$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.

  • In Control Over The Knee Lug Boots

    Take charge of your edgy style in these over-the-knee boots featuring an almond toe, block heel, lug sole, and a 50/50 faux suede and knit material panel. Style with an oversized blazer to complete the look!

    Fit & Features

    • Almond toe
    • Block heel
    • Lug sole
    • Side zipper closure
    • Over the knee shaft length
    • 50/50 faux suede and knit material
    • Runs true to size

    Style Number/Barcode: 07402-0809

    Category Name: $20 & Under Sale

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Close Up Square Toe Block Heels

    You'll be ready for your close-up in these faux leather block heels featuring a trendy square toe, platform sole, and an adjustable buckle ankle strap. Complete your gorgeous look in a chic ring set.

    Fit & Features

    • Square toe
    • Platform sole
    • Block heel
    • Adjustable buckle ankle strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3973

    Category Name: $20 & Under Sale

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Down Rhinestone Block Heels

    Shimmer down to your toes in these rhinestone block heels featuring an open square toe, wide toe strap, and closed ankle with an adjustable buckle strap. Complete the look with an embellished clutch.

    Fit & Features

    • Open square toe
    • Wide toe strap
    • Block heel
    • Closed ankle with adjustable buckle strap
    • Rhinestone embellsihed
    • Runs true to size

    Style Number/Barcode: 07401-3968

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mirabel Satin Corset High Slit Formal Dress

    Special Occasion

    Bring the luxe look with a formal dress that puts you on the A-list! Mirabel features a sleeveless square neckline with pleated detailing, flexible piping at the bodice, spaghetti straps, and a floor-length, curve-hugging silhouette with an alluring high side slit to showcase some leg. The dress is composed of a smooth satin-knit fabric that offers moderate stretch. Complete the look with rhinestone heels and a rhinestone bracelet for your next fancy gala.

    Fit & Features

    • Sleeveless square neckline, pleated detailing
    • Flexible piping at the bodice
    • Spaghetti straps
    • Floor-length hem, form-hugging silhouette
    • Thigh-high side slit
    • Satin-knit fabric, bust lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-1382

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Social Scene Plaid Tweed Blazer

    With so much on your calendar, this plaid tweed blazer will have you looking posh and poised! It features long sleeves, a lapel collar neckline, front button closures, and a cropped hem. Complete the look in matching bottoms and mules.

    Shop Matching Bottoms: Social Scene Plaid Tweed Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Front button closures
    • Cropped hem
    • Plaid pattern
    • Tweed woven fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1552

    Category Name: $20 & Under Sale

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party All Knit Lace-Up Mini Dress

    Party all night looking fab in this knit mini dress designed in a sleeveless v-neckline with tank-style straps, a front lace-up that lets you customize the look, and a bodycon silhouette. Perfect for styling with glitter block heels and a clutch!

    Fit & Features

    • Sleeveless v-neckline
    • Tank-style straps
    • Front customizable lace-up
    • Bodycon silhouette
    • Mini-length hem
    • Smooth knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4720

    Category Name: $20 & Under Sale

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy In Cable Knit Turtleneck Sweater

    Cozy and cute, what could be better for your autumn closet than this cable knit turtleneck sweater? It features long sleeves, a foldover neck, and a cropped distressed hem. Complete the look in faux leather pants.

    Fit & Features

    • Long sleeves
    • Foldover turtleneck
    • Crop, distressed hem
    • Cable knit design
    • Fits true to size

    Style Number/Barcode: 06005-1538

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Winter Must-Have Cropped Puffer Vest

    This adorable cropped puffer vest is a winter must-have! It features a sleeveless collared neckline, a complete zip front, and a cinched elastic cropped hem for a fab fit. The vest is composed of a lined nylon-woven fabric with insulation to help keep you warm and protected from the elements. Style over a long sleeve bodysuit with cargo pants.

    Fit & Features

    • Sleeveless collared neckline
    • Zip front
    • Cinched elastic cropped hem
    • Insulated and lined nylon-woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0369

    Category Name: $20 & Under Sale

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Essentially Cozy Chenille PJ Joggers

    Cozy vibes all around! Snuggle up in this chenille PJ jogger featuring a high-rise waist, and jogger skinny-leg design with ribbed ankle cuffs. Complete the look with the matching top and robe.  

