$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.

  • Forever In Plaid Woven Skirt

    They can find you forever in this plaid woven skirt all season! It features a high-rise waist, back zipper and hook-eye closure, a bodycon fit, and a mini-length hem. Complete the look in the matching shacket.

    Shop Matching Ivory ShacketPaint The Town Plaid Flannel Shacket

    Shop Matching Taupe Shacket: Forever In Plaid Woven Shacket

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Plaid pattern, non-stretch soft woven fabric
    • Runs true to size

    Style Number/Barcode: 06401-0635

    Category Name: $20 & Under Sale

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Forever In Plaid Woven Shacket

    They can find you forever in this plaid woven shacket all season! It features cozy long sleeves with snap-button closures, a collar neckline, front snap-button closures, flap pockets, and a relaxed fit. Complete the look with the matching skirt.

    Shop Matching Bottoms: Forever In Plaid Woven Skirt

    Fit & Features

    • Long sleeves with snap-button closures
    • Collar neckline
    • Front snap-button closures
    • Flap pockets
    • Relaxed fit
    • Plaid pattern, non-stretch soft woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1452

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy At Heart PU Front Slit Pants

    Some days you want an edgy-chic vibe and these PU high-rise pants are it! They feature a front button and hidden zipper closure, belt loops, side pockets, and a skinny-leg design with front slit hems. Complete the look in a corset top for a music concert!

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Belt loops, side pockets
    • Skinny-leg design
    • Front slit hems
    • PU fabrication
    • Fits true to size

    Style Number/Barcode: 06502-2223

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style Series Chain Choker Mesh Top

    Create a series of unique and stylish looks in this mesh crop top featuring long sleeves, a mock neck, a chain-link choker, and a crepe corset-overlay along the bodice with lightly padded cups. Complete the look in skinny jeans for happy hour.

    Fit & Features

    • Long sleeves, mock neck
    • Back zipper closure
    • Chain-link choker
    • Crepe corset-overlay, lightly padded cups
    • Cropped hem
    • Semi-sheer mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4349

    Category Name: $20 & Under Sale

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Glam Metallic Cowboy Boots

    Giddy up and show off major glam vibes in these metallic cowboy boots! They feature a below-the-knee height, a pointed toe, a short block heel, and a western-inspired embroidered design. Pair with a bodycon dress and rhinestone fringe earrings.

    Fit & Features

    • Below-the-knee height
    • Pointed toe
    • Short block heel
    • Western-inspired embroidered design
    • Metallic sheen
    • Faux leather material, soft lining
    • Runs true to size

    Style Number/Barcode: 07402-0853

    Category Name: $20 & Under Sale

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Ruched Mesh Midi Skirt

    Style up this fab ruched mesh midi skirt for happy hour with the girls! It features a high-rise waist, front ruched detailing, a chic high front slit, and a midi-length, curve-hugging silhouette. Complete the look with a bustier and heels.

    Fit & Features

    • High-rise elasticized waist
    • Front ruching
    • Thigh-high front slit
    • Midi-length hem
    • Fitted bodycon silhouette
    • Sheer mesh fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0716

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prettiest Sparkle Glitter Knit Skater Dress

    Show off the prettiest sparkle in this adorable glitter knit skater dress! It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back strap design, a high waist seam, and a short skater skirt with a fit and flare silhouette. Style with block heels and a rhinestone embellished evening bag.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back strap design
    • High waist seam
    • Short skater skirt
    • Fit and flare silhouette
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2063

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Accent Chain-Trim Midi Dress

    You'll love the chic accent of this simple yet stunning midi dress. It features a sleeveless one-shoulder asymmetrical neckline, a sleek chain-link strap design, a midi-length, curve-hugging silhouette, and a double-lined knit fabric that offers plenty of stretch for comfortable wear. Style with clear heels.

    Fit & Features

    • Sleeveless one-shoulder asymmetrical neckline
    • Chain-link strap design
    • Midi-length hem
    • Fitted bodycon silhouette
    • Double-lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2013

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Disco Ball Glitter Knit Mini Dress

    Give off glimmering disco ball vibes in this stunning glitter knit mini dress! The short dress features a sleeveless square neckline, thin rhinestone embellished straps, a cross-back strap design, ruching down the side seams, and a short, curve-hugging silhouette. The glitter knit fabric showcases a gorgeous iridescent sheen. Style with clear heels.

    Fit & Features

    • Sleeveless square neckline
    • Rhinestone embellished straps
    • Cross-back strap design, adjustable
    • Ruching down the side seams
    • Mini-length hem, fitted bodycon silhouette
    • Glitter knit fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4468

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coffee Date Ribbed Knit Midi Dress

    This soft ribbed knit midi dress is perfect for fall coffee dates! It features a collared V-neckline, long fitted sleeves, a partial faux button-down front, a midi-length hem with a high front slit, and a form-hugging fit. Style with knee-high boots for a chic autumn look.

    Fit & Features

    • Collared V-neckline
    • Long fitted sleeves
    • Partial faux button-down front
    • Midi-length hem, front slit
    • Fitted silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4740

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isabelle Cutout Sequin Party Dress

    Special Occasion

    Stand out from your squad this Homecoming season in the stunning Isabelle sequin party dress! With her chic details, you'll be sure to catch all the glances. She features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, and an alluring center cutout at the waist with dual cutouts under the bust. Her high waist flows out to short party skirt with a flowy fit and flare silhouette. The lined mesh fabric features all-over sequin embroidery in a chic scroll pattern. Complete the look with platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Strapless or adhesive bra recommended
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Center cutout at the waist, dual cutouts under the bust
    • High waist, short party skirt, fit and flare silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Sequin embroidery, scroll pattern
    • Runs true to size

    Style Number/Barcode: 05001-1074

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Animal Kingdom Zebra Satin Dress

    You'll be the head of the animal kingdom in this fierce and femme zebra satin mini dress! It features a sleek and sleeveless cowl neck, spaghetti straps, and a curve-hugging silhouette. Complete the look in strappy heels for a wild night out!

    Fit & Features

    • Sleeveless cowl neck
    • Spaghetti straps
    • Curve-hugging silhouette
    • Mini-length hem
    • Zebra pattern
    • Smooth satin with minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4532

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty And Posh Plaid Coat

    You'll look pretty and posh this winter season with your new fave faux wool coat! It features a lapel collar, long sleeves, faux front pockets, and a chic plaid pattern. Layer this coat over a basic bodysuit with a faux leather mini skirt.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Faux front pockets
    • Faux wool fabric, no stretch
    • Plaid pattern
    • Runs true to size

    Style Number/Barcode: 06201-0279

    Category Name: $20 & Under Sale

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • She's The Boss Zip Front Blazer

    You're clearly the boss looking so profesh-chic in this woven blazer! It features long sleeves, shoulder pad accents to provide structure, a collared V-neckline, an exposed front zipper closure with a center slit, and ruching to accentuate your curves. The smooth woven fabric offers a moderate stretch. Complete the look in sleek leather pants and mules for a cocktail event!

    Fit & Features

    • Long sleeves
    • Shoulder pad accents
    • Collared V-neckline
    • Exposed front zipper closure
    • Center slit, ruching
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1477

    Category Name: $20 & Under Sale

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill Temps Plaid Crop Shacket

    When the temps are starting to chill you'll be reaching for this plaid crop shacket to keep cozy and cute! The shacket features long sleeves with button cuffs, a collared neckline, front button-down closures, flap pockets, and a relaxed fit. Complete the look in a basic bodysuit and jeans for a casual hang.

    Fit & Features

    • Long sleeves with button cuffs
    • Collared neckline
    • Front button-down closures
    • Flap pockets
    • Cropped hem, relaxed fit
    • Plaid pattern, non-stretch woven fabric
    • Fits true to size

    Style Number/Barcode: 06204-1436

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Social Cutie Faux Leather Corset Tube Top

    You're all booked up and ready to slay every outfit in this faux leather corset top! It features a strapless, sweetheart neckline, cropped hem, and a back zipper closure. Complete the look in chic trouser pants and mules for happy hour!

    Fit & Features

    • Strapless, sweetheart neckline
    • Padded bust
    • Corset-designed bodice, flexible boning
    • Cropped hem
    • Back zipper, hook and eye closure
    • Faux leather liquid fabric, smooth woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2077

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Functional Style Denim Cargo Joggers

    Functional fashion in a stylish utility design, these denim cargo joggers secure your must-haves while keeping your look edgy and cute! They feature a high-rise waist with a detachable good vibes keychain, a six-pocket styling, a jogger leg silhouette, and elasticized cuffs. Style with combat booties for a casual hang!

    Fit & Features

    • High-rise waist, detachable "Good Vibes" keychain
    • Front button and hidden zipper closure
    • Six-pocket styling, belt loops
    • Jogger leg silhouette
    • Elasticized cuffs
    • Non-stretch denim fabric
    • Runs true to size

    Style Number/Barcode: 06302-0709

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Winner Faux Leather Flare Pants

    These faux leather pants will be the winning look at every event you show them off at! They feature a sleek high-rise waist, hidden side zipper closure, hip-hugging fit, and pintuck seams going down the flare-leg silhouette. Complete your sassy look in a crop top and boots.

    Fit & Features

    • High-rise waist
    • Hidden side zipper closure
    • Hip-hugging fit
    • Pintuck seams
    • Flare-leg silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-2215

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Modern Sixties Babe PU Flare Pants

    Trend-right with this sixties-inspired PU flare pants featuring a high-rise waist with a front button and hidden zipper closure, side pockets, belt loops, a hip-hugging fit, and pintuck seams down the front. Complete the look in a printed blouse for a party.

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Side pockets, belt loops
    • Hip-hugging fit
    • Pintuck seams down the front
    • Flare-leg silhouette
    • Non-stretch PU fabric, lined
    • Runs true to size

    Style Number/Barcode: 06402-0591

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Glam Rhinestone Trim Mini Dress

    Look and feel oh-so-glam in this sleek satin mini dress! It features a sleeveless sweetheart neckline, a structured bust with a sparkly rhinestone embellished trim, adjustable spaghetti straps for a customized fit, and a short, curve-hugging silhouette. Style with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Structured padded bust, rhinestone trim
    • Bodycon silhouette
    • Mini-length hem
    • Smooth satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4612

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Glitzy Glitter Knit Mini Dress

    Keep your night-out look glitzy and fab in this shimmery glitter knit mini dress! Featuring a sleeveless sweetheart neckline with a padded bust, spaghetti straps that lead to a lace-up strappy design, ruching, and a fitted bodycon silhouette, this dress will hug your curves. The glitter knit fabric offers a moderate stretch. Style with rhinestone fringe earrings.

    Fit & Features

    • Sleeveless sweetheart neckline, spaghetti straps
    • Padded bust, ruched detailing
    • Open back, lace-up strappy design, tie closure
    • Ruching down the side seams
    • Mini-length hem, fitted bodycon silhouette
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4895

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Shine Three-Pack Ring Set

    Showcase a trendy shine with this fab ring set! The pack features three rings with dual-banded geometric designs and mini rhinestone embellishments. Style this set with sleek hoop earrings.

    Fit & Features

    • Three-pack ring set
    • Dual-banded geometric designs
    • Rhinestone embellishments

    Style Number/Barcode: 07004-0297

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably-Chic Pearl Bow Hair Clip

    This beaded hair clip will bring an adorably-chic vibe to your look! The barrette-style hair clip features a bow design with faux pearls, clear beaded detailing, and a metal push-clip closure. Style with stud earrings.

    Fit & Features

    • Barrette-style hair clip
    • Bow design
    • Faux pearls
    • Clear beads
    • Metal push-clip closure

    Style Number/Barcode: 07006-0363

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill Days Wide-Leg Pajama Pants

    Keep it cute and casual on your chill days at home in these soft knit pajama pants. They feature a high-rise elasticized waist, a tie-front detail, wide pant legs, and a relaxed fit. Complete the look with the matching pajama tank.

    Shop Matching Top: Chill Days Cropped Pajama Tank

    Fit & Features

    • High-rise elasticized waist
    • Tie-front detail
    • Wide pant legs
    • Relaxed fit
    • Knit fabric, plenty of stretch
    • Runs true to size

      Style Number/Barcode: 07103-0759

      Category Name: $20 & Under Sale

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale