekly favorite! Complete the look in best-selling bottoms.

    Fit & Features

    • Mock neckline
    • Fitted long sleeves
    • Form-hugging fit
    • Cropped hem
    • Double-lined buttery soft knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1707

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale