$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.

  • Sultry Floral Mesh Maxi Dress

    When florals go sultry. This strapless mesh maxi hugs every curve with a smooth, sculpted fit and a side slit made for a little drama. The bold bloom print makes it perfect for date nights or any dressy event.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Strapless neckline
    • Form-hugging fit
    • High side slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000623

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PURPLE

    Available Size: XS, L

    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: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amaya Ruched Mermaid Formal Dress

    Special Occasion

    Radiant and refined, the Amaya foil gown captivates with a sculpted V-wire neckline, ruched bodice, and curve-hugging mermaid silhouette. The floor-length hem creates a dramatic finish made for luminous entrances.

    Fit & Features

    • Foil fabric lined with stretch knit
    • V-wired neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie weddings, formal galas, red-carpet events, formal dances, holiday soirees, anniversaries, milestone celebrations

    Style Number/Barcode: 05002-000493

    Category Name: $20 & Under Sale

    Price: $79.90

    Availability: In Stock

    Available Color: WINE, BROWN

    Available Size: XS, S, M, L

    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: $19.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Wild Romance Strapless Mini Dress

    Flirty, fierce, and a little untamed—this strapless mini mixes bold florals with wild animal print for a statement look. The ruched body and side sash detail sculpt your shape for that effortlessly sultry vibe.

    Fit & Features

    • Floral and leopard print, mesh-lined stretch fabric
    • Strapless neckline
    • Ruched bodycon silhouette
    • Side sash accent at hem
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000680

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, 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
  • Enya Floral Mesh Lace-Up Formal Dress

    Special Occasion

    Made for the spotlight, the Enya formal dress drapes the body in floral mesh that catches every glance. With a plunge V-neck, lace-up open back, and floor-length hem, it blends modern romance with sculpted allure—perfect for those nights that deserve to be remembered.

    Fit & Features

    • Sheer floral mesh fabric, smooth woven lining
    • Plunge V-neckline, padded bra cups
    • Spaghetti straps
    • Lace-up open back, lower zipper and hook-eye closure
    • Curve-hugging, floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Garden weddings, destination ceremonies, formal galas, red-carpet events, cocktail receptions, evening soirees, romantic dinners, anniversaries, luxe birthday nights

    Style Number/Barcode: 05002-000529

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

    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: $39.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Sally Satin Strapless Bodycon Mini Dress

    Special Occasion

    The Sally satin mini dress skims and shapes with effortless glamour. Its strapless neckline and artful ruching create a silhouette made for making an entrance!

    Fit & Features

    • Stretch satin fabric, knit lining
    • Sweetheart strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette, flexible boning inserts
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, bachelorettes, date night, birthdays, rooftop hotel bars, cocktail parties, fashion shows, launch parties, GNO, Vegas

    Style Number/Barcode: 05001-000086

    Category Name: $20 & Under Sale

    Price: $49.90

    Availability: In Stock

    Available Color: ROYAL

    Available Size: L

    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: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

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

    Product Badge:
    • Sale
  • Jaelen Floral Lace-Up Skater Dress With Pockets

    Special Occasion

    Designed to captivate from every angle, the Jaelen floral skater dress blends timeless elegance with modern allure. The flared silhouette and strappy open back detail bring a playful yet polished finish that’s made for the spotlight.

    Fit & Features

    • Floral jacquard pattern, woven fabric
    • Scoop halter neckline
    • Spaghetti straps
    • Strappy lace-up open back
    • Drop waist seam, hidden side pockets
    • Skater flared silhouette, short-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, birthdays, fancy brunches, milestone celebrations, date nights, bridal showers, baby showers, garden parties

    Style Number/Barcode: 05001-000098

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: 13

    Product Badge:
    • Sale
  • Vanessa Lace-Up Mermaid Formal Dress

    Special Occasion

    An entrance-maker in every sense, the Vanessa dress skims the body in smooth knit fabric before flaring into a sculpted mermaid silhouette made for candlelit receptions and black-tie soirées. Finished with a strappy lace-up back and softly draped neckline, it’s the kind of gown that turns a simple RSVP into a style moment.

    Fit & Features

    • Smooth knit-lined stretch fabric
    • Sweetheart cowl neckline, wide straps
    • Strappy lace-up back, lower zipper and hook-eye closure
    • Side ruched seams
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, black tie galas, garden parties, milestone birthdays, engagement celebrations, fancy soirees

    Style Number/Barcode: 05002-000604

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: In Stock

    Available Color: YELLOW

    Available Size: 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: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heidi Satin Mermaid Formal Dress

    Special Occasion 

    Designed for candlelit receptions and grand entrances alike, the Heidi satin mermaid gown moves with an effortless sense of polish. A cowl pleated padded neckline, ruched side seams, and a front slit create a silhouette that feels refined, confident, and unforgettable.

    Fit & Features

    • Stretch satin fabric, sewn-in lining with stretch
    • Cowl pleated padded neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Mermaid silhouette with ruched side seams
    • Front slit for ease of movement
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, candlelit ballroom galas, special dinners, upscale hotel venue celebrations, formal anniversary parties, milestone birthday events, black tie seasonal soiree, formal dances

    Style Number/Barcode: 05002-000668

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: In Stock

    Available Color: LIGHT, BLUE, ROYAL

    Available Size: XS, S, L, M

    Product Badge:
    • Sale
  • Breanna Faux Leather Corset Formal Dress

    Special Occasion

    The Breanna formal dress brings sleek seduction to every spotlight moment. Crafted from faux leather-lined fabric with a sculpted corset bodice, halter sweetheart neckline, and high front slit, it’s the definition of modern bombshell energy—made to turn heads from dinner to afterparty.

    Fit & Features

    • Fluid faux leather fabric, sewn-in knit stretch lining
    • Sweetheart halter neckline with button closures
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Corset-structured bodice, flexible boning
    • High front slit
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Formal weddings, black-tie galas, birthday dinners, holiday parties, luxe cocktail events, red-carpet occasions, evening receptions, upscale date nights

    Style Number/Barcode: 05002-000691

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: S

    Product Badge:
    • Sale
  • Marley Corset Mermaid Slit Formal Dress

    Special Occasion

    Designed for nights that call for confidence with a polished edge, The Marley pairs a sculpted faux leather knit satin corset with a fluid mermaid silhouette that moves with intention. A strapless neckline, front slit, and lace-up back create a striking balance of structure and softness.

    Fit & Features

    • Faux leather knit satin fabric, knit lining
    • Strapless corset bodice with structured, flexible boning
    • Padded bust, back zipper and hook-eye closure
    • Lace up back for an adjustable fit
    • Front slit for ease of movement
    • Mermaid silhouette with floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, evening galas, black tie soirees, holiday parties, engagement parties, rehearsal dinners, anniversaries, benefit dinners, big birthday events, fashion-forward events, red-carpet occasions

    Style Number/Barcode: 05002-000722

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS

    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: $39.97 $129.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Madisyn Floral Lace-Up Ruffle Ball Gown

    Special Occasion

    Romantic and effortlessly polished, the Madisyn gown is made for moments that feel straight out of a dream sequence. Designed in floral mesh with a softly pleated bodice and a tiered, ruffled a-line floor length hem, it brings graceful movement and timeless charm to every entrance.

    Fit & Features

    • Floral mesh fabric with airy layered texture, knit lining
    • Strapless neckline with pleated bodice
    • Padded bra cups
    • Structured lace-up back, zipper and hook-eye closure
    • A-line floor length silhouette with tiered ruffles
    • Runs true to size

     

    Where to Where:

    Weddings, black-tie garden parties, outdoor galas, destination weddings, resort formal celebrations, milestone birthday events, prom, formal dances, anniversaries

    Style Number/Barcode: 05004-000015

    Category Name: $20 & Under Sale

    Price: $49.97 $199.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: 13

    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: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rona Sequin Applique Butterfly A-Line Ball Gown

    Special Occasion

    Ethereal and quietly enchanting, the Rona feels like stepping into a dream where every detail is meant just for you. A sequin embroidered butterfly bodice floats above layers of tulle, finished with sheer shoulder straps and a flowy, A-line floor-length hem that moves with soft, storybook grace.

    Fit & Features

    • Airy tulle fabric with satin lining
    • Sequin embroidered butterfly bodice with intricate detailing
    • Sheer shoulder straps for an illusion finish
    • V-neckline with padded bra cups
    • Fitted bodice, back zipper and hook-eye closure
    • Flowy A-line silhouette, floor-length hem
    • Runs true to size 

     

    Where to Wear:

    Black-tie galas, balls, prom, opera premieres, formal theatre nights, milestone celebrations, big birthday events, fancy anniversary parties, special date nights, castle or château destination events

    Style Number/Barcode: 05004-000021

    Category Name: $20 & Under Sale

    Price: $49.97 $199.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE

    Available Size: M, L, XL

    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: $29.97 $74.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M

    Product Badge:
    • Sale