$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.

  • Twist Of Fate Cutout Short Dress

    Create a meant-to-be moment in a short dress that makes an unforgettable impression! This updated LBD features a twist-front sweetheart neckline, an asymmetrical cutout at the midriff through the waist, long sleeves, and ruching at the waist through the hem. The dress is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a quilted faux leather handbag

    Fit & Features 

    • Twist-front sweetheart neckline
    • Asymmetrical cutout
    • Long sleeves
    • Ruching 
    • Short length 
    • Lined smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 05103-4591

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kaylie Sequin Short Party Dress

    Special Occasion

    Short and undeniably sweet, the Kaylie party dress showcases major shine on a dazzling sequin scroll pattern sure to capture all the attention! She's designed in a sleek, sleeveless, square neckline, adjustable spaghetti straps, a lightly padded bust, and a sexy open-back with lattice straps. Her high waist seam leads to a bodycon silhouette and faux wrap-style skirt. The formal dress is composed of a mesh-lined knit fabric with minimal stretch. Complete your dressy look in statement platform heels.

    Fit & Features

    • Sleeveless, square neckline, adjustable spaghetti straps
    • Lightly padded bust, non-slip grip lining
    • Open-back, lattice straps, zipper closure
    • High waist seam, bodycon silhouette
    • Faux wrap short hem
    • Sequin-scroll pattern, mesh-lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05001-1069

    Category Name: $20 & Under Sale

    Price: $19.97 $66.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Feels Satin Skater Dress

    Bring the fliratious vibes this Homecoming season in this adorable satin skater dress! It features a sleeveless sweetheart neckline with a padded bust, spaghetti straps, a corset-designed bodice, a high waist seam, and a short party skirt with a fit and flare silhouette you can twirl in all night long. Style with embellished heels and a glitzy clutch.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Spaghetti straps
    • Corset-designed bodice
    • Fitted high waist seam
    • Short party skirt, fit and flare silhouette
    • Smooth satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1663

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walk My Way Glitter V-Neck Midi Dress

    Catch glances in this glittery number! The sleeveless V-neckline shapes this midi bodycon dress that features sleek bungee spaghetti straps and an asymmetrical hem with a sultry cutout slit. Complete the look in fringe earrings.

    Fit & Features

    • Sleeveless, V-neck, bungee spaghetti straps
    • Bodycon silhouette
    • Asymmetrical midi hem
    • Cutout side slit
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1412

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Shine Mesh Bustier Dress

    Hey gorgeous, unveil your shine in this heat stone bustier dress for a spicy night out! It features a sleeveless, sweetheart neck, adjustable spaghetti straps, a lightly padded bust with underwire, sheer illusion bodice, flexible boning, side ruched seams, and a bodycon silhouette. The dress is composed of a mesh overlay with a knit lining. Complete the look in stilettos and a clutch.

    Fit & Features

    • Sleeveless, sweetheart neck, adjustable spaghetti straps
    • Lightly padded bust, underwire
    • Sheer illusion bodice, flexible boning
    • Side ruched seams, back zipper closure
    • Bodycon silhouette, mini-length hem
    • Heat stones, mesh overlay, knit lining
    • Fits true to size

    Style Number/Barcode: 05103-4508

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annie Formal Sequin Long Dress

    Special Occasion

    Lines of sparkly sequins add shine and a glamorous look to the Annie formal dress for a gala, charity dinner, or dressy event! She features a sleeveless, v-neckline, sleek bungee spaghetti straps that lead to her open-back with a lace-up design and sultry waist cutouts along the high-waist seam. Her slim, form-hugging silhouette offers a peek of skin on the front high-cut slit atop a maxi-length hem. The special event dress is composed of a sequin-knit fabric with a knit lining and a moderate stretch. Complete the look with a chic clutch and heels.

    Fit & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Adhesive bra recommended
    • Open-back, lace-up design, back zipper closure
    • High-waist seam, cutout accents
    • Slim, form-hugging, slit maxi hem
    • Sequin-knit fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2182

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Time Satin Crop Tank Top

    It's your time to shine for the night in this silky satin tank top featuring a sleeveless V-neckline, spaghetti straps, underbust seam detail, and a cropped hem. The smooth satin-knit fabric offers a moderate stretch. Complete the look in the matching skirt and heels.

    Shop Matching Skirt: Shine Time Satin Wrap Mini Skirt

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Underbust seam detail
    • Cropped hem
    • Stretch satin-knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4489

    Category Name: $20 & Under Sale

    Price: $3.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Time Satin Wrap Mini Skirt

    It's your time to shine for the night in this silky satin mini skirt featuring a high-rise waist, bodycon silhouette, front wrap, and a slit accent. The smooth satin-knit fabric offers a moderate stretch. Complete the look in the matching top and heels.

    Shop Matching Top: Shine Time Satin Crop Tank Top

    Fit & Features

    • High-rise elasticized waist
    • Bodycon silhouette
    • Front wrap and slit accent
    • Mini-length hem
    • Stretch satin-knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0702

    Category Name: $20 & Under Sale

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Mood Snake Print Mini Dress

    This sultry mini dress was made for nights out with the squad! It features an asymmetrical one-shoulder neckline, a tank shoulder strap, ruching down the side seams, and a short, curve-hugging, bodycon silhouette. The mesh fabric features an all-over snake print pattern. Complete the look with sleek hoop earrings.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Single tank shoulder strap
    • Ruching down the side seams
    • Mini-length hem, fitted bodycon silhouette
    • Mesh fabric, moderate stretch
    • Snake print
    • Runs true to size

    Style Number/Barcode: 05102-4590

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taylor High Rise Skinny Crop Jeans By Windsor Denim

    Taylor fits like a dream and is made to be seen...on you! The high-rise jeans by Windsor Denim feature a flattering, skinny-leg design with distressed knee accents and a cropped raw hem. They are crafted on dark wash denim fabric with a moderate stretch. Complete the look in a chic blouse and heels.

    Fit & Features

    • High-rise waist
    • Skinny-leg design, distressed knee accents
    • Cropped raw hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loops
    • Dark wash denim, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06602-0357

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Striped Slay Rib Knit Crop Top

    Slay all day in this striped crop top to give your outfit an edgy allure! It features cap sleeves, a square neckline, center front safety pins, and exposed seam detail on ribbed knit fabric. Complete the look in denim shorts and slides.

    Fit & Features

    • Cap sleeves, square neckline
    • Center front safety pins
    • Exposed seam detail
    • Cropped hem
    • Striped print
    • Ribbed knit fabric
    • Fits true to size

    Style Number/Barcode: 06002-1316

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Treat Surplice Wrap Romper

    Look like a sultry treat for a night out with bae! The long sleeve romper features a plunge v-neckline, surplice faux wrap bodice with a side tie closure, and is crafted on slinky knit fabric with plenty of stretch. Complete the look in heels.

    Fit & Features

    • Long sleeves
    • Plunge v-neckline
    • Surplice faux wrap bodice
    • Side tie closure
    • Form-hugging fit
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06503-1012

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Glam Crossbody Purse

    This embellished crossbody purse will give your look classic glam vibes. It features a rectangular shape with a fold-over design, all-over mini rhinestone embellishments, and a chain-link shoulder strap. Style with a bodycon dress and strappy heels.

    Fit & Features

    • Rectangular shape
    • Fold-over design, magnetic button closure
    • Mini rhinestone embellishments
    • Removable chain-link shoulder strap
    • Single pocket in the interior

    Style Number/Barcode: 07204-0659

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Me Up Flocked Mini Skirt

    Shift into the season of plaid! This mini skirt features a high-rise waist, bodycon silhouette, and a front slit accent on flocked knit fabric. Complete the look in a flirty crop top for lunch with friends.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Plaid pattern
    • Flocked knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0700

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Alluring Basic High Slit Midi Dress

    This alluring basic midi dress will easily become one of your staple styles. It features a sleeveless sweetheart neckline with a built-in padded bust, adjustable spaghetti straps for a customized fit, a midi-length bodycon silhouette, and a high side slit. Pair with a moto jacket and mules.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded bust, bust seam outline
    • Adjustable spaghetti straps
    • Midi-length hem, fitted bodycon silhouette
    • High side slit
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4722

    Category Name: $20 & Under Sale

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Starter Sequin Wrap Dress

    Get the party started with a mini dress that brings all the shine! The dress features sparkling sequins throughout, a wrap V-neckline, adjustable spaghetti straps, and a wrap mini-length hem. The dress is composed of a lined mesh fabric that offers a form hugging fit with a minimal stretch. Complete look with rhinestone heels and a sphere clutch

    Fit & Features

    • Wrap V-neckline 
    • Adjustable spaghetti straps
    • Sequins 
    • High waist, wrap hem 
    • Back zipper, hook and eye closure
    • Lined mesh fabric 
    • Form-hugging fit, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-1615

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • LA Rider Graphic Seam Short Dress

    Born to ride? Cruise through the streets of LA in this graphic short dress featuring cap sleeves, a crew neck, a front script that reads, " Motorcycle/Born to Ride/LA/CA Rider Crew", exposed seam detailing, and a front slit accent along the fitted hem. Complete the look in sleek sunglasses.

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Exposed seam detailing
    • Graphic script that reads, " Motorcycle/Born to Ride/LA/CA Rider Crew"
    • Front slit accent, fitted hem
    • Form-hugging fit, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1318

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It-Girl Status Printed Pants

    Level up your it-girl status in these fab printed pants! They feature a high-rise elastic banded waist and a trendy wide-leg silhouette. The knit fabric features an all-over brush stroke pattern and has plenty of stretch. Style with a crop top and clear mules.

    Fit & Features

    • High-rise elastic banded waist
    • Wide-leg silhouette
    • Knit fabric, plenty of stretch
    • Brush stroke pattern
    • Runs true to size

    Style Number/Barcode: 06502-1112

    Category Name: $20 & Under Sale

    Price: $6.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Diva Glow Glitter Caged Romper

    Embrace your diva glow and shine all night in this glitter romper featuring an on-trend, sleeveless, square neckline, spaghetti straps, a caged open-back design, and flowy shorts. Complete the look with a statement handbag.

    Fit & Features

    • Sleeveless, square neckline
    • Spaghetti straps
    • Caged, open-back design
    • Flowy shorts
    • Glitter lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06503-0281

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Fall Days Flannel Shacket

    Layer on this trendy flannel shacket for those casual fall days! It features a collared neckline, long sleeves, a button-down front, buttoned chest pockets, a relaxed fit, and an all-over plaid print. Style with a basic bodysuit, denim, and combat boots.

    Fit & Features

    • Collared neckline
    • Long sleeves, buttons to cuff
    • Button-down front
    • Buttoned chest pockets
    • Relaxed fit
    • Plaid print, woven flannel fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1444

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Glistens Cowl Neck Bodysuit

    Own your glisten and glow! Shine bright in this cowl neck bodysuit showcasing a sultry, sleeveless bodice, rhinestone straps that cross along the open-back design, a thong cut bottom with dual button-snap closures. Complete the look in trendy jeans and mules. 

    Fit & Features

    • Sleeveless, cowl neck
    • Rhinestone straps
    • Open-back, cross strap design
    • Thong cut bottom, dual snap-button closures
    • Slinky knit-lined fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4409

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Favored Denim Trucker Jacket

    Your new favorite denim trucker jacket has arrived! It features long sleeves with elasticized cuffs, a collared neckline, four button-down front closures, flap pockets, and a cropped cinch drawstring hem. Complete the look in a basic top and sleek shorts.

    Fit & Features

    • Long sleeves, elasticized cuffs
    • Collared neckline
    • Four button-down front closures
    • Flap pockets
    • Cropped cinch drawstring hem
    • Denim fabrication, no stretch
    • Fits true to size

    Style Number/Barcode: 06203-0466

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heavenly Chic Mesh Cherub Corset

    Look like absolute perfection in this mesh corset featuring a strapless neckline, flexible boning inserts, a cherub printed mesh overlay, and back hook-eye closures. Complete your chic look in a sleek mini skirt and heels.

    Fit & Features

    • Strapless neckline
    • Flexible boning inserts
    • Cherub printed mesh overlay
    • Cropped hem
    • Back hook-eye closures
    • Fits true to size

    Style Number/Barcode: 06001-4438

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glamorous Muse Bodycon Mini Dress

    Showcase your alluring glamorous style with this sexy LBD! The bodycon dress features a sleeveless cowl neckline, halter spaghetti straps, a strappy back design with center rhinestone accents, ruching down the back and side seams, and a short, curve-hugging silhouette. Complete the look with sparkly heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Halter spaghetti straps
    • Strappy back design, center rhinestone accents
    • Ruching down the back and side seams
    • Mini-length, form-fitting, bodycon silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4517

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale