$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.

  • Twice The Fun Satin Crop Top

    This satin crop top brings fun and stunning looks to your night! The top features a sleeveless cowl neckline, pleated detailing at the bust, spaghetti straps, and a cropped, form-hugging fit. The smooth satin-knit fabric offers a moderate stretch. Complete the look with the matching mini skirt and strappy heels.

    Shop Matching Bottoms: Twice The Fun Satin Mini Skirt

    Fit & Features

    • Sleeveless cowl neckline
    • Pleating at the bust
    • Spaghetti straps
    • Cropped hem, form-hugging fit
    • Stretch satin-knit fabric, lined front
    • Runs true to size

    Style Number/Barcode: 06001-4576

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Utterly Fab Faux Fur Leather Blazer

    Utterly fabulous and currently trending! Showcase your stylish self in this faux leather blazer featuring long sleeves and a collar neckline with faux fur trim, button-down closures, belted waist with belt loops and buckle closure, and a slim-fit silhouette. Style with flare jeans for a cute throwback vibe!

    Fit & Features

    • Long sleeves and collar neckline
    • Faux fur trim
    • Button-down closures
    • Belted waist, belt loops, buckle closure
    • Slim-fit silhouette
    • Faux leather, smooth lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1501

    Category Name: $20 & Under Sale

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Strolls Fringe Scarf

    This ultra-soft lightweight scarf is perfect for staying cozy on outdoor strolls this winter season. It features an oblong design with fringe detailing at the hems. The faux wool material has no stretch. Style with lace-up boots.

    Fit & Features

    • Oblong design
    • Fringe detailing
    • Soft faux wool material, no stretch

    Style Number/Barcode: 07305-0425

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dressed Up In Sequins Midi Dress

    Shimmer and shine in this sequin midi dress for the next party or night out! The dress features a sleeveless scoop neck, mesh spaghetti straps that lace up along the open-back design, a bodycon fit, and a side slit hem. Complete your radiant look with a chic ring set and heels! 

    Fit & Features

    • Sleeveless scoop neck
    • Mesh spaghetti straps
    • Lace-up open-back design
    • Hidden back zipper and hook-eye closure
    • Bodycon, midi hem with side slit
    • Sequin fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2131

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Posh Party Pleated Velvet Midi Dress

    Keep your party look elevated and posh in this pleated velvet midi dress. It features a sleeveless square neckline, spaghetti straps, pleating at the waist, a wrap-front skirt creating a chic front slit to showcase some leg, and a curve-hugging silhouette. The smooth velvet fabric offers a moderate stretch. Style with stiletto heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • High waist seam, pleated detailing
    • Wrap-front skirt, front slit
    • Fitted bodycon silhouette
    • Velvet fabric, sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1879

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Bling Rhinestone Choker

    Bring the bling to your night out 'fit with this bold embellished choker necklace. It features a 20-row design with mini rhinestones and an adjustable chain with a lobster clasp closure. Style with stud earrings.

    Fit & Features

    • 20-row design
    • Mini rhinestone embellishments
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1318

    Category Name: $20 & Under Sale

    Price: $1.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrap Me In Plaid Fringe Scarf

    Layer on this plaid scarf to brace for the cold weather ahead! It features a fringe edge design on super soft and cozy fabric. Complete the look in a cute shacket and jeans.

    Fit & Features

    • Plaid pattern
    • Fringe edge design
    • Soft and cozy fabric

    Style Number/Barcode: 07305-0432

    Category Name: $20 & Under Sale

    Price: $1.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Moves Lace-Up Combat Boots

    Make major trendy moves in these cool combat boots. They feature a round toe, a lace-up front, a ribbed knit sock design at the ankle, and a chunky platform. Style with a cropped sweater and your fave pair of denim.

    Fit & Features

    • Round toe
    • Lace-up front, tie closure
    • Ribbed knit sock design
    • Lug sole platform
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1443

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Over-The-Knee Boots

    These fitted over-the-knee boots are so effortlessly chic. They feature an almond-shaped toe, a block heel, and an inner zipper closure. The boots are composed of a half faux suede and half stretchy knit composition. Style with a sweater dress and a trendy boater hat.

    Fit & Features

    • Over-the-knee fitted design
    • Almond-shaped toe
    • Block heel
    • Partial inner zipper closure
    • Half faux suede and half stretchy knit composition
    • Runs true to size

    Style Number/Barcode: 07402-0812

    Category Name: $20 & Under Sale

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Slay 50/50 Stiletto Boots

    Make every outfit slay with these stiletto boots featuring a sleek pointed toe, side zipper closure, a knee-high shaft length, and a 50/50 faux leather and scuba knit material. Style with a longline coat for a dinner in the city!

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Side zipper closure
    • Knee-high shaft length
    • 50/50 faux leather, scuba knit material
    • Runs true to size

    Style Number/Barcode: 07402-0802

    Category Name: $20 & Under Sale

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • First Sight Lug Block Heel Booties

    It's love at first sight when you set your eyes on these faux leather booties featuring an almond toe, block heel, lug sole, side zipper closure, and an ankle-length fit. Complete the look in a cool moto jacket.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Lug sole
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1609

    Category Name: $20 & Under Sale

    Price: $8.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut In Style Over-The-Knee Boots

    Strut in style in these sleek faux leather over-the-knee boots. They feature an almond-shaped toe, a tall block heel, an inner zipper closure, and a tie-back detail at the top. Pair with a bodycon dress and a moto jacket.

    Fit & Features

    • Over-the-knee design
    • Almond-shaped toe
    • Block heel
    • Partial inner zipper closure
    • Tie-back detail
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0811

    Category Name: $20 & Under Sale

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Safari Babe Zebra Cowl Midi Dress

    Go on safari looking like a total babe in this zebra midi dress sure to make you in charge of the animal kingdom! It features a sleeveless cowl neckline, dual spaghetti straps, and a form-hugging silhouette. Complete the look in strappy mules for brunch!

    Fit & Features

    • Sleeveless cowl neckline
    • Dual spaghetti straps
    • Form-hugging silhouette
    • Midi-length hem
    • Zebra print
    • Knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2026

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Me Lace Puff Sleeve Bustier

    Treat yourself to a little romance and add this lace bustier to your cart! It features puff sleeves, a sweetheart neckline, a padded bust, pipe trim along the cropped bodice, and a back zipper closure. Complete the look in Ponte pants for a polished style.

    Fit & Features

    • Puff sleeves
    • Sweetheart neckline
    • Padded bust
    • Pipe trim along the cropped bodice
    • Back zipper closure
    • Lace fabric, partial lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06003-2138

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Knit Girl Cold Shoulder Sweater

    If you're a girl who loves her knit sweaters this one is for you! The cold shoulder sweater features cozy long sleeves with ribbed cuffs, a turtle neckline, a relaxed fit, and a cropped hem ribbed knit fabric. Complete the look in a skirt and knee-high boots. 

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Turtle neckline
    • Cold shoulder accents
    • Relaxed fit
    • Cropped hem
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1588

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Girl Next Door Gingham Mini Skirt

    You'll be the trendy girl next door in this gingham mini skirt that is perf for the season! It features a high-rise waist, a short, curve-hugging fit, a chic side slit, and an all-over gingham plaid print. The woven fabric offers a moderate stretch. Style with a cropped sweater and knee-high boots.

    Fit & Features

    • High-rise elasticized waist
    • Mini-length hem, side slit
    • Fitted bodycon silhouette
    • Gingham plaid print
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0534

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Varsity Blues Cable Knit Sweater

    Can't decide what to wear? Let this varsity crop sweater slide into your lineup! It features long sleeves with striped cuffs, a v-neckline, and a high-low hem on cable knit fabric with minimal stretch. Complete the look in skinny jeans and boots.

    Fit & Features

    • Long sleeves, striped cuffs
    • V-neckline
    • High-low crop hem
    • Varsity stripes throughout
    • Cable knit design, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1567

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Vixen Cropped Bustier

    Show off a vampy vixen look in this chic velvet cropped bustier. It features a sleeveless square neckline, tank shoulder straps, flexible boning at the bodice to provide structure, sheer mesh inserts, an angled cropped hem, and a form-hugging fit.  The smooth velvet fabric offers a moderate stretch. Style with a faux leather mini skirt and strappy heels.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Flexible boning at the bodice
    • Dual sheer mesh inserts
    • Angled cropped hem, form-hugging fit
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4443

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Classic Plunge V-Neck Top

    Ultra flattering and essential, this plunge v-neck top features long bishop sleeves and a ruched bodice for a figure-hugging fit. Complete the look in high-rise jeans for a dinner party.

    Fit & Features

    • Long bishop sleeves
    • Plunge v-neck
    • Ruched bodice
    • Figure-hugging fit
    • Sleek knit fabric
    • Fits true to size

    Style Number/Barcode: 06001-4393

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jaleen Formal Sequin One Shoulder Dress

    Special Occasion

    The Jaleen formal dress is the essence of glimmering beauty! She features a sleeveless one-shoulder neckline with dual adjustable spaghetti straps for a customizable fit and a low-cut back. Her form-hugging slim silhouette offers a sultry show of leg thanks to her high-cut side slit along the long hem. The formal dress is composed of a sequin-scroll mesh-lined fabric with minimal stretch. Complete your dressy look with statement earrings for a banquet or wedding!

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Dual adjustable spaghetti straps 
    • Strapless or adhesive bra recommended
    • Back zipper and hook-eye closure
    • Form-hugging, slim silhouette
    • High-cut side slit, long length
    • Sequin-scroll, mesh-lined fabric, minimal stretch, fits true to size

    Style Number/Barcode: 05002-2577

    Category Name: $20 & Under Sale

    Price: $14.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Marble Mesh Bodycon Dress

    This alluring marble mesh bodycon dress will draw all the attention your way! It features a square neckline, sheer long fitted sleeves, a short, curve-hugging silhouette, and an all-over marble swirl pattern. The partially lined mesh fabric offers plenty of stretch. Style with platform heels.

    Fit & Features

    • Square neckline
    • Sheer long fitted sleeves
    • Mini-length hem
    • Fitted bodycon silhouette
    • Marble swirl pattern
    • Sheer mesh fabric, partial knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4863

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Finding Inspo Scoop Neck Mini Dress

    Casual to dressy, this scoop neck mini dress is perfect for creating all sorts of stylish fits! Featuring long sleeves, a bodycon silhouette, and a slight low-back neckline on ribbed knit fabric. Complete the look in a trendy shacket and booties.

    Fit & Features

    • Long sleeves
    • Scoop neck on front and back
    • Bodycon silhouette
    • Mini-length hem
    • Ribbed knit fabric, double-lined
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4100

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Call Back Mesh Ruche Short Dress

    Have the last dance in this mesh short dress and they'll definitely be calling you back the same night! This sexy dress features a sleeveless V-neckline, adjustable spaghetti straps, a ruched bust, side seams, a sheer bodice, and a bodycon silhouette. Complete your sultry look with a fab bracelet and earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Ruched bust, lightly padded
    • Sheer bodice, side ruched seams, bodycon fit
    • Mini-length hem
    • Partially lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4627

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jenelle Formal Sequin Open Back Dress

    Special Occasion

    Prepare to wow in the Jenelle formal dress adorned with a sparkling sequin scroll pattern made to captivate at your fall banquet or gala dinner! She features a sleeveless square neckline with non-slip grip lining, adjustable spaghetti straps, and a sexy open-back with lattice straps. Her curve-hugging silhouette leads to the floor-length hem with a sultry high-cut side slit. The formal long dress is composed of a mesh fabric with a knit lining and minimal stretch. Complete your dressy look with chandelier earrings and heels.

    Fit & Features

    • Sleeveless square neckline with non-slip grip
    • Adjustable spaghetti straps, lightly padded bust
    • Back zipper closure, open-back, lattice straps
    • Curve-hugging, high-cut side slit
    • Floor-length hem
    • Sequin-scroll mesh fabric, knit lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05002-2553

    Category Name: $20 & Under Sale

    Price: $14.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale