$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.

  • Cami Formal Velvet and Pearl Dress

    Special Occasion 

    Bring the luxe in velvet as you wow in our Cami dress! 

    Fit & Features 

    • V-Neckline 
    • Adjustable Spaghetti Straps | Cross-Straps
    • Pearl Waist Trim 
    • Lined Velvet 
    • High Side Slit
    • Form Hugging Fit 
    • Moderate Stretch  

     


     

    Special Occasion products cannot be returned to any retail locations.

     


    Style Number/Barcode: 05002-0384

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Yara Formal Crepe Bodycon Dress

    Special Occasions

    Make it a moment to remember in our captivating Yara bodycon dress! 

    Fit & Features 

    • High Round Neckline | Single Button Closure 
    • Halter Bust | Princess Seams 
    • Midi Length Silhouette 
    • Lined Crepe
    • Form Hugging Fit | Moderate Stretch 
    • Hidden Back Zipper 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0312

    Category Name: $20 & Under Sale

    Price: $25.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lucia Side Slit Satin Dress

    Special Occasion

    Enter any room and you'll be receiving compliments left and right in our lovely Lucia! 

    Fits & Features

    • Thick Shoulder Straps 
    • Sweetheart Neckline I Linear Seam Details At The Bust I Square Back
    • Midi Length Silhouette With Front Side Slit 
    • Stretch Satin Fabric I Fully Lined 
    • Bodycon Fit I Moderate Stretch 
    • Zipper Not Included

     

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

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0351

    Category Name: $20 & Under Sale

    Price: $8.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chantel Cowl Back Satin Dress

    Special Occasion

    Play it cool with the sleek and sophisticated Chantel. Her silky style and luxurious shine will make you stand out from the crowd. 

    Fits & Features

    • Plunging V Neckline 
    • Narrow Spaghetti Straps That Cross At The Back 
    • Cowl Back 
    • Slim Fit Bodice Flows To Elongated Floor-Length Hemline
    • Slit At Side
    • Satin-Like Fabric 
    • Form Flattering Fit I Minimal Stretch

     

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

     

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

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0516

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Picture Purrfect Mini Skirt

    You'll look picture purrfect in this trendy spotted mini skirt babe! Pair with the matching crop top for an on point look.

    Shop Matching Top: Picture Purrfect Crop Top

    Fit & Features

    • High rise waist
    • Stretchy smocked back
    • Animal print | Woven fabric
    • Short, curve hugging fit
    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0161

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Body Language Lace Chemise + Panty Set

    Let your body do all the talking when you slip into this sexy lingerie dress doll!

    Fir & Features

    • Two piece set
    • Adjustable spaghetti straps | Lace up back
    • Three adjustable hook & eye closures
    • Padded & wired cups
    • Mesh lace design
    • Form fitting silhouette | Moderate stretch
    • Matching G-string panty 

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07103-0102

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knee-High Reptilian Stiletto Boots

    Make it hot when you walk girrrl! These stiletto boots area hot fire item that we are adding to our own cart!

    • Knee-high fit
    • Pointed toe
    • Inner zipper closure
    • Skinny stiletto heel
    • Snake print pattern | Crocodile Print
    • Faux leather

    Style Number/Barcode: 07402-0109

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take A Walk Faux Suede Booties

    Take a walk on the comfortable side, it's nice over here! We are obsessing over these everyday style booties, must have fo' sho'.

    • Ankle fit
    • Lace up front
    • Round toe
    • Low heel
    • Inner zipper closure
    • Faux textured nubuck

    Style Number/Barcode: 07403-0201

    Category Name: $20 & Under Sale

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Talk That Talk Bomber Jacket

    Talk that talk in this bomber jacket worthy of a baddie like you!

    Fit & Features

    • Complete zip front
    • Long sleeves with ribbed cuffs | Zipper pocket detailing
    • Slanted front pockets
    • Ribbed hems
    • Brushed rayon exterior fabric | Quilted woven interior
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

      Style Number/Barcode: 06204-0287

      Category Name: $20 & Under Sale

      Price: $14.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Corduroy And Sherpa Jacket

      Cozy up in this chic corduroy jacket that is perfect for creating your favorite looks! 

      Fit & Features

      • Flat Collar 
      • Multi-Button Down Front
      • Two Chest Pockets 
      • Long Sleeves 
      • Lined Side Pockets
      • Sherpa Lining
      • Relaxed Fit | Minimal Stretch   

       

      Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 06204-0339

      Category Name: $20 & Under Sale

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Striving For Success Blazer Chiffon Dress

      You always strive for the best, and we know you start off with being the best dressed! Let's just say that this chiffon trench dress is a style success!

      Fit & Features

      • Collared neckline
      • Long sleeves with buttons at the wrist
      • Double button closures at the waist
      • A-line skirt | Lined skirt
      • Sheer sleeves + Back
      • Tie-waist looped belt
      • Chiffon | Minimal stretch

      Style Number/Barcode: 06204-0269

      Category Name: $20 & Under Sale

      Price: $16.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Oh Hi There Platform Stiletto Heels

      Oh hi there miss hot stuff, you are on the right track to a perfect holiday look, last stop, sexy stiletto heels!

      • Open almond toe
      • Single band over the toe
      • Ankle band
      • Zipper closure at heel
      • Faux suede
      • Stiletto heel

      Style Number/Barcode: 07401-0504

      Category Name: $20 & Under Sale

      Price: $12.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Skinny Double O-Ring Belt

      Whether you're adding a little touch to a flowy dress, or amping up your denim with a skinny belt, you are making the right moves bb!

      • Skinny design
      • Double O-ring buckle
      • Adjustable closures

      Style Number/Barcode: 07301-0101

      Category Name: $20 & Under Sale

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Dance The Night Away Low Block Heels

      Dance the night away in a cute af pair of heels that won't compromise your comfort! 

      • Open almond toe
      • Single band
      • Ankle band | Zipper back of heel
      • Low heel
      • Faux nubuck 

      Style Number/Barcode: 07401-0483

      Category Name: $20 & Under Sale

      Price: $12.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Jordan Chiffon Wrap Dress

      Special Occasion

      Channel your inner princess and leave them breathless with the ever-so-lovely Jordan! 

      Fits & Features

      • Deep V Neckline
      • Unlined, Long Sleeves I Elasticized Cuffs
      • Self Tie Wrap Design At The Waist 
      • Elongated & Flowy Floor Length Hem 
      • Fully Lined, Chiffon Fabric 
      • Moderate Stretch 

       

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

         

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05002-0810

        Category Name: $20 & Under Sale

        Price: $19.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Worth Their While Corduroy Cropped Jacket

        Make them stare and make it worth their while when you style a rich corduroy jacket with your everyday look! 

        Fit & Features

        • Collared neckline
        • Long sleeves
        • Raw cropped hemline
        • Button down front
        • Functioning breast pockets
        • Corduroy | Minimal stretch
         Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

        Style Number/Barcode: 06204-0360

        Category Name: $20 & Under Sale

        Price: $13.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Marina Satin Mermaid Dress

        Special Occasion

        Stop everyone in their tracks in the lovely Marina mermaid dress! Embrace all the elegance and grace of this sultry sleek dress with its sleeveless cowl neckline, spaghetti straps, ruching at the waist, and its floor-length fitted silhouette with a high front slit. Complete the look with sparkly statement earrings.

        Fit & Features

        • Sleeveless cowl neckline
        • Spaghetti straps
        • High waist seam, front ruching
        • Floor-length fitted mermaid silhouette, thigh-high slit
        • Stretch satin fabric
        • Form-hugging fit
        • Runs true to size

        Style Number/Barcode: 05002-0776

        Category Name: $20 & Under Sale

        Price: $19.97 $64.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Ksenia Cowl Neck Satin Dress

        Special Occasion

        Let your arrival be known in our luxe Ksenia! Her satin sheen will light up any room and her thigh-high slit adds a flirty little touch. 

        Fits & Features

        • Bungee Straps
        • Cowl Neckline I Square Back 
        • Floor-Length Silhouette
        • Ruching & Drawstring Detail Lead To Thigh-High Slit
        • Stretch Satin Fabric I Fully Lined 
        • Curve Hugging Fit I Plenty Of Stretch 
        • Zipper Not Featured 

         

        Brown: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

        Rust: Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

         

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05002-0720

        Category Name: $20 & Under Sale

        Price: $22.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Yadira Formal Satin Dress

        Special Occasion

        We envision a stunning first impression you'll make in our sultry Yadira! 

        Fits & Features

        • Adjustable Spaghetti Straps
        • V Neck & Back I Vertical Darts At The Bust
        • Elongated, Floor Length Hem 
        • Satin-Like Fabric I Fully Lined 
        • Form Flattering Fit I Moderate Stretch
        • Zipper Not Included

         

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

         

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05002-0493

        Category Name: $20 & Under Sale

        Price: $19.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Babes Day Out Panama Hat

        It's babes day out, grab your gals and go on an adventure in the city! Don't forget to throw on a panama hat to finish off that look!

        • Faux wool
        • Curved top
        • Braided belt accent 

        Style Number/Barcode: 07302-0127

        Category Name: $20 & Under Sale

        Price: $7.97 $15.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • All About You Romper

        In this chic romper, it's all about you girl! The one shoulder detail is oh so flattering.

        Fit & Features

        • One shoulder neckline | Single long fitted sleeve
        • V neckline
        • Princess seams
        • Hidden back zipper closure
        • High waist seam
        • Faux wrap front | Fitted shorts
        • Crepe fabric | Moderate stretch

        Style Number/Barcode: 06503-0100

        Category Name: $20 & Under Sale

        Price: $6.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Ribbed Knit Wrap Front Top

        The perfect ribbed knit wrap top for everyday wear.

        Fit & Features

        • Long fitted sleeves
        • Faux wrap front | V neckline
        • Side tie with ruched detailing
        • Ribbed knit fabric
        • Plenty of stretch

        Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.

          Style Number/Barcode: 06001-2207

          Category Name: $20 & Under Sale

          Price: $6.97 $24.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Oh My When U Walk By Glitter Platform Heels

          Oh me, oh my, leave a trail of glitter when you walk on by!

          • Open almond toe 
          • Thick band over the toe
          • High block heel
          • Adjustable pin buckle closure
          • Platform design
          • All over glitter mesh

          Style Number/Barcode: 07401-1026

          Category Name: $20 & Under Sale

          Price: $12.97 $28.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Off Shoulder Ruched Midi Dress

          Serve some serious sizzle in this body-flaunting midi dress!

          Fits & Features

          • Off Shoulder, Fold-Over Straight Neckline
          • Ruching Throughout 
          • Midi Length Silhouette
          • Smooth Jersey Knit Fabric | Fully Lined
          • Curve Hugging Fit 
          • Ample Stretch 
          Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

            Style Number/Barcode: 05101-0604

            Category Name: $20 & Under Sale

            Price: $9.97 $44.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance