$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.

  • Marley Halter Ruffle Slit Formal Dress

    Special Occasion

    Designed for fluid movement and effortless drama, the Marley mesh gown is defined by cascading ruffle panels that ripple with every step. The halter neckline and floor-length silhouette create an elegant yet modern finish.

    Fit & Features

    • Mesh-lined fabric
    • Halter square neckline, tie closure
    • High side slit
    • Cascading ruffles throughout
    • Form-hugging silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, homecoming, black tie galas, engagement parties, rehearsal dinners, birthdays, fancy date nights, milestone celebrations, charity auctions, cocktail soirees

    Style Number/Barcode: 05002-000426

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Renata Strapless Abstract Mermaid Formal Dress

    Special Occasion

    Romantic yet modern, the Renata strapless mesh gown skims the body with an elegant mermaid silhouette and a bold abstract print that feels like wearable art. Effortless and alluring, it’s a statement piece for evenings that call for something unforgettable.

    Fit & Features

    • Abstract print, mesh-lined fabric
    • Strapless neckline
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, art gallery openings, cocktail soirees, engagement parties, milestone celebrations, birthday events, date nights, holidays

    Style Number/Barcode: 05002-000454

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blossom Beauty Floral Lace Maxi Dress

    Romance is fully in bloom with this floral maxi dress that knows how to make an entrance. The sculpting mesh fit, delicate lace bust, and side slit give it that dressed-up, spring-event energy perfect for brunches, garden parties, and shower celebrations!

    Fit & Features

    • Floral print, mesh-lined fabric
    • Lace sweetheart bust with wide straps
    • Cutout front and back accent
    • High side slit
    • Form-hugging, maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000656

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed Heat Open Back Mini Dress

    Made for the nights that don’t have an end time. This halter mini dress turns heads with a bold animal-inspired print, draped cowl neckline, and open tie-back design that dares to bare. The mesh fabric hugs every curve for a fierce, body-skimming fit that’s pure confidence.

    Fit & Features

    • Animal print, mesh-lined fabric
    • Cowl halter neckline
    • Open back with tie
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000527

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, L

    Product Badge:
    • Sale
  • Eliza Ruffled Sequin Corset Mini Dress

    Special Occasion

    Made for unforgettable entrances, the Eliza sequin mini dress catches the light with every move. Its curve-hugging silhouette and flirty ruffle hem bring the perfect mix of elegance and playful charm.

    Fit & Features

    • Mesh fabric with floral sequin embroidery
    • Sweetheart neckline with adjustable straps
    • Corset bodice with piping contrast
    • Bodycon mini silhouette
    • Ruffled hem
    • Scoop back with zipper closure
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, rehearsal dinners, engagement parties, bridal showers, wedding showers, birthdays, anniversaries, red carpet events, industry parties, photoshoots, date night

    Style Number/Barcode: 05001-000553

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carmen Velvet Cowl Mermaid Formal Dress

    Special Occasion

    Built for your slow-motion entrance, the Carmen gown channels timeless glamour with a modern edge. Designed in flocked velvet that catches the light just right, its softly draped cowl neckline and ruched seams sculpt the figure, while the thigh-high slit adds that perfect after-dark allure.

    Fit & Features

    • Flocked velvet, mesh-lined fabric with stretch
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • High front slit
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black-tie galas, holiday parties, cocktail soirees, engagement party, rehearsal dinners, dressed-up date nights, big birthday events

    Style Number/Barcode: 05002-000533

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Untamed Glow Leopard Mesh Mini Dress

    This leopard bodycon mini dress brings the heat with a draped cowl halter neckline, hoop-accented waist cutouts, and a flirty ruffled slit for the perfect untamed finish. Pair with lace-up heels for a sultry night out.

    Fit & Features

    • Leopard print, mesh-lined stretch fabric
    • Cowl halter neckline, spaghetti straps
    • Side waist cutout, hoop insert
    • Side ruffled trim slit
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000559

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vera Satin Mermaid Formal Dress

    Special Occasion

    Made for the kind of entrance that feels cinematic, the Vera gown drapes in liquid satin that glides with every step. The cowl halter neckline, open back, and sculpted mermaid floor-length hem shape a sleek, polished silhouette perfect for evenings that call for pure elegance.

    Fit & Features

    • Premium satin fabric, woven lining
    • Cowl halter neckline, tie closure
    • Open back, side zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie weddings, formal galas, charity balls, luxury hotel soirees, milestone celebration dinners, rehearsal dinners, engagement parties, holiday parties, resort evening events, cocktail receptions, red-carpet evenings

    Style Number/Barcode: 05002-000749

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

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

    Product Badge:
    • Sale
  • Janie Metallic Lace-Up Mermaid Formal Dress

    Special Occasion

    Shine like the moment was made for you. The Janie formal dress captures pure after-dark glamour in fluid metallic knit, designed with a draped cowl neckline and an open lace-up back that turns every exit into an entrance. Its curve-hugging mermaid silhouette skims the floor for a finish that feels red-carpet worthy and unforgettable.

    Fit & Features

    • Metallic knit fabric, stretchy knit lining
    • Cowl neckline, padded bra cups
    • Spagehtti straps
    • Open lace-up back
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie galas, luxe holiday soirees, red-carpet occasions, elegant celebration dinners, charity events

    Style Number/Barcode: 05002-000607

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mackinley Rhinestone Lace-Up Column Formal Dress

    Special Occasion

    Made for moments that deserve a little drama, the Mackinley rhinestone column dress delivers sleek glamour with a refined edge. The sweetheart halter neckline and lace-up back create a striking balance of structure and allure.

    Fit & Features

    • Rhinestone embellished mesh with a smooth, sculpting feel
    • Sweetheart halter neckline with supportive bust underwire shaping
    • Side zipper and hook-eye closure
    • Column silhouette that skims the body
    • Lace up back placket with slit for movement
    • Long-length hem
    • Runs true to size

     

    Where to Wear:

    Black tie weddings, galas, formal celebrations, red-carpet occasions, award ceremonies, special date nights, anniversaries, honeymoons, destination resort celebrations

    Style Number/Barcode: 05002-000745

    Category Name: $20 & Under Sale

    Price: $19.97 $129.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S

    Product Badge:
    • Sale
  • Wild Sparkle Tiger Sequin Mini Dress

    Built for the girl who loves the spotlight, this sequin tube mini brings instant going-out glam with its shimmer and curve-hugging fit. It’s the throw-on-and-stun dress that turns every night into a photo op.

    Fit & Features

    • Sequin-embellished, tiger print, knit lining
    • Strapless neckline with non-slip grip
    • Bodycon fit
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05103-000667

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Christina Satin Bow Strap Formal Dress

    Special Occasion

    Made for the kind of entrance that turns heads, the Christina satin gown drapes effortlessly over the figure for a sleek, polished silhouette. Tie bow straps add a soft, romantic detail while the high slit brings graceful movement with every step.

    Fit & Features

    • Premium satin lined fabric
    • V-neckline
    • Bow tie shoulder straps
    • Low-cut back design
    • High front slit
    • A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, black tie galas, bridesmaids, formal event, engagement parties, rehearsal dinners, anniversary, elegant celebrations

    Style Number/Barcode: 05002-001094

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Vanna Payette Sequin Crochet Column Dress

    Special Occasion

    Made for evenings that call for a little extra shimmer, the Vanna payette sequin crochet column dress catches the light with every step. The sleek silhouette is finished with a strappy open back and high-cut side slits, creating an effortlessly striking look from every angle.

    Fit & Features

    • Sheer crochet knit fabric with mesh lining, moderate stretch
    • All-over payette sequin embroidery
    • Sleeveless V-neckline
    • Spaghetti straps with beading and seashell accents, open cross-back strappy design
    • Dual high side slits
    • Floor-length column silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, bridal celebrations, honeymoons, birthday dinners, anniversaries, formal parties, and vacations.

    Style Number/Barcode: 05002-001099

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, XL

    Product Badge:
    • Sale
  • Aylin Tropical Floral Formal Dress

    Special Occasion

    The Aylin dress was made for unforgettable entrances and warm evening celebrations. Designed in a statement tropical floral print with a sweeping mermaid floor-length silhouette, it features a flattering V-neckline, delicate adjustable spaghetti straps, and a tie-back open back that adds a striking finish.

    Fit & Features

    • Tropical floral print, knit-lined stretchy fabric
    • V-neckline, adjustable spaghetti straps
    • Tie-back, open back
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, destination weddings, beachside ceremonies, tropical resorts, formal vacation dinners, anniversary trips, special getaways, and birthdays.

    Style Number/Barcode: 05002-001155

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, PRINT

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Back It Up Denim Halter Mini Dress

    Classic denim, unexpected angles. This halter mini dress brings a sleek, body-con fit with an open back moment that feels equal parts polished and playful—perfect for day plans, concerts, or festivals.

    Fit & Features

    • Light wash denim fabric
    • Halter collar neckline
    • Button front
    • Open back with 8 patchwork detail
    • Bodycon silhouette
    • Classic jean styling, mini-length micro hem
    • Runs true to size

    Style Number/Barcode: 05102-000429

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Fresh Blooms Puff Sleeve Skater Dress

    Cute plans start with a dress like this. This floral skater dress features a sweetheart neckline with a flirty tie detail and an open back design that feels perfect for brunch dates, Easter, and sunny weekend plans.

    Fit & Features

    • Floral vineyard print, linen-like fabric with woven lining
    • Sweetheart neckline with tie front detail
    • Puff short sleeves with elastic cuffs
    • Strappy lace-up back design
    • Flowy skater short silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000914

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE-2

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

    Product Badge:
    • Sale
  • Laura Mesh Belted Slit Formal Dress

    Special Occasion

    Sleek with a modern edge, the Laura dress is designed for evenings that call for confident sophistication. This form-hugging, long-length silhouette features a sheer mesh scoop-neck bodice with tank-shoulder straps and a high front slit, finished with an adjustable faux leather belt for a striking, fashion-forward touch.

    Fit & Features

    • Mixed mesh and smooth knit-lined fabric
    • Sheer scoop neckline bodice with tank shoulder straps
    • High front slit with a statement adjustable faux leather belt
    • Form-hugging, long-length silhouette
    • Runs true to size

     

    Where to Wear:

    Fashion-forward events, weddings, charity events, upscale cocktail receptions, dressy rooftop restaurants, gallery openings, launch parties, birthday dinners, upscale date nights

    Style Number/Barcode: 05002-001373

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sunset Siren Cutout Bodycon Mini Dress

    Serving sunkissed goddess with zero effort. This cutout bodycon mini dress hugs in all the right places, with sun-shaped hardware that turns a simple night out into a full-style statement.

    Fit & Features

    • Textured knit fabric, high stretch
    • Strapless sweetheart neckline
    • Dual cutouts at the bodice
    • Metal sun-shaped hardware accents
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001140

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

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

    Special Occasion

    Softly romantic with a confident silhouette, the Chance floral sequin mermaid gown is made for moments that call for quiet drama and polished allure. The lace-up back adds a custom feel, balancing elegance with just enough intrigue.

    Fit & Features

    • Mesh fabric with large floral print, full-length knit lining, high stretch
    • All-over clear sequin embellishments
    • Sleeveless V-neckline, padded bust
    • Dual spaghetti straps, lace-up back with tie closure
    • Hidden side zipper with hook-eye closure
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, big birthday events, resort formal evenings, milestone celebrations, special date nights, and destination soirees.

    Style Number/Barcode: 05002-001420

    Category Name: $20 & Under Sale

    Price: $19.97 $129.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XXS, XS, S, M

    Product Badge:
    • Sale
  • Made for the Moment Floral Maxi Dress

    Floaty, romantic, and made to move. This floral midi dress features cascading ruffles and a front slit that brings just enough drama while still feeling light, polished, and wearable for dressed-up plans.

    Fit & Features

    • Lightweight chiffon fabric with floral pattern
    • Slim-fit sweetheart bodice with spaghetti straps
    • Adjustable tie-back detail for customizable fit
    • Front slit with cascading ruffle trim
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000951

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Drama Ruffle Halter Dress

    Turn up the flirt factor with this halter mini dress designed to spotlight your curves and command the room. The deep V halter frames your neckline, the fitted bodice smooths and shapes, and the layered ruffle skirt brings playful movement with every step. Gold-tone ring hardware adds just the right amount of glam.

    Fit & Features

    • Smooth-ruffled knit fabric with tiered textured rows
    • High-rise waist with elasticized band
    • Bodycon hot short silhouette with minimal inseam
    • Fully lined interior for coverage
    • Pull-on design
    • Runs true to size

    Style Number/Barcode: 05103-000725

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Jayla Sequin Cutout Formal Dress

    Special Occasion

    Designed for entrances that linger, the Jayla sequin mermaid gown catches the light with every step. A sculpted cutout detail adds modern allure, balancing sleek lines with a confident, polished feel made for unforgettable evenings.

    Fit & Features

    • Sequin-embellished mesh fabric, knit lining
    • V-neckline, adjustable spaghetti straps, padded bra cups
    • Cutout bodice, back zipper and hook-eye closure
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, black tie galas, formal milestone celebrations, special date nights, fancy birthdays, red-carpet occasions

    Style Number/Barcode: 05002-001490

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

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

    Product Badge:
    • Sale
  • Janella Sequin Striped Formal Dress

    Special Occasion

    Made to catch the light from every angle, the Janella mermaid gown brings a fluid, shimmering energy to your evening lineup. The striped sequin pattern and strappy open back create a sleek, sculpted silhouette that feels both playful and undeniably polished.

    Fit & Features

    • Striped sequin pattern with allover shine, knit lining
    • V-neckline, sleek adjustable spaghetti straps
    • Strappy open back, zipper and hook-eye closure
    • Fitted mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, spring galas, formal celebration parties, fashion-forward events, vacations, honeymoons, resorts, fancy cocktail parties

    Style Number/Barcode: 05002-001510

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BEIGE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Fit Check Approved Bodycon Mini Dress

    Sleek, sculpted, and ready for going out. This bodycon mini dress uses side ruching to sculpt and flatter, making it your go-to for date nights, wine bars, or last-minute invites.

    Fit & Features

    • Smooth knit, lined, stretchy fabric
    • Square halter neckline, padded bust, tie straps
    • Side ruched seams
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000779

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale