$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.

  • Briana Open-Back Bodycon Glitter Mini Dress

    Special Occasion 

    A glitter mini dress features a sultry open back and ruched seams that define your curves along the bodycon silhouette. Perfect for the school dance or a celebration.

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Glitter fabric lined with stretchy knit
    • Scoop neckline, padded bra cups
    • Bungee spaghetti straps
    • Open back with hook closure
    • Ruched seams
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2380

    Category Name: $20 & Under Sale

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: L

    Product Badge:
    • Sale
  • Abigail V-Neck Strappy Satin Midi Dress

    Special Occasion

    Everyone will stop and stun at you in the Abigail satin midi dress! Crafted from silky satin fabric that flaunts your curves in a form-hugging fit, this dress effortlessly captures the attention of the room.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Satin fabric, sewn-in knit lining
    • V-neckline, padded bra cups
    • Strappy back
    • Side slit
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties and photoshoots, bridal showers, birthdays, dinner parties, date night, black tie gala

    Style Number/Barcode: 05001-000205

    Category Name: $20 & Under Sale

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE, BLACK

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Elaine Open Back High Slit Mermaid Dress

    Special Occasion

    Create a chic and stunning look for your black-tie parties in the Elaine mermaid dress designed with a bold open back and an alluring high-cut slit.

    Fit & Features

    • Crepe fabric with moderate stretch
    • Pleated cowl neckline
    • Tank-like shoulder straps
    • Open back, bar strap, lower zipper closure
    • Pleating, high-cut slit
    • Floor-length mermaid silhouette
    • Runs true to size


    Where to Wear:

    Weddings, black-tie parties, and fancy affairs.

    Style Number/Barcode: 05002-9604

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isa Floral Cowl Neck Slit Formal Dress

    Special Occasion

    Indulge in timeless elegance with the Isa floral formal dress. This stunning dress features a sultry cowl neck and a flattering curve-hugging fit. The high front slit adds a touch of allure to the floor-length hem for a hint of drama.

    Fit & Features

    • Floral print, smooth knit-lined fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Side pleated hip seam, high front slit
    • Curve-hugging silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, garden parties, milestone celebrations, dressy cocktail soirees, birthday dinners

    Style Number/Barcode: 05002-000098

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Letina Metallic Knit Mermaid Formal Dress

    Special Occasion

    Designed for evenings that call for quiet confidence, The Letina glides with a fluid metallic knit that catches the light with every step. A plunge halter wired neckline and ruched mermaid silhouette create a sculpted, unforgettable presence that feels equal parts polished and alluring.

    Fit & Features

    • Metallic knit fabric with soft stretch knit lining
    • Plunge halter wired neckline, tie straps
    • Back zipper and hook-eye closure
    • Ruched mermaid silhouette that contours the body
    • Front slit for effortless movement
    • Floor-length hem
    • Runs true to size

    Where to Wear:
    Destination weddings, black tie celebrations, upscale cocktail receptions, evening ceremonies, anniversary dinners, milestone celebrations, resort vacations, honeymoons

    Style Number/Barcode: 05002-000808

    Category Name: $20 & Under Sale

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Amelie Ruched Glitter Knit Mermaid Dress

    Special Occasion

    The Amelie mermaid dress is designed to glow with every step, catching the light as it moves with you. Its glitter knit fabric and ruched mermaid silhouette create a sculpted look that feels effortlessly glamorous, while the rhinestone back strap adds a touch of sparkle.

    Fit & Features

    • Glitter knit fabric with full-length knit lining, high stretch
    • Soft draped cowl neckline
    • Adjustable spaghetti straps
    • Ruched detailing through the bodice and hips
    • Open back with rhinestone accent strap, adjustable hook-eye closure, low draped design
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, black-tie parties, weddings, dressed-up dinners, red-carpet events, and formal affairs.

    Style Number/Barcode: 05002-000925

    Category Name: $20 & Under Sale

    Price: $29.97 $89.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Raelynn Floral Sequin Mermaid Formal Dress

    Special Occasion

    For the kind of evening that calls for a camera-ready entrance, the Raelynn gown delivers refined sparkle with a romantic twist. Designed in a floral sequin mermaid silhouette with a sculpted neckline and dramatic front slit, it hugs in all the right places before flaring into a sweeping finish.

    Fit & Features

    • Floral sequin fabric with soft stretch lining
    • Strapless sweetheart neckline with structured bodice, padded bra cups
    • Back zipper and hook-eye closure
    • Mermaid silhouette, floor-length hem
    • Front slit
    • Runs true to size


    Where to Wear:

    Prom, bridal celebrations, galas, balls, engagement parties, milestone celebrations, formal parties, anniversaries

    Style Number/Barcode: 05002-001240

    Category Name: $20 & Under Sale

    Price: $39.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XXS, XS, S, M

    Product Badge:
    • Sale
  • Lavish And Lovely Bodycon Lace Midi Dress

    Stroll into the room in this lovely lace midi dress as the bride-to-be, birthday cutie, or party guest! With a flattering sweetheart neckline and bodycon silhouette, this dress will hug your curves for a stunning look. 

    Fit & Features

    • Lace-lined fabric
    • Sweetheart neckline, padded bra cups
    • Wide shoulder straps, back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000378

    Category Name: $20 & Under Sale

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, XL

    Product Badge:
    • Sale
  • Raelyn Rhinestone Bodycon Mini Dress

    Special Occasion

    The Raelyn mini dress stuns in rhinestone mesh fabric that sculpts the body with a dazzling, curve-hugging fit. Its sweetheart neckline with a sheer mesh insert and built-in underwire bust brings a mix of structure, sparkle, and undeniable allure—made for the moments that deserve a little drama.

    Fit & Features

    • Rhinestone-embellished, mesh-lined fabric with stretch
    • Sweetheart neckline, sheer mesh insert
    • Adjustable spaghetti straps
    • Built-in underwire padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Bachelorettes, birthdays, cocktail parties, Vegas, date nights, rooftop hotel bars, holiday soirees

    Style Number/Barcode: 05001-000495

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: L

    Product Badge:
    • Sale
  • Lilly Sleeveless High-Slit Glitter Column Dress

    Special Occasion 

    Bring the glamour in the Lilly formal glitter dress that wows from the moment you walk in! The long dress features a strapless straight neckline, ruching to enhance curves, a bold asymmetric front slit, and a floor-length column silhouette.

    Unapologetically bold, this dress is all about confidence. Keep the luxe look going with our stunning strapless prom dresses or discover the perfect fit among our stylish wedding guest dresses.

    Fit & Features

    • Lined glitter knit fabric
    • Strapless straight neckline, padded bra cups
    • Ruching, back zipper with hook-eye closure
    • Asymmetric high-front slit
    • Long-length hem
    • Column silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, galas, and black-tie parties.

    Style Number/Barcode: 05002-8901

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melany Floral Sequin Lace-Up Formal Dress

    Special Occasion

    Romantic with a refined edge, the Melany gown is designed to shimmer softly with every step. A floral pattern sequin finish highlights the mermaid silhouette, while the strappy lace-up open back adds a delicate, eye-catching detail that feels effortlessly elevated.

    Fit & Features

    • Statement floral pattern, sequin-embellished fabric
    • V-neckline with spaghetti straps, padded bra cups
    • Strappy lace-up open back
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, black tie weddings, galas, garden parties, bridal celebrations, engagement photoshoots, rehearsal dinners, formal celebrations, milestone birthdays, destination resort events, fancy date nights

    Style Number/Barcode: 05002-001421

    Category Name: $20 & Under Sale

    Price: $39.97 $129.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, PRINT

    Available Size: XXS, XS, S, M

    Product Badge:
    • Sale
  • Petal Drip Plunge Maxi Dress

    Soft glam, but make it unforgettable. This plunging halter maxi dress features a flowy cowl neckline and statement floral detail for your next event or sunset dinner moment.

    Fit & Features

    • Soft floral print, knit fabric
    • Cowl halter neckline with flower inset
    • Strappy tie-back
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000840

    Category Name: $20 & Under Sale

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS

    Product Badge:
    • Sale
  • Own The Room Faux Suede Mini Tube Dress

    Minimal effort, maximum impact—that’s the vibe. This faux suede mini tube dress hugs in all the right places with a sleek, sculpted feel that’s made for stepping out and owning the room.

    Fit & Features

    • Faux suede fabric, moderate stretch
    • Strapless straight-across neckline
    • Lace-up trims
    • Mini-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000447

    Category Name: $20 & Under Sale

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Kindra High-Slit Mermaid Halter Dress

    Special Occasion

    Go bold in a long mermaid dress that features a plunging halter neckline with a U-shaped bust, adjustable neck ties, ruching, a high side slit, and a captivating mermaid silhouette. Complete your formal outfit with a sleek rhinestone clutch.

    Fit & Features

    • Lined mesh fabrication, moderate stretch
    • Plunging halter neckline, U-shaped bust
    • Halter neck ties
    • High side slit
    • Ruching
    • Mermaid silhouette
    • Long length hem
    • Runs true to size

    Style Number/Barcode: 05002-8924

    Category Name: $20 & Under Sale

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Avery Sweetheart Mermaid Satin Formal Dress

    Special Occasion

    All out glamour has arrived, and she's the Avery satin formal dress. This mermaid dress brings all the allure with a curve-loving silhouette, a sweetheart neckline, and a high slit that guarantees jaws drop!

    Fit & Features

    • Stretch satin fabric, bust knit lining
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • High front slit
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, formal celebrations, dinner parties, date nights

    Style Number/Barcode: 05002-000459

    Category Name: $20 & Under Sale

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK, HUNTER

    Available Size: M, L, XL

    Product Badge:
    • Sale
  • Wild Card Nights Sequin Cowl Halter Mini Dress

    Unapologetic and a little untamed—this mini dress shows up ready for nights out. The animal print sequin fabric drapes into a plunge cowl halter with an open back that keeps the vibe bold and unforgettable.

    Fit & Features

    • Clear sequin embellished fabric with soft lining
    • Animal print detail
    • Cowl halter plunge neckline
    • Open back with adjustable tie strap
    • Bodycon, mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000643

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Janella Sequin Lace-Up Mini Dress

    Special Occasion

    Turn every step into a shimmer moment in the Janella sequin bodycon dress that hugs in all the right places. Its strappy open back adds a daring twist, making it perfect for the kind of night that calls for unforgettable entrances.

    Fit & Features

    • Sequin embellished fabric
    • Halter V-neckline
    • Spaghetti straps
    • Strappy lace-up back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, date nights, rooftop hotel bars, bachelorettes, cocktail soirees

    Style Number/Barcode: 05001-000551

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alianna Crepe High Slit Formal Dress

    Special Occasion

    Designed for the one who loves a clean, sculpted moment, the Alianna crepe formal dress glides with a smooth silhouette and a sleek high slit that shows off just enough stride. Effortlessly elegant and endlessly wearable, it’s that chic, elevated piece you reach for when the night calls for gorgeous.

    Fit & Features

    • Crepe-lined fabric with moderate stretch
    • Sleeveless design with a flattering V-neckline and a padded bust
    • Fitted bodice with contoured seam detailing
    • Back zipper with hook-eye closure
    • High side slit for ease of movement
    • Floor-length slim silhouette
    • Runs true to size

     

    Where to Wear:

    Wedding guests, bridesmaids, winter formal, black-tie parties, galas, evening dinners, and formal soirees.

    Style Number/Barcode: 05002-000726

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Irene Open Back Slit Column Formal Dress

    Special Occasion

    Everyone will do a double-take when you walk by in the Irene sleeveless formal dress at weddings, banquets, or dances! Crafted from a smooth knit fabric, this floor-length dress features an open-back design for a touch of sultriness, ruched seams that hugs your curves, and a high front slit along the column silhouette. Pair with a clutch.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Square neckline, padded bra cups
    • Wide shoulder straps
    • Open back, tie closure, zipper and hook-eye closure
    • Ruched seams, high front slit
    • Column silhouette, floor-length hem
    • Runs true to size

    Style Number/Barcode: 05002-9280

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Language Floral Lace Slit Maxi Dress

    Romantic at first glance, unforgettable once you turn around. This floral mesh maxi dress mixes delicate lace with a subtle cutout that feels equal parts soft and confident—perfect for dinner dates, dressy celebrations, and brunch with the girls.

    Fit & Features

    • Mesh fabric with floral print, lined
    • V-neckline with lace trim bust detail
    • Tank straps with open back accent
    • Front cutout detail at bust
    • Body-skimming maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000585

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Leah Glitter Mesh Corset Skater Dress

    Special Occasion

    Enchant with gorgeous glamour in the Leah glitter mesh skater dress featuring a sleeveless sweetheart neckline with a built-in padded bust, a draped pleated overlay, a corset bodice with flexible boning for structure, and a lace-up back design for a customized fit. The high waist seam flows out to a short skater fit-and-flare silhouette.

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Sheer glitter mesh fabric with satin woven lining, no stretch
    • Sweetheart neckline with padded bust, draped pleated overlay
    • Corset bodice with flexible boning
    • Spaghetti straps, cross-back lace-up design
    • High waist seam, lower back zipper with hook-eye closure
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05001-1866

    Category Name: $20 & Under Sale

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Sultry Edge Faux Suede Halter Mini Dress

    Low-cut confidence, no apologies. This sultry faux suede halter mini dress hugs just right with a plunging cowl neck and open back that are both daring and effortless.

    Fit & Features

    • Faux suede fabric, moderate stretch
    • Rhinestone and studded trim
    • Sleeveless plunging cowl neckline
    • Halter tie-back straps
    • Open back, lower cross-back design
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000862

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Tamara Off-The-Shoulder Mermaid Glitter Formal Dress

    Special Occasion

    You'll be a notable sensation in the Tamara glitter formal dress at prom, banquets, or upscale birthdays! The textured glitter fabric and full-length knit lining provide the perfect blend of comfort and sophistication. She features a trendy off-the-shoulder sweetheart neckline, short-sleeve cuffs, a ruched bust with padded bra cups, and a mermaid silhouette that exudes elegance and support, while the high front slit adds a touch of glamour to her floor-length hem. Complete the look with earrings and high heels!

    Fit & Features

    • Textured glitter fabric lined with knit lining
    • Plenty of stretch
    • Sweetheart neckline, ruched bust, padded bra cups
    • Off-the-shoulder short-sleeve cuffs
    • High front slit
    • Mermaid silhouette
    • Runs true to size
    • Extra glitter for maximum sparkle - may have some natural fallout

    Style Number/Barcode: 05002-8482

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sandy Satin Tie-Back Chiffon Formal Dress

    Special Occasion

    Effortless elegance meets modern allure in the Sandy gown designed to glide with every step. A mermaid silhouette flows into a sheer chiffon floor-length hem, while the tie-open back adds a soft, romantic finish that feels refined yet unforgettable.

    Fit & Features

    • Stretch satin fabric, short knit lining
    • V-neckline, spaghetti straps, padded bra cups
    • Open tie-back design, zipper and hook-eye closure
    • Mermaid silhouette
    • Sheer chiffon floor-length hem with train
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, black tie galas, formal celebrations, engagement parties, rehearsal dinners, red-carpet occasions, fashion-forward events, award dinners, fancy birthday parties, milestone celebrations, special date nights

    Style Number/Barcode: 05002-001484

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale