$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.

  • Cathy Formal Metallic Wrap Dress

    Special Occasion

    Wrap yourself with dazzling shine as you captivate them all in our Cathy dress! She features a sleeveless wrap V-neckline, spaghetti straps, ruching, a high off-center slit that shows off plenty of leg, and a wrap silhouette that embraces curves. The dress is composed of a glitter lurex fabric that offers a form hugging fit with a moderate stretch. Complete look with chrome heels.

    Fits & Features

    • Sleeveless wrap V-neckline
    • Spaghetti straps
    • Ruching, high off-center slit
    • High waist, wrap silhouette 
    • Metallic glitter lurex fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

     
    The saturation of glitter varies. Glitter may transfer.

    Style Number/Barcode: 05002-0366

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Wide Leg Crochet Pants

    You'll be totally festival seaon ready in these trendy wide leg crochet pants!

    Fit & Features

    • High rise waist
    • Wide leg pants
    • Sheer crochet fabric
    • Minimal stretch
    • Undergarment not included

    Style Number/Barcode: 06502-0247

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flower Child Chiffon Cropped Blouse

    Get all the boho chic feels in this floral chiffon cropped blouse! Pair with some denim flare pants and wedges for the ultimate flower child vibe!

    Fit & Features

    • Off the shoulder neckline
    • Long sheer sleeves | Elastic banded cuffs
    • Cropped elastic banded hem
    • Sheer floral printed chiffon fabric
    • Front and back knit lining

    Style Number/Barcode: 06003-0589

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Waist Skinny Paperbag Pants

    Tie together a fab look with a statement paperbag waist! Pair these trendy pants with a frilly blouse and kitten heels for a look that's ready for the office! 

    Fit & Features 

    • High Paperbag Waist
    • Tie Waist Belt with Loops
    • Slant Pockets 
    • Zipper Closure 
    • Skinny Leg Fit
    • Lightweight Brushed Knit Fabric 
    • Form Hugging Fit | Moderate Stretch 

     

    Style Number/Barcode: 06402-0247

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It's A Date Crepe Mini Skirt

    Whether you are on a date with ur girls or celebrating a special night with bae, the cuutest 'fit option is obviously a matching set! Don't forget to pick up the matching top and u are ready to go babe!

    Shop Matching Top: It's A Date Crepe Crop Top

    Fit & Features

    • High waist skirt
    • Petal style mini hemline
    • Wrap fit | Elastic waist band | Gathering at the hip
    • Crepe | Moderate stretch
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06501-0253

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Petal Perfection Cowl Neck Midi Dress

    Charm them all in this pretty midi dress! Soft watercolored petals and a trendy cowl neckline make a romantic combination for this wedding guest dress! 

    Fits & Features

    • Spaghetti Straps That Cross At The Back 
    • Cowl Neckline 
    • Midi Length Silhouette
    • Stretchy Floral Knit Fabric 
    • Form Hugging Fit I Moderate Stretch 
    • Zipper Not Featured 

    Style Number/Barcode: 05101-0662

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fresh In Floral Lace Skater Dress

    Get a fun and fresh look in this adorable floral lace skater dress. It features a fitted lace top with an off the shoulder square neckline, short sleeves, a cropped and scalloped hem, a front waist cut out, and a high waisted flowy skater skirt. Skirt is composed of a scuba knit fabric that offers moderate stretch.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0169

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Chiffon Skater Romper

    Dress up and look enchanting in this pretty and playful romper! 

    Fits & Features

    • Adjustable Spaghetti Straps Cross At Back 
    • Surplice V Neckline 
    • Back Zipper With Hook & Eye Closure 
    • Ties At The Waist
    • Tiered Design with Shorts Underlay And Skirt Overlay 
    • Chiffon Fabric With Knit Lining 
    • Moderate Stretch

    Style Number/Barcode: 06403-0050

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Time To Shine Glitter Mini Dress

    Girl, it's time! Shine and show off that glow in the Time To Shine mini dress!

    Fits & Features

    • Square Neckline
    • Back Zipper With Hook & Eye Closure
    • Mini Length Silhouette
    • Glitter Knit Fabric
    • Curve Hugging Fit I Minimal Stretch

     

    Navy: Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

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

    Style Number/Barcode: 05103-0674

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral The Right Reasons High Neck

    Brunch? Wedding guest? Winery? This floral mini dress is perfect for all these special occasions!

    Fits & Features

    • Adjustable Spaghetti Straps 
    • Lace Zipper Back 
    • High Neckline 
    • Mini Length Silhouette | Skater Skirt
    • Smooth Scuba Fabric With Floral Prints 
    • Form Hugging Fit | Moderate Stretch 
    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0168

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Focus On Me Mesh Crop Top

    Everyone will only be able to focus on you in this sultry mesh crop top! Get a more casual vibe with a pair of distressed denim and some trendy sneaks!

    Fit & Features

    • Scoop neckline
    • Long fitted sheer sleeves
    • Cropped
    • Sheer mesh fabric | Front and back knit linng
    • Plenty of stretch
    • Form hugging fit

    Style Number/Barcode: 06001-2600

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Watch And Learn One Shoulder Jumpsuit

    Everyone will be getting style tips from you after seeing you strut in this one shoulder jumpsuit! Pair with some strappy heels for the total it girl look.

    Fit & Features

    • One shoulder neckline
    • High waist seam
    • Flowy pant legs
    • Stretchy 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: 06502-0346

      Category Name: $20 & Under Sale

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Basic Babe Sweater Bodysuit

      Rock a basic staple to pair with your favorite pieces! Bodysuit features a plunging V neckline, fitted long sleeves and a thong bottom with snap button closure. Bodysuit is composed of ribbed knit fabric that offers a form hugging fit with a moderate stretch.

      Brown Style Model:  Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 06005-0234

      Category Name: $20 & Under Sale

      Price: $6.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Glitz And Glitter Mini Dress

      Glitter and gleam in this mini dress!

      Fits & Features

      • Scoop Neckline
      • Spaghetti Straps That Cross At Back I Open Strappy Detailing At Back
      • Mini Length Silhouette 
      • Glitter Knit I Smooth Knit Lining 
      • Form Hugging Fit I Moderate Stretch
      • Glitter May Transfer 

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

      Style Number/Barcode: 05103-0098

      Category Name: $20 & Under Sale

      Price: $9.97 $33.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Joy Iridescent Sequin Mermaid Dress

      Special Occasion

      Let our lovely Joy and her shimmering sequins do all the talking! Glow on in this glam dress!

      Fits & Features

      • Adjustable Spaghetti Straps
      • Plunging Wire V Neckline I Lightly Padded Bust
      • Back Zip With Hook & Eye Closure 
      • Floor Length Hemline I Slimming, Mermaid Silhouette 
      • Mesh Lined Fabric With Scroll Pattern Iridescent Sequins 
      • Curve Hugging Fit I Moderate Stretch 

      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: 05002-0539

        Category Name: $20 & Under Sale

        Price: $19.97 $99.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Catch This Floral Romper

        Looas beautiful as a bouquet in this gorgeous romper! 

        Fits & Features

        • Adjustable Spaghetti Straps 
        • Plunging V Neckline I Button Front Closure 
        • Lace & Zipper Detail At Back 
        • Fully Lined, Crepe Fabric 
        • Wide Leg Openings 
        • Form Hugging Fit I 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: 06403-0051

        Category Name: $20 & Under Sale

        Price: $6.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • High Rise Cropped Distressed Jeans

        Raise up your style game in these chic jeans! Pair this closet staple with your fav crop tops for a casually cute look! 

        Fit & Features 

        • High Rise Waist
        • Single Button and Zipper Closure 
        • Traditional Five Pocket and Belt Loop Design 
        • Heavy Distressed Detailing 
        • Light-Medium Wash Denim Fabric 
        • Cropped Raw Edge Hem 
        • Relaxed Fit | Minimal Stretch  

        Style Number/Barcode: 06602-0146

        Category Name: $20 & Under Sale

        Price: $9.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • The New Classic Sleeveless Jumpsuit

        Give your look a classic twist with this sleek jumpsuit that brings the elegance and sophistication to make a mesmerizing entrance from the moment you enter the room! Pair this must have with sleek heels and hoops to get you ready to go! 

        Fit & Features 

        • Plunging V-Neckline
        • Sheer Mesh Back 
        • Wide Waist Belt 
        • Sheer Mesh Overaly
        • Straight Leg Fit

         

        Style Number/Barcode: 06502-0357

        Category Name: $20 & Under Sale

        Price: $18.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Tabitha Satin A-Line Dress

        Special Occasion

        Wrap yourself up in our luxe Tabitha! Her a-line silhouette will allow you to glide effortlessly along the dance floor. 

        Fits & Features

        • Adjustable Spaghetti Straps
        • Surplice V Neckline I Square Back 
        • Back Zip With Hook & Eye Closure 
        • Slant Hand Pockets
        • Floor Length, Full Wrap Skirt I A-Line Silhouette 
        • Lined Satin-Like Fabric I Pleating Details
        • Moderate Stretch 

         

        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: 05002-0392

        Category Name: $20 & Under Sale

        Price: $14.97 $109.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • My Vibe Floral High Waist Dress Pants

        Make floral your vibe when you slip in to this summer essential pair! Easily styled with a simple crop top, or dressed up with a sleek bodysuit!

        Fit & Features

        • High waist fit
        • Tie waist accent
        • Straight leg
        • Composed of a crepe material
        • Featuring a pop of color floral print
        • Moderate stretch
        • Form fitting down to a relaxed hemline

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

        Style Number/Barcode: 06502-0373

        Category Name: $20 & Under Sale

        Price: $6.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Nautical Babe Striped Jumpsuit

        You'll be a total nautical babe in this spring ready striped jumpsuit! Pair with some cute wedges and you've got yourself an absolutely adorable look!

        Fit & Features

        • Off the shoulder square neckline | Ruffle trim
        • Keyhole cut out | Tie front
        • Short sleeves
        • Stretchy smocked high waist
        • Flowy wide pant legs
        • Woven fabric | Short knit lining

        Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

        Style Number/Barcode: 06402-0172

        Category Name: $20 & Under Sale

        Price: $17.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • A Moment In Satin Skater Dress

        Have your glam girl moment in this flirty silky satin skater dress! It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back strap design, a high waist seam, hidden side pockets, and a short-length hem with a fit-and-flare skater silhouette. The satin-knit fabric offers a moderate stretch. Style this skater dress with rhinestone fringe earrings and platform heels.

        Fit & Features

        • Sleeveless V-neckline
        • Spaghetti straps, cross-back strap design
        • High waist seam, hidden side pockets
        • Short-length hem
        • Skater silhouette
        • Satin-knit fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05101-0552

        Category Name: $20 & Under Sale

        Price: $14.97 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Glitter Girl Dress

        Shine even brighter in a glitter dress! Bring the glow to your date-night outfit or celebrate your birthday with lots of glitz. The dress features a sleeveless bodice with a square neckline, sleek elastic cord straps, an asymmetrical hemline to showcase curves, and a glitter knit composition that radiates from all your best angles. The dress offers a form hugging fit with slight stretch. Complete your glowing look with rhinestone hair accessories and statement mules

        Fits & Features:

        • Square neckline
        • Elastic cord straps
        • High waist seam
        • Asymmetrical hemline 
        • Ruching at the side seam
        • Form hugging fit, slight stretch 
        • Glitter knit composition, fully lined

           

          Silver Dress: Model is 5'7" with a 32" bust, 24" waist and 37" hips. She is wearing a size small.

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

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

          Style Number/Barcode: 05103-2805

          Category Name: $20 & Under Sale

          Price: $9.97 $32.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Mckenna Formal Sequin Scroll Dress

          Special Occasion 

          Bring the sparkle in our Mckenna dress!

          Fits & Features

          • Plunging wired V neckline I Padded cups
          • Partially open back I Adjustable spaghetti straps 
          • Sweeping floor-length skirt with two thigh-high slits
          • All over sequins in scroll print pattern
          • Lined mesh fabric 
          • Form hugging fit with slight stretch
          • Back zipper closure

          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: 05002-0335

          Category Name: $20 & Under Sale

          Price: $29.97 $79.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance