$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.

  • Playful In Polka Dots Swim Top

    Play all day in polka dots! This sweet swimsuit is a sweet summer set that you can't miss out on! Team with the matching swim bottoms!

    Fit & Features

    • Square neckline
    • Bow tie tank straps
    • Flattering princess seams
    • Lined
    • Hook bar closure center back
    • Taupe with polka dot design | Moderate stretch
    • Matching bottoms: 07105-0535

    Style Number/Barcode: 07104-0386

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful In Polka Dots Swim Bottoms

    Play all day in polka dots! This sweet swimsuit is a sweet summer set that you can't miss out on! Team with the matching swim top!

    Fit & Features

    • Mid-rise fit
    • Lined
    • Taupe with polka dot design
    • Moderate stretch
    • Matching top: 07104-0386

    Style Number/Barcode: 07105-0535

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jetsetter Tropical V Halter Swimsuit

    Vacay Mode: On! She works hard and plays harder 

    Fits & Features

    • One Piece Swimsuit
    • Halter Neckline With Self Ties At Nape
    • Plunging V Neckline
    • High Leg Cut 
    • Cheeky Fit & Coverage 

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

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

    Style Number/Barcode: 07109-0145

    Category Name: $20 & Under Sale

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty In Polka Dots Swimsuit

    Bring on those retro chic vibes with this pretty polka dot one piece that is perfect for lounging poolside!

    Fit & Features

    • Strapless sweetheart neckline
    • Two front cut outs
    • Double tie front details
    • Covered bottom
    • All over polka dot pattern

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

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

    Style Number/Barcode: 07109-0144

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Milana Lace Back Floral Dress

    Special Occasion

    Adorned with romantic floral prints and a dainty lace back, our Milana will turn heads left and right with her stunning presence. With a gorge slit at the front, show off your pretty heels! 

    Fits & Features

    • High Neckline I Dual Spaghetti Straps I Padded Bust
    • Lace Back & Lower Back With Zip Closure 
    • Floor Length Hemline I Front Slit I A Line Silhouette 
    • Midweight Smooth Woven Fabric I Floral Prints Throughout 
    • Form Hugging Fit I Moderate Stretch 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0504

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Organza Puff Sleeve Mini Dress

    Bring the drama with head turning organza to make your outfit a true one of a kind! Pair with a belt to create an hourglass illusion and your favorite pumps! 

    Fit & Features

    • Mock Neck
    • Sheer Organza Puff Sleeves
    • Lined Scuba Knit Fabric 
    • Mini Length Silhouette 
    • Exposed Back Zipper Closure 
    • Form Hugging Fit
    • Moderate Stretch 

     

    Style Number/Barcode: 05101-0643

    Category Name: $20 & Under Sale

    Price: $17.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Sweetheart Ruched Mini Dress

    You're a major sweetheart! Showcase your sweet style in this darling ruched LBD! The detachable sleeves give this LBD two looks in one! 

    Fit & Features

    • Off the shoulder sweetheart neckline | No-slip strip
    • Back zipper | Hook and eye closure
    • Short detachable puff sleeves
    • All over ruched detailing
    • Short, curve-hugging fit
    • Woven fabric | 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: 05101-0621

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Toni Low Back A-Line Dress

    Special Occasion

    Your inner queen will shine through in our gorgeous Toni! Her full skirt will add all the drama you need to make a stunning impression!

    Fits & Features

    • Adjustable Spaghetti Straps That Cross At The Back
    • Low, Open Back I V Neckline I Lightly Padded Bust
    • Hidden Hand Pockets
    • Floor Length Skirt I A-Line Silhouette I Horsehair Trim Hem
    • Woven Smooth Fabric I Pretty Sheen Finish I Mini Length Lining 
    • Back Zipper With Hook & Eye Closure 
    • 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: 05002-0553

      Category Name: $20 & Under Sale

      Price: $19.97 $129.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Comfy Vibes Pullover

      Get all those comfy cozy vibes in this adorable pullover! Pair with the matching joggers for the perf set.

      Shop Matching Bottoms: Comfy Vibes Knit Joggers

      Fit & Features

      • Crew neckline with ribbed hem
      • Long sleeves with ribbed cuffs
      • Mid-length hem with front drawstring
      • Relaxed fit
      • Cotton blend fabric | Moderate stretch
       Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

      Style Number/Barcode: 06002-0441

      Category Name: $20 & Under Sale

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Raw Potential Cropped Denim Jacket

      Girl bring on ur full potential, and bring it in style with a cropped denim jacket! Perfectly style with high waist pants and your go-to booties!

      Fit & Features

      • Collared neckline
      • Long sleeves
      • Button down center
      • Two front pockets
      • Cropped raw hemline
      • Light wash denim | No stretch

      Style Number/Barcode: 06203-0050

      Category Name: $20 & Under Sale

      Price: $11.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sheer She Goes Mesh Rhinestone Crop Top

      Diamonds and rhinestones? Ooh, she fancy! Pair with your fav bralette and show your bougie-side in this sheer crop top!

      Fits & Features

      • Crew Neckline
      • Fitted Long Sleeves 
      • Crop Hemline 
      • Sheer, Mesh Fabric With Embroidered Diamond Pattern Design 
      • Rhinestone Embellishments Throughout 
      • Moderate Stretch 

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

        Style Number/Barcode: 06001-2198

        Category Name: $20 & Under Sale

        Price: $6.97 $24.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Ditsy Floral Wrap Front Top

        We can't get enough of the adorable floral print on this top! Pair with your fave denim and clear mules for an effortlessly pretty look!

        Fit & Features

        • Half sleeves with flowy hems
        • Surplice front design
        • Back cut out followed by a tie closure
        • Cropped
        • All over ditsy 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: 06003-0504

        Category Name: $20 & Under Sale

        Price: $6.97 $26.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Flared and Flirty Ponte Skater Dress

        Keep it flared and flirty in this twirl-worthy skater dress! Perfectly pair this dress with a set of fab pumps to make a chic impression! 

        Fit & Features

        • V-Neckline
        • Spaghetti Straps | Cross-At-Back 
        • Princess Seams
        • Skater Silhouette 
        • Ponte Knit Fabric 
        • Form Hugging Fit 
        • Moderate Stretch 

         

        Style Number/Barcode: 05101-0740

        Category Name: $20 & Under Sale

        Price: $9.97 $37.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Heloise Scroll Sequin Mermaid Dress

        Special Occasion

        Mesmerize in our breathtaking Heloise! Everyone will be staring as her sequins catch the light and change color at every angle. 

        Fits & Features 

        • Tank-Inspired Shoulder Straps 
        • Plunging V Neckline I Scoop Back With Zip Closure 
        • Floor Length Hemline I Mermaid Silhouette
        • Mesh Lined Fabric With Scroll Pattern Sequins 
        • Form Hugging Fit 

        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: 05002-0665

        Category Name: $20 & Under Sale

        Price: $19.97 $129.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Sia Cross Back Metallic Dress

        Special Occasion

        Shimmer and shine in our sensational Sia! Whenever you slip her on, just know it's always going to be your moment! 

        Fits & Features 

        • Adjustable Spaghetti Straps Cross At Back
        • Surplice V Neckline I Square Back
        • Floor Length Hemline I Front Slit 
        • Ruching Detail At The Side
        • Shiny Metallic Knit Fabric I Partial, Mini Length Lining
        • Curve Hugging Fit I Moderate Stretch 

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05002-0822

        Category Name: $20 & Under Sale

        Price: $19.97 $64.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Slow Things Down Lounge Crop Top

        Slow things down a little and lounge around for the day! You deserve it boo. Get comfy, and don't forget to pick up the matching bottoms to this comfy set!

        Shop Matching Bottoms: Slow Things Down Lounge Leggings

        Fit & Features

        • Off shoulder neckline
        • Long sleeves
        • Cropped hemline
        • Soft ribbed knit
        • Moderate stretch

        Style Number/Barcode: 07103-0298

        Category Name: $20 & Under Sale

        Price: $9.97 $19.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Faux-Ever Yours Wrap Bandage Mini Skirt

        Heat up your look with this form-hugging skirt! It'll be a forever fave piece in your wardrobe rotation! 

        Fits & Features 

        • Elastic, High Fit Waistband
        • Mini Length Silhouette I Form Fitting
        • Faux Wrap Design At The Front 
        • Stretchy, Ponte Fabric 
        • Zipper Not Featured

        Style Number/Barcode: 06501-0242

        Category Name: $20 & Under Sale

        Price: $9.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Stressed N' Distressed Denim Mini Skirt

        May you never be stressed, and may ur mini skirts be distressed, AMEN.

        Fit & Features

        • High waist fit
        • Distressed at the thigh
        • Button front closures
        • Mini hemline
        • Traditional pockets + Belt loops
        • Light wash denim fabric | Moderate stretch
        Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.  

        Style Number/Barcode: 06601-0009

        Category Name: $20 & Under Sale

        Price: $6.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Vacay Mode Tie Front Blouse

        A suitcase staple! The Vacay Mode blouse is perf for wearing with your denim shorts for a cute, laid back look. All you need is that refreshing marg 

        Shop Matching Bottoms: Vacay Mode Smocked Mini Skirt

        Fits & Features

        • Tie Front Closure 
        • Long Batwing Sleeves
        • Crop Hem I Elastic At Back
        • Woven Fabric
        • Tropical Palm Print

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

        Style Number/Barcode: 06003-0566

        Category Name: $20 & Under Sale

        Price: $9.97 $22.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Statement Shoulders Collared Bodysuit

        Update your wardrobe with this simple yet statement-making bodysuit! The puff shoulders add a subtle touch of drama to your look 

        Fits & Features

        • Plunging V Neckline
        • Pointed Collar
        • Puff Shoulder, Fitted Long Sleeves
        • Smooth Knit Fabric 
        • Thong Bottom With Dual Snap Button Closure 
        • Form Hugging Fit I Moderate Stretch 

        Style Number/Barcode: 06003-0760

        Category Name: $20 & Under Sale

        Price: $9.97 $26.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Sheer And Stylish Smocked Crop Top

        Get a chic, sheer, and adorably stylish look in this smocked crop! Pair the top with your fave mom jeans for a total vibe.

        Fit & Features

        • Half-length loose sleeves | Elastic banded cuffs
        • Ruffle trim
        • Sweetheart neckline
        • Tie front detail
        • Smocked bodice
        • Cropped
        • Sheer woven fabric with dot print

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

        Style Number/Barcode: 06003-0757

        Category Name: $20 & Under Sale

        Price: $14.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Plant One On Floral Romper

        You'll be charming them with this flirty, floral romper! 

        Fits & Features

        • Adjustable Spaghetti Straps Cross At The Back
        • Lace & Zip Back Detail 
        • Plunging V Neckline 
        • Wide Leg Shorts With Pleating Detail | Zip At Back
        • Floral Print Design 
        • Form 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: 06503-0066

        Category Name: $20 & Under Sale

        Price: $15.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • She's A Pearl Mesh Crop Top

        You know what they say, pearls are always appropriate! Take your everyday denim to the next level when you pair it with a flowy mesh pearl top!

        Fit & Features

        • Mock neckline
        • Long sleeves that puff from the elbow down
        • Smocked cropped hemline
        • Sheer design
        • Partially lined with a very sheer v-neck tank
        • Pearl embellished
        • Keyhole cut out at back of neck

        Model is 5'9" with a 32" bust,  23" waist and 34.5" hips. She is wearing a size small.

        Style Number/Barcode: 06003-0586

        Category Name: $20 & Under Sale

        Price: $6.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Puff Sleeve Cut Out Jumpsuit

        A stunning jumpsuit for our brunch bae! Add a cute boater hat, accessorize with some cute earrings, and pair with your favvvv sandals to get that look on point! 

        Fits & Features

        • Elastic Square Neckline & Back 
        • Back Zip With Hook & Eye Closure I Smocked Back 
        • Puff Shoulder Short Sleeves With Elastic Cuffs 
        • Cut Out At Waist 
        • Wide Leg Pants 

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

        Style Number/Barcode: 06502-0195

        Category Name: $20 & Under Sale

        Price: $6.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance