$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Feline Myself Satin Leopard Crop Top

    Girl! We're all about this look and we know you'll be feeling it too. Don't forget to complete your 'fit and add the matching midi skirt to cart 

    Shop Matching Skirt: Feline Myself Satin Leopard Flare Midi Skirt

    Fits & Features

    • Spaghetti Strap 
    • Cowl Neckline 
    • Crop Hemline
    • Back Zipper And Hook And Eye Closure
    • Satin-Like Fabric | Leopard Print 
    • Fitted
    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 06003-0532

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Be BFFs Jumpsuit

    All your BFFs will want to know where you got your sultry chic jumpsuit!

    Fit & Features

    • Tank-like shoulder straps
    • Square neck
    • Scalloped hem | Front waist cut out
    • Sheer lace top | Front nude lining | Sheer back
    • High waist pants
    • Wide leg pants | Crepe fabric

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

    Style Number/Barcode: 06502-0239

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho-Chic Tie-Front Top

    Get that boho-chic vibe going in this adorable tie-front top! It features long blouson sleeves, a deep V neckline, a tie detail that can be tied in the front or the back, and a cropped, form-hugging fit. Complete your outfit with printed flare pants and strappy sandals.

    Fit & Features

    • Long sleeves with elastic banded cuffs
    • Deep V neckline
    • Tie detail that can be tied in the front or the back
    • Cropped, form-fitting style
    • Sheer dot textured woven fabric
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06204-0297

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flavor Of The Week Stud + Hoop Earring 20 Pk

    What's your flavor of the week? We have you covered for all of your moods with a 20 pack of pearls, studs, and hoops!

    • 20 Pack of earrings
    • Simple studs small to large (5 pairs)
    • Rhinestone studs small to large (5 pairs)
    • Pearl studs small to large (5 pairs)
    • Sleek hoops small to large (5 pairs)
    • All earrings have post back closures

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

    Style Number/Barcode: 07001-0312

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vanessa V-Neck Tulle Gown

    Special Occasion 

    This prom season, you'll for sure bring that dramatic flair with every step in our glam Vanessa tulle gown! She features a sleeveless plunging V-neckline with pleated detailing at the bust, adjustable spaghetti straps that lead to a cross-back design, a high waist seam, and a floor-length flowy ball gown silhouette. The dress is composed of layers of chic tulle with a knit lining and showcases all-over iridescent sequins for the prettiest sparkle. Style this dress with the perfect pair of heels.

    Fit & Features

    • Sleeveless deep V-neckline, pleated detailing
    • Adhesive bra recommended
    • Adjustable spaghetti straps, cross-back design
    • Back zipper, hook and eye closure
    • High waist seam, flowy ball gown skirt
    • Iridescent sequin embellishment
    • Layers of tulle, knit lining
    • Runs true to size

    Style Number/Barcode: 05004-0027

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carrie Scroll Sequin A-Line Dress

    Special Occasion

    Show up to the party in dazzling fashion with our showstopping Carrie dress! She features a sleeveless plunging V-neckline, adjustable spaghetti straps for a customized fit, and a floor-sweeping hemline with an A-line silhouette and a chic front slit. The lined mesh fabric has stunning all-over sequin embroidery in a vintage-inspired scroll pattern. Complete the look with rhinestone duster earrings.

    Fit & Features

    • Deep V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook and eye closure
    • Floor-length hemline, A-line silhouette, front slit
    • Lined mesh fabric, sequin embroidery, scroll pattern
    • Runs true to size

    Style Number/Barcode: 05002-0551

    Category Name: $20 & Under Sale

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nicolette Sequin & Tulle Dress

    Special Occasion

    The stunning sequin bodice...the extravagant two-tone tulle...this dress says it all! You'll be working your charm in the glamorous Nicolette! 

    Fits & Features 

    • Adjustable Spaghetti Straps 
    • Plunging V Neckline | Padded Bust 
    • Mesh Lined Sequin Bodice | Back Zip With Hook & Eye Closure
    • Floor Length, Contrasting Lined Tulle Skirt 
    • A-Line Silhouette | Center Front Slit 
    • Form Flattering Fit | 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: 05004-0054

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dina Sheen A-Line Dress

    Special Occasion

    Give our lovely Dina a twirl and fall in love with her stunning shine! 

    Fits & Features

    • Adjustable Spaghetti Straps I Back Zip With Hook & Eye Closure
    • V Neckline & Back I Padded Bust
    • Hidden Slant Hand Pockets
    • Floor Length Skirt With Horse Hair Hem For Fullness 
    • A-Line Silhouette 
    • Smooth knit material with silver sheen finish 
    • 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: 05002-0523

    Category Name: $20 & Under Sale

    Price: $19.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Justine Glitter High-Low Dress

    Special Occasion

    Leave them wondering as you make an elegant arrival in our beautiful Justine! 

    Fits & Features

    • Adjustable Spaghetti Straps That Cross At The Back
    • Plunging V Neckline | Padded Cups
    • High Low Skater Silhouette With Pleated Accents 
    • Lined, Nontransferable Glitter Woven Fabric
    • Mini Skirt Knit Lining
    • Form Hugging Fit | Moderate Stretch 

     

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

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0645

    Category Name: $20 & Under Sale

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Sleeve Ribbed Mini Dress

    It may be cold, but you're heating up in this ribbed mini dress!

    Fits & Features

    • Surplice V Neckline I V Back
    • Fitted Long Sleeves
    • Mini Length Silhouette 
    • Midweight Ribbed Knit Fabric 
    • Curve Hugging Fit I Moderate Stretch 

     

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

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

      Style Number/Barcode: 06005-0361

      Category Name: $20 & Under Sale

      Price: $6.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Charlotte Burnout Velvet Mermaid Dress

      Special Occasion

      You'll be a sight for sore eyes in our lovely Charlotte! Glittering florals are decked throughout her curve-hugging silhouette. 

      Fits & Features

      • Adjustable Spaghetti Straps 
      • Surplice V Neckline I Square Back 
      • Floor Length Wrap Skirt I Center Front Slit 
      • Mermaid Silhouette 
      • Mesh Lined Fabric I Burnout Velvet Floral Prints With Glitter Finish
      • Curve Hugging Fit I Moderate Stretch 
      • Zipper Not Featured 

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0718

      Category Name: $20 & Under Sale

      Price: $19.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • So Sultry In Satin Mini Dress

      Sexy and sultry, you'll look fire in this satin mini dress bby! Pair with some glamorous earrings for a total luxe vibe.

      Fit & Features

      • Adjustable spaghetti straps
      • Plunging V neckline
      • Tiered high waist seams
      • Back zipper closure
      • Short, curve hugging fit
      • Satin-like fabric | Moderate stretch

       

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

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

      Style Number/Barcode: 05101-0547

      Category Name: $20 & Under Sale

      Price: $9.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sonora Glitter Heat Stone Mermaid Dress

      Special Occasion

      Jaw-dropping and gorge, our alluring Sonora will take everyone's breath away! 

      Fits & Features

      • V Neckline 
      • Spaghetti Straps I Lace Up Back 
      • Floor Length Skirt I Mermaid Silhouette
      • Lined Lurex Fabric With Heat Stone Accents 
      • Curve Hugging Fit 
      • 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: 05002-0725

      Category Name: $20 & Under Sale

      Price: $14.97 $79.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • 100% Aquarius Tee

      Take 50% Creative and 50% Defiant to create those Aquarius vibes! Pair this cosmically-inspired tee with your fave denim for super casually cute look!

      Fit & Features

      • Crew neckline
      • Short sleeves
      • Cotton material | Moderate stretch
      • Script that reads "50% Creative, 50% Defiant, 100% Aquarius"

       

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

      Style Number/Barcode: 06002-0359

      Category Name: $20 & Under Sale

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Off The Shoulder Cable Knit Sweater

      Off the shoulder sweaters are a must have this season! Get a casual vibe by adding some distressed denim and a cute pair of booties!

      Fit & Features

      • Off the shoulder neckline
      • Long sleeves
      • Ribbed hems
      • Chenille knit fabric
      • Moderate stretch

      Style Number/Barcode: 06005-0274

      Category Name: $20 & Under Sale

      Price: $13.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Eyelash Knit Bell Sleeve Crop Top

      This fuzzy eyelash knit crop top is such a chic basic you need ASAP.

      Fit & Features

      • Crew neckline
      • Long bell sleeves
      • Cropped
      • Ribbed hems
      • Eyelash knit fabric | Moderate stretch
      • Form-fitting style

      Style Number/Barcode: 06005-0312

      Category Name: $20 & Under Sale

      Price: $12.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Rule Breaker Aquarius Graphic Tee

      Rules were made to be broken for an Aquarius bby like you! Pair this tee with a chic high waist skirt to dress up this basic tee! 

      Fit & Features

      • Crew Neckline
      • Short Sleeves
      • Graphic 
      • "An Aquarius Never Follows The Rules"
      • Cropped Hem | Knotted Hem 
      • Cotton Fabric
      • Relaxed Fit | Moderate Stretch 

       

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


      Style Number/Barcode: 06002-0360

      Category Name: $20 & Under Sale

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Casual Leopard Print Tee

      Leopard print is the new neutral! Casually dress this tee up with your fave pair of denim and some adorable booties!

      Fit & Features

      • Crew neckline
      • Long fitted sleeves
      • Mid-length, form-fitting hem
      • Leopard print
      • Ribbed knit fabric | Moderate stretch

      Style Number/Barcode: 06002-0318

      Category Name: $20 & Under Sale

      Price: $6.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Bring The Bling Rhinestone Mesh Clutch

      Majorly bring the bling with this glamorous rhinestone mesh box clutch!

      • Box design
      • Detailed rhinestone ring top clasp
      • Rhinestone mesh material on the exterior
      • Woven lining
      • Included chain shoulder strap

      Style Number/Barcode: 07204-0067

      Category Name: $20 & Under Sale

      Price: $16.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Somethin' About Her Bandage Bra + Panty Set

      Oooh there is somethin' about a woman with confidence! Dress it up and show em what you got bby 

      Fit & Features

      • Caged strappy bra
      • Slip on fit | No closures
      • Bandage design | Very stretchy
      • Rhinestone embellishments
      • Matching panties 
      • Double strap hip| Cheeky bottom
      • Nylon material | High waist fit

      Style Number/Barcode: 07107-0383

      Category Name: $20 & Under Sale

      Price: $12.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Beaded Beauty Cropped Bralette

      Everyone will be looking your way in this beautifully beaded cropped bralette! Style it up with a curve hugging mini skirt or keep it more casual with your fave pair of denim. Either way you'll be looking like a babe!

      Fit & Features

      • Spaghetti straps
      • Sweetheart neckline with a wired V detail
      • Back zipper closure
      • Pearl embellishments
      • Semi-sheer mesh fabric
      • Cropped

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

      Style Number/Barcode: 06003-0477

      Category Name: $20 & Under Sale

      Price: $6.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Pretty In Lace Long Sleeve Mini Dress

      Wow in the Pretty In Lace long sleeve mini dress! It features a lace crafted top with smooth knit lining, scalloped trim V-neck, and long sleeves. The bottom half of this darling piece is composed of a crepe fabric that offers a curve-hugging fit with moderate stretch. Zipper is included at the back. 

       

      Style Number/Barcode: 05101-0144

      Category Name: $20 & Under Sale

      Price: $15.97 $40.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Kendra Two Piece Lace & Chiffon Dress

      Special Occasion

      Take everyone's breath away as you walk out in our beautiful Kendra! 

      Fits & Features

      • Glitter Lace Top With Full Knit Lining I Glitter May Transfer
      • Tank-Inspired Straps I Back Zip With Hook & Eye Closure
      • Scallop V Neckline & Crop Hem I Padded Bust
      • Lined Chiffon Skirt With All Over Floral Print
      • A-Line Silhouette I High Rise Waist 
      • Floor Length Hem I Back Zip With Hook & Eye Closure 
      • Form Hugging Fit I Slight Stretch 

      Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size 3.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05006-0084

      Category Name: $20 & Under Sale

      Price: $9.97 $129.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Melinda One Shoulder Sequin Dress

      Special Occasion

      Shine the night away in our eyecatching Melinda! Her sequins will glisten and glow underneath the lights. 

      Fits & Features

      • Asymmetrical One Shoulder Neckline
      • Zipper At Back
      • Floor Length Silhouette | High Slit 
      • Mesh Lined Fabric With Scroll Pattern Sequins 
      • Curve Hugging Fit 

       

      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: 05002-0535

      Category Name: $20 & Under Sale

      Price: $54.97 $119.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale