$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.

  • Dazzle On Rhinestone Faux Fur Slides

    Glam up your slides with rhinestones! The slides feature a triple row rhinestone design and a single wide open toe strap. The slides are composed of faux fur material. Complete your cozy look with matching separates.

    Fit & Features

    • Open toe
    • Single wide strap
    • Triple row rhinestone design
    • Faux fur material

    Style Number/Barcode: 07408-0037

    Category Name: $20 & Under Sale

    Price: $13.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Charm Tie Front Top

    Bring the charm in this adorable top! The top features a gorge floral print, a tie front bodice, quarter length sleeves with a ruffled cuff, and a cropped hem. The top is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with high waist distressed jeans and ankle booties.

    Fit & Features

    • Collared neckline
    • Quarter length sleeves with ruffled cuff
    • Tie front bodice
    • Cropped hem 
    • Floral print
    • Lightweight woven fabric

    Style Number/Barcode: 06204-0683

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Faux Leather Block Heels

    Slay in basic heels that are perfect for everyday workwear outfits or for that upcoming bridal shower! The heels feature a closed-back, an adjustable ankle strap, a block heel, and an open square toe with a single strap over the toe. Heels are composed of a faux leather material. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Block heel
    • Open square toe 
    • Single strap over the toe 
    • Faux leather material 

    Style Number/Barcode: 07401-2475

    Category Name: $20 & Under Sale

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Glam Crepe Crop Top

    Create a glam moment in a crop top that features chic deets! The top features a sweetheart neckline, vertical princess seams at the bust, long sleeves, and a cropped hem. Complete look with high waist mom jeans

    Fit & Features

    • Sweetheart neckline
    • Vertical princess seams
    • Long fitted sleeves
    • Cropped hem 
    • Crepe fabric
    • Form hugging fit 
    • Moderate stretch 

    Style Number/Barcode: 06001-2915

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Satin Tank and Shorts Set

    Keep it sleek in a pajama set that is oh so fierce. The set features a cropped sleeveless tank with a V-neckline, lace trim, and adjustable spaghetti straps. The matching shorts features a high rise waist, cheeky fit, and lace trim. Complete look with a pair of fuzzy slides.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Leopard print
    • Lace trim
    • High waist
    • Cheeky fit
    • Satin-like fabric, minimal stretch 

    Style Number/Barcode: 07103-0409

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Cropped Burnout Bustier

    Keep it fierce in a bustier that slays for your next night out! The bustier features a burnout leopard print, adjustable spaghetti straps, a sweetheart neckline, and a cropped hem. Complete look with high waist black liquid pants.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Burnout leopard print
    • Sweetheart neckline
    • Cropped hem 

    Style Number/Barcode: 06003-1072

    Category Name: $20 & Under Sale

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Luxe Cropped Velvet Tank

    Lounge in a luxe velvet cropped tank that brings the glam! The tank features a plunging V-neckline, adjustable spaghetti straps, padded cups, and a cropped hem. The tank is composed of a ribbed velvet fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching joggers. 

    Shop Matching Joggers: So Luxe High Rise Velvet Joggers

    Fit & Features

    • Sleeveless V-neckline
    • Padded cups
    • Adjustable spaghetti straps
    • Cropped hem
    • Ribbed velvet fabric
    • Form hugging fit, moderate stretch 
    • Matching joggers sold separately 

    Style Number/Barcode: 06001-2952

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Luxe High Rise Velvet Joggers

    Lounge in luxe velvet joggers that bring the glam. The joggers feature an elastic high rise waist, a drawstring, and a straight leg fit with an elastic tapered hem. The joggers are composed of ribbed velvet fabric that offers a relaxed fit with a slight stretch. Complete your look with the matching tank. 

    Shop Matching Tank: So Luxe Cropped Velvet Tank

    Fit & Features

    • Elastic high rise waist
    • Drawstring
    • Straight leg fit
    • Ribbed velvet fabric 
    • Tapered elastic hem
    • One faux-pocket accent, one true pocket on the left leg
    • Matching tank sold separately 

    Style Number/Barcode: 06502-0475

    Category Name: $20 & Under Sale

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Lace-Up Stacked Heel Boots

    Lace-up in these boots to create a cute layered outfit this season. Style the boots with a chunky cable knit sweater and high waist jeans. The boots feature a below the knee fit, a lace-up back, and a stacked block heel. 

    Fit & Features

    • Below the knee fit
    • Lace-up back 
    • Almond toe
    • Inner zipper closure 
    • Stacked block heel
    • Faux microsuede material 

    Style Number/Barcode: 07402-0178

    Category Name: $20 & Under Sale

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strike A Pose Dolman Sleeve Knit Top

    Strike a pose in this captivating top that stuns! The top features a trendy boat neckline, long Dolman sleeves, and composed of a soft to the touch knit fabric. Complete look with the matching leggings.

    Shop Matching Leggings: Strike A Pose High Waist Leggings

    Fit & Features

    • Boat neckline
    • Long Dolman sleeves
    • Soft to the touch knit fabric
    • Oversized fit, moderate stretch 
    • Matching leggings sold separately 

    Style Number/Barcode: 06001-2923

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Plaid Pajama Leggings

    Keep it classic in plaid pajama leggings that are perfect for those chilly nights! The leggings feature an elastic high rise waist, a plaid print, and a skinny leg fit. Complete your cozy night in look with the matching crop top and fuzzy slides

    Shop Matching Pajama Crop Top: Classic Plaid Pajama Crop Top

    Fit & Features

    • High rise waist
    • Plaid print
    • Skinny leg fit
    • Flannel knit fabric 
    • Relaxed fit, slight stretch 
    • Matching crop top sold separately  

    Style Number/Barcode: 07103-0422

    Category Name: $20 & Under Sale

    Price: $15.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Basic Faux Leather Booties

    Channel those basic vibes in these cute booties to create layered outfits. The booties feature an around the ankle fit, a pointed toe, and a low block heel. The booties are composed of a faux leather material. Complete your look with a cardigan and high waist jeans

    Fit & Features

    • Around the ankle fit
    • Pull tabs at the back of the ankle
    • Pointed toe
    • Low block heel
    • Faux leather material 
    • Back zipper closure 

    Style Number/Barcode: 07403-0398

    Category Name: $20 & Under Sale

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strappy And Stylin' Stiletto Heels

    Keep it stylish in these strappy stiletto heels! They feature a thin strappy design with an adjustable ankle strap and a sleek stiletto heel. Pair these basic heels with chic dress pants and a flowy blouse for the perfect workwear look.

    Fit &  Features

    • Almond toe
    • Thin toe strap
    • Strappy design with adjustable ankle strap
    • Open back
    • Stiletto heel
    • Faux nubuck material


    Please be advised that these heels run 1 size too small.

    Style Number/Barcode: 07401-2458

    Category Name: $20 & Under Sale

    Price: $16.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zipped and Trendy Cargo Jumpsuit

    Zip up in this trendy jumpsuit that is oh so stylish! The jumpsuit features a zippered front, chest pockets, long sleeves, an elastic waistband, and a straight leg fit with cargo styled pockets. Complete your look with chunky sneakers for a casual vibe. 

    Fit & Features

    • Zippered front
    • Chest pockets
    • Long sleeves
    • Elastic waistband
    • Straight leg 
    • Cargo pockets

    Style Number/Barcode: 06502-0447

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Over The Knee Block Heel Boots

    Style it up in chic faux suede in these stylish over the knee boots! They feature a flattering pointed toe, sturdy block heel and half faux suede and half elastic knit material for a unique look. Pair these boots with a cute sweater dress for a date night out with bae.

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Half faux suede, half elastic knit material

    Style Number/Barcode: 07402-0207

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Fab Knee High Stiletto Heeled Boots

    You'll be feelin' oh-so-fab in these chic stiletto heeled boots! They feature a knee high design with a croc embossed print and a faux leather material. Pair these sleek boots with dark wash skinny jeans for a must-have fall look.

    Fit & Features

    • Knee high design
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux leather material
    • Croc embossed print

    Style Number/Barcode: 07402-0203

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Faux Leather Leggings

    Keep it sleek in faux leather leggings that are part casual, part glam. The leggings feature an elastic high waist and a skinny leg fit with a tapered hem. Complete look with a crop top for a glam look. 

    Fit & Features

    • Elastic high waist 
    • Skinny leg fit
    • Tapered hem
    • Faux leather fabric

    Style Number/Barcode: 06402-0277

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Over The Knee Block Heel Boots

    Style it up in chic faux suede in these stylish over the knee boots! They feature a flattering pointed toe, sturdy block heel and half faux suede and half elastic knit material for a unique look. Pair these boots with a cute sweater dress for a date night out with bae.

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Half faux suede, half elastic knit material

    Style Number/Barcode: 07402-0206

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Playfully Poised Plaid Mini Skirt

    Keep it poised in a plaid skirt that stuns! The skirt features a high rise waist, a plaid print, and a mini side slit. The skirt is composed of lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with ankle booties

    Fit & Features

    • High rise waist
    • Plaid print
    • Mini side slit
    • Lightweight woven fabric
    • Form hugging fit, minimal stretch 
    • Back zipper closure

    Style Number/Barcode: 06401-0270

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Neck Warmer Face Covering

    Stay safe while also keeping it chic in this basic face covering! It features a neck warmer design that pulls up to cover the face. Pair this face covering with your everyday 'fit.

    Fit & Features

    • Neck warmer design
    • Pulls up to cover the face
    • This is not a medical-grade mask nor is a substitute for medical-grade equipment 
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks

     

    Face masks are final sale merchandise and may not be returned or exchanged.

    Style Number/Barcode: 07305-0200

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Over The Knee Flat Heel Boots

    Get ready for the cooler months in these adorable over the knee flat heel boots! They feature a smooth faux suede material and a tie back detail. Pair these chic boots with a sweater dress for that total fall vibe.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Flat heel and sole
    • Inner zipper closure
    • Faux suede material
    • Tie back detail

     

    Boot runs small. Size a half size up.

    Style Number/Barcode: 07402-0202

    Category Name: $20 & Under Sale

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Pointed Toe Sock Booties

    These faux suede sock booties are essential to have for this fall and winter season! They feature a trendy pointed toe, an ankle-high sock bootie design and a sturdy block heel. Pair these booties with distressed denim for a casual everyday slay.

    Fit & Features

    • Ankle-high sock bootie design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07403-0539

    Category Name: $20 & Under Sale

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Strap Basic Crop Top

    This crop top is just what your basics collection is missing! This essential top that goes with everything features a flattering scoop neckline, sexy thin double straps, a V strap accent at the back, and a cropped hem. The top is composed of a knit fabric that offers a relaxed fit with a moderate stretch. We love to dress it up with denim and heels for GNO.

    Fits & Features

    • Scoop neckline 
    • Thin double straps 
    • V Strap back
    • Cropped hem 
    • Knit fabric
    • Relaxed fit 
    • Moderate stretch 

     

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2803

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cropped And Basic Tank

    Fall back on a basic cropped tank to pair with your favorite layers! This versatile top is perfect to mix and match with your favorite jackets and kimonos to create a brunch-ready look or to create a cute work from home outfit. The top features a sleeveless square neckline and spaghetti straps for a secure fit. The top is composed of a smooth knit fabric that offers a relaxed fit. Complete your look with a floral kimono and high waist jeans

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cropped
    • Smooth knit fabric

     

    Black and White Tank: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Red Tank: Model is 5'6.5" with 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Tan Tank: Model is 5'8" with 32" bust, 25" waist and 35" hips. She is wearing a size small.

    Navy Blue Tank: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1585

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale