$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.

  • Day Dreamin’ Eyelet Mini Dress

    Get ready for a sweet summer day in this eyelet dress. Pair it with wedges and a cute mini bag.

     Fits & Features

    • All Over Eyelet Pattern
    • Puff Sleeves
    • Lace Up Detailing
    • Ruffle Hem  

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

    Style Number/Barcode: 05102-0678

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just Enough Floral High Waist Pants

    Make a statement in these floral tie waist pants! Dress them up with a basic bodysuit and heels.

    Fits & Features

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

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0372

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Posh In Polka Dot Smocked Mini Dress

    You'll be looking oh-so-chic and posh in this pretty polka dot mini! 

    Fits & Features

    • Square Neckline & Back 
    • Organza Sleeves With Puff Shoulders & Elasticized Cuffs 
    • Smocked Bodice & Mini Length Skirt 
    • Mesh, Ruffle Trim At The Neckline & Hem 
    • Velvet Polka Dots Throughout 
    • Form Hugging Fit I Ample Stretch 
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0806

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Affair Tie Front Top

    Stay sweet in this floral tie front top. Dress it up with heels and shorts for brunch with the girls!

    Fits & Features

    • All Over Floral Print
    • Tie Front Detail

    Style Number/Barcode: 06204-0388

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall For Me Ruched Midi Dress

    People will fall for you over and over in this sultry curve hugging ruched midi dress! 

    Fit & Features

    • Spaghetti straps
    • Square neck and back
    • All over ruched detailing
    • Mid-length, form-fitting style
    • Knit fabric | Knit lining
    • Plenty of stretch

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

        Style Number/Barcode: 05102-0532

        Category Name: $20 & Under Sale

        Price: $9.97 $35.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Floral Smocked Ruffle Mini Dress

        This smocked and ruffled floral mini dress is a major yes. Add to cart and pair with some strappy heels for a nice daytime look!

        Fit & Features

        • Puff shoulders
        • Long sleeves | Smocked detail | Ruffle hems
        • Square neckline | Ruffle trim
        • Stretchy smocked bodice
        • Ruffle details
        • Short tiered ruffle hem
        • Floral print

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

        Style Number/Barcode: 05102-0649

        Category Name: $20 & Under Sale

        Price: $9.97 $46.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Eyelet Dreams Romper

        So dreamy! Pair this sweet romper with strappy sandals and gold jewelry for a cute spring look.

        Fit & Features

        • Off the shoulder neckline
        • Short sleeves
        • Tie waist
        • Eyelet detail woven fabric

        Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

        Style Number/Barcode: 06303-0092

        Category Name: $20 & Under Sale

        Price: $6.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Feeling Good Floral Shorts

        You’ll look as good as you feel in these embroidered high waist shoprts. Don’t forget to pick up the matching crop top for a fire look!

        Shop the Matching Top: Feeling Good Tie Front Top

        Fits & Features

        • High Waist
        • Spaghetti Straps
        • Embroidered Detailing
        • Matching Crop Top Sold Separately  

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

        Style Number/Barcode: 06303-0085

        Category Name: $20 & Under Sale

        Price: $6.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Floral Feels Ruffle Mini Dress

        Get all those floral feels in this adorable printed ruffle mini dress! Perf to wear to a spring wedding!

        Fit & Features

        • Strapless sweetheart neckline
        • Elastic banded back
        • Hidden back zipper | Hook and eye closure
        • Ruched detailing
        • Tiered ruffle hem
        • Floral printed woven fabric | 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: 05102-0632

        Category Name: $20 & Under Sale

        Price: $9.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Floral Fiesta Crochet Waist Skater Dress

        Get your party on in this gorgeous floral skater skirt! Dress it up with some clear heels and some sparkling finishing touches. 

        Fits & Features

        • Spaghetti Straps That Cross At The Back 
        • V Neckline 
        • Crochet Design At The Waist
        • Mini Length Silhouette I Skater-Style Skirt 
        • Scuba Fabric 
        • Moderate Stretch 

        Style Number/Barcode: 05101-0329

        Category Name: $20 & Under Sale

        Price: $9.97 $35.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Cut Out Mesh Crop Top

        This cut out mesh crop will give you the perfect amount of edge. It features long fitted sheer sleeves, a crew neckline, a front cut out above the bust, a completely sheer closed back, and a cropped hem. The top is composed of a mesh fabric with a fron knit lining, and offers plenty of stretch and a form hugging fit.

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

        Style Number/Barcode: 06001-1956

        Category Name: $20 & Under Sale

        Price: $6.97 $26.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Touch of Rhine O Ring Belt 2 Pack

        Step up your accessories game with these double O ring belts. Pair it with denim and a bodysuit to make the look a bit dressier.

        Fits & Features

        • Pack of Two Belts
        • Double O Rings with Rhinestones
        • Faux Leather
        • Black | Tan

        Style Number/Barcode: 07301-0180

        Category Name: $20 & Under Sale

        Price: $6.97 $14.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Butterfly Bae Metal Hair Clips

        Add the perfect touch to your spring look with these gold butterfly clips. Style them with a flowy sundress and strappy sandals.

        • Set of 2 clips
        • 3D Butterfly Design
        • Gold Finish

        Style Number/Barcode: 07006-0154

        Category Name: $20 & Under Sale

        Price: $4.97 $9.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Dance with Me Puff Sleeve Mini Dress

        Slip on this trendy mini dress and show off your dance moves in style! Pair it with strappy heels and a cute clutch.

         Fit & Features

        • One Shoulder Design
        • Organza Puff Sleeve
        • Crepe Fabric
        • Mini Length Silhouette
        • Form Hugging Fit

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

        Style Number/Barcode: 05101-0764

        Category Name: $20 & Under Sale

        Price: $14.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Catch Me Poolside Swim Bottoms

        You'll most def be chillin' poolside in these simple yet stylish swim bottoms! Pair with the matching top and you'll be a total sunkissed babe!

        Shop Matching Top: Catch Me Poolside Swim Top

        Fit & Features

        • Mid rise waist
        • Cheeky bottom

        RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

        Style Number/Barcode: 07105-0540

        Category Name: $20 & Under Sale

        Price: $6.97 $18.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Catch Me Poolside Swim Top

        You'll most def be chillin' poolside in this simple yet stylish swim top! Pair with the matching bottoms and you'll be a total sunkissed babe!

        Shop Matching Bottoms: Catch Me Poolside Swim Bottoms

        Fit & Features

        • Thin tie shoulder straps
        • Square neckline
        • Back hook and bar closure
        • No padding

        RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

        Style Number/Barcode: 07104-0391

        Category Name: $20 & Under Sale

        Price: $9.97 $22.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Everyday Hustle Strappy Mules

        Bby ur a boss on the everyday hustle, and you need a pair of go-to mules for that 9-5, and then for cocktail hour afterwards! Style with flowy trousers, or your nice high waist dark denim!

        • Open almond toe
        • Strappy detailing
        • Skinny heel
        • Faux leather
        • Slide on fit

        Please be advised that this style runs 1/2 size small.

        Style Number/Barcode: 07401-2299

        Category Name: $20 & Under Sale

        Price: $16.97 $28.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Pretty Under The Palms Swim Bottoms

        You'll be lounging pretty under the palms in these trendy bikini bottoms! Pair with the matching top and get ready to be vacay bound!

        Shop the Matching Top: Pretty Under The Palms Tank Swim Top

        Fit & Features

        • All over palm leaf print
        • Cheeky
        • High Hip Fit

        Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

        Style Number/Barcode: 07105-0617

        Category Name: $20 & Under Sale

        Price: $10.97 $22.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Pretty Under The Palms Tank Swim Top

        You'll be lounging pretty under the palms in this trendy tank swim top! Pair with the matching bottoms and get ready to be vacay bound!

        Shop Matching Bottoms: Pretty Under The Palms High Waist Swim Bottoms

        Fit & Features

        • Tank-like shoulder straps
        • Square neck and back
        • No padding
        • Elastic banded hem
        • All over palm leaf print

        Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

        Style Number/Barcode: 07104-0464

        Category Name: $20 & Under Sale

        Price: $10.97 $22.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • At Ease Simple Clear Sandals

        Keep the chill vibes going when you step out in these easy going sandals! Style with flowy pants, for that resort ready finish!

        • Slide on fit
        • Clear pink band over the toe
        • Open almond toe
        • Faux suede

        Style Number/Barcode: 07404-0653

        Category Name: $20 & Under Sale

        Price: $10.97 $16.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Jetsetter Cat Eye Sunglasses

        You need these shades for next getaway! Style them with a crop top and denim shorts for an effortless look.

        • Cat Eye Design
        • Plastic Tortoise Frame  

        Style Number/Barcode: 07008-0758

        Category Name: $20 & Under Sale

        Price: $4.97 $8.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Block Party Lace Up Sandals

        These sandals are perfect for all your summer day parties! Style them with a denim mini skirt and an off the shoulder crop top.

        • Block Heel
        • Lace Up Ankle Tie
        • Faux Suede

        Style Number/Barcode: 07404-0595

        Category Name: $20 & Under Sale

        Price: $9.97 $24.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Sun's Out Oval Sunglasses

        You’ll look effortlessly stylish when you add these sunnies to your outfit! They look perfect paired with distressed denim and a crop top.

        • Oval Lenses
        • Metal Frame

        Style Number/Barcode: 07008-0764

        Category Name: $20 & Under Sale

        Price: $4.97 $10.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Island Gal Straw Floppy Hat

        Look fine on your island vacay in this floppy hat! Pair it with your bikini and a kimono for a fun pool party look.

        • Floppy Brim
        • Straw Design
        • Black Knit Band Detail

        Style Number/Barcode: 07302-0206

        Category Name: $20 & Under Sale

        Price: $7.97 $16.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale