$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.

  • Brynne Formal Floral Mesh Ruffled Skater Dress

    Special Occasion

    The gorgeous Brynne formal floral mesh ruffled skater dress is the perfect flirty option for summer parties! The airy sheer mesh fabric is accented with a dainty floral and polka dot print pattern for an effortlessly ethereal look. The short skater dress is shaped with a sleeveless sweetheart neckline with a built-in padded bust and a chic knot-front design with ruched detailing. Her sheer waist features flexible boning inserts for added structure, and her thin tie-shoulder tank straps lead to a hidden back zipper closure. Your waist will be cinched with her high waist seam, flowing out to a tiered ruffled skater skirt with a pretty fit and flare silhouette. Complete your look with wedge heels!

    Fit & Features

    • Sheer mesh fabric with floral and polka dot print
    • Partial knit lining, mesh underskirt, minimal stretch
    • Sweetheart neckline with padded bust, ruched knot-front design
    • Sheer waist design, flexible boning
    • Tie-shoulder tank straps, hidden back zipper with hook and eye closure
    • Tiered ruffled skater skirt, fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2110

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maisie Sequin Bodycon Mini Dress

    Special Occasion

    Shine like you own the night—the Maisie sequin bodycon mini dress is pure glam with its bold shimmer and sculpted fit. Designed to hug your curves and catch the light, it's the ultimate go-to for party-perfect moments.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Sequin embroidered scroll pattern
    • Sleeveless square neckline
    • Adjustable thin tank shoulder straps
    • Back zipper with hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday celebrations, bachelorette parties, and glam nights out.

    Style Number/Barcode: 05001-000306

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Card Energy Abstract Cutout Halter Mini Dress

    This one’s for the plans that start late and go later. An abstract print cutout halter mini dress that sculpts your shape and brings just enough edge for nights out, rooftop hangs, and everything after.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Abstract print
    • Sleeveless V-neckline with knotted detail at the bust
    • Halter tie-back spaghetti straps
    • Keyhole cutout, dual waist cutouts leading to an open back, lower tie-back spaghetti straps
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000925

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, L

    Product Badge:
    • Sale
  • Jana Heat Stone Cutout Bodycon Dress

    Special Occasion

    Sculpted to catch the light and the room’s attention, the Jana strapless mini dress is all about confident allure with a polished finish. Rhinestone embellishment and a sleek cutout detail elevate the silhouette for unforgettable nights out. 

    Fit & Features

    • Lined fishnet fabrication
    • Strapless square neckline, padded bra cups
    • Bodycon silhouette
    • Side cutout 
    • Rhine stone studs
    • Mini length hem
    • Runs true to size

     

    Where to Wear:

    Formal dances, nights out, birthday parties, dressy events, date nights, bachelorettes, rooftop hotel bars, fashion-forward events

    Style Number/Barcode: 05001-000604

    Category Name: $20 & Under Sale

    Price: $79.90

    Availability: In Stock

    Available Color: BROWN, BLACK

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

    Product Badge:
    • Sale
  • Wendy Mesh Corset Slit Formal Dress

    Special Occasion

    Sleek and sculpted for nights that call for confident elegance, the Wendy mesh gown delivers drama with a refined finish. The sweetheart neckline with a subtle cutout and corset bodice shapes a form-hugging long silhouette designed to leave a lasting impression.

    Fit & Features

    • Mesh-lined fabric with stretch
    • Sweetheart neckline, cutout accent
    • Built-in padded underwire bust, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flexible boning structured bodice
    • High slit design, form-hugging floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Black tie weddings, galas, formal evening ceremonies, upscale red-carpet events, elegant ballroom receptions, luxury hotel venues, bachelorettes, formal birthday celebrations, milestone parties, fancy date nights, anniversaries

    Style Number/Barcode: 05002-001243

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Sale
  • Madison Cowl Neck Slit Glitter Formal Dress

    Special Occasion

    Sparkly and fabulous! Make a shimmering impression in the Madison glitter formal dress showcasing a high slit for effortless movement and a flattering curve-hugging fit.

    Elegant choice! Picture yourself in more stunning styles with our collection of blue prom dresses or slip into something sophisticated from our wedding guest dresses.

    Fit & Features

    • Glitter fabric lined with stretchy knit
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • High front slit
    • Curve-hugging fit, floor-length hem
    • Runs true to size
    • Extra glitter for maximum sparkle - may have some natural fallout

     

    Where to Wear:

    Prom, formal celebrations, big birthday events, and dressed-up parties.

    Style Number/Barcode: 05002-9519

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daydream Drama Polka Dot Satin Mini Dress

    A flirty mix of sweet and sultry, this satin mini brings the playful allure. The lace trim and open lace-up back make it a total show-stealer—perfect for brunch dates, parties, or spontaneous plans that somehow turn into the best stories.

    Fit & Features

    • Polka dot print, silky satin fabric, chiffon lining, no stretch
    • Lace trim V-neckline
    • Spaghetti straps
    • Lace-up open back, hidden lower back zipper with hook-eye closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000510

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Anika Cold-Shoulder Pearl Mesh Formal Midi Dress

    Special Occasion

    Make a beautiful impression at weddings or parties in the Anika cold-shoulder pearl mesh formal midi dress! The stretchy sheer mesh fabric is accented with all-over faux pearl embellishments for that touch of chic glamour and includes a full-length knit lining for coverage. Her wired V-neckline will accentuate your bust, and her cold-shoulder design with adjustable spaghetti straps and short-sleeved cuffs will give that feminine look. Your gorgeous curves will be showcased with the ruched detailing, and the back slit accent on the mid-length hem adds a sexy detail. Complete your formal look with a rhinestone necklace and metallic heels.

    Every bead, every detail—this dress was made to shine. Searching for more statement styles? Discover our exquisite beaded prom dresses or find a look that dazzles from our party dresses.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining, faux pearl embellishments
    • Wired V-neckline
    • Cold-shoulder design, adjustable spaghetti straps and short-sleeved cuffs
    • Ruching, back slit
    • Bodycon fit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2117

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laila Sequin Open Back Bodycon Mini Dress

    Special Occasion

    Turn every step into a spotlight moment in the Laila sequin bodycon mini dress. With its sleek open back and sculpted fit, it’s the perfect blend of sultry and glam for the nights you want to stand out.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Sequin embroidery, scroll pattern
    • Sleeveless V-neckline, padded bust, adjustable spaghetti straps
    • Side cutouts, open back
    • Back strap with hook and bar closure, lower back zipper with hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday festivities, bachelorette parties, and glam nights out.

    Style Number/Barcode: 05001-000285

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Charm Ruffled Chiffon Tube Skater Dress

    Your go-to summer floral dress has arrived! With charming ruffles and skater silhouette, this short dress is perfect for shower celebrations, brunch, or day dates.

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit lining
    • Strapless tube neckline
    • Stretchy, smocked fitted bodice
    • Skater silhouette
    • Ruffled short hem
    • Runs true to size

    Style Number/Barcode: 05101-4125

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: L

    Product Badge:
    • Sale
  • Eileen Floral Strapless Mermaid Formal Dress

    Special Occasion

    The gorgeous Eileen floral formal dress will have everyone swooning for you! With its luxe cowl neckline and figure-hugging mermaid silhouette, this floor-length gown elevates your natural beauty with every step.

    Fit & Features

    • Floral print, smooth knit fabric, stretchy knit lining
    • Strapless cowl neckline, padded bra cups
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, garden parties, summer galas, black tie events, rooftop dinner parties, rehearsal dinner, anniversaries, fancy shower celebrations

    Style Number/Barcode: 05002-000153

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotlight Moment Open Back Maxi Dress

    Elegant, effortless, and made for the spotlight. This maxi dress flows with quiet confidence. Crafted from soft jersey knit, it features a draped cowl neckline and an open tie-back design that catches every eye from the moment you walk in.

    Fit & Features

    • Slinky knit-lined stretch fabric
    • Plunge halter neckline
    • Open back with tie
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000675

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER

    Available Size: L

    Product Badge:
    • Sale
  • Andie Velvet Drop Waist Skater Dress

    Special Occasion

    Elevate your formal outfit in a luxe velvet short dress featuring an off-the-shoulder collared sweetheart neckline, adjustable spaghetti straps, a drop-waist design, and a pleated skater silhouette. Complete the outfit with glitter mesh heels.

    Show off your style in this standout dress. Feeling the short and chic vibe? Discover more fashion-forward short prom dresses or elevate your style with our formal dresses.

    Fit & Features

    • Lined velvet fabrication
    • Off-the-shoulder neckline
    • Collared sweetheart bust, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Drop-waist design
    • Pleated skater silhouette
    • Short length hem
    • Runs true to size

    Style Number/Barcode: 05001-2444

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

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

    Product Badge:
    • Sale
  • Lucena Convertible Mermaid Formal Dress

    Special Occasion

    The Lucena mermaid formal dress offers endless styling options to suit your mood for any formal occasion! The dress boasts a convertible style neckline that can be worn as a halter, one shoulder, and more plus has a high front slit for effortless movement.

    Fit & Features

    • Smooth knit lined fabric
    • Convertible neckline with straps
    • High front slit
    • Mermaid silhouette
    • Floor-length hem
    • Multiple styling options
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, black-tie gala, fancy dinner parties, formal occasions and events

    Style Number/Barcode: 05002-000066

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Thea Sequin Lace-Up Skater Dress

    Special Occasion

    Made to move with you, the Thea sequin skater dress catches the light in every step. The flared silhouette and lace-up back detail bring a playful yet polished edge to your next big night out.

    Fit & Features

    • Sequin mesh-lined fabric
    • Square halter neckline, spaghetti straps
    • Strappy open lace-up back
    • Skater silhouette
    • Short-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, date nights, weddings, engagement parties, milestone celebrations

    Style Number/Barcode: 05001-000212

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Citrus A-Line Mini Dress

    Like sunshine in outfit form. This lemon print stretch linen mini dress features a square neckline with a delicate bust tie and a flirty A-line skirt that’s made for brunch dates, vacations, and sunny day plans.

    Fit & Features

    • Citrus print, cotton-blend woven fabric, woven lining
    • Square neckline with tie front
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • A-line fitted silhouette, pipe trim
    • Flared mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000518

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: L

    Product Badge:
    • Sale
  • Maribel Sequin Bead Halter Mini Dress

    Special Occasion

    Made for nights that call for sparkle, the Maribel sequin bead halter mini dress drapes in a bodycon silhouette with a daring plunge and an open back cutout. A party-perfect piece that guarantees every entrance feels electric.

    Fit & Features

    • Printed mesh fabric, sequins, beading, sewn-in knit lining
    • Plunge halter neckline with tie closure
    • Padded bra cups
    • Open back cutout with strap detail
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    HOCO, birthday parties, bachelorettes, glam soirees, milestone celebrations, date nights

    Style Number/Barcode: 05001-000234

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Celina Floral Sequin Skater Short Dress

    Special Occasion

    The Celina is a twirl-worthy stunner, made to light up the room from the first toast to the last dance. Shimmering floral sequins catch the light with every move, while the playful skater silhouette keeps the look fresh, feminine, and unforgettable.

    Fit & Features

    • Floral pattern, sequin embellished fabric
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Skater silhouette
    • Short-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, bridal celebrations, birthdays, date nights, milestone celebrations, fancy brunches, dinner parties

    Style Number/Barcode: 05001-000552

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vicky Jacquard Halter Bubble Mini Dress

    Special Occasion

    Designed for twirl-worthy moments, the Vicky jacquard halter mini dress pairs a sculpted bodice with a voluminous bubble hem for a look that’s equal parts playful and polished. The lace-up back adds an alluring finish for your most memorable nights.

    Fit & Features

    • Jacquard fabric with floral texture
    • Halter neckline with adjustable tie back
    • Fit and flare mini-length silhouette
    • Bubble hem detail
    • Lace-up open back
    • Runs true to size 


    Where to Wear:

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

    Style Number/Barcode: 05001-000555

    Category Name: $20 & Under Sale

    Price: $39.97 $88.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taisia Formal Sequin Scroll Dress

    Special Occasion

    Lace up in a formal dress that brings the shimmer to your special night. The Taisia dress features a plunging V-neckline, an open lace-up back, a lightly padded bust, and a curve-hugging mermaid silhouette and floor-length hem. The formal dress is composed of a sequin scroll pattern on mesh fabric with a stretchy knit lining. Complete your look with a chiffon wrap and heels.

    Fit & Features

    • Sleeveless V-neckline, bungee spaghetti straps 
    • Lightly padded bust 
    • Open lace-up back, zipper, and hook-eye closure
    • Form-hugging, mermaid silhouette, floor-length hem
    • Sequin scroll mesh fabric, stretchy knit lining
    • Sticky bra optional
    • Runs true to size

    Style Number/Barcode: 05002-0245

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S

    Product Badge:
    • Sale
  • Mael Floral Rhinestone Mermaid Formal Dress

    Special Occasion

    Designed to mesmerize from every angle, the Mael gown drapes the body in a dreamy floral print that feels both romantic and striking. The rhinestone-kissed halter V-neckline and sultry open back create a fluid, sculpted silhouette that moves with unforgettable elegance.

    Fit & Features

    • Mesh-lined fabric with floral print and rhinestone embellishment
    • Halter V-neckline, spaghetti strap tie back closure, padded bra cups
    • Open back with flattering ruched detailing
    • Mermaid silhouette with floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, destination vacations, resort dinners, upscale date nights, engagement parties, art museum soiree, birthday celebrations, cocktail parties

    Style Number/Barcode: 05002-000750

    Category Name: $20 & Under Sale

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S

    Product Badge:
    • Sale
  • Constance Satin A-Line Formal Dress

    Special Occasion

    Designed for elegant entrances and unforgettable evenings, the Constance dress moves with quiet confidence and timeless allure. Crafted in satin with a strapless neckline and fluid A-line silhouette, it delivers graceful drama through soft pleating and a sweeping floor-length hem.

    Fit & Features

    • Premium satin fabric, crepe bonded hem lining
    • Strapless neckline, padded bra cups, non-slip grip lining
    • Back zipper and hook-eye closure
    • Form-hugging bodice, asymmetric low waist seam
    • A-line pleated silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, black tie weddings, galas, balls, formal celebrations, nights at the opera, award dinners, fancy date nights, anniversary parties, fashion-forward events

    Style Number/Barcode: 05002-001462

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Rita Glitter Strappy Back Party Dress

    Special Occasion

    All at once, the Rita party dress brings sultry style to bachelorettes or dressy Vegas clubs! She features a sweet and sleeveless sweetheart neckline, a padded bust, spaghetti straps that create the strappy open back design with dual hook and eye closures, side ruched seams that flatter your gorgeous curves, and a bodycon silhouette and mini-length hem. The dress is composed of a glitter fabric that sparkles under the light and has a stretchy knit lining. Complete the look with stunning platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Spaghetti straps, open strappy back, dual hook-eye closures
    • Side ruched seams, bodycon silhouette, mini-length hem
    • Back zipper and hook-eye closure
    • Glitter fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1912

    Category Name: $20 & Under Sale

    Price: $29.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Teagan Sleeveless Cowl Neck Slim Formal Dress

    Special Occasion

    This sleeveless formal dress features a sultry cowl neckline, a curve-hugging slim silhouette, and a floor-length hem for a dramatic flair. Perfect for styling with a clutch for the school dance or a gala.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Cowl neckline
    • Shoulder straps
    • Slim floor-length silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8633

    Category Name: $20 & Under Sale

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Sale