$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.

  • 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
  • Amora Floral Ball Gown Dress
    Special Occasion 

    Get lost in a floral frenzy as you enchant in our Amora dress! She features a combination white with blue hue, a plunging wired V neckline, padded cups, built in boning and adjustable narrow straps. Her slim fit bodice leads to a voluminous ball gown silhouette that is accented with hidden side pockets. She is composed of a white hued satin fabric that is adorned with a blue hued printed floral pattern. Dress offers a form hugging fit with minimal stretch. Includes lining, petticoat and a back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0552

    Category Name: $20 & Under Sale

    Price: $29.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

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

    Keep it classy in lace, doll! Mina features a black hued sleeveless bodice, a sweetheart neckline, a built in no slip strip, padded cups, built in boning for support and overlapping pleated accents. Her back features a pretty lace inset complemented with piping contrast and a large bow accent. Her slim fit bodice leads to a voluminous ball gown silhouette accented with hidden side pockets and petticoat. Dress is composed of a combination textured satin and lace fabrics 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: 05004-0542

    Category Name: $20 & Under Sale

    Price: $29.97 $124.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sonia Lace Mesh Tendril Dress
    Special Occasion

    Dazzle and sparkle under the spotlight as you make a glam entrance in our enchanting Sonia emerald dress! She features a sleeveless bodice, a halter neckline, and padded cups. Her bodice is composed of a lined floral lace fabric adorned with shimmering gemstones in a cutout infinity design. Her sweeping floor length skirt features a tendril mesh design. Dress is composed of a combination lace, mesh, tulle and smooth knit fabric that offers a relaxed fit with minimal stretch. Includes back zipper closure.

    Model is 5'8 with a 33" bust, 24" waist and 35" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0543

    Category Name: $20 & Under Sale

    Price: $29.97 $144.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Carmen Glitter Ball Gown
    Special Occasion 

    Brighten up the midnight sky as you shimmer in the radiating Carmen dress! She features a deep navy blue color, a partially lined mesh bodice, a halter neck with neck ties, a sweetheart bust lining, padded cups and a back keyhole. Her bodice is adorned with a glitter detail set in a baroque-inspired print and a sheer unlined mesh waist band. Her voluminous ball gown silhouette is adorned with glitter accents and a petticoat. Dress is composed of a combination mesh, tulle and knit fabric that offers a relaxed fit with minimal stretch.

    Available in Plus.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0545

    Category Name: $20 & Under Sale

    Price: $29.97 $144.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trina Charming Satin Lace Gown
    Special Occasion

    Anyone will be quite charmed to meet you in our Trina navy blue gown! She features a fitted lace bodice with a plunging sweetheart neckline, a padded bust, a hidden back zipper closure, lattice straps on the sides, and a contrasting nude mesh inset. A high waist seam leads to an A-line satin gown complete with convenient side pockets! Dress is composed of a combination mesh, smooth knit and satin-like fabric that offers a relaxed fit with minimal stretch.

    Model is 5'3 with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0531

    Category Name: $20 & Under Sale

    Price: $19.97 $169.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Catalina Strapless Satin Ball Gown
    Special Occasion

    Stay stunning in satin as you make your grand entrance in our charming Catalina red dress! She features a strapless straight neckline, a built in no slip strip and a fold over accent. Her slim fit bodice leads to a sweeping floor length silhouette that is accented with hidden side pockets, pleating details and a petticoat. Dress is composed of a satin fabric that offers a minimal stretch. Includes a back zipper closure.

    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: 05004-0517

    Category Name: $20 & Under Sale

    Price: $36.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free