    Shop The Matching Set: Essentially Cozy Chenille PJ TopEssentially Cozy Chenille PJ Robe

    Fit & Features

    • High rise waist
    • Jogger skinny-leg design
    • Ribbed ankle cuffs
    • Soft and comfortable
    • Chenille fabric
    • Fits true to size

    Style Number/Barcode: 07103-0813

    Category Name: $20 & Under Sale

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Phoebe Velvet Mock Neck Mini Dress

    Special Occasion

     Phoebe exudes elegance in a modern silhouette! She brings flirty-sultriness in a long sleeve, mock neckline with dual button closures, shoulder pads, bodycon silhouette, and an asymmetrical mini-length hem. The formal dress is composed of velvet knit fabric with moderate stretch. Complete your dressy look in a glam hair accessory for a stunning updo!

    Fit & Features

    • Long sleeves, shoulder pads
    • Mock neckline, dual button closures
    • Bra-friendly design
    • Bodycon silhouette
    • Asymmetrical mini-length hem
    • Velvet knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1414

    Category Name: $20 & Under Sale

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lyra Long Sleeve Sequin Mermaid Dress

    Special Occasion

    Sparkle up the room in the captivating and chic Lyra sequin mermaid dress. She features a plunging sweetheart neckline with a notched center detail, padded cups, long fitted sleeves, a dramatic floor-length hem in a curve-hugging mermaid silhouette, and an alluring high side slit to showcase some leg. The all-over sequin embroidery provides the prettiest shine to amp up the glam factor. Complete your formal look with rhinestone hoops.

    Fit & Features

    • Low sweetheart neckline, notched center detail
    • Padded cups
    • Sheer long fitted sleeves, shoulder pads, back zipper, hook and eye closure
    • Floor-length hem, fitted mermaid silhouette
    • Thigh-high side slit
    • Sequin embroidery
    • Sheer knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2534

    Category Name: $20 & Under Sale

    Price: $14.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Chic Houndstooth Knit Beanie

    This chic knit beanie is perfect for elevating your winter wardrobe. It features an all-over houndstooth pattern, a ribbed hem, and a faux fur pom accent. Style with a sweater and faux leather leggings.

    Fit & Features

    • Houndstooth pattern
    • Ribbed hem
    • Faux fur pom
    • Knit fabric, minimal stretch

    Style Number/Barcode: 07302-0871

    Category Name: $20 & Under Sale

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essentially Cozy Chenille PJ Robe

    Cozy vibes all around! Snuggle up in this chenille PJ robe featuring long sleeves, and an open-front design, belted tie-front, belt loops, pockets, and a relaxed fit. Complete the look with the matching top and bottoms.  

    Shop The Matching Set: Essentially Cozy Chenille PJ TopEssentially Cozy Chenille PJ Joggers

    Fit & Features

    • Long sleeves
    • Open front design
    • Pockets
    • Belted tie-front, belt loops
    • Soft and comfortable
    • Chenille fabric
    • Fits true to size

    Style Number/Barcode: 07106-0089

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essentially Cozy Chenille PJ Top

    Cozy vibes all around! Snuggle up in this chenille PJ top featuring a sleeveless square neck, spaghetti straps, and a cropped hem. Complete the look with the matching bottoms and robe.  

    Shop The Matching Set: Essentially Cozy Chenille PJ JoggersEssentially Cozy Chenille PJ Robe

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Cropped hem
    • Soft and comfortable
    • Chenille fabric
    • Fits true to size

    Style Number/Barcode: 07103-0811

    Category Name: $20 & Under Sale

    Price: $13.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Streets Slouch Stiletto Boots

    Walk down the city streets like it's your runway in these chic slouch stiletto boots! They feature an above-the-ankle height with a trendy slouched design, a pointed toe, and a sleek stiletto heel. Style with a crossbody bag.

    Fit & Features

    • Above-the-ankle height
    • Slouchy silhouette
    • Partial inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1592

    Category Name: $20 & Under Sale

    Price: $8.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Rhinestone Short Dress

    Got your eye on this bling? With this crepe short dress, it's about that luxe! This sleeveless dress features a cowl neckline, adjustable spaghetti straps, rhinestone trim along the corset-style bodice, and a bodycon fit. Complete the look with an embellished clutch for a club night.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • Rhinestone trim along corset-style bodice
    • Bodycon fit, short hem
    • Crepe lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4619

    Category Name: $20 & Under Sale

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dark Floral Velvet Mesh Corset

    This floral velvet mesh corset was made to be seen at night! It features a sleeveless v-neck, adjustable spaghetti straps, underwire bust support, front hidden hook-eye closures, a smocked back, and a cropped hem. Complete the look with high-rise trouser pants for a wine night!

    Fit & Features

    • Sleeveless v-neck
    • Adjustable spaghetti straps
    • Underwire bust support
    • Front hidden hook-eye closures
    • Smocked back, crop hem
    • Floral velvet pattern, mesh fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1932

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Autumn Chic Mini Sweater Dress

    This form-hugging sweater dress will give you that autumn chic vibe! It features a crew neckline, long fitted sleeves, asymmetrical ruched detailing with an adjustable drawstring, and a short, fitted silhouette. The stretchy ribbed knit fabric has a trendy space-dye design for an eye-catching look. Style with knee-high boots.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Asymmetrical ruching, side drawstring
    • Mini-length hem, form-hugging fit
    • Stretchy ribbed sweater knit fabric
    • Space-dye design
    • Runs true to size

    Style Number/Barcode: 06005-1584

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Full Throttle Motocycle Graphic Tee

    Live life on the edge in this trendy cropped graphic tee! It features a crew neckline with a cut notched front design, short sleeves, a motorcycle and wings graphic with the scripts "Full Throttle" and "Live To Ride, Ride To Live," and a form-hugging fit. The cotton-blend fabric offers a moderate stretch. Style with distressed denim.

    Fit & Features

    • Crew neckline, notched front design
    • Short sleeves
    • Motorcycle, wings, and flames graphic
    • Script that reads "Full Throttle" and "Live To Ride, Ride To Live"
    • Cropped hem, form-hugging fit
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1457

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Cargo Skinny Pants

    Show off your cool-girl style in these trendy cargo skinny pants. They feature a mid-rise waist, a button-front closure, faux cargo-style flap pockets, and a tapered, form-hugging fit. The woven cotton-blend fabric has no stretch. Style with a graphic tee and combat boots.

    Fit & Features

    • Mid-rise waist
    • Belt loops
    • Hidden zipper, button-front closure
    • Front pockets, faux cargo-style flap pockets
    • Skinny-leg silhouette, form-hugging fit
    • Woven cotton-blend fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0700

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Happy Hour Approved Tie-Front Blazer

    This chic woven blazer is totally happy hour approved! It features a classic lapel collar, long sleeves with shoulder pads for structure, a tie-front design creating a V-neckline, and a cropped, fitted silhouette, The smooth woven fabric has no stretch. Style with faux leather pants and strappy mules for drinks with the girls.

    Fit & Features

    • Lapel collar
    • Long sleeves, button details at the hem
    • Shoulder pads
    • Tie-front, V-neckline
    • Cropped hem, fitted silhouette
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1490

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sophistication Satin Trouser Shorts

    Show off a major sleek and sophisticated style in these woven satin trouser shorts. They feature a high-rise waist, a back zipper closure, and a chic, fitted silhouette. The smooth satin fabric will give your 'fit that luxe look. Pair with the matching blazer and platform heels.

    Shop Matching Blazer: Sleek Sophistication Satin Blazer

    Fit & Features

    • High-rise waist
    • Hidden back zipper closure
    • Fitted silhouette
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0293

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetly Glam Sweater Mini Dress

    This sweater mini dress showcases your sweet glam side! It features a sleeveless, halter neckline, bodycon silhouette, and asymmetrical side cutout with rhinestone trim. Complete the look in statement earrings.

    Fit & Features

    • Sleeveless, halter neckline
    • Bodycon silhouette
    • Asymmetrical side cutout, rhinestone trim
    • Mini-length hem
    • Smooth sweater knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1568

    Category Name: $20 & Under Sale

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pour The Whiskey Graphic Crop Tee

    Show off what kind of a girl you are! This graphic crop tee features cap sleeves, a crew neck, and front text that reads, "Whiskey Bent And Hell Bound" printed on soft and stretchy jersey knit fabric. Complete the look in trendy distressed jeans for happy hour!

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Front text that reads, "Whiskey Bent And Hell Bound"
    • Cropped hem
    • Jersey knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1460

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale