$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.

  • Sleek and Stunning Satin Mini Dress

    Keep it sleek and stunning with a satin mini dress that makes a head-turning statement on your next night out! Designed with a smooth-lined satin-like fabric, this short dress offers a curve-hugging silhouette to flaunt your gorgeous figure. The dress features a sleeveless square neckline, corded bungee spaghetti straps, and an open-back design accented with two lower bungee straps. Complete your fabulous look with clear heels.

    Fit & Features

    • Lined satin-knit fabric, minimal stretch
    • Square neckline
    • Corded bungee spaghetti straps
    • Open back, lower bungee straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-3836

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bristol Formal Satin Lace-Up Dress

    Special Occasion 

    Make a head-turning entrance in a formal long dress that brings elegance! Bristol features a sleeveless cowl neckline, spaghetti straps that lead to a cross-back design, a lace-up back that lets you adjust the fit, a mermaid silhouette, and a high side slit for a display of leg.  The lower back features a ruched detail that enhances curves. The long dress is composed of a satin stretch fabric that offers a form-hugging fit with a moderate stretch. Complete the look with heels and a clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, adjustable lace-up back
    • Mermaid silhouette 
    • High side slit, ruched back detail
    • Satin stretch fabric, form-hugging fit, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7908

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Floral Knit Maxi Dress

    Showcase your beauty as the best-dressed wedding guest in this blooming floral knit maxi dress! Designed with a gorgeous floral print design, it features a sleeveless V-neckline, spaghetti straps that lead to a bold open back with a lace-up strappy design, a thigh-high front slit to show off your heels, and a slim-fit silhouette. Complete your look with sleek hoop earrings.

    Fit & Features

    • Floral printed knit fabric
    • V-neckline, spaghetti straps
    • Open back, cross-back lace-up straps
    • Fitted floor-length skirt
    • High front slit
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-0851

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Satin Pleated Mini Dress

    Create stunning looks in this sleek satin mini dress. It features spaghetti straps, a V neckline, pleated detailing, and a mini length, asymmetric tulip hem with a curve-hugging fit. Pair this dress with a sparkly rhinestone choker necklace and strappy heels for a night out.

    Fit & Features

    • Spaghetti straps
    • V neckline
    • Pleated detailing
    • Asymmetric tulip hem
    • Short, form-hugging fit
    • Satin-like fabric with moderate stretch

    Style Number/Barcode: 05103-3734

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marcie Formal Crepe Short Sleeve Mermaid Dress

    Special Occasion

    Feel glamorous and stylish in the Marcie formal crepe dress to make a lasting impression at banquets or fancy soirees! She features a square neckline, short puff sleeves, and a curve-hugging mermaid silhouette that drapes elegantly to the floor-length hem. This dress is crafted with a crepe knit fabric with plenty of stretch so you can move comfortably. Complete the look with faux pearl earrings and a clutch.

    Fit & Features

    • Short puff sleeves, square neckline
    • Back zipper closure
    • Curve-hugging mermaid silhouette
    • Floor-length hem
    • Crepe knit fabric, moderate stretch, bust lining
    • Regular bra or lingerie accessories recommended
    • Runs true to size

    Style Number/Barcode: 05002-7433

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie Season Sweetheart Corset Linen Romper

    Step right into cuteness in this linen romper perfect for the season! With its flattering sweetheart neckline and adjustable spaghetti straps, this romper is perfect for any summer occasion. The front hidden hook-eye fasteners make for a seamless and comfortable fit, while the flowy short-length hem adds a touch of playfulness. Complete the look with a dainty necklace.

    Fit & Features

    • Linen woven fabric, stretchy knit lining
    • Sweetheart neckline, built-in padded underwire bust
    • Back zipper and hook-eye closure
    • Adjustable spaghetti straps
    • Hidden front hook and eye fasteners
    • Flowy short-length hem
    • Runs true to size

    Style Number/Barcode: 06303-0259

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Abstract Beauty Printed Slit Midi Dress

    Embrace your inner beauty in this abstract printed slit midi dress for any casual occasion! Featuring a flattering sleeveless square neckline perfect for layering, delicate spaghetti straps, and a bodycon fit, this dress flatters every figure. The front slit and midi-length hem add a touch of elegance, while the abstract print and mesh fabric create a unique style. Complete the look in mules and a cropped jacket.

    Fit & Features

    • Abstract print, stretchy mesh fabric, sewn-in knit lining
    • Spaghetti straps
    • Bodycon fit
    • Front slit
    • Runs true to size

    Style Number/Barcode: 05102-5736

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Breeze Printed Dual-Slit Maxi Skirt

    Capture the breezy tropical vibes in this flowy printed dual-slit maxi skirt! The lightweight stretchy knit fabric showcases a tropical palm leaf print for an iconic poolside look on your dreamy vacay. It features a flattering high-rise elasticized waistband, a built-in cheeky lining, dual high front slits to bare some skin, and a maxi-length hem. Style with a crop top and strappy sandals.

    Fit & Features

    • Tropical print
    • Stretchy knit fabric
    • High-rise elasticized waist
    • Built-in cheeky underwear lining
    • Dual high front slits
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-0974

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heatin' Things Up Strapless Asymmetric Mini Dress

    Heat things up in this strapless asymmetric mini dress to inspire your next wine night or birthday outfit! The short dress is designed with a strapless neckline, form-hugging fit, adjustable side drawstring atop a flirty side slit, an asymmetric mini-length hem, and a velvet burnout butterfly pattern on lined mesh fabric. Style the mini dress with gemstone heels for a touch of glamour!

    Fit & Features

    • Strapless neckline, front no-slip strip
    • Form-hugging fit
    • Adjustable side drawstring, slit
    • Asymmetric mini-length hem
    • Burnout velvet butterfly pattern
    • Sheer mesh fabric, full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2686

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Analia Halter Slit Mermaid Sequin Formal Dress

    Special Occasion

    With light-catching sequins, a sultry open back, and a halter V-neckline, the Analia mermaid sequin formal dress takes inspiration from Hollywood glamour! Perfect for prom, upscale birthdays, or banquets, you'll truly shine in a light. The sequin scroll pattern and mesh fabric exude luxury, making you the center of attention at any formal event. With a high-side slit and mermaid silhouette, this dress elongates your figure and adds a touch of sophistication. Complete the look with strappy heels and jewelry for a breathtaking evening out! 

    Fit & Features

    • Sequin scroll pattern, mesh fabric lined with stretchy knit
    • Halter V-neckline, padded bra cups
    • Back zipper and hook-eye closure
    • High side slit
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8161

    Category Name: $20 & Under Sale

    Price: $9.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Square Neck Rib Knit Bodysuit

    Easily loved and essential, this basic smooth bodysuit is perfect for layering or complimenting your favorite bottoms! Made from a soft and seamless rib knit fabrication, this bodysuit takes comfort up a notch. The square neckline and form-hugging fit accentuate your curves, while the thong bottom with snap-button closures ensures a comfortable fit. Style with women's best-selling bottoms.

    Fit & Features

    • Soft, seamless rib knit stretchy fabric
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06002-1779

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetest Aesthetic Strapless Floral Mini Dress

    Chase the sweetness of this floral mini dress perfect for sun-kissed weather! The dress features a strapless neckline adorned with a lace trim detailed with a velvet ribbon bow, a bodycon silhouette, and a flirty front slit along the mini-length hem. Complete the look in stiletto heels for a soiree!

    Fit & Features

    • Floral print
    • Stretchy scuba knit fabric
    • Strapless neckline, lace trim with velvet ribbon bow
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3460

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alayah Feather Trim Velvet Formal Mini Dress

    Special Occasion

    Bring the dramatic allure and chic style to your next fancy party in the Alayah feather trim velvet formal mini dress. She features an asymmetric one-shoulder neckline with a long bell sleeve with a fabulous marabou feather trim, flattering ruching down the back, a mini-length hem, and a bodycon silhouette that will hug your figure. The luxe velvet fabric includes a smooth knit lining. Complete your look with rhinestone fringe earrings.

    Fit & Features

    • Asymmetric one-shoulder neckline
    • Long bell sleeve, marabou feather trim
    • High waist seam, ruching down the back
    • Mini-length hem, bodycon silhouette
    • Velvet fabric, knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1602

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shannon Lace-Up Sequin Mesh Mermaid Formal Dress

    Special Occasion

    Lines of sparkly sequins dance across the Shannon formal dress adding drama and dimension to prom night or banquet dinners! Made from a lightweight mesh fabric with a full stretchy knit lining for coverage, this gown is a perfect choice for any formal occasion. She boasts a flattering V-neckline, sleek spaghetti straps, and padded bra cups that provide support for a sophisticated look. The intricate lace-up back and mermaid silhouette create a stunning silhouette, while the sparkling sequin striped pattern adds a touch of glamour to this floor-length gown. Complete the look with earrings, bracelets, and a clutch to carry your essentials!

    Fit & Features

    • Sequin striped pattern, mesh fabric lined with stretchy knit
    • Spaghetti straps
    • Padded bra cups
    • Lace-up, back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7935

    Category Name: $20 & Under Sale

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dancing Diva Satin Skater Dress

    Get ready to twirl all night long in this flirty homecoming satin skater dress! The mini dress features a sleeveless V-neckline, dual spaghetti straps that lead to a cross-back design, a high waist seam, a short skater skirt with a wrap-front layered design, and a fab fit and flare silhouette. Style this short party dress with rhinestone earrings and strappy heels.

    Fit & Features

    • Sleeveless V-neckline
    • Dual spaghetti straps, cross-back design
    • High waist seam
    • Short skater skirt, wrap-front layered design
    • Fit and flare silhouette
    • Smooth satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2216

    Category Name: $20 & Under Sale

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Downtown Meetings Pinstripe Linen Vest

    The perfect pinstripe linen vest for your meetings downtown - whether it's for business or pleasure! Featuring a sleeveless V-neckline and button front closures, this vest exudes chic while the faux pockets and curved crop hem add a touch of modern flair. Complete the look with the matching skort.

    Shop The Matching Skort: Downtown Meetings Pinstripe Linen Skort

    Fit & Features

    • Pinstripe print, linen blend fabric lined with knit
    • V-Neckline
    • Button front closures
    • Faux pockets
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06204-1739

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Myra Formal High Slit Dress

    Special Occasion 

    The Myra formal dress brings all the luxe, elevating your evening with timeless elegance! The long formal dress features a sweetheart neck with a built-in padded bust that offers support to her flattering, off-the-shoulder neckline with short-sleeve cuffs.  The flattering, relaxed fit bodice leads to a curve-hugging floor-length mermaid silhouette that is accented with a sexy high side slit. Complete your captivating formal outfit with dazzling duster earrings and open-toe heels.

    Fit & Features 

    • Off-shoulder neckline, short-sleeve cuffs
    • Sweetheart neck, built-in padded bust
    • Back zipper, hook-eye closure
    • Floor-length A-line silhouette
    • High side slit
    • Lined crepe fabric
    • Curve-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2403

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Stylish Crepe Mini Dress

    Get all wrapped up in this stylish sleek crepe dress. Dance the night away at that upcoming wedding or ring in the festivities in this statement wrap mini dress. The dress features a sleeveless square neckline, spaghetti straps, and a ruched wrap silhouette that hugs curves in all the right places. The dress is composed of a crepe fabric that offers a moderate stretch. Complete your look with rhinestone earrings and trendy mules.

    Fit & Features

    • Sleeveless square neckline, square back design
    • Spaghetti straps
    • Strapless bra recommended
    • Ruched wrap-front detail 
    • Mini-length bodycon silhouette 
    • Crepe knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3794

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brittney Strapless Rhinestone Long Formal Dress

    Special Occasion

    Light up the night in the Brittney rhinestone long formal dress with a fabulous glow down the red carpet or black tie parties! She showcases a dazzling rhinestone-embellished mesh fabric that adds a touch of luxury to any formal event. The strapless neckline is lined with a non-slip grip to ensure a secure fit, while the flexible boning and curve-hugging silhouette flatter your figure. With a long length and center-back slit, this dress exudes elegance and sophistication. Complete the look in stiletto heels and earrings.

    Fit & Features

    • Rhinestone embellished, mesh fabric, sewn-in knit lining
    • Flexible boning, non-slip grip lining
    • Back zipper and hook-eye closure
    • Center back slit
    • Slim silhouette
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-8025

    Category Name: $20 & Under Sale

    Price: $9.97 $179.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Under Cover Trench

    Go undercover in this chic trench but don't cover up that cute outfit! This coat features a draped open front, lapel collar, fitted long sleeves, a removable tie waist belt that cinches your waist, and trendy side pockets. The textured lightweight woven fabric offers a relaxed fit and a moderate stretch. Complete your look in this trench coat with a basic bodysuit and high waist jeans.

    Fit & Features

    • Lapel collar draped open-front
    • Fitted long sleeves
    • Side pockets for keeping your hands warm
    • Removable tie waist belt with loops
    • Textured lightweight woven fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-3016

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Baby Layered Chain Belt

    Upgrade your style with this butterfly layered chain belt! This trendy belt features layered chains and adorable butterfly charms for a fun and playful look and a secure lobster clasp closure. Complete the look in a basic bodycon midi dress and heels for a concert or dinner out with the girls!

    Fit & Features

    • Layered chain design
    • Butterfly charms
    • Lobster clasp closure

    Style Number/Barcode: 07301-0710

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale