$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.

  • Plus Victoria Two Piece Lace Dress
    Special Occasion 

    It takes two to make a stunning impression! Victoria features a lined black bodice with a one shoulder neckline, a fitted unlined lace long sleeve, padded cups and a scalloped lace trim. Her matching mint hued ball gown skirt features a high rise waist, a mesh overlay and a petticoat. Dress offers a relaxed fit with slight stretch.

    Model is 5'11" with a 38" bust, 37" waist and 48.5" hips. She is wearing a 1X

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15006-0000

    Category Name: $20 & Under Sale

    Price: $9.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Denise Formal Plunging Ruched Dress
    Special Occasion 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0147

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Kaitlyn Formal High Slit Dress
    Special Occasion 

    Make them all take a second look in our gorgeous Kaitlyn black dress! She features a sleeveless bodice, a plunging V neckline, supportive shoulder straps and a flattering ruched empire waist. Her relaxed fit bodice leads to a curve hugging floor length silhouette accented with vertical seams to create an hourglass illusion and a high side slit. She is composed of a lined crepe fabric that offers plenty of stretch. Includes a back zipper closure with ruched detailing and a mini skirt length knit lining. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0090

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Missy Tendril Ball Gown
    Special Occasion 

    Charm and radiate love in our dreamy Missy dress! She features a sleeveless partially sheer black hued bodice with round neckline, a sweetheart bust lining, padded cups, an sheer mesh inset at the waist and a bohemian-inspired applique design. Her back features neck ties and small keyhole. Missy really brings the romance with her blush pink glittery tendril accented ball gown. Dress is composed of a combination mesh, tulle and knit fabric. Offers a relaxed fit with slight stretch. Includes a back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15005-0001

    Category Name: $20 & Under Sale

    Price: $9.97 $169.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Annamarie Floral Tulle Dress
    Special Occasion 

    Radiate a sweet look in florals as you stun in our Annamarie dress! She features a burgundy hue, a high round neckline, a partially lined bodice, a sweetheart bust lining, padded cups, a sheer mesh overlay adorned with floral appliques and an unlined mesh waist band. Her back features a plunging V back with neck ties. Her relaxed fit bodice leads to voluminous tulle ball gown silhouette. Dress is composed of a combination mesh, tulle and knit fabrics that offers a relaxed fit with slight stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15005-0000

    Category Name: $20 & Under Sale

    Price: $9.97 $144.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Galilea Formal High Slit Dress
    Special Occasion 

    Raise the bar in our sophisticated Galilea black dress! She features a sleeveless bodice, a plunging V neckline, adjustable narrow straps and floor length silhouette with double high slits. She is composed of a smooth knit fabric that offers a curve flattering fit with plenty of stretch.

    Model is 5'11" with a 38" bust, 37" waist and 48.5" hips. She is wearing a 1X

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0102

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Kathy Formal Off The Shoulder Bandage Dress
    Special Occasion 

    Make an entrance that will wow them all in the captivating Kathy dress! She features an off the shoulder neckline with off the shoulder strap accents, wide shoulder straps, a sweetheart bust and an inverted triangle mesh inset. Her relaxed bodice leads to a curve flattering floor length silhouette that creates an hourglass illusion. Her back features a matching mesh inset on the lower back that leads to a zipper closure. Dress is composed of a crepe fabric that offers a moderate stretch.

    Model is 5'11" with a 38" bust, 37" waist and 48.5" hips. She is wearing a 1X

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0139

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Swept Off Your Feet High-Low Dress

    Get swept up in the moment with this blue high-low dress! It has a deep V neckline, narrow shoulder straps, a sheer lace back with a gold zipper closure, and a fitted bodice with a high banded waist that leads to a flowy high-low skirt. Dress is composed of a crepe fabric with a moderate stretch. 

    Style Number/Barcode: 15101-0097

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Guinevere Formal Lace Dress
    Special Occasion 

    Radiate in lace as you stun in our charming Guinevere dress! She features a high round neckline, padded cups, an unlined center mesh inset and all over floral lace fabric. Her waist features a pretty tie waist ribbon for a stylish touch! Her ball gown silhouette bring plenty of flair with a shimmering glitter accent! Dress is composed of a combination mesh, tulle and smooth knit fabric that offers a form hugging fit with minimal stretch.

    Model is 5'11" with a 38" bust, 37" waist and 48.5" hips. She is wearing a 1X

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15004-0010

    Category Name: $20 & Under Sale

    Price: $19.97 $144.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus From The Block Midi Dress
    Where you from Lil' Mama? This cute dress has a flattering V neckline paired with thin straps and a sexy, bodycon fit with a small back slit. The garment is composed of a crepe fabric that offers a moderate stretch and is detailed with a multi-color block design.

    Model is 5'9" with a 44" bust, 37" waist and 47" hips. She is wearing a size 1X

    Style Number/Barcode: 15102-0028

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Glitter Goddess Mini Dress

    Glow on like the goddess you are in this radiating mini dress! It features a round neckline with a single button closure at the nape of the neck, long sleeves and a small keyhole at the back. Dress is composed of a mesh fabric adorned with glitter accents to plenty of sparkle! Dress offers a relaxed fit with plenty of stretch. 

    Style Number/Barcode: 15101-0065

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Elisabeth Pleated Tulle Formal Dress
    Special Occasion

    Dress yourself as the princess you are with our breath-taking Elisabeth dress! She is a floor length evening gown with a plunging V neckline and thin adjustable straps that create an X back. Her wide empire waist leads to a floor length skirt that dances around your ankles. She is composed of a pleated tulle fabric with a sheer appearance and a thin knit lining that features a two front slits. Elisabeth offers a moderate stretch and includes a hidden zipper.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0105

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Basic Essentials Midi Dress

    Sometimes less is more! This basic red midi dress can be kept casual or paired with accessories to dress it up! Throw on your favorite sunnies or wide brimmed hat to achieve beach worthy vibes! This dress features a scoop neckline, narrow shoulder straps and a soft to the touch fabric feel creating a curve hugging fit with plenty of stretch. 

    Style Number/Barcode: 15102-0020

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Floral Fiesta Maxi Dress
    This beautiful floral maxi dress is perfect for your spring and summer occasions! It features a stretchy off the shoulder neckline with a ruffle pop over, a stretchy high waist seam, and a flowy floor-length skirt. Dress is composed of an unlined crepe fabric with no stretch. 

    Model is 5'8 with a 42" bust, 35" waist, and 45" hips. She is wearing a size 1X.

    Style Number/Barcode: 15102-0033

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Midnight Dreams Bodycon Dress
    They're dreaming of you tonight in this bodycon dress! It features a V neckline paired with narrow straps and our best selling sheer lace back! The short dress is composed of a thick ponte knit fabric that offers a moderate stretch for a sexy curve hugging fit. Includes an exposed back gold zipper.

    Model is 5'11 with a 38" bust, 37" waist, and 48.5" hips. She is wearing a size 1X.

    Style Number/Barcode: 15101-0069

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plus Striped In Style Dress

    Stay stylish in stripes as you own it in this sassy dress! It features a multi colored hue, a sleeveless bodice, a square neckline, narrow adjustable straps and an open back design with a cute tie waist back accent. The slim fit bodice leads to a flared A-Line mini silhouette. The striped design features navy, red and yellow hues. Dress is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch.

    Style Number/Barcode: 15102-0025

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Lace Appeal Skater Dress

    One way to ensure an unforgettable evening? Make the case for lace in this flirty skater style! Dress features spaghetti straps, a lightly padded sweetheart bodice with lace overlay, and a swing-y, inverted-pleat mini skirt. Dress slips on and is made from a lightweight nylon-crepe blend with a fair amount of stretch.

    *Web exclusive - online returns only*

    Model is 5'9" with a 38.5" bust, 31" waist and 52" hips. She is wearing a size 1X.

    Style Number/Barcode: 15101-0104

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Kyla Formal Bandage Dress
    Special Occasion 

    Make an unforgettable entrance in our wowing Kyla dress! She features a rich burgundy hue, a sleeveless bodice, a V neckline, wide overlapping pleated accents that drape the bodice and supportive shoulder straps. Her relaxed fit bodice leads to a curve hugging floor length silhouette accented with vertical seams and a high side slit. Dress is composed of a lined scuba fabric that offers a moderate stretch. Includes an exposed back gold zipper closure with ruched detailing.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0091

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Color Block Midi Dress

    Showcase your va va voom curves in this flattering midi dress! It features a color block design, a sweetheart neckline with supportive padded cups, wide shoulder straps and a midi length silhouette. The burgundy dress is complemented with black and beige colored stripes that create a wowing hourglass illusion. Dress is composed of a partially lined crepe fabric that offers a curve hugging fit with a moderate stretch. Includes a back zipper closure. 

    Style Number/Barcode: 15101-0076

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Hot Stuff Asymmetrical Dress

    You're looking like hot stuff this evening, babes! This dress has a wrap bodice with a deep V neckline, spaghetti straps, and ruching on the side. A wrap skirt creates an asymmetrical hemline for a party perfect ensemble. Dress is composed of an unlined crepe fabric that offers a moderate stretch. 

    Style Number/Barcode: 15103-0027

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plus Ruche AF Mini Dress

    Don't sugarcoat it! Step up with your boss babe personality in this sexy mini dress that has a flattering off the shoulder neckline paired with long fitted sleeves and a curve enhancing, fitted appearance. The mini dress is composed of a full ruched mesh fabric paired with a nude, smooth knit lining.

    Style Number/Barcode: 15103-0023

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Sequin Glam Mini Dress

    Shimmy in sequins as you glow in this fun mini dress! It features an all over multi-colored hue, a sleeveless bodice, a V neckline and adjustable narrow straps. Dress is composed of a lavender hued mesh fabric adorned with iridescent sequins that reflect purple and blue hues. Includes a smooth knit lining.

    Style Number/Barcode: 15103-0028

    Category Name: $20 & Under Sale

    Price: $20.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Me, Myself And Rhine Dress

    All you need are dazzling rhinestones to make a glamorous entrance! This chic burgundy dress features a sleeveless bodice, a V neckline with narrow straps and princess seams. All the details are in the back with, a plunging scoop back that is accented with a triple row bar strap design that feature gleaming rhinestones. Dress is composed of a black hued crepe fabric that offers a curve hugging fit with a moderate stretch. Garment is lined with smooth knit fabric.

    Style Number/Barcode: 15101-0066

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Kira Formal Velvet Sweetheart Dress
    Special Occasion 

    Own the night in luxe velvet as you wow and captivate in our Kira dress! She features an off the shoulder neckline, a wired sweetheart bust, short sleeves and built in boning for support. Her relaxed fit bodice leads to a curve flattering floor length silhouette that is accented with a high side slit. Dress is composed of a lined stretchy velvet fabric that offers plenty of stretch. Includes a back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0110

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance