$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.

  • Keepin' Knit Cute Ruched Mini Dress

    Keep your 'fit cute and stylish in this knit mini dress! It features a crew neckline, long fitted sleeves, a high waist seam, front ruched detailing with dual adjustable drawstrings at the hem, and a short, curve-hugging silhouette. Pair this dress with chunky sneaks for a casual feel, or dress it up with heels and a layered necklace.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • High waist seam
    • Front ruched detailing
    • Dual adjustable drawstrings at the hem
    • Short, form-hugging fit
    • Brushed knit fabric with plenty of stretch

    Style Number/Barcode: 05102-1047

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jen Formal A-Line Velvet Dress

    Special Occasion

    Mesmerize from the moment you enter the room in the Jen formal velvet dress! She features a sleeveless V-neckline, a double row of adjustable spaghetti straps, and a partially open back. Her relaxed fit bodice leads to a sweeping A-line silhouette accented with side pockets and a high slit. The dress is composed of a lined velvet fabric that offers a form-hugging fit with a moderate stretch. Complete the look with chrome heels a rhinestone choker.

    Fit & Features

    • Sleeveless V-neckline
    • Double-row of adjustable spaghetti straps
    • A-line silhouette
    • Side pockets
    • High slit
    • Velvet fabric
    • Form-hugging fit, moderate stretch

    Style Number/Barcode: 05002-1127

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux-Ever Fabulous Cropped Jacket

    You'll always look fab when you layer on this adorable faux fur jacket! It features a collarless neckline, long sleeves, an open front, and a cropped hem. Pair this jacket with heeled booties for a stylish 'fit.

    Fit & Features

    • Collarless neckline
    • Long sleeves
    • Open front
    • Cropped
    • Faux fur fabric with a smooth lining
    • No stretch

    Style Number/Barcode: 06201-0180

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy and Chic Nylon Puffer Booties

    Keep it cozy and chic in trendy booties that are perf for your cold-weather outfits. The booties feature an around the ankle fit, a lace-up front, a padded nylon body, an almond toe, and a lug sole. Complete look with a sweater and beanie.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Padded nylon body
    • Lug sole
    • Low block heel

    Style Number/Barcode: 07403-0512

    Category Name: $20 & Under Sale

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Faux Fur Moto Style Jacket

    This faux fur moto style jacket will add a chic touch to your everyday fall and winter look! It featues a lapel collar, an asymmetric zip front, and a form-fitting style. Pair this jacket over a ribbed knit mini dress and add on heeled booties for a perf 'fit to go hang with the squad.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Asymmetric zip front
    • Front zippered faux pocket
    • Strap detailing at hem with snap buttons
    • Form-fitting style
    • Faux fur fabric with a smooth lining and no stretch

    Style Number/Barcode: 06201-0127

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty And Posh Tweed Blazer

    Look oh-so-pretty and posh in this chic tweed blazer! It features a lapel collar, long sleeves, button detailing on each side, and a tapered fit. Layer this blazer over a basic bodysuit and pair it with high rise jeans to elevate your everyday look.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Button detailing on each side
    • Inner button closure
    • Tapered fit
    • Tweed fabric with a smooth lining
    • No stretch

    Style Number/Barcode: 06204-0786

    Category Name: $20 & Under Sale

    Price: $26.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist Detail Off The Shoulder Top

    Add a stylish vibe to your casual everyday look with this off the shoulder top! It features long loose dolman style sleeves with tapered hems, a twist front detail, and a mid-length hem with a relaxed fit. Pair this top with dark wash skinny jeans and heeled booties.

    Fit & Features

    • Off the shoulder neckline
    • Long dolman sleeves
    • Twist front detail
    • Mid-length hem
    • Relaxed fit
    • Ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06001-3077

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Button-Up Belted Shacket

    Layer on this trendy shacket for a casual and cute look this winter season! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, a tie front belted waist, and a relaxed and comfortable fit. Pair this shacket with a cute crop top and high rise mom jeans.

    Fit & Features

    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned pockets
    • Tie front belted waist
    • Relaxed fit
    • Faux wool fabric with minimal stretch

    Style Number/Barcode: 06201-0194

    Category Name: $20 & Under Sale

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake-Embossed Faux Leather Block Heel Booties

    Style up your casual 'fit with these chic block heel booties! They feature an above the ankle design with a trendy V cut, a pointed toe, sturdy block heel, and inner zipper closure. The booties are composed of a smooth PU material with a snake-embossed print on the back and the heel. Pair these booties with a graphic tee and mom jeans.

    Fit & Features

    • Above the ankle design with a V cut
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • PU material
    • Black Booties: large snake-embossed print
    • White Booties: small snake-embossed print

    Style Number/Barcode: 07403-0519

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Plaid Oversized Shacket

    Layer on this cozy plaid shacket to add a trendy vibe to your casual everyday look! It features a collared neckline, a complete button-down front, long sleeves with single buttons to cuff, and a relaxed, oversized fit. Pair this adorable shacket with light wash denim and combat booties.

    Fit & Features

    • Collared neckline
    • Complete button-down front
    • Top pockets
    • Long sleeves with single buttons to cuff
    • Oversized fit
    • Plaid print
    • Woven fabric with no stretch

    Style Number/Barcode: 06204-0721

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Fierce Snake Print Bodysuit

    You'll be feelin' fierce and fashionable in this trendy snake print bodysuit. It features a wrap front deep V neckline with a small button closure, shoulder pads, sheer long fitted sleeves, a high waist, and a thong bottom with dual snap button closures. Pair this bodysuit with high rise faux leather joggers and strappy heels for a night out.

    Fit & Features

    • Wrap front V neckline with a button closure
    • Shoulder pads
    • Sheer long fitted sleeves
    • High waist
    • Thong bottom with dual snap button closures
    • Sheer mesh fabric with a knit lining and plenty of stretch
    • Snake print

    Style Number/Barcode: 06001-2967

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Luxe Satin Corset Crop Top

    You'll feel so luxe in this satin corset crop top! It features a flattering sweetheart neckline with flowy sheer chiffon puff sleeves with elastic banded hems and a form-fitting corset top. Pair it with high waist joggers for a casual-chic vibe.

    Fit & Features

    • Padded sweetheart neckline
    • Tank-like shoulder straps
    • Long flowy sheer chiffon sleeves with elastic banded hems
    • Form-fitting corset top
    • Front hook and eye closures
    • Cropped
    • Satin-like fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1051

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep Knit Cozy Mini Sweater Dress

    Keep your look cozy and chic in this mini sweater knit dress! It features a trendy mock neckline, long fitted sleeves, and a short, curve-hugging silhouette. Pair this dress with thigh-high boots for an adorable date night 'fit.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Front seam detailing
    • Short, form-hugging fit
    • Sweater knit fabric with moderate stretch

    Style Number/Barcode: 06005-0717

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Stunner Belted Trench

    Yes babe, showcase your stunning style in this chic trench! It features a lapel collar, long sleeves, a belted waist with a D-ring buckle, and a relaxed fit with a  mid-length hem. Layer this coat over a mini dress and pair it with thigh-high boots for the perf holiday party look!

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Open front
    • Belted waist with a D-ring buckle
    • Side pockets
    • Relaxed fit
    • Crepe woven fabric with moderate stretch

    Style Number/Barcode: 06204-0751

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Coin Charm Layered Necklace

    Accessorize your casual everyday 'fit with this chic layered necklace! It features two rows of different chains, the shorter row showcasing a textured ring charm and the long row featuring a center textured coin charm. Pair this necklace with a stylish crossbody to complete your look!

    Fit & Features

    • Two-row layered chain link necklace
    • Ring and coin charms
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07002-0636

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Chic Knot Detail Heaband

    Get a pretty boho-chic vibe when you accessorize with this adorable headband! It features a top knot detail and a woven fabric with an all-over butterfly print. Pair this headband with a casual dress and chunky sneaks.

    Fit & Features

    • Top knot detail
    • Woven fabric
    • Butterfly print

    Style Number/Barcode: 07006-0209

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fab Faux Fur Shoulder Bag

    Give your look a fabulous vibe when you accessorize with this trendy faux fur shoulder bag! It features a removable faux fur shoulder strap, a top zipper closure, and a removable faux fur puff keychain. Pair this bag with a basic ribbed knit mini dress and heeled mules.

    Fit & Features

    • Removable faux fur shoulder strap
    • Top zipper closure
    • Gold metal hardware
    • Removable faux fur puff keychain
    • Faux fur material on the exterior with a smooth lined interior

    Style Number/Barcode: 07203-0455

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carissa Formal Open Back Sequin Mini Dress

    Special Occasion 

    Shimmer in a formal sequin mini dress that dazzles under the spotlight. The Carissa formal sequin dress features a crew neckline, cap sleeves with shoulder pads, and a mini-length silhouette with slightly ruched side seams. The back features a daring keyhole cutout with single-button closure. The mini dress is composed of a sequin-adorned lined mesh fabric that offers a form-hugging fit with slight stretch. Complete the look with rhinestone stilettos and a dainty rhinestone bracelet.

    Fit & Features

    • Crew neckline, cap sleeves, shoulder pads
    • Adhesive bra recommended 
    • Keyhole cutout, back zipper closure
    • Subtle ruched side seams
    • Mini-length silhouette
    • Lined sequin-knit fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05001-0523

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy And Casual Peplum Sweater

    Get a cozy and casual look, perf for every day, in this adorable sweater! It features a wrap front and back, long blouson sleeves with ribbed hems, and a cute peplum hem. Pair this sweater with high rise jeans and gold hoop earrings.

    Fit & Features

    • Wrap front and back
    • V neckline
    • Back strap detail
    • Long blouson sleeves with ribbed hems
    • Peplum hem
    • Knit fabric

    Style Number/Barcode: 06005-0784

    Category Name: $20 & Under Sale

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Glamour Open Back Satin Top

    Bring sleek glamour in this top that is perf for your next date night! The top features a mock neck, a keyhole at the bust, long sleeves, and a stunning open back design with tie straps. The top is composed of a sleek satin-like fabric that offers a form hugging fit with minimal stretch. Complete look with jeans and mules

    Fit & Features

    • Mock neck
    • Keyhole at the bust
    • Long sleeves
    • Open back design with tie back straps
    • Cropped hem
    • Satin-like fabric
    • Form hugging fit, minimal stretch 

    Style Number/Barcode: 06003-1063

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poised and Professional Houndstooth Cropped Blazer

    Keep it chic and professional in a blazer that stuns. The blazer features a houndstooth print, a collared neckline, long sleeves, a double-breast button closure, and a cropped hem. Complete look with a bustier and jeans for a casual vibe. 

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Houndstooth print
    • Double-breast button closure
    • Cropped hem
    • Lined woven fabric with no stretch

    Style Number/Barcode: 06204-0783

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Good Faux Suede Block Heel Booties

    These booties bring major feel good vibes to your layered outfits! The booties feature an around the ankle fit, a back zipper closure, a pointed toe, and a low block heel. Complete look with a ribbed midi dress and moto jacket.

    Fit & Features

    • Around the ankle fit
    • Back zipper closure
    • Pointed toe
    • Low block heel
    • Faux suede material

    Style Number/Barcode: 07403-0526

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Stunner Faux Leather Crossbody

    Create a head-turning statement in a crossbody that brings the chic factor to your look! The crossbody features a large rounded body with scrunched detailing, chunky chain link handles and composed of a faux leather material. Complete look with a long sleeve mini dress and mules

    Fit & Features

    • Large rounded body 
    • Scrunched detailing
    • Chunky chain link handles
    • Detachable shoulder strap 
    • Faux leather material 

    Style Number/Barcode: 07203-0471

    Category Name: $20 & Under Sale

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Chic Box Clutch

    Stay on-trend, girl! Keep all your essentials close to you in this cute box clutch. The clutch features a clear box design, a top fasten closure, and a chain shoulder strap. Clutch is composed of a hard acrylic material. Complete the look with joggers and a crop top for a casual vibe. 

    Fit & Features

    • Clear box design 
    • Top fasten closure
    • Chain shoulder strap
    • Composed of a hard acrylic material 

    Style Number/Barcode: 07203-0423

    Category Name: $20 & Under Sale

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale