$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Brightening Pearl Sheet Mask

    Brighten up with a sheet mask that leaves skin looking dewy and radiant! The sheet mask features a pearl essence that provides a brightening effect for the skin. 

    Fit & Features

    • Pearl essence 
    • Sheet mask

    Style Number/Barcode: 07307-0053

    Category Name: $20 & Under Sale

    Price: $1.97 $4.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Milk Moisturizing Sheet Mask

    Pamper yourself with a sheet mask that moisturizes your skin!  The mask features a moisturizing milk essence that replenishes dry skin. Throw on a matching lounge set to create that spa experience.  

    Fit & Features

    • Sheet mask
    • Milk essence 

    Style Number/Barcode: 07307-0054

    Category Name: $20 & Under Sale

    Price: $1.97 $4.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stay Chic High Rise Skinny Jeans

    Level up your everyday look with these chic skinny jeans! They feature a figure-flattering high rise waist with front seam detailing and a skinny leg fit for an elongated look. Pair these jeans with a cute crop top for a look you can wear to hang with your squad.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Front seam detailing
    • Skinny leg fit
    • Denim fabric

    Style Number/Barcode: 06602-0197

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Sleek Velvet Mini Dress

    Keep it so sleek in a velvet mini dress! The dress features a sleeveless wrap V-neckline, spaghetti straps, and a mini length silhouette with a mini side slit. Complete your stunning date night look with a dainty rhinestone bracelet

    Fit & Features

    • Sleeveless wrap V-neckline
    • Spaghetti straps
    • Mini length silhouette 
    • Lined velvet fabric
    • Mini side slit
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05101-0582

    Category Name: $20 & Under Sale

    Price: $13.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Suede Lace Up Booties

    Lace-up in these must-have booties! These versatile booties are perfect for chic date night outfits or a casual outfit for running errands in. The booties feature an around the ankle fit, a lace-up front, an almond toe, and a block heel. Complete your outfit with skinny jeans and a chic off the shoulder top 

    Fit & Features

    • Around the ankle fit with pull tabs
    • Lace-up front
    • Inner zipper closure
    • Almond toe 
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07403-0359

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Crew Neck Cropped Knit Sweater

    Keep it basic in a cozy knit sweater to create a chic outfit! The sweater features a crew neckline, long sleeves, and a cropped hem. Complete look with high waist jeans

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cropped hem 
    • Knit fabric
    • Relaxed fit 

    Style Number/Barcode: 06005-0726

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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