$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.

  • Sunkissed Cutie Monokini

    Get that sunkissed look with a chic monokini! The monokini features a plunging scoop neckline with padded cups, adjustable spaghetti straps, waist cutouts, a lower back cutout, and a cheeky fit bottom. Complete your look with sunnies

    Fit & Features

    • Sleeveless scoop neckline
    • Padded cups
    • Adjustable spaghetti straps
    • Waist cutouts 
    • Lower back cutout 
    • Cheeky fit 

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07109-0218

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cherry Charm Tank With Shorts And Scrunchie Set

    Keep it charming in this cute pajama set! It features a cute scoop neck tank that has a cherry graphic design on the bodice. The matching high waist pajama shorts feature cherry graphics adorned with "sweet dreams" in a cute script, a frilly ruffled hem, and a cheeky fit. The pajama set also includes a matching scrunchie to style tresses with. Finish your look with fuzzy slippers for the perfect lounge look. 

    Fit & Features

    • Sleeveless scoop-neck tank with adjustable spaghetti straps
    • Cherry graphic design on the bodice
    • High waist shorts with a cherry graphic
    • "Sweet dreams" written throughout shorts in a script font
    • Frilly ruffled hem, cheeky fit
    • Relaxed fit, moderate stretch 
    • Matching scrunchie

    Style Number/Barcode: 07103-0443

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Babe Turtleneck Crop Top

    Showcase your status as a total trendy babe in this chic crop top! It features a turtleneck, long fitted sleeves, a cropped, form-hugging fit, and a tie front detail. Pair this knit top with a faux leather mini skirt and booties for an elevated everyday outfit.

    Fit & Features

    • Turtleneck
    • Long fitted sleeves
    • Cropped
    • Form-hugging fit
    • Tie front at the waist
    • Ribbed knit fabric

    Style Number/Barcode: 06005-0894

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Babe High Waist Swim Bottoms

    You'll be a major babe as you lounge poolside in these trendy swim bottoms. They feature a high rise waist with side caged detailing and a semi-cheeky fit. Pair these swim bottoms with the matching swim top and some stylish sandals.

    Shop Matching Swim Top: Major Babe Swim Top

    Fit & Features

    • High rise waist
    • Side caged detailing
    • Semi-cheeky fit
    • Ribbed fabric

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0631

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Draw To You Tie-Dye Crop Top

    Get drawn to this cute top that keeps you on-trend! The top features a crew neckline, a tie-dye print, long sleeves, and a cropped hem with a drawstring. Complete your look with high waist jeans and dad sneakers

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Tie-dye print
    • Cropped hem with drawstring
    • Relaxed fit 
    • Moderate stretch  

    Style Number/Barcode: 06002-0687

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unavailable Graphic Crop Top

    Let this top say it all, girl! The top features a crew neckline, a graphic that reads: "Unavailable", and a cropped knot hem. The top is composed of cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with a mini skirt for a bold GNO outfit. 

    Fit & Features

    • Crew neckline
    • Graphic reads: "Unavailable" 
    • Cropped knot hem 
    • Cotton knit fabric
    • Relaxed fit 
    • Moderate stretch 

    Style Number/Barcode: 06002-0736

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Floral Lace Tie Front Crop Top

    Get those flirty vibes in this adorable floral lace crop top! It features long fitted sleeves, a V neckline, a tie front detail, and a cropped, form-hugging fit. Pair this top with a faux leather mini skirt and strappy heels for date night with bae.

    Fit & Features

    • Long fitted sleeves
    • V neckline
    • Tie front detail
    • Cropped
    • Form-fitting style
    • Sheer floral lace woven fabric
    • Moderate stretch

    Style Number/Barcode: 06204-0754

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Luxe Faux Suede Mini Skirt

    Wrap yourself in a luxe skirt that elevates your date night or GNO outfits. The skirt features a high rise waist, a wrap design, and a mini length silhouette. The skirt is composed of a faux suede material that offers a form hugging fit. Complete the look with a crop top and wedges. 

    Fit & Features

    • High rise waist
    • Wrap design 
    • Mini length silhouette
    • Faux suede material 
    • Form hugging fit

    Style Number/Barcode: 06401-0294

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rose Darling Floral and Lace Mini Dress

    Let this flirty dress showcase your sweet and sultry side for date night! The dress features a sleeveless sweetheart neckline with lace trim, sleek spaghetti straps, a disty floral print, and a stunning matching lace trim at the hem. Complete your night out look with a moto jacket and mules.

    Fit & Features

    • Sleeveless sweetheart neckline with lace trim
    • Sleek spaghetti straps
    • Ditsy floral print
    • Mini length silhouette
    • Lace hem
    • Smooth knit fabric with a knit lining
    • Form-hugging fit, moderate stretch 

    Style Number/Barcode: 05101-0940

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rose Darling Sweetheart Neck Mini Dress

    Enchant in this gorg mini dress that will make hearts flutter! The dress features a sweet ditsy rose print, a sweetheart neckline, a tie-front at the bust, 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. Style dress with dainty heart charm necklaces and mules for the perfect brunch date with bae.

    Fit & Features

    • Sweetheart neckline
    • Tie-front at the bust
    • Short sleeves
    • Ditsy floral print
    • Mini-length silhouette, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-0775

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Chic Cut Off Shorts

    Keep it casual and chic in shorts that are perfect for creating an effortlessly stylish look! The shorts feature a high-rise waist, a multi-button down front, a traditional five-pocket and belt loop design, heavy destruction, and a cut-off hem with a cheeky fit. Complete the look with a basic tank and sneakers.

    Fit & Features

    • High-rise waist
    • Heavy destruction
    • Cut-off hem, cheeky fit
    • Multi-button down front 
    • Traditional five-pocket and belt loop design 
    • Denim fabric, form-hugging fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0220

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Trouble Faux Suede Mini Skirt

    Bring double the appeal with this skirt that brings that wow factor to your look! The skirt features a high rise waist, slits at each side, and a mini length silhouette. The skirt is composed of a faux suede fabric that offers a form hugging fit. Complete look with a crop top

    Fit & Features

    • High rise waist
    • Slits at each side 
    • Mini length silhouette
    • Faux suede fabric
    • Form hugging fit

    Style Number/Barcode: 06401-0306

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Of Glam Sleeveless Mini Dress

    Bae will be totally lovestruck over you in this trendy mini dress! It features bungee spaghetti straps, a square neckline, and a mini length, curve-hugging silhouette. The dress is composed of a knit fabric with a velvet burnout heart pattern for an adorable vibe. Pair this dress with matching heart statement earrings and a chic crossbody for a romantic date.

    Fit & Features

    • Bungee spaghetti straps
    • Square neckline
    • Short, form-hugging fit
    • Knit fabric with a knit lining
    • Velvet burnout heart pattern
    • Moderate stretch

    SHOP ALL HEART OF GLAM COLLECTION

    Style Number/Barcode: 05103-3765

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rose Darling Ravishing Ruffled Smocked Top

    Let this romantic top showcase your affinity for the sweet life! Get dolled up for date night with bae when you style the top with the matching skirt, dainty heart charm necklaces, and mules. The top features a gorge ditsy floral print, V-neckline, a smocked bodice, short sleeves with a ruffled hem, and a cropped hem. 

    Shop Matching Skirt: Rose Darling Ravishing Ruched Mini Skirt

    Fit & Features

    • V-neckline
    • Short sleeves with ruffled hem
    • Cropped hem
    • Smocked bodice
    • Disty floral print
    • Form hugging fit, moderate stretch 
    • Matching skirt sold separately 

    Style Number/Barcode: 06001-3032

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Of Glam High Waist Mini Skirt

    Yes, babe, you have a heart of glam and a chic and sultry style! Showcase your romantic side in this adorable mini skirt. It features a high rise waist and a short, curve-hugging fit. The skirt is composed of a knit fabric with a velvet burnout heart pattern. Pair this skirt with the matching top and layer on a faux leather jacket for date night.

    Shop Matching Top: Heart Of Glam Cowl Neck Crop Top

    Fit & Features

    • High rise waist
    • Mini length silhouette
    • Form-hugging fit
    • Knit fabric
    • Velvet burnout heart pattern

    SHOP ALL HEART OF GLAM COLLECTION

    Style Number/Barcode: 06501-0359

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Of Glam Cowl Neck Crop Top

    Yes, babe, you have a heart of glam and a chic and sultry style! Showcase your romantic side in this adorable crop top. It features spaghetti straps, a cowl neckline, a square back, and a cropped, form-hugging fit. The top is composed of a knit fabric with an all-over velvet burnout heart pattern. Pair this top with the matching skirt and layer on a faux leather jacket for date night.

    Shop Matching Bottoms: Heart Of Glam High Waist Mini Skirt

    Fit & Features

    • Spaghetti straps
    • Cowl neckline
    • Square back
    • Cropped
    • Form-fitting style
    • Knit fabric
    • Velvet burnout heart pattern

     

    SHOP ALL HEART OF GLAM COLLECTION

    Style Number/Barcode: 06001-3121

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Of Glam Ruched Midi Dress

    Bring the romantic vibes in this casually-chic midi dress! It features a sleeveless bodice with a square neckline, bungee spaghetti straps, a square back, ruched detailing, and a mid-length, curve-hugging silhouette. Pair this dress with strappy heels and a sleek clutch to complete your look.

    Fit & Features

    • Bungee spaghetti straps
    • Square neckline
    • Square back
    • Ruched detailing
    • Mid-length, form-hugging fit
    • Lined knit fabric with plenty of stretch

     

    SHOP ALL HEART OF GLAM COLLECTION

    Style Number/Barcode: 05102-1104

    Category Name: $20 & Under Sale

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Birthday Queen Rhinestone Tiara

    Ring in your special day with a glitzy rhinestone tiara. With its pretty rhinestone lettering and design, it's a must-have for that birthday brunch. The tiara features rhinestone lettering that reads: "Birthday Queen" and mini rhinestones throughout. Pair your tiara with a flirty skater dress and a sparkly clutch for the best birthday outfit of the year!

    Fit & Features

    • Rhinestone detailing and lettering that reads "Birthday Queen"
    • Mini rhinestones throughout 
    • Hair comb for secure fit

    Style Number/Barcode: 07006-0195

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics High Waist Joggers

    Bring it back to basics in high waist joggers that keep it chill! The joggers feature a high rise waist, drawstring, side pockets, and a straight leg fit with elastic tapered hem. Complete look with the matching crop top hoodie and chunky sneakers to nail those casual vibes. 

    Shop Matching Cropped Hoodie: Back To Basics Cropped Drawstring Hoodie

    Fit & Features

    • High rise waist
    • Drawstring
    • Side pockets
    • Straight leg
    • Tapered elastic hem
    • Relaxed fit, moderate stretch 
    • Matching cropped hoodie sold separately 

    Style Number/Barcode: 06502-0492

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taking It Easy High Rise Cut Off Shorts

    Take it easy in these cut-off shorts that keep your look laidback! The shorts feature a high-rise waist, heavy destruction, and a cut-off cheeky fit hem. Complete the look with a tie-dye top and sneakers.

    Fit & Features

    • High rise waist
    • Heavy destruction
    • Cut-off cheeky fit hem
    • Multi-button down closure 
    • Traditional five-pocket, belt loop design 
    • Non-stretch denim fabric
    • Fits true to size

    Style Number/Barcode: 06603-0162

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Beauty Mesh Mini Dress

    Get a stunningly beautiful look in this floral mesh mini dress! It features spaghetti straps, a scoop neckline, ruched detailing, and a mini length, curve-hugging silhouette. The mesh fabric has an all-over foiled floral print, making it the perfect dress choice for a date night with bae. Complete your outfit with rhinestone statement earrings and strappy heels.

    Fit & Features

    • Spaghetti straps
    • Scoop neckline
    • Ruched detailing
    • Short, form-hugging fit
    • Mesh fabric
    • Foiled floral print

    Style Number/Barcode: 05101-0679

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Babe Ribbed Knit Mini Dress

    Hey babe! Showcase an effortlessly edgy style in this ribbed knit mini dress. It features a crew neckline, a chest cut out right above the bust, long fitted sleeves, and a mini length, curve-hugging silhouette. Pair this dress with combat booties for the perf look.

    Fit & Features

    • Crew neckline
    • Chest cut out
    • Long fitted sleeves
    • Short, form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-1006

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Trendsetter Cropped Cardigan

    Showcase your chic trendsetter status when you layer on this cropped cardigan! It features long fitted sleeves, a V-neckline, a button-down front, and a cropped, form-fitting style. Complete your look with the matching crop top, a plaid mini skirt, and chunky sneaks.

    Shop Matching Top: Chic Trendsetter Crop Top

    Fit & Features

    • Long fitted sleeves
    • V-neckline
    • Button-down front
    • Cropped
    • Form-hugging fit
    • Faux angora knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-0916

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Trendsetter Crop Top

    Showcase your chic trendsetter status in this adorable crop top! It features a sleeveless bodice with spaghetti straps that cross in the back, a V-neckline, and a cropped, form-fitting style. Complete your look with the matching cardigan, a plaid mini skirt, and chunky sneaks.

    Shop Matching Cardigan: Chic Trendsetter Cropped Cardigan

    Fit & Features

    • Spaghetti straps
    • Cross-back design
    • V-neckline
    • Cropped
    • Form-hugging fit
    • Faux angora knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-0915

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale