$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.

  • Instant Classic Plaid Blanket Scarf

    Keep it pretty in a plaid scarf that brings the coziness this season. The scarf features a plaid pattern, fringe hem, and composed of a soft to the touch knit fabric. Complete look with a ribbed midi dress and ankle booties.

    Fit & Features

    • Plaid print
    • Fringe hem
    • Oversized fit
    • Soft cozy knit fabric

    Style Number/Barcode: 07305-0221

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jennifer Stretch Satin Ruched Formal Dress

    Special Occasion

    Turn heads at your next soiree in our stunning Jennifer formal dress! She features a sleeveless bodice with spaghetti straps that lead to a lace-up back, a trendy cowl neckline,  and a curve-hugging mermaid silhouette with a floor-length hem. Pair this dress with rhinestone fringe earrings and a sparkly clutch to complete your gorgeous look.

    Fit & Features

    • Cowl neckline, spaghetti straps
    • Strappy back with a tie closure
    • Lower back ruched seam
    • Mermaid silhouette
    • Stretch satin fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-2774

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cutie Sherpa Button-Down Coat

    You'll be a total cozy cutie when you layer on this adorable sherpa long coat! It features a collared neckline, long sleeves, a complete button-down front, front pockets, and a relaxed and comfortable fit. Pair this jacket over faux leather leggings and style it with combat booties.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Complete button-down front
    • Front pockets
    • Long line design
    • Relaxed fit
    • Faux sherpa fabric with a smooth lining
    • No stretch

    Style Number/Barcode: 06201-0201

    Category Name: $20 & Under Sale

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Lace-Up Faux Suede Booties

    Lace-up in basic booties that bring the casual vibes. The booties feature a lace-up front, an almond toe, and a block heel. Complete look with a cardigan and distressed jeans

    Fit & Features

    • Lace-up front
    • Almond toe 
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07403-1229

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic Houndstooth Cropped Jacket

    Hey fashionista! Impress with a jacket that is so on-trend! The jacket features a houndstooth print, a collared neckline, two faux buttoned chest pockets, a multi-button down closure, and a cropped hem. Complete your look with mom jeans, a bodysuit, and combat booties.

    Fit & Features

    • Houndstooth print
    • Collared neckline
    • Long sleeves with button detailing
    • Multi-button down front
    • Faux buttoned chest pockets
    • Cropped hem
    • Woven fabric with no stretch

    Style Number/Barcode: 06204-0785

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Loving Knit Oversized Cable Knit Tunic

    We're totally loving knit tunics this season! Perf for wearing alone or layering over faux leather leggings for a chic look! The tunic features a turtle neck, cable knit design, long sleeves, and an asymmetrical hem. The tunic offers an oversized fit with a moderate stretch. Complete your look with thigh high boots!

    Fit & Features

    • Turtle neck
    • Long sleeves
    • Cable knit 
    • Asymmetrical hem 
    • Oversized fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0908

    Category Name: $20 & Under Sale

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classy Chic Faux Suede Peep Toe Mules

    Keep it classy in chic mules to dress up your workwear outfits! The mules feature an open back, a wide strap over the toe, a peep toe, and a block heel. Complete look with a blouse and pencil skirt

    Fit & Features

    • Open back
    • Wide strap over the toe
    • Peep toe
    • Block heel
    • Faux suede material 

     

    Please be advised that these mules run a 1/2 size too small.

    Style Number/Barcode: 07401-2459

    Category Name: $20 & Under Sale

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Mood Surplice Jogger Jumpsuit

    Keep it low-key in a casual jumpsuit to head out in for the girl that's always on the go. The jumpsuit features a wrap V-neckline, long sleeves, a drawstring elastic banded waist, and a skinny jogger leg. The jumpsuit is composed of a soft knit fabric that offers a relaxed fit. Complete look with chunky sneakers.

    Fit & Features

    • Wrap V-neckline
    • Long sleeves
    • Drawstring elastic banded waist
    • Skinny jogger leg
    • Soft knit fabric with moderate stretch
    • Relaxed fit

    Style Number/Barcode: 06502-0408

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The City Fleece Belted Coat

    Layer on this fleece coat for heading into the city! It features a large hood, long sleeves, an open front, a tie-front belted waist, and a mid-length hem with a relaxed fit. Pair this coat over a cropped sweater with a high waist plaid skirt for a coffee date.

    Fit & Features

    • Large hood
    • Long sleeves
    • Side pockets
    • Open front with a tie-front belted waist
    • Mid-length hem with a relaxed fit
    • Smooth fleece fabric
    • Minimal stretch

    Style Number/Barcode: 06201-0203

    Category Name: $20 & Under Sale

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Babe Knit Crop Top

    You'll be a total trendy babe in this adorable angora eyelash knit crop top! It features a sleeveless bodice with thin shoulder straps, a knot detail that can be worn in the front or back, and a cropped, form-fitting style. Pair this top with a sleek and chic ring pack.

    Shop Matching Bottoms: Trendy Babe Knit Mini Skirt

    Fit & Features

    • Thin shoulder straps
    • Knot detail
    • Cropped
    • Form-hugging fit
    • Angora eyelash knit fabric
    • Moderate stretch

    Style Number/Barcode: 06005-0815

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Babe Knit Mini Skirt

    You'll be a total trendy babe in this adorable angora eyelash knit mini skirt! It features a high waist with a short, curve-hugging fit. Pair this top with a sleek and chic ring pack.

    Shop Matching Top: Trendy Babe Knit Crop Top

    Fit & Features

    • High rise waist
    • Mini length silhouette
    • Form-hugging fit
    • Angora eyelash knit fabric

    Style Number/Barcode: 06501-0306

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zipped In Basics Cropped Jacket

    Zip up in this casually cute jacket that is perf for nailing those low-key vibes. The jacket features a zippered front, long sleeves with elastic cuffs, a hoodie, and a cropped hem with bungee drawstrings. Complete the look with a bodysuit, biker shorts, and combat boots.

    Fit & Features

    • Zippered front
    • Long sleeves with elastic cuffs
    • Hoodie
    • Cropped hem 
    • Bungee-cord drawstrings
    • Knit fabric with minimal stretch

    Style Number/Barcode: 06202-0119

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Sherpa Trucker Jacket

    Cozy on up in this trendy sherpa trucker jacket! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and a relaxed, comfortable fit. The jacket also features denim patch front pockets and denim fabric hems. Layer this must-have over your fave basic bodysuit and pair it with high rise mom jeans for a casually chic everyday 'fit.

    Fit & Features

    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned denim patch pockets
    • Denim fabric hems
    • Relaxed fit
    • Faux sherpa fabric with a knit lining
    • Moderate stretch

    Style Number/Barcode: 06201-0199

    Category Name: $20 & Under Sale

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Cutie Knit Jacket

    Zip up in this casually cute jacket for a quick coffee run! The jacket features a zippered front, a collared neckline, and a drawstring hem. The jacket is composed of a super soft brushed knit fabric that offers a relaxed fit. Complete the look with a basic tee and jeans.

    Fit & Features

    • Collared neckline
    • Zippered front
    • Long sleeves with elastic banded hems
    • Dual front pockets
    • Drawstring hem
    • Brushed knit fabric with moderate stretch
    • Relaxed fit 

    Style Number/Barcode: 06202-0118

    Category Name: $20 & Under Sale

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Basics Faux Leather Block Heel Booties

    Stack up on basic booties that add that chic touch to your fab outfits! The booties feature an around the ankle fit, a pointed toe, vertical line detail at the back of the ankle, and a block heel. The booties are composed of a faux leather material. Complete look with a boat neck sweater and high waist jeans

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Vertical line detail at the back of the ankle
    • Block heel
    • Inner zipper closure
    • Faux leather material 

    Style Number/Barcode: 07403-0511

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Right Knit Block Heel Booties

    These booties are the knit piece that you need for your layered outfit! The booties feature an around the ankle fit, an almond toe, a knit material body, and a short block heel. Complete look with a bodysuit and jeans

    Fit & Features

    • Around the ankle fit
    • Almond toe
    • Knit material body
    • Short block heel

    Style Number/Barcode: 07403-0538

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy and Chic Faux Suede Long Line Blazer

    Layer your look with a chic blazer that elevates your workwear and night out outfits alike. The blazer features a collared neckline, a drape open front, long sleeves with rolled cuff, side pockets, and a longline length. The blazer is composed of a faux suede fabric that offers a relaxed fit with a slight stretch. Complete the look with a ribbed midi dress and ankle booties.

    Fit & Features

    • Collared neckline 
    • Draped open front
    • Long sleeves with rolled cuff
    • Side pockets
    • Longline length 
    • Faux suede fabric 
    • Relaxed fit, slight stretch 

    Style Number/Barcode: 06204-0768

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Chill Tie Dye Puffer Jacket

    Layer up in a retro puffer jacket that brings those good vibes to your cold-weather outfits! The jacket features a mock neck, a tie-dye print, long sleeves, a zippered front, side pockets, and bungee drawstrings at the hem. Complete the look with a beanie and sweater.

    Fit & Features

    • Mock neck
    • Tie-dye print
    • Zippered front 
    • Long sleeves
    • Side pockets
    • Lined nylon fabric
    • Relaxed fit, slight stretch 

    Style Number/Barcode: 06201-0160

    Category Name: $20 & Under Sale

    Price: $17.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Poised Tweed Belted Coat

    Layer on a chic vibe that will have you looking stylish and poised in this tweed coat! It features a lapel collar, long sleeves, a tie front belted waist, lined side pockets, and a mid-length, relaxed fit. Pair this coat with dress pants and heels for an elevated workwear look.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Tie front belt
    • Lined side pockets
    • Mid-length, relaxed fit
    • Tweed fabric with a smooth lining
    • No stretch

    Style Number/Barcode: 06201-0134

    Category Name: $20 & Under Sale

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Trendy Reversible Shacket

    Be the trendy member of your squad in this adorable cozy shacket! It has a reversible design, with a corduroy fabric on the exterior and a soft woven flannel fabric on the interior. The jacket features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, top buttoned pockets on the exterior, and lower front pockets on the interior. Layer this relaxed-fitting shacket over a knit mini dress and pair it with chunky sneaks.

    Fit & Features

    • Reversible style
    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned pockets on the exterior
    • Lower front pockets on the interior
    • Corduroy and woven flannel fabrics with no stretch

    Style Number/Barcode: 06204-0700

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Girl Ribbed Knit Cropped Sweater

    Ooo, she's a trendy girl! Showcase your chic style in this ribbed knit cropped sweater! It features a high crew neckline, long fitted sleeves, a cropped, form-hugging fit, and a banded hem with sultry side cut outs. Pair this top with a high waist faux leather skirt and thigh-high boots for an edgy vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Form-hugging fit
    • Banded hem with side cut outs
    • Ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0889

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Chic Vibes Faux Leather Pants

    Get major sleek and chic vibes when you style up these faux leather pants! They feature a high rise elastic banded waist, trendy front pockets, and a tapered leg fit. Pair these pants with a bodysuit and clear mules for the perfect happy hour look.

    Fit & Features

    • High rise elastic banded waist
    • Back zipper and hook and eye closure
    • Front pockets
    • Tapered leg fit
    • Pu fabric with moderate stretch

    Style Number/Barcode: 06402-0294

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Waist Plaid Shorts

    Cinch your waist in these chic shorts! The shorts feature a plaid pattern. a high rise waist, a tie waist belt with loops. and a cheeky bottom. Complete look with a basic bodysuit

    Fit & Features

    • High rise waist
    • Tie waist belt with loops
    • Plaid print
    • Cheeky bottom
    • Stretchy lightweight woven fabric 

    Style Number/Barcode: 06403-0138

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Fashionista Faux Fur Vest

    You'll be a total chic fashionista when you layer on this adorable faux fur vest! It features an open front with multiple hook and eye closures, a mid-length hem, and a relaxed fit. Wear this vest over a long sleeve bodysuit with dark wash denim for the perf trendy winter-time vibe.

    Fit & Features

    • Sleeveless
    • Open front with multiple hook and eye closures
    • Lined pockets
    • Mid-length hem
    • Relaxed fit
    • Soft faux fur fabric with a smooth nylon lining
    • No stretch

    Style Number/Barcode: 06201-0137

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance