$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.

  • Basic Ribbed Knit Tie Waist Top

    Wrap yourself in a chic ribbed top to pair with your favorite high waist jeans for an effortlessly casual outfit. The top features a plunging wrap V-neckline, long sleeves, and a cropped hem with a tie waist accent. The top is composed of a ribbed knit that offers a form hugging fit with a moderate.

    Fit & Features

    • Wrap V-neckline
    • Long sleeves
    • Cropped hem
    • Tie waist belt
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 06001-2961

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit High Waist Leggings

    Step up your loungewear game in these adorable high waist leggings! They feature a high rise elastic banded waist and tapered pant legs with a form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch for comfortable wear. Pair these leggings with fuzzy slippers for the perf cozy look.

    Shop Matching Top: Ribbed Knit Henley Crop Top

    FIt & Features

    • High rise elastic banded waist
    • Tapered pant legs
    • Form-hugging fit
    • Ribbed knit fabric with plenty of stretch

    Style Number/Barcode: 06502-0466

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Fashionista Over The Knee Boots

    Showcase your chic fashionista side in these faux suede over the knee boots! They feature a sturdy block heel and a back tie detail. Pair these boots with a cute ribbed knit mini dress for a casual date night.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Block heel
    • Inner zipper closure
    • Back tie detail
    • Faux suede material

    Style Number/Barcode: 07402-0212

    Category Name: $20 & Under Sale

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Henley Crop Top

    Step up your loungewear game in this adorable henley crop top! It features fitted long sleeves, a partial snap button front, and a cropped, form-hugging fit with a twisted detail at the front hem. The lightweight ribbed knit fabric offers plenty of stretch for comfortable wear. Pair this top with fuzzy slippers for the perf cozy look.

    Shop Matching Bottoms: Ribbed Knit High Waist Leggings

    Fit & Features

    • Scoop neckline
    • Partial snap button front
    • Long fitted sleeves
    • Cropped with a twisted detail at front hem
    • Form-hugging fit
    • Ribbed knit fabric with plenty of stretch

    Style Number/Barcode: 06002-0636

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched Stunner One Shoulder Midi Dress

    Stun in a one-shoulder dress that brings the charm to your next night out. The dress features a one-shoulder neckline, a tank strap, a ruched side seam, and a midi length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • One-shoulder neckline
    • Tank strap 
    • Ruched side seam
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05101-0912

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On Point 50 and 50 Leopard Stiletto Booties

    Keep your look on point with these fierce booties! The booties feature an around the ankle fit, the front is lined with a leopard print, and the back is lined with a solid black hue. Complete your look with a ribbed black dress.

    Fit & Features

    • Around the ankle fit
    • Front lined with a leopard print 
    • The back is lined with solid black print
    • Inner zipper closure
    • Pointed toe 
    • Stiletto heel 

    Style Number/Barcode: 07403-0413

    Category Name: $20 & Under Sale

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Plaid Pajama Crop Top

    Keep it classic in a plaid pajama crop top this is perfect for those chilly nights. The leggings feature a scoop neckline, long sleeves, a plaid print, and a cropped hem. Complete your cozy night in look with the matching pajama and fuzzy slides.

    Shop Matching Pajama Leggings: Classic Plaid Pajama Leggings

    Fit & Features

    • Scoop neckline
    • Long sleeves
    • Plaid print
    • Flannel knit fabric
    • Relaxed fit, minimal stretch
    • Matching pajama leggings sold separately

    Style Number/Barcode: 07103-0421

    Category Name: $20 & Under Sale

    Price: $12.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Sleeve Stripped Pajama Top

    Stun in a striped pajama top for a cozy night in. The pajama top features a high round neckline, long sleeves with a lettuce-edge hem, a striped pattern, and a cropped hem. Complete your look with the matching pajama shorts and fuzzy slides.

    Shop Matching Pajama Shorts: High Waist Striped Pajama Shorts

    Fit & Features

    • High round neckline
    • Long sleeves with lettuce-edge hem
    • Striped pattern
    • Cropped hem
    • Textured cotton knit fabric
    • Relaxed fit, moderate stretch
    • Matching shorts sold separately

    Style Number/Barcode: 07103-0476

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Striped Pajama Shorts

    Stun in striped pajama shorts for a cozy night in. The pajama shorts feature a high rise waist, a striped pattern, and a cheeky fit with a lettuce-edge hem. Complete your look with the matching pajama top and fuzzy slides

    Shop Matching Pajama Top: Long Sleeve Striped Pajama Top

    Fit & Features

    • High rise waist
    • Striped pattern
    • Cheeky fit
    • Lettuce-edge hem
    • Textured cotton knit fabric
    • Relaxed fit, moderate stretch 
    • Matching top sold separately 

    Style Number/Barcode: 07103-0477

    Category Name: $20 & Under Sale

    Price: $13.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sassy Faux Fur Leopard Print Vest

    Look ever-so-sassy in this adorable leopard print vest! It features a relaxed fit and is made of a soft faux fur fabric with a smooth lining. Layer this vest over your fave LBD and add on a layered lariat necklace for a fab and fierce look.

    Fit & Features

    • Sleeveless
    • Relaxed fit
    • Allover leopard print
    • Lined side pockets
    • Faux fur fabric
    • Smooth lining
    • No stretch

    Style Number/Barcode: 06201-0176

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic In Plaid Belted Coat

    Layer on this adorable plaid belted coat for a chic look, perfect for a fashionista like you! It features a lapel collar, a mid-length hem, and a tie front belted waist. Pair this coat with a mock neck top for an elevated 'fit you can wear to the office.

    Shop Matching Bottoms: Chic In Plaid Mini Skirt

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Tie front belted waist
    • Lined side pockets
    • Mid-length hem
    • Allover plaid print
    • Brushed polyester fabric with no stretch

    Style Number/Barcode: 06201-0165

    Category Name: $20 & Under Sale

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Alert Hook Fasten Mesh Bodysuit

    Trend alert! Stand out in a bodysuit that brings the glam factor for your next night out! The bodysuit features a collared neckline, slightly padded cups, long sleeves, faux chest pockets, and a multi-hook and eye closure that leads from the center of the bodice. Complete look with high waist jeans.

    Fit & Features

    • Collared neckline
    • Long sleeves with single-button cuff
    • Faux chest pockets
    • Partially sheer mesh bodice
    • Multi-hook and eye closure that leads from center to snap button closure 
    • Thong bottom with dual snap button closure 
    • Form hugging fit, with moderate stretch 

    Style Number/Barcode: 06003-1113

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Two Tone Chenille Boat Neck Sweater

    Layer on this chic chenille sweater for an adorable everyday winter 'fit! It features a flattering boat neckline with long, wide dolman-style sleeves, a mid-length relaxed fit, and a two tone contrasting color block pattern. Pair this sweater with dark wash denim and heeled booties.

    Fit & Features

    • Boat neckline
    • Long, wide dolman-style sleeves
    • Mid-length hem
    • Relaxed fit
    • Two tone contrasting pattern
    • Soft chenille fabric
    • Moderate stretch

    Style Number/Barcode: 06005-0683

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Twist Knot Cotton Knit Top

    Give your basic tee a trendy twist with a cute knot! The tee features a crew neckline, quarter length sleeves with shoulder pads, a twist knot hem. The tee shirt is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with trendy biker shorts.

    Fit & Features

    • Crew neckline
    • Shoulder pads
    • Quarter-length sleeves
    • Twist knot hem
    • Cotton knit fabric 
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06002-0681

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Hook Up Faux Leather Corset Top

    Get hooked to this edgy top for your next night out outfit! The top features a sleeveless square neckline, tank-like straps, and a corset-like bodice with a hook and eye fasten closure. The top is composed of a faux leather fabric that offers a form-hugging fit with a slight stretch. Complete look with high waist leggings.

    Fit & Features

    • Sleeveless square neckline
    • Tank-like straps
    • Corset-like bodice
    • Cropped hem 
    • Lined faux leather fabric
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1107

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Appeal Crepe and Lace Mini Dress

    Make a sweet appeal in a lace dress that stuns. The dress features a partially lined floral lace bodice, sheer long sleeves, a sweetheart neckline, and a crepe mini-length silhouette. Complete your night out look with a sleek pair of mules

    Fit & Features

    • Partially lined floral bodice
    • Sheer long sleeves
    • Sweetheart neckline
    • Crepe mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 05101-0892

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning And Sultry Sweetheart Mini Dress

    Create a stunning and sultry look in this gorgeous sweetheart mini dress! It features a sleeveless bodice with spaghetti straps, a mini length silhouette and a curve-hugging fit. Pair this dress with a faux leather jacket for a girl's night out.

    Fit & Features

    • Spaghetti straps
    • Sweetheart neckline with seam detailing at the bust
    • V back
    • Short, form-hugging fit
    • Ribbed knit fabric with plenty of stretch

    Style Number/Barcode: 05102-1039

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic And Chic Leopard Print Coat

    Keep your look classic and chic by layering on this adorable leopard print coat! It features a lapel collar, long sleeves, and a mid-length, form-fitting style. Pair this jacket over a little black dress for a fab fall night out.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Lined pockets
    • Mid-length, form-fitting style
    • Allover leopard print
    • Brushed polyester fabric

    Style Number/Barcode: 06201-0187

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sequin Snake Print Square Neck Crop Top

    Give your look a sassy vibe in this trendy snake print crop top! It features a flattering square neckline, a form-fitting cropped hem, and allover clear sequin detailing. Pair this top with high rise denim for a casual everyday 'fit you can wear to hang with your squad.

    Fit & Features

    • Square neck
    • Tank-like shoulder straps
    • Form-hugging fit
    • Cropped
    • Allover snake print with clear sequin detailing
    • Knit fabric with moderate stretch

    Style Number/Barcode: 06001-2951

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Velvet Strappy Back Mini Dress

    Keep your look luxe for the winter season in this gorg velvet mini dress! It features a deep V neckline with a sultry strappy back and a short, curve-hugging silhouette. Pair this dress with a rhinestone lariat necklace to add a glam touch to your holiday party 'fit.

    Fit & Features

    • Deep V neckline
    • Dual spaghetti straps that lead to a strappy back
    • Short, form-hugging fit
    • Velvet fabric

    Style Number/Barcode: 05103-3691

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish And Smocked Puff Sleeve Top

    Elevate your everyday casual style in this stylish and smocked top! It features trendy puff sleeves, a stretchy smocked waist detail, and a mid-length, form-hugging fit. Pair this top with high rise distressed denim for an effortless look.

    Fit & Features

    • Long puff sleeves with elastic banded hems
    • Scoop neckline
    • Pleated detailing at bust
    • Stretchy smocked waist
    • Mid-length, form-hugging fit
    • Stretchy ribbed knit fabric

    Style Number/Barcode: 06001-2862

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Shoulder Long Sleeve Ribbed Knit Top

    Elevate your casual everyday 'fit with this adorable ribbed knit top! It features a flattering off the shoulder neckline with fitted long sleeves and cute merrow edge hems. Pair this top with your favorite pair of denim and heeled booties.

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Mid-length, form-fitting style
    • Merrow edge hems
    • Ribbed knit fabric

    Style Number/Barcode: 06001-2823

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Snake Print Ruched Mini Dress

    Keep it sassy in a snake print mini dress that hypnotizes them all. The dress features a sleeveless square neckline, a trendy snake print, ruched side seams, and a mini length silhouette. Pair your dress with chic hoops and a cute wristlet

    Fit & Features 

    • Sleeveless square neckline
    • Spaghetti straps
    • Snake print
    • Ruched side seams
    • Smooth knit fabric
    • Form hugging fit 
    • Moderate stretch 

    Style Number/Barcode: 05102-0945

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Pointed Toe Block Heel Boots

    Stun in these chic faux suede over the knee boots! They feature a trendy pointed toe and a sturdy block heel. Pair these boots with a fitted sweater dress and add on a chunky knit beanie for the perf winter date night look.

    Fit & Features

    • Fitted over the knee design
    • Pointed toe
    • Block heel
    • Back zipper closure
    • Faux suede material

    Style Number/Barcode: 07402-0246

    Category Name: $20 & Under Sale

    Price: $12.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance