$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.

  • Glitz & Glam Lace Skater Dress

    This fun skater dress is all about glitz and glam!

    Fits & Features

    • Plunging V Neckline I Padded Bust
    • Spaghetti Straps
    • Sheer Lace Back With Zip Closure
    • High Waist Seam
    • Short Flowy Skirt With Double-Tiered Hem
    • Glitter Lace Composition I Fully Lined
    • Moderate Stretch 

     

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

    Style Number/Barcode: 05101-8507

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready And Ruffled Midi Dress

    She's ready to work it. Cause a commotion in this midi dress!

    Fits & Features 

    • Elastic Off Shoulder Neckline
    • Ruffled Popover Detail
    • Form Hugging Silhouette
    • Midi Length Ruffled Trumpet Hemline
    • Fully Lined & Composed Of Crepe Fabric
    • Moderate Stretch
    • Zipper Not Included 
     
    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8114

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Twirl Glitter Skater Dress

    Go ahead and take this dress for a spin! This flirty skater style is made for stealing the spotlight wherever you go. The glitzy dress features a flattering off the shoulder neckline, a twirly high low skater-styled silhouette, and an-all over glitter composition. Complete your glamourous outfit with gleaming rhinestone earrings and metallic heels for head to toe shine. 

    Fits & Features 

    • Off the shoulder neckline
    • Gently pleated skater skirt
    • Hi-low hem 
    • Woven knit composition 
    • Glitter embellishment throughout
    • Moderate stretch
    • Zipper not included

     

    Plum Dress: Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Lavender Dress: Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small. 

    Black Dress: Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Burgundy Dress: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0023

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunt On 'Em Mini Dress

    Stunt on the crowd with this flashy style! The sleeveless black dress has a plunging V neckline paired with adjustable straps featuring an elastic stretch and a sexy bodycon fit. The garment is composed of a lined knit that offers a moderate stretch, closes with a hidden back zipper and is detailed with sparkling heat stones for a glamorous look.

    Style Number/Barcode: 05101-7706

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Laced In Lattice Mini Dress
    Get yourself all laced up in love with this skin teasing dress! This mini length sleeveless dress features a sleeveless bodice, mock neck, lattice side detailing, a luxurious burgundy velvet fabric with a relaxed fit and an exposed back zipper closure.

    Model is 5'9 with a 34" bust, 25" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-7482

    Category Name: $20 & Under Sale

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Aura Lace High Low Skater Dress
    Special Occasion 

    Aura is a flirty and feminine piece that'll bring in the romance at any special event! She features a deep V neckline, narrow shoulder straps leading to a sheer lace back and exposed zipper closure, and a slim-fitting bodice that leads to a flowy, high-low skater skirt. Aura has a short skirt lining and is composed of a lace fabric. 

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

    Style Number/Barcode: 05101-8669

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nights In Satin Flare Midi Dress

    Channel your inner siren in this slinky-elegant midi dress. Best paired with a seamless body-shaper for a sleek and flawless finish.

    Fits & Features

    • Adjustable Spaghetti Straps
    • Back Zip Closure
    • Cowl Neckline
    • Slightly Flared Hem
    • Unlined, Satin-Like Fabric 
    • Minimal Stretch

     

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

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

    Style Number/Barcode: 05101-0341

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tied To Florals Skater Dress

    Get tied to this pretty trend! The white dress features a V neckline, princess seams and narrow shoulder straps. The back features a tie back accent and a lower back keyhole. The slim fit waist leads to a flared skater skirt silhouette. The all over floral print features pink and yellow hues that complement the white background. Dress is composed of a lined stretchy smooth knit fabric that offers a form hugging fit.

    Style Number/Barcode: 05101-0080

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Roxanna Formal Lattice Two Piece Dress
    Special Occasion 

    Lace up in our one of a kind Roxanna two piece red dress! She features a crop top with a plunging V neckline, padded cups, princess seams, tank-like straps and a mini lattice back to adjust top as needed. Her matching skirt features a high rise fit, vertical seams that create an hourglass-like illusion and a flaring mermaid silhouette. Roxanna is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0493

    Category Name: $20 & Under Sale

    Price: $22.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mel Lace Two Piece Dress
    Special Occasion 

    Stun in lace as you make a gorgeous entrance in our Mel dress! She features a charming pink hue and trendy two design. Her floral lace crop top features an off the shoulder neckline, a wired sweetheart bust, shoulder strap accents and glitter throughout. Her matching trumpet skirt features a high rise waist, vertical seams to create an hourglass illusion, a pretty floral print and a petticoat. Skirt is composed of a lined textured satin fabric. Dress offers a relaxed fit with minimal stretch.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0519

    Category Name: $20 & Under Sale

    Price: $49.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ophelia Formal Sequin Two Piece Dress
    Special Occasion

    The sequins say it all when it comes to our Ophelia burgundy dress! She features a sequin embellished crop top with a halter neck, racer bust and padded cups. Her matching  stretchy twill knit skirt features a high rise waist and a flared mermaid silhouette. Top is composed of lined mesh fabric. Dress offers a form hugging fit with minimal stretch. Includes a mini skirt knit lining and back zipper closures.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0511

    Category Name: $20 & Under Sale

    Price: $32.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Roxanne Formal Two Piece Lattice Dress
    Special Occasion 

    Elevate your look with our luxe Roxanne two piece dress! She features a sleeveless crop top with a wired V neckline, padded cups, princess seams, adjustable narrow straps and a lattice back. Her matching skirt features a high rise waist, hidden side pockets and a voluminous petticoat. Dress is composed of a textured satin fabric that offers a relaxed fit with minimal 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: 05006-0510

    Category Name: $20 & Under Sale

    Price: $39.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lena Floral Two Piece Dress
    Special Occasion

    Create a romantic look in gorgeous florals! Lena features a combination red with black hue and a two piece design. Her floral lace crop top features a high round neckline with a double button closure at the nape of the neck, a sweetheart neck bust, padded cups and dazzling sequins throughout. Her matching skirt features a high waist, vertical seams, a flared mermaid silhouette and a floral print pattern. Her multi-tiered skirt is composed of a textured satin-like fabric and accented with a voluminous petticoat. Dress offers a relaxed fit with minimal stretch and includes zipper closures. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0506

    Category Name: $20 & Under Sale

    Price: $49.97 $134.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mariah Glitter Two Piece Dress
    Special Occasion 

    Radiate glamour darling, in our diva-approved Mariah two piece navy dress! She features a crop top with a boat neckline, padded cups and wide shoulder straps. Her matching skirt features a high rise waist and a flared silhouette. Dress is composed of a lined glitter knit fabric that offers a form hugging fit with a moderate stretch. Includes back zipper closures.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0505

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Carrie Two Piece Heat Stone Dress
    Special Occasion 

    Bring the heat in our fiercely bold Carrie two piece dress! Her crop top features a square neckline with halter neck tie straps, a racer bust, an open back with a multi strap accents and an all over heat stone with rhinestone embellishments. Her matching skirt features a high rise waist, a back slit accent, a mermaid silhouette with a high slit accent and a built in cheeky bottom lining. Dress is composed of a partially lined mesh fabric that offers a form hugging fit with a moderate stretch. Skirt includes a side zipper closure. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0484

    Category Name: $20 & Under Sale

    Price: $37.44 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Aaliyah Formal Sequin Open Back Dress
    Special Occasion 

    Aaliyah is truly one a million with her sparkling sequins! She features a sleeveless bodice, a halter neck with a racer bust, narrow straps that lead to a lattice back design and padded cups. Her slim fit bodice leads to an elongating floor length silhouette. Dress is composed of a lined mesh fabric adorned with sparkling sequins throughout set in a baroque-inspired print. Offers a relaxed fit with minimal stretch.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05005-0477

    Category Name: $20 & Under Sale

    Price: $19.97 $269.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jan Formal Strapless Bow Dress
    Special Occasion

    All you need is the perfect bow to bring your look together! Jan features a navy blue color, a strapless sweetheart neckline, a no slip strip, built in boning for support, ruching along the left seam and a curve hugging floor length mermaid silhouette. Her back features a statement making large bow accent to add an extra feminine touch! Dress is composed of a lined textured satin fabric that offers a moderate stretch. Includes a hidden back zipper closure.

    Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size three.
     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05005-0469

    Category Name: $20 & Under Sale

    Price: $29.97 $239.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Iya Beaded High Slit Dress
    Special Occasion

    Iya sparkles like the night sky! She features a sleeveless bodice with a deep V neckline, narrow shoulder straps that lead to a racer back and a hidden zip up closure, a sheer back paired with a lined front, and intricate beading that ends at a sheer waist panel. Floor-length skirt has a slim fit with a slight flare at the hem, a high front leg slit, and a contrast interior lining. 

    Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size three.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05005-0448

    Category Name: $20 & Under Sale

    Price: $29.97 $219.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Francine Formal Beaded Chiffon Dress
    Special Occasion 

    Bring the luxe in our breathtaking Francine gray dress! She features a V neckline, padded cups, sheer cold shoulder straps and tank-like straps. Her slim fit bodice is adorned with a Gatsby-inspired beaded design with shimmering sequins and leads to a sweeping floor length floor length silhouette with godet panels. Dress is composed of a sheer lined chiffon fabric that offers a relaxed fit with minimal stretch. Includes a hidden back zipper closure.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05005-0426

    Category Name: $20 & Under Sale

    Price: $29.97 $219.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elliana Metallic Marvel Formal Dress
    Special Occasion 

    Make a marvelous entrance in our dazzling Elliana plum dress! She features a partially unlined sleeveless bodice, a high round neckline, a sweetheart lining, padded cups and a metallic gold floral applique design adorned with clear rhinestones. Her back is unlined with a matching applique pattern. Her slim fit bodice leads to a floor length flared silhouette accented with vertical seams to create a body-con like effect. Dress is composed of a combination mesh and crepe fabric that offers a relaxed fit with slight stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05005-0392

    Category Name: $20 & Under Sale

    Price: $10.00 $279.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jeanette Formal Velvet Applique Dress
    Special Occasion 

    Draw all eyes on you in our timelessly captivating Jeanette black dress! She features a sleeveless golden hued bodice with a high round neckline, a small keyhole, padded cups and a gorgeous baroque patterned applique lace with twinkling rhinestone accents. Her slim fit bodice leads to a form flattering floor length black velvet silhouette that creates an hour glass illusion. Dress offers a moderate stretch and includes a hidden back zipper closure with a fish hook clasp.

     Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05005-0396

    Category Name: $20 & Under Sale

    Price: $74.94 $239.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Melody Formal Satin Ball Gown
    Special Occasion 

    Create an enchanting evening as you twinkle under the stars in our charming Melody dress! She features an all over blue hue, a sleeveless bodice, a V neckline, padded cups, princess seams and adjustable narrow straps. Her back features a partially open design with narrow tie straps that create a bar back accent. Her slim fit bodice is accented with an empire waist detail that leads to a voluminous ball gown silhouette accented with hidden side pockets, pleats and a petticoat. Dress is composed of a textured satin fabric that offers a relaxed fit with minimal stretch. Includes a smooth knit lining and lower back zipper closure. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0554

    Category Name: $20 & Under Sale

    Price: $39.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shelby Floral Satin Ball Gown
    Special Occasion 

    Shine under the stars in our enchanting Shelby dress! She features a navy blue hue, a sleeveless bodice, a plunging wired V neckline, padded cups adjustable narrow straps and princess seams. Her slim fit bodice leads to a dramatic ball gown silhouette that is accented with pleating details and hidden side pockets. She is composed of a satin fabric that features a charming pink hued floral print pattern and green foliage. Dress is composed of a textured satin fabric that offers a relaxed fit with minimal stretch. Garment is fully lined and includes a petticoat. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0551

    Category Name: $20 & Under Sale

    Price: $49.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Laurie Lace And Satin Ball Gown
    Special Occasion 

    Go for a glam entrance in our unforgettable Laurie dress! She features a navy blue hue, a sleeveless bodice, a sweetheart neckline, a built in no slip strip, padded cups and a lined bodice composed of a floral lace fabric. Her slim fit bodice leads to a voluminous ball gown silhouette that is complemented with pleating details and hidden side pockets. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0548

    Category Name: $20 & Under Sale

    Price: $39.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance