$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.

  • Twirl Perfection Drop Waist Skater Dress

    Create a twirl-worthy moment in a skater dress that features a sleeveless square neckline with a halter-like neck strap, a drop waist design, and a flared mini skater-length hem. Complete your night-out outfit with heels. 

    Fit & Features

    • Woven fabric with knit lining, plenty of stretch
    • Sleeveless square neckline
    • Halter-like neck strap
    • Drop waist bodice
    • Back zipper with hook-eye closure
    • Mini-length skater hem
    • Runs true to size

    Style Number/Barcode: 05101-3570

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Fall Vibe Ditsy Floral Corset Midi Dress

    Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit.

    Fit & Features

    • Ditsy floral-printed woven fabric
    • Sweetheart neckline, ruched bust, tie-front detail, underwire bust
    • Thin tank shoulder straps
    • Corset-style bodice with piping, high waist seam
    • Hidden side zipper and hook-eye closure
    • High front slit
    • Midi-length A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3706

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sealed With Charm Short A-Line Dress

    Seal your look with this charming A-line dress for a rehearsal dinner or sunset dinner date! The dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a padded bust, and a flattering short-length hem. Complete the look in chic block heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Padded bust
    • A-line silhouette
    • Short-length hem
    • Poplin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3152

    Category Name: $20 & Under Sale

    Price: $7.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ashtyn Glitter Satin High Slit A-Line Formal Dress

    Special Occasion

    Gorgeously glam, the Ashtyn glitter satin formal dress is designed with a pleated cowl neckline and high-cut slit on the floor-sweeping A-line silhouette. Perfect for your next black-tie affair.

    Dripping in satin and pure sophistication, this dress turns heads effortlessly. Love that silky shine? Browse our luxe satin prom dresses or opt for a sleek silhouette with our formal dresses.>

    Fit & Features

    • Glitter satin fabric with knit bust lining, moderate stretch
    • Subtle V-neckline, draped pleated cowl neck overlay
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • High-cut front slit
    • Floor-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-9033

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Chic Sequin Woven Drop Waist Skater Dress

    A sequin skater dress with a perfect glitzy chic vibe! Make every head turn with the open back with a bow and the gorgeous sequin embroidery perfect for parties. Complete the look with heels.

    Sequins bring the perfect mix of elegance and fun. Want more options? Shine in a sparkling sequin prom dress or make an entrance in our glamorous party dresses.

    Fit & Features

    • Floral embroidered woven fabric with sequin embroidery, woven lining, no stretch
    • Square neckline, underbust seam
    • Thin tank shoulder straps
    • Open back, tie-back bow design, zipper with hook-eye closure
    • Drop waist
    • Short pleated skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3668

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ella Cowl Neck Satin Dress

    Special Occasion

    Enchant the room instantly in this gorgeous floor-length gown! Ella features a stunning sleeveless cowl neck, flattering high slit, and sleek spaghetti straps. 

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Stretch satin lined fabric
    • Cowl neck, sleek spaghetti straps
    • Form-fitting silhouette, high-side slit
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, fancy date nights, cocktail parties, engagement parties, rehearsal dinners

    Style Number/Barcode: 05002-9318

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS

    Product Badge:
    • Sale
  • Icing On The Cake V-Neck Lace Skater Dress

    The perfect lace skater dress that'll take your day somewhere magical! Perfect for rehearsal dinners, birthdays, or graduation. This dress features a flattering V-neckline, spaghetti straps, and a playful cross-back design. Its skater silhouette and surplice ruffled short-length hem will keep you twirling all day! Complete the look in strappy block heels.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • V-neckline, spaghetti straps
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3667

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Deny It One-Shoulder Bodycon Midi Dress

    No one can deny your sultriness in this one-shoulder midi dress perfect for cocktail parties or receptions! The dress is crafted from a smooth double-lined knit fabric with plenty of stretch. It features a one-shoulder neckline, a figure-flaunting bodycon fit, and an asymmetrical midi-length hem.

    Fit & Features

    • Smooth double-lined knit fabric, moderate stretch
    • One-shoulder neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3566

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True Perfection Pleated Satin Skater Dress

    A sleeveless satin mini dress features a flattering pleated square neckline and skater silhouette perfect for all-night dancing. Style with jewelry and heels for the school dance.

    Fit & Features

    • Satin fabric, bust lining, minimal stretch
    • Pleated square neckline
    • Spaghetti straps
    • Skater mini-length fit
    • Runs true to size

    Style Number/Barcode: 05101-3602

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristy Satin Cowl Neck Party Dress

    Special Occasion

    Sleek and slinky satin shapes the chic Kristy party dress ready for rehearsal dinners, bachelorettes, and formal parties! She features a sleeveless cowl neckline, adjustable spaghetti straps, a side ruched drawstring so you can customize the style and a short bodycon silhouette. The formal dress is composed of silky satin fabric with a stretchy knit lining. Complete the look in statement block heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Side ruched drawstring
    • Bodycon silhouette
    • Short-length hem
    • Silky satin, stretchy knit lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1469

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mayra Formal Satin Slit Long Dress

    Special Occasion

    Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement.

     

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Smooth satin-knit fabric, moderate stretch
    • Sleeveless square neckline, spaghetti straps
    • Fitted bodice, side hip pleating
    • Form-fitting silhouette, high-cut front slit
    • Floor-length hem
    • Style runs small

     

    Where to Wear:

    Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations

    Style Number/Barcode: 05002-000297

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Of The Party Rhinestone And Pearl Mini Dress

    Create an iconic party look with this gorg rhinestone and pearl embellished mini dress! It features a sleeveless sweetheart neckline with a cowl draped overlay, a built-in padded bust, adjustable spaghetti straps for a customized fit, a mini-length hem, side and back ruching, a bodycon silhouette, and all-over mini rhinestone and faux pearl embellishments for a stunning glam vibe. The sheer mesh fabric includes a full knit lining. Style this mini-length dress for your next night out with rhinestone statement earrings and strappy stilettos.

    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

    • Sleeveless sweetheart neckline, cowl draped overlay, padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruched side and back seams
    • Mini-length hem, bodycon silhouette
    • Mini rhinestone and faux pearl embellishments
    • Sheer mesh fabric, full-length sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5329

    Category Name: $20 & Under Sale

    Price: $11.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Christen Sweetheart Mermaid Rhinestone Formal Dress

    Special Occasion

    A sleeveless formal dress boasts a sweetheart neckline and a figure-loving mermaid silhouette on rhinestone embellished mesh fabric. Perfect for homecoming or a gala.

    Fit & Features

    • Rhinestone embellished mesh fabric lined with stretchy knit
    • Sweetheart neckline, shoulder straps
    • Built-in padded underwire bust
    • Back zipper and hook-eye closure
    • Mermaid floor-length silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8247

    Category Name: $20 & Under Sale

    Price: $89.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Allure Strapless Lace Midi Dress

    Bring the allure to your next date night in this figure-flaunting floral lace midi dress! Showcasing a gorgeous blooming floral print, the lightweight lace fabric includes a sewn-in knit lining for coverage. The mid-length dress features a strapless sweetheart neckline with a dainty eyelash lace trim and a small center bow detail, a secure back zipper closure, a back slit for a chic touch, and a bodycon silhouette to hug your curves. Complete the look with espadrille wedges.

    Fit & Features

    • Floral print
    • Sheer lace fabric with knit lining, moderate stretch
    • Strapless sweetheart neckline, eyelash lace trim, bow detail
    • Back zipper with hook and eye closure
    • Back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3458

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Glow Strapless Pleat A-Line Satin Mini Dress

    You'll have that perfect glow in this satin mini dress at the party! This stunning mini-length dress features a strapless neckline for a classic style, and a side pleated seam adds a touch of sophistication and creates a flattering A-line silhouette. Complete the look with stiletto heels.

    Fit & Features

    • Satin fabric lined with stretchy knit
    • Strapless neckline
    • Side pleated seam
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5670

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rae Lace-Up Glitter Mermaid Dress

    Special Occasion

    The long mermaid dress features a glitter knit fabrication, a sleeveless cowl neckline, spaghetti straps that lead to a cross-back design, and a lace-up back design. Complete the formal outfit with a satin clutch. 

    Fit & Features

    • Lined glitter knit fabrication
    • Sleeveless cowl neckline
    • Spaghetti straps lead to x-back design
    • Lace-up back design
    • Mermaid silhouette
    • Long hem length
    • Runs true to size

    Style Number/Barcode: 05002-8865

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Christie Sleeveless Slim Crepe Formal Dress

    Special Occasion

    You'll be a showstopper in the Christie crepe formal dress as a stunning bridesmaid or wedding guest! Her slim-sleek silhouette, square neckline, and spaghetti straps exude elegance, while the crepe fabric adds a polished touch. The wrap-high front slit and long-length hem complete the look, making you the envy of every event. Finish the look with block heels and dainty jewelry.

    Fit & Features

    • Crepe fabric, moderate stretch
    • Spaghetti straps
    • Wrap high front slit
    • Slim fit silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-8497

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Majestic Style One-Shoulder Mini Dress

    Everyone will be in awe of you in this one-shoulder mini dress with a chic long sleeve and a stunning bodycon silhouette to show off your curves!

    Fit & Features

    • Double-lined smooth knit stretchy fabric
    • Folded one-shoulder neckline, fitted long sleeve
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3868

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Sleek Square Neck Bodycon Midi Dress

    Serve a gorgeous sleek silhouette in this brushed knit midi dress featuring a sleeveless square neckline, thin tank straps, and a midi-length bodycon fit to hug your curves. Style with hoop earrings and stiletto heels.

    Fit & Features

    • Brushed knit fabric with knit lining, plenty of stretch
    • Square neckline
    • Thin tank shoulder straps
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5975

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Impeccable Shine Open Back Glitter Mini Dress

    A glitter mini dress boasts a flattering open back with a flirty tie design and side ruched seams accentuating your curves along the bodycon fit. Perfect for the school dance or a party.

    Fit & Features

    • Glitter fabric, sewn-in knit lining, moderate stretch
    • Square neckline, shoulder straps
    • Open back with tie design
    • Side ruched seams
    • Bodycon mini-length fit
    • Runs true to size

    Style Number/Barcode: 05103-5734

    Category Name: $20 & Under Sale

    Price: $9.97

    Availability: In Stock

    Available Color: HUNTER

    Available Size: L

    Product Badge:
    • Sale
  • Addie Strapless Velvet Asymmetric Ruffled Mini Dress

    Special Occasion

    Bring the flirtatious allure in the Addie velvet ruffled mini dress perfect for your next party! The short formal dress is designed with a strapless straight-across neckline, vertical seams that run from bust to hem, and a tiered, ruffled, asymmetric hem for that dramatic flair. 

    This dress was made for selfies! Love a bold look? Browse our chic black prom dresses or stand out in our stylish party dresses.

    Fit & Features

    • Lined velvet fabric
    • Strapless straight neckline
    • Vertical seams from bust to hem
    • Back zipper closure
    • Tiered asymmetric ruffled hem
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05001-2563

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Look Plaid Print Strapless Skater Dress

    Adorably chic will be your vibe in this woven skater dress designed with a classic plaid print. It features a strapless subtle sweetheart neckline, a drop waist, and a short pleated skater silhouette for that cute flair.

    Fit & Features

    • Plaid printed woven fabric
    • Strapless sweetheart neckline
    • Back zipper closure
    • Drop waist
    • Mini-length pleated skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5925

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Glitzy Glitter Knit A-Line Mini Dress

    Embody glitz in this glitter mini dress featuring a pleated sweetheart neckline that leads to the flattering A-line silhouette with a flirty slit. Pair with earrings.

    Fit & Features

    • Glitter knit fabric with knit lining, plenty of stretch
    • Sweetheart neckline with padded bust, draped pleated cowl neck overlay
    • Spaghetti straps
    • Pleated waist
    • Short slit
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5712

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner Date Off-The-Shoulder Long Sleeve Midi Dress

    The perfect dinner date starts with this off-the-shoulder midi dress and ends with cocktails on the patio! The double-lined smooth knit fabric ensures a comfortable and smooth feel, while the midi-length hem adds a touch of elegance.  With its fitted long sleeves and ruched side seams, it offers a flattering bodycon fit that accentuates your curves. Complete the look in mules.

    Fit & Features

    • Double-lined, stretchy smooth knit fabric
    • Off-the-shoulder neckline
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3551

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale