$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.

  • Leopard Mesh Mini Dress

    Flaunt that trendy leopard print in this fierce mini dress! 

    Fits & Features

    • Elastic Bungee Strap
    • Square Neckline & Back
    • Mini Length Silhouette I Gathering Detail At Side Seams
    • Knit Lining With Leopard Printed Mesh Overlay 
    • Curve Hugging Fit I 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: 05102-0425

      Category Name: $20 & Under Sale

      Price: $12.97 $31.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Alvira Satin Evening Wrap Gown

      Special Occasion

      You have the best night ahead of you, and you need to feel like your best self! That is why we created the Alvira satin gown. She is a flattering design that is bound to have you feeling 100!

      Fit & Features

      • Square neckline
      • Spaghetti straps that lead to a strappy back
      • Padded cups
      • Banded waist line
      • Floor length hem | Dramatic slit
      • Satin material with moderate stretch | Unlined
      • Hidden zipper lower back

      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: 05002-0396

        Category Name: $20 & Under Sale

        Price: $27.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Endless Style Surplice Midi Dress

        Make room in your closet cause this will be your go-to LBD! Want a dress-down look? Add a pair of sneakers! Dress it up by styling it with a bright pair of heels for a pop of color! 

        Fits & Features 

        • Spaghetti Straps
        • Surplice Style V Neckline & Draped Back 
        • Midi Length Silhouette I Gathering Detail At The Side Seam
        • Jersey Knit Fabric
        • Curve Hugging Fit I 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: 05101-0497

          Category Name: $20 & Under Sale

          Price: $13.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Shady Business Square Oval Sunglasses

          Keep it shady with this classic pair of shades that literally goes with everything!

          • Square oval design
          • Dainty arms
          • Textured gold hardware
          • 100% UV protection

          Style Number/Barcode: 07008-0694

          Category Name: $20 & Under Sale

          Price: $4.97 $10.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • With Love Heart Sunglasses

          Hey there miss mod! Throw on your heart shaped shades, and some red lipstick cause you're a modern day pinup doll!

          • Heart shaped frame
          • Cat eye corners
          • Dark lenses
          • 100% UV Protection

          Style Number/Barcode: 07008-0695

          Category Name: $20 & Under Sale

          Price: $4.97 $8.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Later Hater Square Cat Eye Sunglasses

          Peace out haterrrr, we got our shades on and we cant b bothered!

          • Square cat eye design
          • Ombre effect
          • Golden hardware
          • Skinny arms
          • 100% UV protection

          Style Number/Barcode: 07008-0693

          Category Name: $20 & Under Sale

          Price: $5.97 $10.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Heart Eyez Rimless Sunglasses

          Do you have heart eyes for me or is it just your cute shades?

          • Rimless design
          • Rose gold hardware
          • Heart shaped lenses
          • 100% UV protection
          • Ombre effect

          Style Number/Barcode: 07008-0696

          Category Name: $20 & Under Sale

          Price: $3.97 $8.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Show A Little Swag Rhinestone Dusters

          Show a little swag woman! We are loving fringe at the moment, and these are a uniquely designed pair that are one step above the rest!

          • Over-sized oval shape
          • Top half is firm
          • Rows of rhinestones
          • Loose lower half with fringe finish
          • Closed design

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

          Style Number/Barcode: 07001-0318

          Category Name: $20 & Under Sale

          Price: $6.97 $13.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Keep It Glossy Lace Up Lug Heel Booties

          Keep your boot game glossy girl! These are the type of booties that will bring those leggings to life! or even dress down with a pair of joggers for that effortless street style!

          • Ankle fit
          • Round toe
          • Lug sole + heel
          • Faux leather
          • Lace up center
          • Inner zipper closure

          Style Number/Barcode: 07403-0220

          Category Name: $20 & Under Sale

          Price: $28.97 $38.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Flower Child Rhinestone Tassel Earrings

          Feeling a little boho, feeling a little glam? We got u boo! These versatile tassel earrings can be paired with nearly all looks! 

          • Gold flower designed post
          • Rhinestone embellished
          • Drop Tassel fringe
          • Post back closure

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

          Style Number/Barcode: 07001-0315

          Category Name: $20 & Under Sale

          Price: $5.97 $12.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Wide Brim Belted Panama Hat

          This adorable belted panama hat screams brunch! Get totally weekend ready with this trendy hat.

          • Wide brim
          • Curved top
          • Belted accent

          Style Number/Barcode: 07302-0131

          Category Name: $20 & Under Sale

          Price: $8.97 $18.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Walks Through The Park Slide On Sandals

          Whether you are walking through the park, or taking a walk on the beach these goes-with-everything slides are the perfect fit!

          • Open almond toe
          • Slide on design
          • Narrow fit
          • Faux leather
          • Single band

          Style Number/Barcode: 07404-0537

          Category Name: $20 & Under Sale

          Price: $9.97 $12.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Weekend Ready Platform Sandals

          Get ready to take on the weekend in these absolutley ADORABLE platform sandals! Wear them to shop, brunch, and hang with your squad!

          • Open rounded toe
          • Thick toe strap
          • Adjustable around the ankle strap
          • Open back
          • Cork platform
          • Textured rubber flat sole
          • Faux leather straps and insole lining

          Style Number/Barcode: 07404-0540

          Category Name: $20 & Under Sale

          Price: $22.90

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Step It Up Block Heeled Sandals

          We've found it - the it girl sandal of the season to step up your shoe game. Add to cart now, and thank us later 

          • Open almond toe
          • Thick toe strap
          • Adjustable around the ankle strap
          • Open back
          • Short block heel
          • Faux leather straps and insole lining

          Style Number/Barcode: 07404-0536

          Category Name: $20 & Under Sale

          Price: $14.97 $18.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Basic Ribbed Pencil Skirt

          This ribbed maxi skirt is such a closet staple! 

          Fits & Features

          • High Rise, Elastic Waist 
          • Pencil Skirt Fit I Maxi Length 
          • Rear Center Slit 
          • Lightweight Ribbed Knit Fabric 
          • Curve Hugging Fit I Ample Stretch

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

          Style Number/Barcode: 06501-0182

          Category Name: $20 & Under Sale

          Price: $9.97 $22.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Animal Instincts Midi Skirt

          Stay ahead of the trends with this wild zebra printed midi skirt! Pair with a cute graphic tee and some chic booties.

          Fit & Features

          • High rise elastic banded waist
          • Mid-length, flowy fit
          • Zebra print in contrasting hue
          • Woven fabric with no stretch


          Style Number/Barcode: 06401-0196

          Category Name: $20 & Under Sale

          Price: $13.97 $36.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • High Slit Suspender Midi Skirt

          Make your trendy 'fit all the more chic with this high slit suspender midi skirt! Pair with your fave top and some cute booties.

          Fit & Features

          • Adjutable tank-like suspender straps with tortoise shell hued buckles
          • High rise waist
          • Hidden side zipper | Hook and eye closure
          • Two thigh high front slits
          • Mid-length, flowy fit
          • Woven fabric | Minimal stretch

          Style Number/Barcode: 06401-0194

          Category Name: $20 & Under Sale

          Price: $14.97 $38.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Luxe In Lace Surplice Top

          Feel oh so luxe in pretty dainty lace in this chic surplice top!

          Fit & Features

          • Puff shoulders | Long fitted sleeves
          • Wrap front V neckline
          • Sheer thin lace fabric | Moderate stretch
          • Mid-length, form hugging fit

          Style Number/Barcode: 06001-2246

          Category Name: $20 & Under Sale

          Price: $9.97 $26.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Key To My Heart Mesh Top

          This adorable mesh top will be the key to your heart!

          Fit & Features

          • Crew neckline
          • Long sleeves with cuffs
          • Front keyhole cut out
          • Ruched side detailing
          • Mid-length, form hugging fit
          • Sheer mesh fabric | Front bust lining
          • Plenty of stretch

          Style Number/Barcode: 06001-2152

          Category Name: $20 & Under Sale

          Price: $9.97 $26.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Puff Sleeve Knit Crop Top

          If you haven't gotten into the puff sleeve trend, now is your chance! This puff sleeve knit top is easily styled with high waist denim and gives you a soft feminine finish! Very girl next door, A.K.A you!

          Fit & Features

          • Square neckline
          • Long sleeves
          • Puff shoulder 
          • Cropped hemline
          • Ribbed knit material
          • Moderate stretch

          Style Number/Barcode: 06005-0376

          Category Name: $20 & Under Sale

          Price: $6.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Ruffle Hem Ponte Mini Skirt

          Add a little flirty flair to your look with this twirl-worthy ruffle hem mini skirt!

          Fit & Features

          • High rise waist
          • Back zipper closure
          • Faux wrap front ruffle hem
          • Ponte knit fabric | Moderate stretch

          Style Number/Barcode: 06501-0189

          Category Name: $20 & Under Sale

          Price: $6.97 $24.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Sporty Sass Ruffled Skort

          Rock a sporty look with this cute skort! Pair it with your fav top and dress it down with your go to flats! 

          Fit & Features

          • High Rise Waist
          • Ruffled Design 
          • Hidden Side Zipper Closure
          • Built In Shorts | Cheeky Fit
          • Textured Woven Fabric
          • Relaxed Fit | Slight Stretch 

          Style Number/Barcode: 06303-0049

          Category Name: $20 & Under Sale

          Price: $11.97 $29.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Chic And Sleek In Satin Top

          Chic and sleek, this satin top is a must for your wardrobe. Trust us, add to cart.

          Fit & Features

          • Long sleeves with elastic banded cuffs
          • Plunging V neckline
          • Sheer mesh lace waist inset
          • Partial button down front
          • Flared out ruffle hem
          • Satin-like fabric | Minimal stretch

          Style Number/Barcode: 06003-0474

          Category Name: $20 & Under Sale

          Price: $6.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Floral Doll Long Sleeve Mini Dress

          Show your blooming beauty in this flattering mini! 

          Fits & Features

          • Crew Neckline
          • Sheer Fitted Long Sleeve
          • Mini Length Silhouette
          • Smooth Jersey Knit Fabric I Fully Lined
          • Curve Hugging Fit I Moderate Stretch

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

          Style Number/Barcode: 05101-0590

          Category Name: $20 & Under Sale

          Price: $9.97 $35.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance