$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.

  • Sienna Wrap Sequin Dress

    Special Occasion

     Make an unforgettable appearance in our jaw-dropping Sienna! 

    Fits & Features

    • Surplice V Neckline I Square Back 
    • Adjustable Spaghetti Straps 
    • Floor Length Wrap Skirt I Mini Length Lining
    • Lurex Fabric With Sequin Embellishments All Over 
    • Curve Hugging Fit I Ample Stretch
    • Zipper Not Featured

     

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

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0716

      Category Name: $20 & Under Sale

      Price: $19.97 $74.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • A Denim Day Jean Jacket

      Everyday is a good day for denim, and if you don't have a go-to denim jacket, what cha waitin' for? It's a 100% closet staple!

      Fit & Features

      • Distressed collared neckline
      • Double breasted pockets
      • Button down center
      • Traditional slanted pockets
      • Distressed body
      • Mid-waist hemline
      • Minimal stretch

       

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

      Style Number/Barcode: 06203-0044

      Category Name: $20 & Under Sale

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • On A Casual Day Mock Neck Sweater

      On a casual day you still lewk the cutest! Pair this mock neck sweater with your go to high waist pants, low mules, and a messy but and you're ready to head out!

      Fit & Features

      • Mock neckline
      • Long puff sleeves
      • Ribbed knit material
      • Mid-length hemline
      • Moderate stretch

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

      Style Number/Barcode: 06001-2227

      Category Name: $20 & Under Sale

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Jane Satin Off Shoulder Dress

      Special Occasion

      Wow in the lovely Jane! Her lovely silhouette will drape beautifully over you and highlight all your best angles.

      Fit & Features 

      • Asymmetric Fold Over, Off The Should Design 
      • Slim Fit Bodice 
      • Floor Length Hem With Side Slit & Ruffle Accent At Hip
      • Satin-Like Fabric 
      • Curve Hugging Fit I Moderate Stretch 

       

      Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0800

      Category Name: $20 & Under Sale

      Price: $19.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Decked In Glitter Mini Dress

      Celebrate the New Year in glittering fashion  Show your shine in this glam mini dress!

      Fits & Features

      • Crew Neckline I Low Scoop Back 
      • Fitted Long Sleeves
      • Mini Length Silhouette
      • Mesh Lined Fabric With Glitter Embellishments 
      • Curve Hugging Fit I Moderate Stretch 
      • Glitter May Transfer

      Style Number/Barcode: 05103-0514

      Category Name: $20 & Under Sale

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Salome Scallop Lace Mermaid Dress

      Special Occasion

      Look exquisite and sleek in our stunning Salome! 

      Fits & Features

      • Plunging V Neckline + Surplice V Back With Scallop Trim 
      • Unlined, Long Sleeves
      • Lined Lace Bodice 
      • High Waist Seam
      • Floor-Length, Lined Crepe Mermaid Skirt
      • Curve Hugging Fit I Moderate Stretch
      • Zipper Not Featured 

       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: 05002-0805

      Category Name: $20 & Under Sale

      Price: $19.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Melody Sequin Mesh Dress

      Special Occasion

      Look like the elegant queen you are in our sweet Melody!  

      Fits & Features

      • Adjustable Dual Spaghetti Straps That Cross At The Back 
      • V Neckline I Back Zip With Hook & Eye Closure I Square Back
      • Slim, Floor Length Hemline I Mini Length Lining 
      • Mesh Lined Fabric With Scroll Pattern Sequins At Top Bodice I Mirrored Patterned At Skirt 
      • Curve Hugging Fit I Plenty Of Stretch 

       Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0492

      Category Name: $20 & Under Sale

      Price: $38.97 $109.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Classic Satin Collared Bodysuit

      Get that chic classic look, perf for the office, in this satin collared bodysuit!

      Fit & Features

      • Collared
      • Deep V neckline
      • Long sleeves | Elastic banded cuffs
      • Ruched detailing
      • Hidden side zipper closure
      • Satin top | Knit thong bottom with dual snap button closures

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

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

        Style Number/Barcode: 06003-0457

        Category Name: $20 & Under Sale

        Price: $6.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • A Madonna Vibe Lace Stiletto Thigh High Boots

        The definition of a Madonna is a virtuous beautiful woman, so basically u bb, play up those beautiful vibez with a little lace detail!

        • Thigh high fit
        • Sheer lace detailing
        • Stiletto heel
        • Pointed toe 
        • PVC inner pump

        Style Number/Barcode: 07402-0150

        Category Name: $20 & Under Sale

        Price: $29.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Hot Fire Alert Thigh High Boots

        Alert the media, because these thigh high boots are on our new hot fire list! Sexy, sleek, new, hot, and going fast!

        • Thigh high fit
        • Pointed toe
        • Block heel
        • Faux leather
        • Inner zipper 
        • Form fitting

        Style Number/Barcode: 07402-0151

        Category Name: $20 & Under Sale

        Price: $14.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Bad Type Faux Suede Thigh High Boots

        Put your best foot forward when you step out in these outrageously sexy thigh high boots babe! Something only u can pull off!

        • Thigh high fit
        • Almond shaped peep toe
        • Faux fur laces
        • Stiletto heel
        • Faux suede
        • Inner zipper closure

        Style Number/Barcode: 07402-0154

        Category Name: $20 & Under Sale

        Price: $24.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Leopard Print Faux Suede Mini Skirt

        Lovin' the leopard print trend but want something a little bit more minimal? Add this toned down mini skirt to your cart!

        Fit & Features

        • High rise waist
        • Back zipper | Hook and eye closure
        • Short, form hugging fit
        • Leopard print
        • Faux suede fabric | Moderate stretch

        Style Number/Barcode: 06401-0108

        Category Name: $20 & Under Sale

        Price: $6.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Keep It A Secret Mini Skirt

        You'll be lookin' so stunning in this sequin mini skirt, your whole squad will want to know your secret! Don't forget pair it with the matching crop top.

        Shop Matching Top: Keep It A Secret Crop Top

        Fit & Features

        • High rise elastic banded waist
        • Short, curve hugging fit
        • Velvet knit fabric with all over sequins
        • Moderate stretch

        Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.  

        Style Number/Barcode: 06501-0141

        Category Name: $20 & Under Sale

        Price: $6.97 $26.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Knot Front Satin Mini Skirt

        A trendy twist on the classic mini skirt!

        Fit & Features

        • High rise waist
        • Back zipper | Hook and eye closure
        • Knot front detail | Wrap front
        • Satin-like fabric | Moderate stretch
        • Back knit lining

        Style Number/Barcode: 06501-0205

        Category Name: $20 & Under Sale

        Price: $11.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Keep It Casual Pocket Tee

        Keep things casual yet still cute in this laid back pocket tee!

        Fit & Features

        • Long fitted dolman sleeves
        • V neckline
        • Chest pocket
        • Relaxed fit
        • Cotton fabric | Moderate stretch

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

          Style Number/Barcode: 06002-0401

          Category Name: $20 & Under Sale

          Price: $9.97 $24.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Ruched Front Cut Out Bodysuit

          Add a trendy vibe to your casual cute look with this ruched front cut out bodysuit!

          Fit & Features

          • Long fitted sleeves
          • V neckline
          • Ruched front with drawstring
          • Front cut out
          • Thong bottom | Dual snap bottom closures
          • Ribbed knit fabric | Plenty of stretch

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

            Style Number/Barcode: 06002-0398

            Category Name: $20 & Under Sale

            Price: $6.97 $26.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Cozy Knit Turtleneck Top

            Cozy on up in this winter must have! The turtleneck top is a perfect basic for styling up.

            Fit & Features

            • Turtleneck
            • Long fitted sleeves
            • Mid-length, form-fitting style
            • Soft knit fabric | Plenty of stretch

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

              Style Number/Barcode: 06001-2395

              Category Name: $20 & Under Sale

              Price: $9.97 $19.90

              On Sale: Yes

              Availability: Out of Stock

              Product Badge:
              • Sale
            • Chiffon Sweetheart Off The Shoulder Top

              Keep it sweet yet a little sultry in this off the shoulder top!

              Fit & Features

              • Off the shoulder sweetheart neckline
              • Long loose sheer chiffon sleeves | Elastic cinched cuffs
              • Seam detailing
              • Cropped
              • Crepe fabric | Moderate stretch

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

                Style Number/Barcode: 06003-0442

                Category Name: $20 & Under Sale

                Price: $11.97 $34.90

                On Sale: Yes

                Availability: Out of Stock

                Product Badge:
                • Clearance
              • Ruched Satin Surplice Bodysuit

                Tis the season for satin! This surplice bodysuit is a major yes. Add to cart!

                Fit & Features

                • Short puffed sleeves with ruched detailing
                • Deep wrap front V neckline
                • Satin top | Sheer mesh thong bottom | Dual snap button closures
                • Moderate stretch

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

                Style Number/Barcode: 06003-0313

                Category Name: $20 & Under Sale

                Price: $19.97 $28.90

                On Sale: Yes

                Availability: Out of Stock

                Product Badge:
                • Clearance
              • Precious In Plaid Duster

                Make your way into the next season with a perfectly plaid duster!

                Fits & Features

                • Drape Open Front 
                • Fitted Long Sleeves
                • Long Hem That Hits Mid Thigh 
                • Smooth Poly Material 
                • Plenty Of Stretch
                • Complete The Look With The Matching Dress (05102-0261) 

                 

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

                Style Number/Barcode: 06202-0057

                Category Name: $20 & Under Sale

                Price: $12.97 $34.90

                On Sale: Yes

                Availability: Out of Stock

                Product Badge:
                • Sale
              • Unapologetically Girly Trench Coat

                Life isn't perfect but ur outfit can be babe, stay in your soft tones with a femme trench coat this season!

                Fit & Features

                • Collared neckline
                • Traditional pockets
                • Mid-length hemline
                • Form fit
                • Faux wool
                • Minimal stretch

                 

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

                Style Number/Barcode: 06204-0255

                Category Name: $20 & Under Sale

                Price: $14.97 $39.90

                On Sale: Yes

                Availability: Out of Stock

                Product Badge:
                • Clearance
              • Unapologetically Girly Trench Coat

                Life isn't perfect but ur outfit can be babe, stay in your soft tones with a femme trench coat this season! Pair with a simple denim and white tee look to take it to the next level!

                Fit & Features

                • Collared neckline
                • Traditional pockets
                • Mid-length hemline
                • Form fit
                • Faux wool
                • Minimal stretch

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

                Style Number/Barcode: 06204-0254

                Category Name: $20 & Under Sale

                Price: $14.97 $39.90

                On Sale: Yes

                Availability: Out of Stock

                Product Badge:
                • Clearance
              • Lace Celebrate Skater Romper

                Let the good times roll and celebrate them in this gorgeous romper! 

                Fits & Features

                • Unlined Long Sleeve Lace & Sequin Bodice I Back Zip With Hook & Eye Closure
                • V Neckline I Lining At The Front Bodice
                • Wide Leg Crepe Shorts Accented With Skater Skirt Overlay
                • Form Hugging Fit I Moderate Stretch

                Style Number/Barcode: 06503-0074

                Category Name: $20 & Under Sale

                Price: $6.97 $42.90

                On Sale: Yes

                Availability: Out of Stock

                Product Badge:
                • Clearance
              • Keep It A Secret Crop Top

                You'll be lookin' so stunning in this sequin crop top, your whole squad will want to know your secret! Don't forget pair it with the matching mini skirt.

                Shop Matching Skirt: Keep It A Secret Mini Skirt

                Fit & Features

                • Square neckline
                • Long fitted sleeves with puffed shoulders
                • Cropped
                • Velvet knit fabric with all over sequins
                • Form-fitting style

                Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.  

                Style Number/Barcode: 06001-2054

                Category Name: $20 & Under Sale

                Price: $6.97 $28.90

                On Sale: Yes

                Availability: Out of Stock

                Product Badge:
                • Clearance