$20 & Under Sale

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.

  • Alanna Ruffled Lace Corset Mermaid Dress

    Special Occasion

    Showcase your romantic flair in the Alanna formal mermaid dress that features a sleeveless sweetheart neckline with a built-in padded bust, a chic corset bodice, and adjustable spaghetti straps detailed with cascading ruffled accents. The floor-length mermaid silhouette will hug your stunning curves. Complete your look with dainty duster earrings.

    This dress is all about movement and flair. Want more standout designs? Discover our eye-catching ruffle prom dresses or embrace an elevated style with our guest dresses.

    Fit & Features

    • Sheer floral lace fabric with knit lining, moderate stretch
    • Sweetheart neckline with padded bust, no-slip strip
    • Corset bodice, angled high waist seam
    • Back zipper with hook-eye closure
    • Adjustable spaghetti straps, ruffled accents
    • Floor-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8737

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruby Floral Sequin Halter Mini Dress

    Special Occasion

    Flirt with the spotlight in the Ruby dress—a mini that shimmers with floral sequin detail and soft draping at the halter cowl neckline. The bodycon fit sculpts and shines, made for the kind of night that lingers.

    Fit & Features

    • Floral sequin pattern, mesh fabric lined with stretchy knit
    • Cowl halter neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, milestone events, Vegas, bachelorettes, glam parties, date nights

    Style Number/Barcode: 05001-000333

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crystal Sequin Rose Tie Mini Dress

    Special Occasion

    Every detail catches the light in the Crystal mini dress, adorned with a shimmering sequin rose pattern. A flattering V-neckline meets a soft chiffon tie-back, blending sultry allure with a touch of romantic ease.

    Fit & Features

    • Rose sequin pattern, mesh fabric, stretch knit lining
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Chiffon tie back, zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, weddings, milestone celebrations, date nights, rooftop hotel bars, red carpet events, fancy brunches

    Style Number/Barcode: 05001-000307

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sydney Sequin Bead Lace-Up Mini Dress

    Special Occasion

    Shimmer with every step in the Sydney sequin bead mini dress that pairs a sleek, fitted silhouette with a striking lace-up back. Designed to catch the light and highlight your shape, it’s a true showstopper from every angle.

    Fit & Features

    • Sequin, beaded, embellished, mesh-lined fabric
    • Square neckline
    • Adjustable spaghetti straps
    • Lace-up back, zipper and hook-eye closure
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, milestone celebrations, date nights, bachelorettes, bridal showers, fancy brunches, rooftop hotel bars, parties

    Style Number/Barcode: 05001-000308

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mildred Flocked Velvet Strappy Mermaid Formal Dress

    Special Occasion

    Romantic meets refined in the Mildred formal dress—a figure-skimming gown that feels equal parts timeless and daring. Crafted from floral flocked mesh with a sweetheart neckline and delicate straps, its lace-up open back adds a sultry twist, while the mermaid silhouette moves with effortless elegance from every angle.

    Fit & Features

    • Flocked velvet mesh-lined fabric
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Lace-up open back for a custom fit, lower zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, formal galas, upscale dinner parties, engagement parties, red-carpet nights, anniversaries, fancy milestone celebrations

    Style Number/Barcode: 05002-000574

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ashlynn Open Back Ruched Mermaid Formal Dress

    Special Occasion

    Have everyone swooning over you in the Ashlynn mermaid formal dress as a stunning bridesmaid or wedding guest! Made from a mesh fabric lined with stretchy knit, this formal dress is perfect for any fancy occasion. With a flattering square neckline, shoulder straps, and a pleated bodice, this dress enhances your figure. The open back with a tie closure adds a touch of allure while the front ruched seam, high slit, and mermaid silhouette add a modern twist.

    Fit & Features

    • Mesh fabric lined with stretchy knit
    • Square neckline, shoulder straps, padded bra cups
    • Pleated bodice
    • Open back with tie closure
    • Front high slit
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8604

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kaylie V-Neck Bodycon Sequin Bead Formal Dress

    Special Occasion

    Designed to dazzle, the Kaylie sequin bead formal dress is ultra glamorous and ready to have a picture taken! Strut looking fabulous in the flattering bodycon silhouette that effortlessly flares into a floor-length hem for drama.

    Fit & Features

    • Sequin bead embellishments, mesh fabric, stretch knit lining
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, black tie galas, big birthday events, red-carpet functions, fancy dinner parties

    Style Number/Barcode: 05002-9589

    Category Name: $20 & Under Sale

    Price: $69.97 $159.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Arie Strapless Rhinestone A-Line Party Dress

    Special Occasion

    This strapless party dress features a flattering A-line silhouette with a ruffled short-length hem for a flirtatious allure. The glitter rhinestone embellished mesh fabric offers a sparkling look at the school dance or birthday party.

    Fit & Features

    • Glitter rhinestone mesh fabric lined with stretchy knit
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Flexible boning
    • A-line ruffled short-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2348

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marcie Cowl Neck Slit Mermaid Formal Dress

    Special Occasion

    The Marcie formal dress is the showstopping style that demands attention! Designed in a flattering mermaid silhouette, this dress fits like a glove with a faux wrap design and high slit for allure.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • Faux wrap design, high front slit
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, formal parties and celebrations, glam functions

    Style Number/Barcode: 05002-9651

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • Steff Off-The-Shoulder Mermaid Slit Formal Dress

    Special Occasion

    An off-the-shoulder formal dress features a twisted sweetheart neckline and a flattering mermaid silhouette boasting a high front slit. Perfect for homecoming or a banquet.

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • Off-the-shoulder sweetheart twisted neckline
    •  High front slit
    • Mermaid floor-length silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8768

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    Made for the spotlight, the Aurelia sequin bodycon dress is equal parts sultry and polished. The bodycon silhouette and lace-up back detail strike the perfect balance of glam and sophistication for your next standout moment.

    Fit & Features

    • Sequin-embellished, mesh fabric, stretchy knit lining
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Lace-up back, lower zipper and hook-eye closure
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, bachelorettes, date nights, Vegas, rooftop hotel bars, dinner parties, fancy brunches

    Style Number/Barcode: 05001-000325

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bare It Beautiful Floral Tube Midi Dress

    No straps, no stress, just compliments. This floral printed midi dress sculpts in a smooth, strapless tube silhouette with a sleek bar back detail that keeps it secure while you own every spring RSVP.

    Fit & Features

    • Floral printed stretch-lined fabric
    • Strapless tube silhouette
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001188

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale