$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.

  • Wrapped In Style Block Heel

    Wrap yourself in these chic block heels to all your favorite looks! Perfect for stepping out for a casual brunch, these heels feature a wrap-around strap that sits at the mid-calf, criss-cross straps over the toe and a low block heel. Complete your look with a trendy sundress.

    Fit & Features

    • Wrap-around straps
    • Open back
    • Open almond-toe
    • Crisscross straps over the toe
    • Low block heel 

    Style Number/Barcode: 07401-2371

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Triple Ring Charm Necklace Set

    Stun in a necklace that brings the charm to your outfits! Layer necklaces or wear alone for your next outing with the squad! The set includes one chain link necklace and a necklace with a triple ring design. Complete your look with a sundress and floppy hat!

    Fit & Features

    • Includes two necklaces
    • One basic chain link necklace
    • Dainty chain link necklace
    • Triple ring design
    • Includes lobster clasp closure 

    Style Number/Barcode: 07003-0105

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Simple Rhinestone Threader Earrings

    Sleek and simple, these rhinestone threader earrings are a must-have in your collection. With their minimal rhinestone design, they add just enough glam to your everyday look. Wear these with your fave cropped tank and high rise boyfriend jeans to a day date!

    Fit & Features

    • Sleek threader design
    • Side rhinestone embellishment

     

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

    Style Number/Barcode: 07001-0427

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Triple Layered Rhinestone Hoops

    Bring more glamour in rhinestone hoops that make a glitzy impression! The hoops feature a triple-layered design with the middle hoop embellished with mini rhinestones. Complete your look with a sleek bodycon and mules for a chic night out outfit with your girls! 

    Fit & Features

    • Triple-layered design
    • Rhinestone embellishment
    • Post-back closure

     

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

    Style Number/Barcode: 07001-0461

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Linked Ring Statement Earrings

    Make a stylish statement in these chic linked ring earrings! Their sleek gold hue will go with all your fave 'fits. Pair with a little black dress and some clear heels for a trendy night out vibe.

    Fit & Features

    • Linked ring design
    • Dangling hoop accent

     

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

    Style Number/Barcode: 07001-0463

    Category Name: $20 & Under Sale

    Price: $5.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Classic Straw Floppy Hat

    Step out this season with a floppy hat to give your sunkissed looks plenty of flair and style! The hat features a traditional floppy hat design with a wide brim and composed of light straw material. Complete your look with a floral sundress and cork wedges

    Fit & Features

    • Traditional oversized floppy design
    • Wide brim
    • Straw material  

    Style Number/Barcode: 07302-0209

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam It Up Rhinestone Door Knocker Earrings

    These rhinestone door knocker earrings will for sure glam up any 'fit! Featuring a textured gold look that is super chic, these earrings will be perf for happy hour. Pair with your fave mini dress and slide on mules.

    Fit & Features

    • Textured gold doorknocker design
    • Rhinestone embellished rectangular post

     

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

    Style Number/Barcode: 07001-0426

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Cubic Zirconia Lariat And Earring Set

    Accessorize your fab 'fit with this stunning cubic zirconia and earring set! It features a dainty lariat necklace and matching stud earrings. Pair with your fave little black dress and chic heels for a date night in with your bae!

    Fit & Features

    • Dainty chain
    • Center cubic zirconia stone
    • Long lariat leading to second stone
    • Matching cubic zirconia stud earrings

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

    Style Number/Barcode: 07002-0514

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Trendsetter Tie Front Crop Top

    Trend alert! Impress in a tie front top that comes in a super cute print for that next happy hour with the squad! The top features a plunging v-neckline with a tie front accent, long sleeves, and a trendy geometric print. Complete your look with high waist skinny jeans

    Fit & Features

    • Plunging v-neckline
    • Tie-front bodice
    • Cropped hem
    • Long sleeves
    • Geometric print
    • Lightweight woven fabric


    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0629

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Persuasion Ruched Mini Dress

    Charm in a floral dress that brings major sweet appeal! Step out for your next lunch date with bae in this head-turning dress. The dress features a plunging v-neckline, quarter sleeves with a ruffled hem, a ruched center that runs bodice through the hem, and a cute floral print! Complete your look with cork wedges and sleek hoops

    Fit & Features

    • Plunging v-neckline
    • 3/4 sleeves with ruffled hem
    • Ruched center that runs bodice through the hem
    • Floral print
    • Mini length silhouette with ruffled hem

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0724

    Category Name: $20 & Under Sale

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Got It Ruched Mini Skirt

    Serve up that wow factor in a skirt that stuns! Perfect for a night out with the squad, this skirt features a high rise waist, ruched detailing throughout, and a mini length silhouette. Complete your look with the matching crop top and a pair of clear heels

    Shop Matching Crop Top: She's Got It Ruched Crop Top

    Fit & Features

    • High rise waist
    • Ruching
    • Lined mesh fabric
    • Form hugging fit
    • Matching crop top sold separately 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0249

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Luxe Mood Faux Leather Mini Tote

    Feeling luxe? Show off with a chic tote that gives off major luxe vibes. The tote features a mini square design, top handles, and composed of a faux patent leather material. Complete your look with sunnies and a statement top

    Fit & Features

    • Top handles
    • Mini square design
    • Faux patent leather material 
    • Chain shoulder strap 

    Style Number/Barcode: 07203-0246

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out All Night Faux Leather Crossbody Purse

    Head out on the town with a crossbody that slays! This must-have features a fold-over closure, an O-ring buckle with snap button closure, and a small rectangular design. Complete your look with a statement bodysuit and heels

    Fit & Features

    • Fold-over closure
    • O-ring buckle with snap button closure
    • Small rectangular design 
    • Faux patent leather material 
    • Chain shoulder strap

    Style Number/Barcode: 07203-0236

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reusable Chamomile Print Face Mask With Earloops

    Stay safe baby girl in this face mask that won’t clash with your fit. The naturally-inspired face mask features a breathable knit material, a chamomile stitch design, and earloops for a comfortable fit. 

    Fit & Features

    • Composed of a breathable knit material
    • Chamomille stitch design 
    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale

    Style Number/Barcode: 07305-0134

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Flaming Lips Face Mask With Earloops

    Stay safe in this sassy face mask that will make a stylish statement! Fitted with earloops for a comfortable fit and a cute flaming lips graphic. Pair with your fave basic tee and trendy denim.

    Fit & Features

    • Center flaming lips graphic
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0136

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Mesh Biker Shorts

    Get that sleek look with shapers that give you a sleek silhouette. The shapers feature a high rise waist, a mid-thigh length, cheeky lining, and composed of sheer nylon-like fabric. Complete your look with a formal dress

    Fit & Features

    • High rise waist
    • Mid-thigh length 
    • Sheer-nylon like fabric
    • Cheeky lining 

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 07102-0065

    Category Name: $20 & Under Sale

    Price: $13.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab And Frayed Denim Mini Skirt

    Look oh so fab in this frayed denim mini skirt! With its high rise waist and form-hugging fit, it provides the ultimate flattering fit. A must-have to wear to brunch with the girls! Pair with a graphic tee and some chic shades to pull the look together.

    Fit & Features

    • High rise waist
    • Front button closure
    • Traditional five pocket and belt loop design
    • Back slit
    • Short frayed hem
    • Form hugging fit
    • Denim fabric

     

    Model is 5'9" with a 34" bust,  24" waist and 35.5" hips. She is wearing a size small. 

    Style Number/Barcode: 06601-0031

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Frayed Hem Denim Mini Skirt

    Style up this frayed hem denim mini skirt for a fun day out with your girls! Featuring a high waist and trendy frayed hem, this skirt is oh so cute. Pair with a crop top and some clear heels for the perfect look.

    Fit & Features

    • High rise waist
    • Button front closure
    • Traditional five pocket and belt loop design
    • Short frayed hem
    • Form hugging fit
    • Denim fabric

     

    Model is 5'9" with a 34" bust,  24" waist and 35.5" hips. She is wearing a size small. 

    Style Number/Barcode: 06601-0034

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step It Up Cargo Style Mini Skirt

    Step up your fashion game with this cargo style mini skirt! With its flattering form-hugging fit and faux cargo style pockets, it's an elevated basic that is sure to level up your wardrobe. Perf for a daytime date with bae, pair with a cute crop top and some chunky sneakers.

    Fit & Features

    • High rise elastic banded waist
    • Faux cargo style side pockets
    • Short, form-hugging fit
    • Crepe fabric with moderate stretch

    Style Number/Barcode: 06401-0193

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Button Up Raw Hem Denim Mini Skirt

    Button up into this adorable denim mini skirt to make your 'fit all the more trendy! With its high waist and raw cut hem, the skirt is a must-have for grabbing lunch with your squad. Pair with some wedges and tortoiseshell shades for that laid back, yet chic look.

    Fit & Features

    • High rise waist
    • Traditional five pocket and belt loop design
    • Button front closure
    • Short raw cut hem
    • Denim fabric
    • Form hugging fit

     

    Model is 5'9" with a 34" bust,  24" waist and 35.5" hips. She is wearing a size small. 

    Style Number/Barcode: 06601-0032

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everyday Must Have Cuffed Jean Shorts

    Yes girl, these cuffed jean shorts are an everyday must have for sure! They feature a high waist with slightly distressed detailing. Perfect for wearing to go lounge poolside! Pair with a flowy blouse and some cute wedges.

    Fit & Features

    • High rise waist
    • Front button closure
    • Traditional five pocket and belt loop design
    • Swirl design detail on back pockets
    • Slight destructed detailing
    • Cuffed hem
    • Denim fabric

     

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

    Style Number/Barcode: 06603-0142

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Distressed To Impress Denim Mini Skirt

    Yes girl, this sassy denim mini skirt is distressed to impress! You'll be lookin' so fine at your next backyard bbq! It features a high waist, destructed detailing, and a curve hugging fit that is oh so flattering. Pair with a basic tank and some chic mules to elevate your look.

    Fit & Features

    • High rise waist
    • Front button closure
    • Traditional five-pocket and belt loop design
    • Destructed detailing
    • Raw cut hem
    • Short, form-hugging fit
    • Denim fabric


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

       

      Style Number/Barcode: 06601-0035

      Category Name: $20 & Under Sale

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Show Them Who's Boss Oversized Twill Jacket

      Show them all who's boss in this chic oversized twill jacket. With its cargo pocket detailing, you'll be so on-trend for the upcoming fall season. A must-have to pair with your everyday 'fits, wear with mom jeans and some sleek black booties.

      Fit & Features

      • Collared
      • Long sleeves
      • Two large front cargo style pockets
      • Button-down front
      • Oversized fit

       

      Model is 5'9" with a 34" bust,  24" waist and 35.5" hips. She is wearing a size small.

      Style Number/Barcode: 06204-0398

      Category Name: $20 & Under Sale

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Strut It Out Caged Strappy Heels

      Strut it out with confidence in a pair of caged strappy heels! Style them perfectly with high waist black denim, or a flowing maxi dress!

      • Open almond toe
      • Braided caged design
      • Ankle strap
      • Stacked heel
      • Adjustable pin buckle closure

      Style Number/Barcode: 07403-0300

      Category Name: $20 & Under Sale

      Price: $18.97 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale