$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.

  • Major Babe Off The Shoulder Sweater Dress

    Showcase your major babe status in this chic sweater dress! It features an off the shoulder neckline with a fold-over detail, long fitted sleeves, and a mini length, curve-hugging silhouette. Pair this dress with thigh-high boots for an adorable date night look.

    Fit & Features

    • Off the shoulder neckline
    • Fold-over detail
    • Long fitted sleeves
    • Short, form-hugging fit
    • Angora knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0811

    Category Name: $20 & Under Sale

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Distressed And Chic Chenille Sweater

    Add a little edge to your everyday look with this chic distressed chenille sweater! It features a V neckline, long dolman-style sleeves, and a trendy destructed hem. Pair this sweater with faux leather joggers and heeled booties for a cozy holiday party 'fit.

    Fit & Features

    • V Neckline
    • Long dolman sleeves
    • Destructed hem
    • Relaxed fit
    • Chenille knit fabric with minimal stretch

    Style Number/Barcode: 06005-0802

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Chic Twist Back Chenille Sweater

    Give your everyday 'fit a casually chic look by layering on this adorable chenille sweater! It features a V neckline, long dolman style sleeves, a partially open back with a back strap at the top, and a twist back detail. Pair this sweater with jeans and ankle booties.

    Fit & Features

    • V neckline
    • Long dolman sleeves
    • Partially open back
    • Back strap at the top
    • Twist back detail
    • Chenille knit fabric with no stretch

    Style Number/Barcode: 06005-0695

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lattice Back Oversized Pullover Sweater

    Layer on this adorable oversized pullover sweater for a comfy-cozy look! It features a V neckline, long dolman-style sleeves, a lattice back detail, and a mid-length hem with an overall relaxed fit. Pair this sweater with dark wash denim and heeled booties for the perf everyday winter look.

    Fit & Features

    • V neckline
    • Long dolman sleeves
    • Lattice back detail
    • Mid-length hem
    • Relaxed, oversized fit
    • Knit fabric with moderate stretch

    Style Number/Barcode: 06005-0773

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Ribbed Eyelash Knit Sweater

    Casually slay your everyday 'fit in this adorable ribbed eyelash knit sweater! It features an off the shoulder neckline with long fitted sleeves and a form-hugging fit with a cropped hem. Pair this top with distressed denim and chunky sneaks.

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Cropped
    • Form-hugging fit
    • Ribbed eyelash knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0854

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Babe Faux Suede Block Heels

    A basic block heel is a style staple that every babe needs! Perfect for dressing up with your formal outfits or chic workwear outfits, a block heel is a must! The heels feature an adjustable ankle strap with a closed-back, an open square toe with a single strap, and a sturdy block heel. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open square toe
    • Single strap over the toe
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2621

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Alert Over The Knee Block Heel Boots

    You'll be a major trendsetter in these bold over the knee block heel boots! They feature a peep toe, closed back, a sheer netted front with a neon orange zipper, neon orange seam detailing, faux suede side paneling, and a faux leather back with a chic cut out. Let these boots be the statement of your 'fit by pairing them with a simple little black dress.

    Fit & Features

    • Over the knee design
    • Almond peep toe
    • Closed back
    • Block heel
    • Sheer netted front with zipper
    • Faux suede side paneling
    • Faux leather back with top cut out

    Style Number/Barcode: 07402-0296

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classically Chic Off The Shoulder Jumpsuit

    Give your LBD a break and style up this classically chic jumpsuit for your next night out! It features an off the shoulder sweetheart neckline with short sheer mesh sleeves, a padded bust with ruched detailing, a flattering high waist, and flowy pant legs for an elongated look. Pair this jumpsuit with a rhinestone clutch to complete your gorgeous ensemble.

    Fit & Features

    • Off the shoulder sweetheart neckline
    • Short sheer mesh sleeves
    • Padded sheer mesh lined bust with ruched detailing
    • Front hook and eye closures
    • Back zipper and hook and eye closure
    • High waist leading to flowy pant legs
    • Knit fabric with moderate stretch

    Style Number/Barcode: 06502-0350

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lead With Style Cargo Detail Leggings

    Lead your squad with style in these trendy cargo detail leggings! They feature a high rise waist, cargo-style side pockets, and a tapered fit. Pair these leggings with a faux leather jacket and chunky sneaks.

    Fit & Features

    • High rise waist
    • Cargo-style side pockets
    • Tapered fit
    • Soft knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06502-0415

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cargo Jogger Sweatpants

    Add these cozy jogger sweatpants to your loungewear collection! They feature a high rise elastic banded waist with a front drawstring, large cargo-style pockets, and a relaxed fit with a tapered jogger hem. Pair these soft knit sweatpants with some fuzzy faux fur slippers to stay in or chunky sneakers for a casual day out.

    Fit & Features

    • High rise elastic banded waist
    • Front drawstring
    • Cargo-style pockets
    • Relaxed fit
    • Tapered jogger hem
    • Soft knit fabric
    • Moderate stretch

    Style Number/Barcode: 06502-0455

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beaded Sequin Beauty Cropped Bustier

    You'll look like a total beauty this holiday season in this stunning cropped bustier! It features removable and adjustable spaghetti straps, a sweetheart neckline with lined, padded, and structured cups, a sheer lace back with hook and eye closures, a sheer lace front, and an intricate beaded and sequin front design. Pair this bustier with high rise faux leather joggers for an edgy, sexy vibe.

    Fit & Features

    • Removable and adjustable spaghetti straps
    • Sweetheart neckline
    • Lined, padded, and structured cups
    • Sheer lace back with hook and eye closures
    • Sheer lace front
    • Beaded and sequin front design
    • Cropped, form-fitting style

    Style Number/Barcode: 06003-1095

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Cozy Basic Joggers

    Get an effortless, casual, and cozy look in these basic joggers! They feature a high rise elastic banded waist with a front adjustable drawstring, slanted zippered front pockets, and a relaxed fit with a tapered jogger hem. Pair these joggers with chunky sneakers for a perf look for a girl on the go like you!

    Shop Matching Jacket: Casually Cozy Zip Front Jacket

    Fit & Features

    • High rise elastic banded waist
    • Front adjustable drawstring
    • Slanted zippered front pockets
    • Relaxed fit
    • Tapered jogger hem
    • Knit fabric with soft lining and moderate stretch

    Style Number/Barcode: 06502-0493

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spot Me Out Leopard Print Pajama Romper

    Get spotted in this cozy pajama romper that is chic and comfy enough to lounge in. The romper features a leopard print, a plunging V-neckline with button-down closure, long sleeves, and fitted cheeky shorts. Complete your look with fuzzy slippers.

    Fit & Features

    • Leopard print
    • Plunging V-neckline
    • Button-down closure
    • Long sleeves
    • Fitted cheeky shorts
    • Knit fabric with plenty of stretch
    • Form-hugging fit

    Style Number/Barcode: 07103-0487

    Category Name: $20 & Under Sale

    Price: $14.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual-Chic Plaid Jacquard Joggers

    Give your everyday look a casual-chic vibe by styling up these plaid jacquard joggers! They feature a high rise elastic banded waist with a front drawstring, slanted front pockets and faux back pockets, and a tapered leg fit. Pair these pants with combat booties for the perf look for this season.

    Fit & Features

    • High rise elastic banded waist
    • Front drawstring
    • Slanted front pockets
    • Faux back pockets
    • Tapered leg fit
    • Plaid print
    • Jacquard woven fabric with minimal stretch

    Style Number/Barcode: 06402-0292

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All The Deets Lace Up Block Heels

    Lace-up in these chic block heels for your next night out! The heels feature an open back, lace-up straps, a square toe with a single strap over the toe, and a narrow block heel. The heels are composed of faux suede material. Complete look with a faux leather mini dress

    Fit & Features

    • Open-back 
    • Lace-up straps
    • Open square toe with a single strap over the toe 
    • Narrow block heel
    • Faux suede material

    Style Number/Barcode: 07401-2529

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Stunner Pinstripe Suspender Skirt

    Showcase a stunning look in this trendy pinstripe suspender skirt! It features long spaghetti straps with a short, curve-hugging fit and a side slit. Pair this skirt with a basic bodysuit and booties.

    Fit & Features

    • Long spaghetti straps
    • Short, form-hugging fit
    • Side slit
    • Woven fabric
    • Moderate stretch
    • Pinstripe pattern

    Style Number/Barcode: 06401-0300

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Cozy Zip Front Jacket

    Get an effortless, casual, and cozy look in this chic jacket! It features a mock neckline with an adjustable drawstring with gold metal hardware, a complete zip front, long loose dolman style sleeves, and a mid-length, relaxed fit. Pair this jacket with chunky sneakers for a perf look for a girl on the go like you!

    Shop Matching Bottoms: Casually Cozy Basic Joggers

    Fit & Features

    • Mock neckline with adjustable drawstring
    • Complete zip front
    • Long dolman sleeves
    • Front zippered pockets
    • Mid-length, relaxed fit
    • Knit fabric with soft lining
    • Moderate stretch

    Style Number/Barcode: 06202-0125

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic In The City Faux Suede Trench

    Get a city-chic look in this fashionable faux suede trench! It features a lapel collar, long sleeves, a tie front belted waist, and a mid-length, relaxed fit. Layer this trench over a little black dress for a happy hour date with your squad.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Tie front belt
    • Mid-length, relaxed fit
    • Smooth faux suede fabric
    • Moderate stretch

    Style Number/Barcode: 06204-0767

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Basic Vibes Ribbed Crop Top

    Rock basic vibes in a crop top that is part cute and part casual. The crop top features a mock neckline, long sleeves, and a ladder back detail. The top is composed of a ribbed knit fabric that offers a form hugging fit with slight stretch. Complete look with high waist joggers.

    Fit & Features

    • Mock neck
    • Long sleeves
    • Ladderback design 
    • Cropped hem 
    • Ribbed knit fabric
    • Form hugging fit
    • Slight stretch 

    Style Number/Barcode: 06001-2969

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist Front Crop Top

    Add a stylish twist to your everyday crop top with this trendy piece! The top features long fitted sleeves, a twist front detail, and a cropped, form-hugging fit. Pair this soft brushed knit top with high rise jeans and chunky sneaks.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Twist front detail
    • Cropped, form-hugging fit
    • Brushed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06001-2993

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Shine Glitter Lurex Tie Waist Top

    This shimmering top is what you need to illuminate your date night. The top features a cowl neckline, cap sleeves, a tie waist hem, and composed of a lurex glitter knit fabric. Complete your look with a faux leather mini skirt.

    Fit & Features

    • Cowl neckline
    • Cap sleeves
    • Tie waist hem
    • Glitter lurex fabric
    • Form hugging fit
    • Moderate stretch

    The saturation of glitter varies. Glitter may transfer.

    Style Number/Barcode: 06001-2933

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dainty Cherry Charm Hoop Earrings

    These dainty hoop earrings will add a sweet look to your everyday 'fit! They feature small hoop earrings with dainty cherry charms. Pair these earrings with a cropped cardigan and high rise mom jeans.

    Fit & Features

    • Dainty hoop design
    • Small cherry charm
    • Omega closure

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0741

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snake Print and Clear Wristlet

    Carry your essentials close to you with this cute wristlet that is oh so trendy! The wristlet features a small clear rectangular body, a snake print fold-over closure with gold metal trim, and a snap button closure. Includes a detachable wristlet strap. 

    Fit & Features

    • Clear rectangular body
    • Snake trim fold-over closure
    • Gold metal trim
    • Snap button closure
    • Detachable wristlet strap

    Style Number/Barcode: 07201-0047

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Passion Lace-Up Bodysuit

    Show off your passion for florals in a bodysuit that brings the romance! The bodysuit features a sweetheart neckline, a lace-up front, a ruched bodice, a floral print, long blousant sleeves, and a thong bottom with a snap button closure. The bodysuit is composed of a semi-sheer lined mesh fabric that offers a form hugging fit. Complete look with high waist jeans.

    Fit & Features

    • Sweetheart neckline, slightly padded cups
    • Lace-up front
    • Long sheer sleeves
    • Ruched bodice
    • Floral print
    • Thong bottom with snap button closure 

    Style Number/Barcode: 06001-2901

    Category Name: $20 & Under Sale

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale