$20 & Under Sale

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Product Recommendations

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.

  • Better Half Cable Knit One Shoulder Sweater Top

    Wrap up in cozy style with this cable knit sweater top perfect for looking effortlessly cute in the chilly season! It features a one-shoulder neckline, a slouchy long sleeve with ribbed cuffs, a cropped hem, and a soft cable knit design. Complete the look in a faux leather mini skirt and boots for a coffee date.

    Fit & Features

    • One-shoulder neckline
    • Slouchy long sleeve, ribbed cuffs
    • Cropped hem
    • Soft cable knit design
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1746

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Posh This Fall Faux Suede Mini Skirt

    Get posh this fall styling this faux suede mini skirt all season! It features a high-rise waist, a form-hugging fit, a mini-length hem, and a cute checkered pattern. The soft faux suede fabric offers a moderate stretch. Complete the look in knee-high boots and a sweater for autumn-to-winter fun!

    Fit & Features

    • High-rise waist, back zipper closure
    • Form-hugging fit
    • Mini-length hem
    • Checkered print
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0601

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Sensation Faux Wrap Mini Skort

    Be a stylish and classic sensation in this plaid mini skort! It features a high-rise waist, a trendy faux wrap front with a pleated side seam, a form-hugging fit, and a short lining on plaid print woven fabric with minimal stretch. Complete the look in a basic tee and sneakers for off-duty days!

    Fit & Features

    • High-rise waist
    • Faux wrap front, pleated side seam
    • Form-hugging fit
    • Short lining
    • Plaid print
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0353

    Category Name: $20 & Under Sale

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunday Funday Baseball Cap

    The perfect baseball cap to show your gameday energy! It features a classic curved wide brim and a front embroidery that reads, "Sunday Funday" with a football. Complete the look in a trendy denim jacket to root for your team in style!

    Fit & Features

    • Classic baseball cap design
    • Curved wide brim
    • Front embroidery reads, "Sunday Funday" with a football
    • Adjustable back strap, metal clip closure

    Style Number/Barcode: 07302-1537

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dress To Impress Cropped Blazer Top

    This chic cropped blazer top will have you dressed to impress from meetings to happy hour! It features a structured sweetheart neckline, long fitted sleeves, a complete front hook and eye closure design, faux front pocket flaps, and a fitted cropped hem with a center front slit. The ribbed knit fabric offers plenty of stretch. Style this blazer top with wide-leg dress pants and clear mules.

    Fit & Features

    • Sweetheart neckline
    • Long fitted sleeves
    • Complete front hook and eye closures
    • Dual faux front pocket flaps
    • Fitted cropped hem, center front slit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0407

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Cute Long Sleeve Open Back Catsuit

    You'll be feeling cute in this flattering ribbed long sleeve catsuit. Enjoy the luxurious feel of the comfortable, form-fitting fabric as you show off the sultry open back, keep cozy with the fitted long sleeves and crew neckline with back button closures, and the perfect skinny-leg design. Complete the look in a jacket and cozy boots!

    Fit & Features

    • Fitted long sleeves
    • Crew neckline, back button closures
    • Open back
    • Form-hugging
    • Skinny-leg design
    • Rib-knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06502-2397

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seasonal Chic Plaid Oversized Top

    Embrace a seasonal chic style in this plaid top perfect for coffee runs to casual dates! The top features slouchy long sleeves with button cuffs, a collar V-neckline, and an oversized silhouette on woven fabric with a trendy plaid print. Complete the look in distressed denim.

    Fit & Features

    • Slouchy long sleeves, button cuffs
    • Collar V-neckline
    • Oversized silhouette
    • Plaid print
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2272

    Category Name: $20 & Under Sale

    Price: $3.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's So Gorgeous Velvet Mesh Mini Dress

    Elevate your look with this gorgeous velvet mini dress! The short dress features a delicate scoop neckline, a ruched bust, spaghetti straps, and a sheer mesh waist insert with piping for a touch of glamour along the bodycon silhouette. Complete the look in fringe earrings for a night out!

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Ruched bust
    • Sheer mesh waist with trim
    • Bodycon silhouette, mini-length hem
    • Velvet knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5258

    Category Name: $20 & Under Sale

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep Up With Me Puffer Under-The-Knee Boots

    With these puffers under-the-knee boots, they won't be able to keep up with your fashion-forward style! The boots feature a round toe, a sturdy lug sole and heel, an inner zipper closure, a cozy faux fur lining to keep your feet warm, and an adjustable drawstring to customize the style. Complete the look with a cute and cozy jacket for the cold season!

    Fit & Features

    • Round toe
    • Sturdy lug sole and heel
    • Inner zipper closure
    • Under-the-knee shaft 
    • Adjustable drawstring
    • Pufffer material, faux fur lining
    • Runs true to size

    Style Number/Barcode: 07402-0923

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Endless Possibility Surplice Crop Blouse

    This cropped blouse has endless styling possibilities with your favorite bottoms! It features peasant long sleeves with button cuffs, a lapel collar V-neckline, front flap pockets, a surplice bodice, and an elasticized crop hem on texture lightweight woven fabric. Complete the look in sleek high-rise pants for a casual meeting or dinner party! 

    Fit & Features

    • Peasant long sleeves, button cuffs
    • Lapel collar V-neckline
    • Front flap pockets
    • Surplice bodice
    • Elasticized crop hem
    • Texture lightweight woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2271

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Glitz Rhinestone O-Ring Chain Belt

    This rhinestone O-ring chain belt will give your looks that trendy glitz! It features a bold O-ring linked design embellished with sparkling rhinestones for pretty glamour. Includes a back adjustable chain with a lobster clasp closure. Layer this belt over a mini dress, a blazer, a mini skirt, or dress pants!

    Fit & Features

    • Large O-ring linked design
    • Front rhinestone embellishments
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0697

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Not A Drill Denim Foldover Boots

    These trend-forward denim boots are the new style you're looking for! They feature a pointed toe, a thin block heel, a foldover design with frayed trim, and a calf-length shaft. Complete the look with a mini handbag for day or night plans!

    Fit & Features

    • Pointed toe
    • Thin block heel
    • Foldover design, frayed trim
    • Calf-length shaft
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0975

    Category Name: $20 & Under Sale

    Price: $4.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On My Command Faux Leather Knit Combat Booties

    Take on the season in these combat booties with confidence and style! Featuring stylish faux leather details, a front lace-up placket, stretchy knit material, and a sturdy lug rubber sole, these booties combine fashion and function for any adventure. Complete the look in a trendy denim jacket for casual plans!

    Fit & Features

    • Round toe
    • Front lace-up placket
    • Sturdy lug rubber traction sole
    • Faux leather details, stretchy knit material
    • Pull tab for easy on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07403-1708

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy On Down Faux Sherpa Block Heel Booties

    Be bold and cozy in these faux sherpa booties! Crafted from faux suede and sherpa, these comfy yet chic booties feature a pointed toe and block heel for an eye-catching look. Plus, the foldover styling makes it easy to pull on and off! Complete the look in a trendy jacket for a pumpkin patch or coffee with friends!

    Fit & Features

    • Faux suede pointed-toe, block heel
    • Faux sherpa foldover design
    • Pull on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07402-0954

    Category Name: $20 & Under Sale

    Price: $27.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beauty Bloom Rhinestone Flower Block Heels

    Bloom with beauty in these flower metallic block heels at special events! They feature a square toe, rhinestone-embellished toe straps with a flower decor and gemstone center, a block heel, adjustable rhinestone-embellished ankle strap with buckle closure. Complete the look with a glam necklace and earrings!

    Fit & Features

    • Square toe
    • Rhinestone-embellished toe straps
    • Flower decor with gemstone center
    • Block heel
    • Adjustable rhinestone-embellished ankle strap, buckle closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4587

    Category Name: $20 & Under Sale

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All My Shine Metallic Strappy Platform Heels

    Bring your look to a shining new level with these metallic heels. With a square toe, strappy design, and block heel, these stylish heels offer chic sophistication with a platform sole to ensure comfort. The metallic material adds a luxe touch for a look that really shines. Complete the look with a sparkly clutch for a dressy occasion!

    Fit & Features

    • Square toe
    • Strappy design
    • Platform sole
    • Block heel
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4729

    Category Name: $20 & Under Sale

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Days In Plaid Button Down Shirt Top

    Get ready for plaid shirt days in this top! It features relaxed long sleeves with buttoned cuffs, a collar neckline, a button-down front, and a plaid print on woven fabric. Style with best-selling bottoms for casual day or evening plans!

    Fit & Features

    • Relaxed long sleeves
    • Collar neckline
    • Button-down front
    • Plaid print
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2273

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nala Formal Ruched Strappy Back Mermaid Dress

    Special Occasion

    Make a bold statement in the elegant Nala formal long dress for banquets or cocktail parties! Constructed from a luxurious all-over ruched knit fabric, she boasts a sleeveless design, a V-neckline, and bungee spaghetti straps that extend to a striking open strappy back. The mermaid silhouette accentuates your natural curves as it flows to the floor-length hem, making it perfect for any formal event. Complete the look with teardrop earrings and rings.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Open strappy back design
    • Mermaid silhouette, floor-length hem
    • All-over ruched knit fabric, stretchy knit lining
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7782

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Susan Formal Velvet Lace-Up A-Line Dress

    Special Occasion

    You're guaranteed to be on the best-dressed list in the Susan formal velvet dress for galas or red carpet events! She features a sleeveless square neckline, adjustable spaghetti straps, a padded bust, a lace-up back design with tie closure, and a flattering high front slit, mermaid silhouette, and floor-length hem. The formal dress is crafted from a luxurious velvet knit fabric - you'll feel so Old Hollywood glam in and has a bust lining. Complete the look in sparkly stiletto heels and jewelry.

    Fit & Features

    • Sleeveless square neckline, padded bust
    • Adjustable spaghetti straps
    • Lace-up back, tie closure, hidden zipper and hook-eye closure
    • High front slit, A-line silhouette, floor-length hem
    • Velvet knit fabric, bust lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7523

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lilian Formal Glitter Velvet Strappy Back Long Dress

    Special Occasion

    The Lilian formal glitter velvet long dress is the perfect evening wear choice for black tie parties or galas! Crafted from luxurious glitter velvet fabric, the maxi dress features a one-shoulder neckline, sleeveless design, a padded bust, spaghetti straps, and a head-turning strappy open back. Its slim silhouette and side slit offer a flattering fit, while its long hem and exquisite shimmer lend an air of sophistication to the dress. Complete the look with a bracelet and earrings.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Padded bust, back zipper and hook-eye closure
    • Spaghetti straps, open strappy back design
    • Slim silhouette, high side slit, long hem
    • Glitter velvet fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7645

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Roselyn Velvet Flocked Mesh Formal Midi Dress

    Special Occasion

    The Roselyn formal midi dress will create an enticing look that will draw all eyes to you! With her chic allure, you'll get all the compliments. She features a sleeveless sweetheart neckline with a marabou feather front trim, adjustable spaghetti straps for a customized fit, a midi-length hem with a sultry back slit accent, and a slim-fit silhouette. The sheer mesh fabric showcases an all-over velvet flocked vintage-style pattern and includes a full-length smooth knit lining. Style this mid-length dress with strappy stilettos for cocktail hour!

    Fit & Features

    • Sleeveless sweetheart neckline, marabou feather trim
    • Adjustable spaghetti straps
    • Midi-length hem, back slit accent, slim-fit silhouette
    • Velvet flocked sheer mesh fabric, vintage-style pattern
    • Full-length knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1869

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Harper Formal Velvet Mermaid Slit Long Dress

    Special Occasion

    Luxe velvet brings high sophistication to the Harper formal long dress! She's designed with a cowl V-neckline adorned with adjustable spaghetti straps, a mermaid silhouette that hugs your gorgeous curves, and a sexy high front slit that leads to her floor-length hem. The formal maxi dress is crafted from a soft velvet fabric that brings glamour to your evening and has a sewn-in stretchy knit lining. Complete the look in rhinestone earrings and heels to add sparkle at charity dinners, holiday soirees, or weddings!

    Fit & Features

    • Sleeveless cowl V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Mermaid silhouette, high front slit, floor-length hem
    • Velvet fabric, sewn-in stretchy knit lining
    • Sticky or strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7269

    Category Name: $20 & Under Sale

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rachael Velvet Faux Pearl Party Dress

    Special Occasion

    Radiate party-girl energy in the luxe Rachael velvet faux pearl mini dress at bachelorettes or formal dances! She features an off-the-shoulder sweetheart neckline adorned with puff short-sleeve cuffs, a ruched and padded bust, and a bodycon silhouette that flaunts your curves down to the hem. The short party dress is designed with colored faux pearl embellishments all over on soft velvet fabric with a stretchy knit lining. Complete the look with a clutch and stiletto pumps.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Puff short-sleeve cuffs
    • Ruched and padded bust, back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Faux pearl all-over embellishments
    • Velvet fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-2000

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sincerley Chic Floral Velvet Mesh Midi Dress

    Look sincerely chic in this mesh midi dress! This showstopping mid-calf length dress features an off-the-shoulder sweetheart neckline with ruffle trim, short-sleeve cuffs, padded bust, side ruched seams, bodycon silhouette, side slit, and midi-length hem, all crafted from flocked floral velvet mesh fabric. Style this midi dress with block heels and a clutch for a semi-formal party or celebration!

    Fit & Features

    • Off-the-shoulder sweetheart neckline, ruffle trim
    • Padded bust, back zipper and hook-eye closure
    • Short-sleeve cuffs
    • Side ruched seams, bodycon silhouette
    • Side slit, midi-length hem
    • Flocked floral velvet mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2563

    Category Name: $20 & Under Sale

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale