$20 & Under Sale
Dive into our fabulous $20 and under sale, where affordability meets style with dresses, tops, bottoms, and shoes. Perfect for fashion-savvy shoppers, this collection allows you to create complete chic looks without straining your wallet. Whether you're updating key pieces or opting for a fresh 'fit for an upcoming event, seize the opportunity to enhance your wardrobe with our stunningly priced finds.
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.
-
Cozy and Snug Chenille Pajama Leggings
Keep it cozy in chic pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.
Shop Matching Pajama Top: Cozy and Snug Chenille Pajama Tank
Shop Matching Robe: Cozy and Snug Chenille Long Belted Robe
Fit & Features
- High rise waist
- Straight leg fit
- Chenille knit fabric
- Moderate stretch
- Matching top and robe sold separately
Style Number/Barcode: 07103-0391
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Retro Feels Tie Front Top
Bring those feel good vibes in a trendy tie front top. The top features a plunging tie front bodice, long sleeves with elastic cuff, and a geometric print. The top is composed of a slightly sheer lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with high waist pants.
Fit & Features
- Tie front bodice
- Long sleeves with elastic cuff
- Cropped hem
- Geometric print
- Lightweight woven fabric
- Relaxed fit
- Minimal stretch
Style Number/Barcode: 06204-0719
Category Name: $20 & Under Sale
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Bold and Fierce Leopard Print Crop Top
Strike a bold look in this crop top that slays! The top features a bold leopard print, a high round neckline, shoulder pads, and a cropped hem. Complete your look with high waist leggings.
Fit & Features
- High round neckline
- Sleeveless
- Shoulder pads
- Leopard print
- Cropped hem
- Brushed woven fabric with moderate stretch
Style Number/Barcode: 06003-1121
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Take On Trendy Stripes Pajama Top
Take on trendy stripes in a pajama top that is oh too cute! The top features a narrow stripe pattern, a wide round neckline, long sleeves, and a lettuce edge hem. Complete look with the matching pajama shorts and fuzzy slides to create a cute casual loungwear outfit to binge your favorite shows in.
Shop Matching Pajama Shorts: Take on Trendy Stripes Pajama Shorts
Fit & Features
- Wide round neckline
- Long sleeves
- Lettuce edge hem
- Narrow stripe design
- Matching pajama shorts sold separtelty
Style Number/Barcode: 07103-0464
Category Name: $20 & Under Sale
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Wrapped In Stripes Brushed Knit Top
Wrap yourself in a stylish striped top that is always on-trend. The top features a multi-colored striped print, a plunging V-neckline, and a wrap bodice with ties at the hem. The top is composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high rise skinny jeans and chunky dad sneakers.
Fit & Features
- Plunging V-neckline
- Wrap bodice with tie straps at the hem
- Multicolored horizontal stripe design
- Long sleeves
- Brushed knit fabric
- Relaxed fit, moderate stretch
Style Number/Barcode: 06001-2950
Category Name: $20 & Under Sale
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
High Waist Luxe Velvet Pants
Bring the luxe in high waist pants that are perfect for dressing up in! The pants feature a high rise waist, side pockets, and a straight leg fit. The pants are composed of a lined velvet fabric that offers a relaxed fit with a moderate stretch. Complete look with a crop top.
Fit & Features
- Elastic high rise waist
- Slant pockets
- Straight leg fit
- Lined velvet fabric
- Relaxed fit, moderate stretch
Style Number/Barcode: 06502-0413
Category Name: $20 & Under Sale
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Preppy and Poised Plaid Skinny Pants
Keep it preppy in plaid pants that are perf for creating chic back to school outfits. The pants feature a mid-rise fit, slant pockets, a single button with zipper closure, two small zippered pockets, and a plaid print. The pants are composed of a stretchy woven fabric that offers a form hugging fit. Complete look with a faux leather jacket.
Fit & Features
- Mid-rise fit
- Single-button with zipper closure
- Slant pockets
- Two zippered pockets
- Belt loops
- Plaid print
- Stretchy woven fabric with skinny leg fit
Style Number/Barcode: 06402-0289
Category Name: $20 & Under Sale
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Devora Chiffon Tie Bow A-Line Dress
Special Occasion
Made from a lightweight and airy chiffon, our Devora will have you feeling oh-so-elegant as you drift from room to room. At the back, a dainty and sheer tie bow finishes off the look. Accent your neckline with a gorgeous necklace and a matching bracelet!
Fits & Features
- Adjustable Spaghetti Straps
- V Neckline I Padded Bust
- Sheer, Tie Bow At Back I Zipper With Hook & Eye Closure
- Floor Length Hemline I A-Line Silhouette I Front Slit
- Chiffon Fabric I Fully Lined
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0572
Category Name: $20 & Under Sale
Price: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Vicky Heat Stone Mesh Mini Dress
Special Occasion
Make a stunning entrance in our gorgeous Vicky mini dress! She features a trendy mock neckline with short cap sleeves, a mini length form-hugging silhouette, and allover glimmering heat stone embellishement. The mesh fabric offers plenty of stretch and includes a back zipper closure for comfortable wear. Pair this dress with a pack of sparkly rings to add that extra glam factor.
Fit & Features
- Mock neckline
- Cap sleeves
- Back zipper closure
- Short, form-hugging fit
- Stretchy semi-sheer mesh fabric
- Allover heat stone embellishment in an intricte pattern
- Detachable stretchy knit brief
Style Number/Barcode: 05001-0513
Category Name: $20 & Under Sale
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
A Chic Look Platform Block Heels
Get a total chic look in this fab platform block heels! They feature an open almond toe with a clear PVC strap, a thin adjustable ankle strap and a sturdy tall block heel. Pair these with distressed denim and a trendy crop top for an elevated vibe to your causal everyday 'fit.
Fit & Features
- Open almond toe
- Clear PVC strap
- Thin adjustable ankle strap
- Closed back
- Small platform
- Tall block heel
Please be advised that these heels run one size small.
Style Number/Barcode: 07401-2840
Category Name: $20 & Under Sale
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Step It Up Snake Print Booties
Step up in these stunning booties that slay every day! The booties feature a faux suede front, faux leather snake embossed back, a pointed toe, and a block heel. Complete look with a chunky sweater and high waist jeans.
Fit & Features
- Around the ankle-length
- Faux suede front
- Faux leather snake embossed back
- Pointed toe
- Block heel
- Inner zipper closure
Please be advised that these booties run 1/2 a size small.
Style Number/Barcode: 07403-0545
Category Name: $20 & Under Sale
Price: $18.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Effortless Chic Wrap Front Crop Top
Showcase your effortlessly chic style in this adorable crop top! It features long bishop sleeves with a wrap tie front detail. Pair this top with high waist jeans for a casual brunch date look.
Fit & Features
- Long bishop sleeves with cinched hems
- Wrap front
- V neckline
- Tie front detail
- Cropped
- Ribbed knit fabric with moderate stretch
Style Number/Barcode: 06001-2960
Category Name: $20 & Under Sale
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Keeping Knit Dreamy Chenille Pajama Tank
Keep it dreamy in a pajama tank for those cozy days spent in. The pajama tank features a scoop neckline, tank-straps, and a cropped hem. The tank is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching leggings and robe.
Shop Matching Pajama Leggings: Keeping Knit Dreamy Chenille Knit Pajama Leggings
Shop Matching Robe: Keeping Knit Cozy Chenille Knit Robe
Fit & Features
- Sleeveless scoop neckline
- Tank straps
- Cropped hem
- Chenille knit fabric
- Moderate stretch
- Matching leggings and robe sold separately
Style Number/Barcode: 07103-0392
Category Name: $20 & Under Sale
Price: $5.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
High Waist Rhinestone Fishnet Tights
Create a sultry-chic look in these rhinestone fishnet tights to add a touch of sparkle to your 'fit! They feature a flattering high rise waist, a small gauge fishnet design and rhinestone embellishment. Pair these tights with a form-hugging mini skirt for your next night out.
Fit & Features
- High rise waist
- Small gauge fishnet design
- Rhinestone embellishment
Fashion tape, adhesive bras, adhesive panties, pasties, hosiery, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0054
Category Name: $20 & Under Sale
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Keeping Knit Dreamy Chenille Knit Pajama Leggings
Keep it dreamy in cozy pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.
Shop Matching Pajama Top: Keeping Knit Dreamy Chenille Pajama Tank
Shop Matching Robe: Keeping Knit Cozy Chenille Knit Robe
Fit & Features
- High rise waist
- Straight leg fit
- Chenille knit fabric
- Moderate stretch
- Matching top and robe sold separately
Style Number/Barcode: 07103-0393
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Ribbed Knit Long Sleeve Cropped Sweater
This ribbed knit long sleeve cropped sweater is the must-have basic of the season! It features a flattering V neckline with long fitted sleeves, a form-hugging fit, and a cropped hem. Pair this essential top with a plaid mini skirt and thigh high boots for an elevated everyday look.
Fit & Features
- V neckline
- Long fitted sleeves
- Cropped hem
- Form-hugging fit
- Ribbed sweater knit fabric
- Plenty of stretch
Style Number/Barcode: 06005-0742
Category Name: $20 & Under Sale
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chic Chenille Knit Pajama Tank
Keep it cozy in a chic pajama tank for those days you spend in. The pajama tank features a scoop neckline, tank-straps, and a cropped hem. The tank is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with matching leggings and robe.
Shop Matching Pajama Leggings: Chic Chenille Knit High Waist Leggings
Shop Matching Robe: Chic Chenille Knit Long Belted Robe
Fit & Features
- Sleeveless scoop neckline
- Tank straps
- Cropped hem
- Chenille knit fabric
- Moderate stretch
- Matching leggings and robe sold separately
Style Number/Barcode: 07103-0388
Category Name: $20 & Under Sale
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Chenille Knit High Waist Leggings
Keep it cozy in chic pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.
Shop Matching Pajama Top: Chic Chenille Knit Pajama Tank
Shop Matching Robe: Chic Chenille Knit Long Belted Robe
Fit & Features
- High rise waist
- Straight leg fit
- Chenille knit fabric
- Moderate stretch
- Matching top and robe sold separately
Style Number/Barcode: 07103-0389
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Girl On The Go Tie Front Trench
Yes girl, you've got places to be, and this tie front trench will keep you stylish and chic! It features a lapel collar, a wrap front with a tie detail to cinch your waist, and a flowy silhouette. Layer this trench over a curve-hugging mini dress and style it up with thigh-high boots for the perf look.
Fit & Features
- Lapel collar
- Long fitted sleeves
- Wrap front with tie waist
- Flowy mid-length silhouette
- Crepe woven fabric
- Moderate stretch
Style Number/Barcode: 06204-0698
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Faux Leather Quilted Heeled Mules
Slip on these chic faux leather heeled mules to add a trendy vibe to your workwear look! They feature an open square toe, a wide strap with quilted detailing, and a short thin heel. Pair these mules with tapered paper bag pants for an adorable work from home 'fit.
Fit & Features
- Open square toe
- Wide strap with quilted detailing
- Open back
- Short thin heel
- PU material
Style Number/Barcode: 07401-2447
Category Name: $20 & Under Sale
Price: $14.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Faux Suede Platform Lace-Up Booties
Elevate your chic everyday style with these faux suede booties! They feature a chunky platform and an adorable lace-up back detail. Pair these booties with dark wash skinny jeans for an elongated look.
Fit & Features
- Ankle-high design
- Almond toe
- Inner zipper closure
- Chunky platform
- Tall block heel
- Lace-up back detail
- Faux suede material
Style Number/Barcode: 07403-0345
Category Name: $20 & Under Sale
Price: $20.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Step Out In Style Faux Leather Combat Booties
Slay each step in these stylish faux leather booties! They feature an ankle-high design with a trendy lace-up front, a lug sole, and a stacked block heel. Pair these booties with a basic little black dress to make a chic statement.
Fit & Features
- Round toe
- Lace-up front
- Inner zipper closure
- Pull tabs
- Lug sole
- Stacked block heel
- PU material
Style Number/Barcode: 07403-0600
Category Name: $20 & Under Sale
Price: $16.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sleek And Sassy Over The Knee Block Heeled Boots
Sleek and sassy, these over the knee boots will make any 'fit all the more chic! They feature a faux leather material and a sturdy block heel. Complete your fall-ready look with a sweater dress and gold hoops.
Fit & Features
- Over the knee design
- Almond toe
- Block heel
- Inner zipper closure
- PU material
Style Number/Barcode: 07402-0225
Category Name: $20 & Under Sale
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Bold Lace-Up Platform Block Heels
Be brave and bold with your style in these fab platform block heels! They feature a front lace-up design with a tall sturdy block heel. Pair these statement shoes with a faux leather mini skirt to bring some edginess to your look.
Fit & Features
- Open almond toe
- Thick toe strap
- Front lace-up design
- Open back
- Platform
- Tall block heel
- Faux suede
Please be advised that these heels run 1 size too small.
Style Number/Barcode: 07401-2474
Category Name: $20 & Under Sale
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale