$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.

  • 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, M, L

    Product Badge:
    • Sale
  • Layton Mesh Halter Mermaid Formal Dress

    Special Occasion

    Bold, fluid, and made to mesmerize—the Layton gown pairs mesh-lined fabric with a plunge halter neckline accented by gleaming hardware for a look that’s equal parts sleek and striking. The open back and mermaid floor-length hem bring effortless movement, creating a silhouette designed for unforgettable entrances.

    Fit & Features

    • Sheer mesh fabrication layered over knit
    • Halter neckline with deep plunge accented by hardware
    • Sleeveless bodice with gathered ruched detail at center front
    • Open back with halter tie closure and minimal strap design
    • Mermaid-length skirt with subtle flare at hem
    • Runs true to size

     

    Where to Wear:

    Weddings, holiday parties, black tie galas, luxe celebrations, anniversaries, date nights, birthday dinners, engagement parties, red-carpet occasions, fashion-forward events

    Style Number/Barcode: 05002-000946

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: In Stock

    Available Color: BLACK, BROWN

    Available Size: XS, S, M, L

    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
  • Sweet Plans Ahead Ditsy Floral Print Skater Dress

    This dress gets compliments before you even say hi. The ditsy floral print, smocked bodice, and tiered ruffle skater silhouette make it the easiest pick for brunch dates, garden parties, and every cute plan on your calendar.

    Fit & Features

    • Woven gauze fabric with ditsy floral print
    • Sleeveless V-neckline
    • Halter tie-back straps, partially open back
    • Stretchy smocked bodice
    • Lace inserts, tiered ruffled design
    • Mini-length hem with lace trim, skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000432

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: 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, L

    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
  • Sunset Garden Floral Cowl Neck Maxi Dress

    Serving soft glam with a flirty twist. This floral cowl neck maxi dress drapes effortlessly through the neckline and skims the body for a dreamy silhouette made for weddings, vacations, and any dressy event.

    Fit & Features

    • Floral print, knit-lined fabric
    • Cowl neckline
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001147

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: S

    Product Badge:
    • Sale
  • Brandy Sleeveless Lace Satin Bodycon Mini Dress

    Special Occasion

    This sleeveless mini dress features a stunning sheer lace sequin corset bodice and a bodycon silhouette. Perfect for the school dance or a dressy party.

    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

    • Satin fabric, minimal stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Sheer lace sequin corset bodice, flexible boning
    • Front slit with lace sequin insert
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2377

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    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: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M

    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: $19.97 $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: $19.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XXS, XS, S

    Product Badge:
    • Sale