$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.

  • Do The Math Velvet Geometric Strappy Mini Dress

    You plus this mini dress equals a good time! The short dress features a square neckline, velvet spaghetti straps, an open strappy back design, a flattering bodycon silhouette, and a mini-length hem on mesh fabric showcasing a velvet burnout geometric pattern. Complete the look with earrings and lace-up heels for a night out.

    Fit & Features

    • Sleeveless square neckline
    • Velvet spaghetti straps
    • Open strappy back design
    • Bodycon silhouette, mini-length hem
    • Burnout velvet geometric pattern
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5183

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get Spotted Cow Print Faux Fur Scarf

    Get spotted in this cute cow print scarf as you walk downtown! The trendy scarf features an all-over cow print pattern on a super soft faux fur material. Style with the adorable hat.

    Shop Matching Hat: Trendsetting Look Faux Fur Bucket Hat

    Fit & Features

    • Cow print pattern
    • Faux fur material

    Style Number/Barcode: 07305-0465

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch The Light Rhinestone Fringe Earrings

    These glamorous rhinestone fringe earrings will catch the light gorgeously! The earrings feature a long cascading three-row fringe design with mini sleek beaded accents and mini sparkling rhinestone embellishments. Include a fish hook closure. Style these fab earrings with a metallic clutch for your next club night.

    Fit & Features

    • Long three-row fringe design
    • Mini beaded accents
    • Mini rhinestone embellishments
    • Fish hook closure, rubber stopper


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1775

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Mood Knee-High Stiletto Boots

    These chic knee-high stiletto boots will give off those elevated vibes. They feature a knee-high height with a fitted silhouette, a pointed toe, an inner zipper closure for easy on-and-off styling, and a thin stiletto heel. Pair these faux suede boots with a sweater dress and hoop earrings.

    Fit & Features

    • Knee-high height
    • Fitted silhouette
    • Pointed toe
    • Inner zipper closure
    • Thin stiletto heel
    • Scuba knit material
    • Runs true to size

    Style Number/Barcode: 07402-0933

    Category Name: $20 & Under Sale

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Cool Girl Parachute Cargo Pants

    Give off major cool girl vibes with these trendy parachute cargo pants! They feature a high-rise waist with an elasticized back waistband, dual front and back pockets, cargo-style side pockets, a relaxed silhouette, and elastic drawstrings at the hems to create a tapered jogger fit. The lightweight smooth cotton fabric has no stretch. Style with a crop top and clear mules!

    Fit & Features

    • High-rise waist, elasticized back waistband
    • Belt loops, hidden front zipper, button closure
    • Dual front pockets, dual buttoned back pockets
    • Cargo-style side pockets, cargo-seam detailing
    • Relaxed silhouette, elastic drawstrings at the hem
    • Smooth cotton fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0754

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Days Faux Fur Plaid Shacket

    You'll have so many cozy days in this cute faux fur plaid shacket perfect for the chilly season! It features comfy long sleeves, a collar neckline, a button-down front, front flap pockets with button closures, and a relaxed fit. Complete the look in trendy booties for casual plans!

    Fit & Features

    • Long sleeves
    • Collar neckline
    • Button-down front
    • Front flap pockets, button closures
    • Relaxed fit
    • Plaid pattern, faux fur fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0396

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Vibes Pinstripe Blazer

    Create an iconic look and have a major it-girl moment in this pinstripe blazer! It features a lapel collar, shoulder pad inserts to provide structure, long sleeves, a single front button closure, dual front faux flap pockets, and a fitted silhouette for a streamlined look. The lined woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching shorts or pants to wear from meetings to happy hour!

    Shop Matching Bottoms: Iconic Vibes Pinstripe Trouser Shorts, Iconic Vibes Pinstripe Trouser Pants

    Fit & Features

    • Lapel collar, shoulder pad inserts, long sleeves
    • Single front button closure
    • Dual front faux flap pockets
    • Fitted silhouette
    • Pinstripe pattern
    • Woven fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1638

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Vibes Pinstripe Trouser Shorts

    Create an iconic look and have a major it-girl moment in these pinstripe trouser shorts! They feature a high-rise waist, a front button and hidden zipper closure, dual front pockets, and a relaxed fit. The woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching vest or blazer for weeknight happy hours!

    Shop Matching Tops: Iconic Vibes Pinstripe Cropped Vest, Iconic Vibes Pinstripe Blazer

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Dual front pockets
    • Relaxed fit
    • Pinstripe pattern
    • Woven fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0346

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simone Formal Satin Tie-Back Cutout Midi Dress

    Special Occasion

    Slip into the Simone formal satin midi dress for a sultry vibe at banquets or weddings! She features a square neckline adorned with spaghetti straps, a tie-back design, a flirty underbust cutout, a center back slit, and a bodycon silhouette that hugs your curves down to the knee-length midi hem. The formal midi dress is crafted from a luxuriously soft satin fabric with minimal stretch. Complete the look with a mini purse and heels.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Tie-back design, underbust cutout
    • Center back slit
    • Bodycon silhouette, midi-length hem
    • Luxe satin fabric, minimal stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1999

    Category Name: $20 & Under Sale

    Price: $29.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jayd Formal Glitter Long Sleeve Midi Dress

    Special Occasion

    A midi dress with sparkling shimmer! The Jayd formal glitter dress offers the perfect shine for homecoming or dressy celebration parties. She features sheer mesh fitted long sleeves, a square neckline, a flattering bodycon silhouette, and a sultry wrap front slit. The formal dress is crafted from a glitter crepe fabric that shimmers under any light. Style the formal knee-length dress with silver block heels.

    Fit & Features

    • Sheer mesh fitted long sleeves
    • Square neckline
    • Bodycon silhouette
    • Wrap front slit, midi-length hem
    • Glitter crepe fabric, moderate stretch
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1727

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Emma Rhinestone Trim Satin Formal Midi Dress

    Special Occasion

    The gorgeous Emma satin formal midi dress will spark up all the compliments at your next dressy affair. She features a sleeveless sweetheart neckline with a sparkling rhinestone trim for a pop of glamour, a pleated cowl draped overlay, a built-in padded bust, adjustable spaghetti straps for a customized fit, ruching at the waist, a midi-length hem with a high-cut front slit to showcase some leg, and a bodycon silhouette that will hug your curves. The sleek satin woven fabric includes a knit lining at the bust. Style this midi dress with rhinestone stilettos for a chic cocktail party look!

    Fit & Features

    • Sleeveless sweetheart neckline, rhinestone trim, pleated cowl draped overlay
    • Padded bust, adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruching at the waist
    • Midi-length hem, high front slit, bodycon silhouette
    • Satin woven fabric, knit lining at the bust, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1594

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruthie Formal Sequin Bow Crepe Long Dress

    Special Occasion

    Showcase a unique dress like the Ruthie formal crepe dress adorning glam and classy detail everyone will swoon for! The formal long dress features a strapless neckline with a sequin-embellished statement bow, non-slip grip lining, a curve-hugging slim silhouette, and a flattering high front slit and long hem. She's composed of a crepe fabric for a chic style and has a stretchy knit lining. Complete the look with hoop earrings and heels for a dance or charity gala dinner!

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Sequin-embellished bow
    • Back zipper and hook-eye closure
    • Slim silhouette, high front slit, long hem
    • Crepe fabric, stretchy knit lining
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7331

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All-Star Style Faux Sherpa Varisty Jacket

    Layer on all-star style with this varsity jacket to showcase a preppy vibe! It features knit long sleeves with striped elasticized cuffs and woven lining, a striped elasticized collar neckline, snap-button down front closures, dual pockets with woven lining, and a striped elasticized hem. The jacket is designed with a faux sherpa lining to help keep you cozy during chilly seasons! Complete the look in trendy cargo pants and your fave sneakers for casual plans!

    Fit & Features

    • Knit long sleeves, striped elasticized cuffs, woven lining
    • Striped elasticized collar neckline
    • Snap-button down front closures
    • Dual pockets, woven lining
    • Striped elasticized crop hem
    • Faux sherpa lining
    • Runs true to size

    Style Number/Barcode: 06201-0379

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Check It Out Gingham Plaid Mini Dress

    Make a statement in this gingham plaid mini dress! The square neckline and spaghetti straps make it the perfect dress for flaunting your curves, while the bodycon silhouette and mini-length hem radiate confidence. Complete the look by layering a long sleeve top for a preppy vibe!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Gingham plaid print
    • Texture knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5243

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve-Loving Chic Corset Mini Dress

    Put your gorgeous curves on display in this chic corset mini dress! It features a sleeveless sweetheart neckline with a built-in padded bust, a draped cowl neck overlay, spaghetti straps, a corset-designed bodice with a high waist seam, a mini-length hem, and a bodycon silhouette that will flaunt your figure. The crepe fabric offers a moderate stretch. Style this mini dress with a sparkly rhinestone clutch.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Cowl neck overlay
    • Spaghetti straps
    • Corset-designed bodice, high waist seam
    • Mini-length hem, bodycon silhouette
    • Crepe fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5283

    Category Name: $20 & Under Sale

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Head-Turning Chic Cutout Mini Dress

    Level up your going-out look with this head-turning chic cutout mini dress. It features a crew neckline, alluring center front cutouts with bar strap accents, sheer long fitted sleeves, a mini-length hem, and a bodycon silhouette to showcase your curves. The sheer mesh fabric includes a partial knit lining and offers plenty of stretch. Style this mini dress with rhinestone spiral heels for your next club night out with the girls.

    Fit & Features

    • Crew neckline
    • Center front cutouts, bar straps
    • Sheer long fitted sleeves
    • High waist seam
    • Mini-length hem, bodycon silhouette
    • Sheer mesh fabric, partial sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5052

    Category Name: $20 & Under Sale

    Price: $5.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Lovely Crepe Rosette Mini Dress

    Feel simply lovely in the crepe mini dress to add a touch of romance to your wardrobe! It features sheer mesh peasant long sleeves with a rose velvet pattern and elastic cuffs, a sweetheart neckline, a built-in padded bust with underwire and rosette appliques, plus a flattering bodycon silhouette and mini-length hem. Complete the look in platform heels and a clutch for a dinner party or dressy date night!

    Fit & Features

    • Sheer mesh peasant long sleeves
    • Rose velvet pattern, elastic cuffs
    • Sweetheart neckline, back zipper and hook-eye closure
    • Built-in padded and underwire bust, rosette appliques
    • Bodycon silhouette, mini-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2691

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Risk Taker Off-The-Shoulder Mini Dress

    Show off your daring style with this bold off-the-shoulder dress! Featuring a sweetheart neckline, a padded bust, sheer ruched fitted long sleeves, a corset-seam bodice, and side ruched mesh panels, this bodycon dress is designed to make a statement. Complete the look in strappy heels for a birthday party or Vegas weekend!

    Fit & Features

    • Off-the-shoulder, sweetheart neckline
    • Padded bust, back zipper and hook-eye closure
    • Sheer ruched fitted long sleeves
    • Corset-seam bodice, side ruched mesh panels
    • Bodycon silhouette, mini-length hem
    • Mesh fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2565

    Category Name: $20 & Under Sale

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She Dazzles Long Sleeve Rhinestone Knit Sweater

    Strike up a dazzling shine in this cozy knit sweater perfect for dressing up your everyday style! The pullover sweater top features long sleeves, a crew neckline, a relaxed silhouette, and rhinestone embellishments along the front on soft rib knit fabric. Complete the look in a sleek mini skirt and boots for a date downtown!

    Fit & Features

    • Long sleeves
    • Crew neckline
    • Relaxed silhouette
    • Front rhinestone embellishments
    • Soft and stretchy
    • Rib knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1762

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Ahead High-Rise Flare Pants

    You'll always be ahead of the trends in these flare pants perfect for elevating your everyday look! The pants feature a flattering high-rise waist, hip-hugging fit, and flared hem on stretchy rib knit fabric. Style with the matching top.

    Shop Matching Top: Always Ahead One-Shoulder Tunic Top

    Fit & Features

    • High-rise elastic banded waist
    • Hip-hugging fit
    • Flared hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2398

    Category Name: $20 & Under Sale

    Price: $5.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cuddle Up Eyelash Knit Scoop Neck Crop Sweater

    Cuddle up in this eyelash knit sweater this cold season! The top features fitted long sleeves with ribbed cuffs, a scoop neckline, and a cropped hem on ultra-soft eyelash rib knit fabric with plenty of stretch. Style the sweater top with a faux leather skirt for a cute look!

    Fit & Features

    • Fitted long sleeves, ribbed cuffs
    • Scoop neckline
    • Cropped hem
    • Ultra-soft eyelash rib knit sweater fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1763

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Tight Faux Leather Slit Midi Skirt

    A faux leather midi skirt that keeps your look sleek and tight! It features a flattering high-rise waist, a form-hugging silhouette, a sultry side slit, and a fitted hem. Complete the look in a basic bodysuit and jacket for a birthday dinner and cocktails!

    Fit & Features

    • High-rise waist 
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Side slit
    • Midi-length fitted hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0593

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feel The Knit Foldover Sweater Top

    You'll be feeling this knit sweater top all season long! It features an off-the-shoulder, foldover neckline, long fitted sleeves, and a fitted cropped hem on stretchy ribbed knit fabric. Style this cute sweater top with new denim jeans to complete the look!

    Fit & Features

    • Off-the-shoulder, foldover neckline
    • Long fitted sleeves
    • Fitted cropped hem
    • Ribbed knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1503

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Go For The Glamour Rhinestone Fringe Cuff Earrings

    Go for the glamour and the stunning glitzy vibes with these rhinestone fringe cuff earrings! They feature a curved row of rhinestone embellishments with gorgeous cascading rhinestone fringe. Includes a lower post-back closure and an upper clip-on closure. Style this pair of statement earrings with a sleek clutch.

    Fit & Features

    • Curved single-row rhinestone design
    • Cascading rhinestone fringe
    • Lower post-back closure, rubber stopper
    • Upper clip-on closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1757

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale