$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.

  • Nobody Like You Cutout Mini Dress

    Nobody nails their look like you! The dress features a halter neck with ties at the neck, a racer bust, sexy waist cutouts, and a mini-length silhouette. The dress is composed of brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with heels

    Fit & Features

    • Halter neck, ties at the neck
    • Dual waist cutouts 
    • Mini length silhouette
    • Brushed knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3853

    Category Name: $20 & Under Sale

    Price: $6.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Darling Ditsy Floral Mini Skirt

    Get a darling and chic look with this ditsy floral mini skirt that is perf for summer! It features a flattering high-rise waist, a short, curve-hugging fit with a ruffled hem, and a smocked design. Complete the outfit with the matching tube top for weekend brunches with the girls.

    Shop Matching Top: So Darling Ditsy Floral Tube Top

    Fit & Features

    • High-rise waist
    • Mini-length, form-fitting silhouette
    • Ruffled hem
    • Smocked woven fabric
    • Ditsy floral print
    • Runs true to size

    Style Number/Barcode: 06301-0098

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Dream Paisley Crop Top

    Feel like you're living out a bohemian dream with a top that brings the flare! The top features a bohemian-inspired paisley print, a sleeveless cowl neckline, spaghetti straps, a double-row lace-up back, 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 high waist jeans.

    Fit & Features

    • Bohemian-inspired paisley print
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Double-row lace-up back 
    • Cropped hem 
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3437

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Pleat Faux Leather Mini Skirt

    Wrap yourself in a luxe mini skirt that is perf for your night out! The skirt features a high-rise waist, a wrap overlay with pleating, and a mini-length silhouette. The skirt is composed of a faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a mesh top and heels. 

    Fit & Features

    • High rise waist
    • Wrap overlay, pleat detail
    • Mini length hem, zipper closure
    • Lined faux leather fabric 
    • Moderate stretch 
    • Fits true to size

    Style Number/Barcode: 06401-0344

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Queen Of The Jungle Leo Graphic Tee

    Let them all know which zodiac sign rules supreme with a tee that says it all! Keep it fierce with a tee that features a crew neckline, short sleeves, and a graphic that reads: "Leo, Queen of the Jungle". The tee is composed of a buttery smooth knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and feline-inspired heels. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic reads: "Leo, Queen of the Jungle"
    • Soft cotton knit 
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-0968

    Category Name: $20 & Under Sale

    Price: $5.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • I'm A Leo Graphic Tee

    Let them know what sign you rep with a tee that says it all! The tee features a crew neckline, short sleeves, and a graphic that reads: "What's Your Sign, I'm A Leo". The tee is composed of a buttery smooth knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and feline-inspired heels.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic reads: "What's Your Sign, I'm A Leo"
    • Soft cotton knit
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1006

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Basic Cropped Tank

    Your style can be basic and still so chic with this on-trend cropped tank! It features a sleeveless square neckline, a cropped, form-hugging fit, and is composed of a lightweight brushed knit fabric with plenty of stretch. Style this top with the matching midi skirt.

    Shop Matching Bottoms: Chic And Basic Ruched Midi Skirt

    Fit & Features

    • Sleeveless square neckline
    • Cropped, form-hugging fit
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3635

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Darling Ditsy Floral Tube Top

    Get a darling and chic look with this ditsy floral tube top that is perf for summer! It features a strapless sweetheart neckline, a cute tie-front detail, a cropped, form-hugging fit, and a smocked design. Complete the outfit with the matching mini skirt for weekend brunches with the girls.

    Shop Matching Bottoms: So Darling Ditsy Floral Mini Skirt

    Fit & Features

    • Strapless sweetheart neckline
    • Tie-front
    • Cropped, form-hugging fit
    • Smocked woven fabric
    • Ditsy floral print
    • Runs true to size

    Style Number/Barcode: 06003-1548

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Basic Ruched Midi Skirt

    Your style can be basic and still so chic with this on-trend midi skirt! It features a high-rise waist, ruched side detailing, a mid-length, curve-hugging silhouette, and is composed of a brushed knit fabric with plenty of stretch. Style this skirt with the matching cropped tank.

    Shop Matching Top: Chic And Basic Cropped Tank

    Fit & Features

    • High-rise waist, elastic band
    • Ruched side detailing
    • Mid-length, form-hugging fit
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0475

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute And Casual Button-Down Mini Dress

    This cute and casual ribbed knit mini dress is the perf option for a chill everyday look! It features a sleeveless V-neckline, adjustable spaghetti straps, a faux button-down front, and a short, curve-hugging silhouette. Style this dress with sneakers.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Faux button-down front
    • Mini-length, form-fitting silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-0978

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Chain Sleeveless Mini Dress

    Slay in a luxe mini dress that brings stylish details to your night-out look! The dress features a sleeveless V-neckline, a chain-link lace-up front, and a mini-length silhouette. Complete look with stilettos and a clutch. 

    Fit & Features

    • Sleeveless V-neckline
    • Chain-link lace-up front
    • Mini length silhouette
    • Lined lurex fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3875

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Snake Ruched Mini Skirt

    Level up your night with a chic mini skirt! The skirt features a high-rise waist, a snake print, dual ruched drawstrings, and a mini-length silhouette. Complete look with the matching crop top. 

    Shop Matching Crop Top: Level Up Snake Crop Top

    Fit & Features

    • High rise waist
    • Dual ruched drawstrings
    • Snake print
    • Mini length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0417

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Mood High Slit Mini Skirt

    Channel a plaid mood with a cute mini skirt! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length silhouette. The skirt is composed of a ponte knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching blazer and a blouse. 

    Shop Matching Blazer: Plaid Mood Cropped Blazer

    Fit & Features

    • Plaid print
    • High rise waist
    • Mini side slit
    • Ponte knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0339

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Glow Rhinestone Mesh Bag

    Bring a gorgeous glow to your night-out look with this glamorous bag. It features a square-shaped design with iridescent rhinestone embellishment and sleek O-ring handles. Style this bag with your fave formal dress and clear heels.

    Fit & Features

    • Square-shaped design
    • Iridescent rhinestone embellishment
    • O-ring handles
    • Mesh material
    • Top zipper closure

    Style Number/Barcode: 07204-0494

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Showstopping Strappy Stiletto Heels

    Get an alluring on-trend look in these showstopping stilettos! They feature an open almond-shaped toe, a thick strappy design with buckle detailing, and a sleek stiletto heel. Pair these shoes with a chic clutch.

    Fit & Features

    • Open almond-shaped toe
    • Thick strappy design
    • Adjustable ankle straps, buckle details
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3313

    Category Name: $20 & Under Sale

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fab Snake Print Block Heels

    You'll look so fab in these trendy multi-colored snake print block heels! They feature an open square toe, a criss-cross toe strap design, an adjustable ankle strap, and a thin block heel. Style these shoes with a casual dress and a chic shoulder bag.

    Fit & Features

    • Open square toe
    • Criss-cross toe strap design
    • Adjustable ankle strap, buckle detail
    • Thin block heel
    • Multi-colored snake print design
    • Runs true to size

    Style Number/Barcode: 07401-3354

    Category Name: $20 & Under Sale

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce Vibes Corset Crop Top

    Hey babe, bring the fierce vibes to your style with this chic corset crop top. It features an off-the-shoulder sweetheart neckline, short sleeves, hook and eye front closures, and a cropped, form-hugging fit. The ruched knit fabric has a fab all-over leopard print. Complete the look with a high waist skirt and strappy heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, padded cups
    • Short sleeves
    • Hook and eye front closures
    • Ruching
    • Cropped, form-hugging fit
    • Knit fabric, leopard print
    • Runs true to size

    Style Number/Barcode: 06001-3466

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Moves Sleek Satin Mini Dress

    Make chic moves in this sleek satin mini dress! It features a sleeveless V-neckline, spaghetti straps, a flattering high waist seam, and a short, wrap-front skirt with ruched detailing. Style this dress with rhinestone statement earrings and clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • High waist seam
    • Wrap-front skirt, asymmetrical hem, ruching
    • Mini-length, curve-hugging silhouette
    • Satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3873

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesmerize In Mesh Halter Mini Dress

    Mesmerize them all in this sultry and stunning mesh mini dress. It features a trendy halter neckline, a back cross strap design, all-over ruching, and a short, form-fitting silhouette that will hug your curves. Style this dress with clear heels for a night out with the girls.

    Fit & Features

    • Sleeveless halter neckline
    • Back cross strap design
    • Ruched detailing
    • Mini-length, form-hugging fit
    • Lined sheer mesh fabric
    • Runs true to size

    Style Number/Barcode: 05103-4019

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Stunner Open Back Leopard Mini Dress

    Show off your wild side with a mini dress that slays! The dress features a leopard print, a sleeveless square neckline, bungee spaghetti straps, an open back with sleek bar straps, ruched drawstring, 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 stilettos and hoops. 

    Fit & Features

    • Leopard print
    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Open back with bungee bar straps
    • Mini length silhouette
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05103-3782

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take On The Day Jogger Jumpsuit

    Take on the day with a stylish jumpsuit that takes you from day to night! The jumpsuit features a sleeveless square neckline, an elastic-smocked waistband with drawstring, hidden side pockets, and a jogger leg with a tapered hem. The jumpsuit is composed of a lightweight woven fabric that offers a relaxed fit with slight stretch. Complete look with mules

    Fit & Features

    • Sleeveless square neckline
    • Elastic smocked waistband, drawstring
    • Hidden side pockets
    • Jogger leg
    • Lightweight woven fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06302-0205

    Category Name: $20 & Under Sale

    Price: $18.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic High Slit Midi Skirt

    Keep it sleek with a sleek skirt that is perf to take you from day to night! The skirt features a high-rise waist, a seamless body, and a high side slit. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a keyhole bodysuit and heels. 

    Fit & Features

    • Elastic high rise waist
    • High side slit
    • Midi length silhouette
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0454

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Dream Asymmetrical Maxi Dress

    Live out a tropical dream with a maxi dress that will have you totally vacay ready! The dress features a tropical floral print, a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, ruching at the side, and a maxi length silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals

    Fit & Features

    • Tropical floral print
    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross at back
    • Ruching 
    • Maxi length silhouette
    • Smooth knit fabric, form-hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05101-1200

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Vibes Floral Mesh Midi Dress

    Hey babe, bring the romantic vibes to your next dinner date in this floral mesh midi dress! It features a sleeveless cowl neckline, bungee spaghetti straps, and a mid-length, curve-hugging silhouette. The sheer mesh fabric has a pretty all-over floral print with a full knit lining. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps
    • Mid-length, form-hugging fit
    • Sheer mesh fabric, knit lining, floral print
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1094

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale