$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.

  • Vacay Bound Palm Leaf Duster

    Set off on that dream vacay with a chic duster! The lightweight duster is perf to layer over your beachside looks or styled for a date night. The duster features a vibrant palm leaf print, kimono sleeves, a tie waist belt, and a flowy long length. 

    Fit & Features

    • Tropical print
    • Draped open front
    • Kimono sleeves
    • Tie waist belt
    • Long length 
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1049

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh Moment Tie-Front Top

    Have a chic and stylish moment in this sheer mesh top! It features flowy kimono-style sleeves, a V-neckline, a tie-front detail, and a relaxed fit. Layer this airy top over your fave bikini to wear as a cute coverup.

    Fit & Features

    • Kimono-style sleeves
    • V-neckline
    • Tie-front
    • Relaxed fit
    • Sheer mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0230

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Flirty Gingham Crop Top

    Get a sweet and flirty look in this adorable gingham printed crop top! It features a subtle V-neckline that can be worn off-the-shoulder, short puff sleeves with ruffled hems, a cute tie-back accent, and a cropped fit. Style this top with high-rise denim.

    Fit & Features

    • Elastic banded V-neckline
    • Short puff sleeves, ruffled hems
    • Tie-back detail
    • Cropped fit, elastic banded hem
    • Woven fabric, front lining, gingham print, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1342

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Boho Crochet Crop Top

    Channel a boho feel with a crop top that keeps your look effortlessly stylish! The top features a sleeveless V-neckline, spaghetti straps, a crochet knit bodice, and a cropped hem. Complete the look with an adhesive bra and maxi skirt.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Crochet knit bodice
    • Cropped hem
    • Relaxed fit, moderate stretch

    Style Number/Barcode: 06005-1185

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Cutout Boyfriend Jeans

    Elevate your look to the next level with trendy boyfriend jeans! The jeans feature a high-rise waist, a cutout waistband detail, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, and a boyfriend leg with raw edge hem. Complete look with a crop top and combat boots.  

    Fit & Features

    • High rise waist 
    • Cutout waistband detail 
    • Single-button with hidden zipper closure
    • Traditional five-pocket with belt loop design
    • Boyfriend leg, raw edge hem
    • Relaxed fit, runs true to size

    Style Number/Barcode: 06602-0253

    Category Name: $20 & Under Sale

    Price: $4.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Vibes Cropped Denim Jacket

    Layer on the cute and casual vibes with this on-trend denim jacket. It features a collared neckline, long balloon-style sleeves, a complete button-down front, and a cropped, relaxed fit. Style this jean jacket over a graphic tee and biker shorts.

    Fit & Features

    • Collared neckline
    • Long balloon-style sleeves
    • Complete button-down front
    • Buttoned chest pockets
    • Cropped, relaxed fit
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 06203-0175

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Legendary Graphic Eagle Tee

    Show off your legendary side with a tee that says it all! The top features a crew neckline, a graphic that reads: "Legendary", an image of an eagle, and short sleeves. Complete look with high waist jeans and combat boots.

    Fit & Features

    • Crew neckline
    • Graphic: "Legendary"
    • Image of an eagle
    • Short sleeves
    • Cotton knit fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-0957

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild At Heart Rockstar Tee

    Show off your wild side with a tee that says it all! The top features a crew neckline, a graphic that reads: "Wild At Heart, Rockstar", an image of a star with eagle wings, and short sleeves. Complete look with high waist jeans and combat boots

    Fit & Features

    • Crew neckline
    • Graphic: "Wild At Heart, Rockstar"
    • Image of a star with eagle wings
    • Short sleeves
    • Cotton knit fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-0956

    Category Name: $20 & Under Sale

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Angel Ruched Mini Dress

    Show off your sweet side with a mini dress that brings that angelic glow! The mini dress features a sleeveless V-neckline, adjustable spaghetti straps, an angel graphic pattern, a ruched body, and a mini-length silhouette. The dress is composed of a mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with heels

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Angel graphic pattern
    • Ruched body
    • Mini length silhouette
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 05103-3824

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Minimal Satin High Slit Mini Dress

    Keep it minimal and sleek with a mini dress that is perf to dress up for your next date night! The dress features a sleeveless V-neckline, adjustable spaghetti straps, and a mini side slit. The dress is composed of a satin fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone heels and statement earrings. 

    Fit & Features

    • Sleeveless V-neckline 
    • Adjustable spaghetti straps
    • Mini side slit
    • Satin fabric, additional knit lining 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4254

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delta Formal Cutout Glitter Dress

    Special Occasion

    Bring the glow to your look with a formal dress that is all about the glitz! Delta features a sleeveless V-neckline, spaghetti straps, a cutout at the midriff with a twisted strap accent, and a slim-fit silhouette. The dress is composed of a glitter knit fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and rhinestone hoops

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Cutout at the midriff, twisted strap accent
    • Slim fit silhouette
    • Glitter knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1351

    Category Name: $20 & Under Sale

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Beauty Sleeveless Jumpsuit

    Hey beauty, showcase your cute summer style in this sleeveless striped jumpsuit! It features a V-neckline with a wrap-front design, spaghetti straps, an open back, a flattering smocked high waist, and wide pant legs. Elevate the look with a pair of chic mules.

    Fit & Features

    • V-neckline, wrap-front design
    • Spaghetti straps
    • Open back
    • Smocked high waist
    • Wide pant legs
    • Woven fabric, striped print
    • Runs true to size

    Style Number/Barcode: 06402-0385

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Real Ribbed Knit Cami

    Keep it real with a cute cami to complete your effortlessly chic looks! The cami features a sleeveless scoop neckline, spaghetti straps, and composed of a ribbed knit fabric. Complete look with the matching cardigan and high waist jeans.

    Shop Matching Cardigan: Keeping Knit Real Ribbed Knit Cardigan

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-0963

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Impressions One Shoulder Crop Top

    Make a bold impression with a crop top that brings the drama! The top features a one-shoulder neckline, an adjustable spaghetti strap, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching maxi skirt. 

    Shop Matching Maxi Skirt: Bold Impressions High Slit Maxi Skirt

    Fit & Features

    • One-shoulder neckline
    • Adjustable spaghetti strap
    • Cropped hem
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3460

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Impressions High Slit Maxi Skirt

    Make a bold impression with a maxi skirt that brings the drama! The skirt features a high rise waist, a high side slit, and a maxi-length silhouette. Complete look with the matching crop top and heels. 

    Shop Matching Crop Top: Bold Impressions One Shoulder Crop Top

    Fit & Features

    • High rise waist
    • High side slit
    • Maxi length silhouette
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-0434

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summertime Beauty Cutout Midi Dress

    Hey beauty! Get a gorgeous look perf for summertime in this stunning midi dress. It features a sleeveless halter neckline, dual waist cutouts, and a mid-length, form-fitting silhouette to hug your curves. Style this dress with strappy sandals.

    Fit & Features

    • Sleeveless halter neckline
    • Dual waist cutouts
    • Mid-length, form-hugging fit
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4255

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Feels Ruffled Mini Dress

    This pretty floral dress has us in our feels, bby! The dress features a floral print, an off-the-shoulder neckline with a ruffled popover, ruffled short sleeves, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with wedges and a metal cuff. 

    Fit & Features

    • Ditsy floral print
    • Off the shoulder neckline
    • Ruffled popover, ruffled short sleeves
    • Mini length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-2096

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Go With The Flow Smocked Maxi Dress

    Go with the flow in a casual maxi dress that keeps your look effortlessly chic! The dress features a sleeveless square neckline, a smocked bodice, halter neck ties, a triple-row bar strap design, and a flowy maxi length silhouette. The dress is composed of a lined gauze fabric that offers a relaxed fit with slight stretch. Complete look with wedges and a floppy hat

    Fit & Features

    • Sleeveless square neckline
    • Smocked bodice
    • Halter neck ties
    • Triple-row bar strap
    • Maxi length silhouette
    • Lined gauze knit fabric
    • Relaxed fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1362

    Category Name: $20 & Under Sale

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Radiance Eyelet Mini Dress

    Radiate in a gorge floral mini dress for your next brunch date! The dress features a sleeveless square neckline, spaghetti straps, a ditsy floral print, and a mini-length silhouette. The dress is composed of an eyelet knit fabric that offers a form hugging fit with minimal stretch. Complete look with mules and hoops. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ditsy floral print 
    • Mini length silhouette
    • Eyelet knit fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4091

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crochet Cutie Linen Maxi Dress

    Keep it cute in a crochet maxi dress! The dress features a sleeveless V-neckline, a lined floral lace bodice, adjustable spaghetti straps, an unlined crochet waist, and a flowy maxi-length silhouette. The dress is composed of a linen fabric that offers a relaxed fit with minimal stretch. Complete look with wedges and hoops. 

    Fit & Features

    • Sleeveless V-neckline
    • Lined floral lace bodice
    • Adjustable spaghetti straps
    • Unlined crochet waist
    • Maxi length silhouette
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4184

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lola High Slit Velvet Dress

    Special Occasion

    Flaunt your natural beauty in our fabulous Lola dress! She features a trendy pleated cowl neckline with a slim fit bodice, a floor-sweeping silhouette with a sultry high slit, and a form-hugging fit. Pair this gorgeous dress with a sleek ring set to add some glamour to your look for your special occasion.

    Shop Lola In More Colors: Lola Dress Collection

     Fit & Features

    • Spaghetti straps
    • Pleated cowl neckline and square back
    • Slim fit bodice
    • Floor-length silhouette with a thigh-high slit 
    • Fully-lined stretchy velvet fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1491

    Category Name: $20 & Under Sale

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meriah Formal High Slit A-Line Dress

    Special Occasion 

    Elevate your formal wear with a stunning dress that stands out for your special evening! Meriah features a sleeveless square neckline, a U-shaped insert with underwire, adjustable spaghetti straps, and an A-line silhouette with a high side slit. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with heels and a rhinestone anklet

    Fit & Features 

    • Sleeveless square neckline
    • U-shaped underwire insert
    • Adjustable spaghetti straps
    • A-line silhouette
    • High side slit
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch  
    • Runs true to size

    Style Number/Barcode: 05002-1473

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Selena High-Slit Satin Formal Dress

    Special Occasion

    Make a sleek and stylish statement in the stunning Selena satin formal dress! She features a trendy sleeveless cowl neckline, dual spaghetti straps that lead to a cross-back design, a high waist seam, and a floor-length, fitted silhouette with a sultry thigh-high front slit. The satin-knit fabric offers a moderate stretch. Complete the look with a pair of chic strappy heels.

    Fit & Features

    • Sleeveless cowl neckline, dual spaghetti straps
    • Cross-back design
    • High waist seam
    • Floor-length hem, fitted silhouette, high front slit
    • Satin knit fabric, knit lining at the bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-1418

    Category Name: $20 & Under Sale

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kimia Formal Satin Wrap Gown

    Special Occasion

    Wrap yourself in elegance tonight when you slip into a luxe gown! She is designed with a v neckline, adjustable spaghetti straps, padded cups, and a fold-over trim. Her bodice leads to a high waistline that gathers at one side and the start of a long skirt that wraps over. Her skirt leads to a floor-sweeping length and features a high slit at the center. She is lined at the bust and has a zipper closure at the back with a hook and eye closure that keeps her in place all night! Complete your formal outfit with a satin clutch.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, padded cups
    • Ruching
    • Wrap silhouette, high slit
    • Lined satin fabric
    • Form hugging fit, slight stretch
    • Runs true to size

    Style Number/Barcode: 05002-1603

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale