$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.

  • On Chic Criss Cross Faux Suede Block Heels

    Stay on chic girl in these heels that keep your look simply stunning! The heels feature an adjustable ankle strap, a criss-cross design, a double row strap detail over the toe, and a trendy block heel. Complete your look with a sweater dress and door knocker earrings. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Criss-cross design 
    • Double row strap design over the toe
    • Open almond toe
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07401-2408

    Category Name: $20 & Under Sale

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wildly Fierce Faux Suede Stiletto Booties

    Step out in these wildly fierce booties for your next girl's night out or for your next date night with bae! The booties feature an around the ankle fit, a lace-up front, wildly-inspired leopard print, and a sleek stiletto heel. Complete your look with dark wash denim jeans and a bustier.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Inner zipper closure
    • Pointed toe 
    • Leopard print
    • Sleek stiletto heel
    • Faux microsuede material 

    Style Number/Barcode: 07403-0319

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cosmopolitan Chic Belted Trench Coat

    Keep it cute and chic with a light weight trench coat! Not only perfect atop your work wear attire, but can also be dressed down with the right pair of denim and sneakers!

    Fit & Features

    • Collared neckline
    • Double breasted design
    • Button closures
    • Long sleeves
    • Tie waist belt | Long hemline
    • Lightweight material | No stretch
    • Relaxed fit | Cinched waistline

    Style Number/Barcode: 06204-0420

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dotted Devotion Belted Long Duster

    We're simply devoted to this cute duster! Layer this duster with your basic top and skinny jeans for a casually put-together look for brunch! The duster features a trendy swiss dot design, long sleeves and a belted waist with loops.

    Fit & Features

    • Draped open front
    • Swiss dot pattern
    • Belt with loops
    • Long sleeves
    • Flowy long length 

     

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0572

    Category Name: $20 & Under Sale

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cropped Denim Dreams Jacket
    We are having dreams of wearing this cropped jacket! This over sized cutie is collared and has silver large buttons. The jacket features two pockets in the front with button closures. It has a frayed hemline and the back has an elastic cinched hem. The medium colored denim material offers minimal stretch.

    Style Number/Barcode: 06203-0431

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Chic Lucite Block Heels

    Clearly these lucite block heels couldn't get any more chic. With their patent PU material and lucite swirl heel, you'll strut every step. Pair with a flirty skater dress and a sparkly clutch for a night out with your girls.

    Fit & Features

    • Open almond toe with toe strap
    • Adjustable around the ankle strap
    • Open back
    • Patent PU material
    • Clear lucite swirl design block heel

    Style Number/Barcode: 07401-2154

    Category Name: $20 & Under Sale

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Game On Bungee Lace Chunky Sneakers

    Keep it sporty in chunky sneakers that level up your streetwear style! The sneakers feature bungee laces, a round toe, a chunky textured sole, and a back strap accent at the heel. Complete your look with a matching lounge set and hoops

    Fit & Features

    • Bungee laces
    • Round toe
    • Chunky textured sole
    • Backstrap accent at the ankle
    • Pull tabs
    • Two-tone accent

    Style Number/Barcode: 07407-0166

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Encircled In Luxe Rhinestone Door Knocker Earrings

    Encircle your look with glam earrings that stun! These earrings feature a rhinestone on post and an attached circle design with mini rhinestones. Complete your look with a formal dress and sleek clutch for a luxe look. 

    Fit & Features

    • Rhinestone on post
    • Circle design 
    • Mini rhinestones

     

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

    Style Number/Barcode: 07001-0513

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Night Rhinestone Teardrop Collar and Earrings Set

    Layer your look with a collar necklace that radiates glamour for your next evening out. The set features a rhinestone collar necklace with a teardrop design and matching earrings with teardrop design. Complete your look with a formal dress and envelope clutch

    Fit & Features 

    • Teardrop design 
    • Rhinestone collar
    • Dangle detail 
    • Matching earrings 

     

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

    Style Number/Barcode: 07002-0457

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek and Chic Lace Up Stiletto Booties

    Lace-up in sleek booties for your next night out to make a stylish statement! The booties feature an around the ankle fit, a lace-up front with small grommets, a pointed toe, and a low stiletto heel. Complete your outfit with a trendy sweater dress and door knocker earrings

    Fit & Features

    • Around the ankle fit 
    • Lace-up front with small grommets
    • Inner zipper closure
    • Pointed toe
    • Low stiletto heel
    • Faux nubuck material 

    Style Number/Barcode: 07403-0317

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get Your Gleam On Rhinestone Necklace And Earrings Set

    Yes girl, get your gleam on in this gorgeous rhinestone necklace and earrings set! It features a collar necklace with marquise-shaped rhinestones and a short cascading lariat. It also includes matching marquise-shaped rhinestone duster earrings. Pair with your fave off the shoulder blouse and sleek dress pants for a pretty dinner look.

    Fit & Features

    • Two-piece set
    • Marquise-shaped rhinestone adorned necklace and earrings

    Style Number/Barcode: 07002-0489

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Rhinestone Collar Necklace And Earrings Set

    You will be radiant and gleaming in this gorgeous rhinestone necklace and earrings set! It features a rhinestone collar necklace with an intricate design and a cascading rhinestone tear drop accent. It also includes matching duster earrings with rhinestone posts with tear drop details. Pair with a strapless mini dress and some sleek heels for a stunning date night look.

    Fit & Features

    • Two-piece set
    • Rhinestone adorned necklace and earrings

    Style Number/Barcode: 07002-0490

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Palm Leaf Tube Top

    Get set for the tropics in this top that will transport you to an island fantasy. This vacation-ready tube top features a straight neckline and a tropical palm-leaf print. Complete your Insta-ready look with the matching skirt and statement earrings

    Shop Matching Maxi Skirt: Tropical Palm Leaf High Slit Maxi Skirt

    Fit & Features

    • Sleeveless straight neckline
    • Tropical palm leaf print
    • Cropped hem 
    • Smooth knit fabric, form-hugging fit
    • Runs true to size
    • Matching skirt sold separately 

    Style Number/Barcode: 06001-3491

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kailey High Rise Bermuda Shorts

    Oasis by Eunina

    Channel chic vibes in shorts that are anything but basic! The shorts feature a high rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design, and a Bermuda length. Complete look with a sleek bodysuit and strappy sandals

    Fit & Features

    • High rise waist
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design
    • Bermuda length with fringed hem
    • Light-medium acid wash
    • Form hugging fit
    • Moderate stretch 

     

    Style Number/Barcode: 06603-0144

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim Diva Sleeveless Tie Waist Jumpsuit

    Dare to impress in a denim jumpsuit that stuns for your next date night! The jumpsuit features a sleeveless plunging scoop neckline, a zippered front, a tie waist belt with belt loops and a straight leg fit with a flared hem. Complete your look with fringe earrings and wedge heels

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-like shoulder straps
    • Zippered front
    • Tie-waist belt with belt loop
    • Slant pockets
    • Straight-leg fit with a flared hem
    • Form hugging denim fabric, moderate stretch 

     

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06602-0196

    Category Name: $20 & Under Sale

    Price: $20.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Textures Sleeveless Mini Dress

    Keep it trendy in a textured dress that stuns! This head-turning date night dress features a sleeveless racer bust, a mini mock neckline, a large keyhole at the back, and is composed of textured knit fabric that enhances curves. Complete your look with strappy heels

    Fit & Features

    • Sleeveless racer bust
    • Mini mock neckline
    • Large keyhole at the back
    • Mini length silhouette
    • Textured knit fabric

    Style Number/Barcode: 05103-1915

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Side Tie Ribbed Knit Crop Top

    Yes girl, we see you, rockin' this trendy side tie knit crop top! Featuring a high neckline and a form-hugging fit, this top will pair well with some distressed mom jeans and cute heels. Perf for a casual date night out look.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped hem
    • Side drawstrings at hem
    • Ribbed knit fabric

     

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0720

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Everday Faux Suede Stacked Booties

    These booties are perfect for your every day chic outfits! Step out to grab your favorite latte or create a fab back to school outfit with these essential booties! The booties feature an around the ankle fit, goring panels for a comfortable fit, an almond toe and low stacked block heel. Complete your look with cuffed jeans and an off the shoulder top

    Fit & Features

    • Around the ankle fit with pull tabs
    • Almond toe 
    • Goring panels 
    • Low stacked block heel
    • Faux suede material

    Style Number/Barcode: 07403-0354

    Category Name: $20 & Under Sale

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • You're A Star Rhinestone Fringe Earrings

    Shine like a star in earrings that bring some serious star power! The earrings feature a rhinestone star design on post and a multi-row fringe accent. Complete your look with a sweeping satin dress and sleek stilettos.

    Fit & Features

    • Star design on post
    • Fringe detail
    • Rhinestones

     

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

    Style Number/Barcode: 07001-0510

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Diamond Girl Rhinestone Collar and Drop Earring Set

    Shine on girl in a necklace set that brings the glamour to your formal looks. The set features a collar necklace with a multi-row rhinestone design and a diamond-shaped drop detail. The matching earrings feature a drop diamond design. Complete your look with a formal dress and heels

    Fit & Features

    • Rhinestones
    • Drop collar design
    • Diamond-shaped drop detail 
    • Matching earrings with diamond drop design 

     

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

    Style Number/Barcode: 07002-0469

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashionista Moment Mini Croc Crossbody Purse

    This purse is for the fashionistas out there looking to make a chic statement! Perfect for a brunch date or fab night out, this mini purse is the one! The purse features top handles, a fold-over closure, and a mini square design. Complete your look with a sleek bodysuit and high waist jeans

    Fit & Features

    • Mini square design
    • Fold-over closure
    • Double handles
    • Detachable shoulder strap
    • Croc-embossed design 
    • Faux leather material 

    Style Number/Barcode: 07201-0043

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Staying Out Tonight Black Point Toe Booties

    Stay out  all night long with sleek polished booties! Style with a leather jacket and skinny jeans for that effortlessly trendy finish!

    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Faux leather
    • 50/50 Croc embossed | Smooth 
    • Cut out ankle fit

    Style Number/Barcode: 07403-0291

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Glen Check Woven Mini Skirt

    Chic and of the moment, this glen check woven mini skirt is a must for your fall wardrobe. It features a flattering high rise waist and a trendy double slit front detail. Wear with an off the shoulder bodysuit and some chunky sneakers for that casual cute fall look.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Double front slit detail
    • Short, curve-hugging fit
    • Glen check print
    • Woven fabric

     

    Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0252

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breanne Printed Floral Chiffon A-Line Dress

    Special Occasion

    Give our gorgeous Breanne dress a twirl with her flowy floral A-line skirt! She features a wrap front V neckline, a flattering high waist, and a sheer skirt with a short lining. Stun as the guest of honor at your next fall wedding and pair with some sleek heels and gold hoop earrings.

    Fit & Features

    • Thin shoulder straps
    • Wrap front
    • Deep V neck and back with a zipper closure
    • High waist
    • Flowy overlap A-line skirt
    • Short lining
    • Floral printed chiffon fabric

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0703

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale