$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.
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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.
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Bring It Back To Basics Thin Block Heel
Slay in basic heels that go with everything with ease! Perfect for your next date night or bringing the chic factor to workwear outfits—these heels are a must baby girl! The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a sleek thin block heel. Complete your look with a ribbed midi dress and blazer.
Fit & Features
- Adjustable ankle strap
- Open almond toe
- Single strap over the toe
- Thin block heel
Style Number/Barcode: 07401-2405
Category Name: $20 & Under Sale
Price: $14.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glow Up Cutie Thin Block Heel
Glow up in heels that bring the dazzle to your date night outfits. The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a sleek thin block heel. Heels feature a dazzling metallic-like finish. Complete your look with a ribbed midi dress and blazer.
Fit & Features
- Adjustable ankle strap
- Open almond toe
- Single strap over the toe
- Thin block heel
- Metallic-like finish
Style Number/Barcode: 07401-2406
Category Name: $20 & Under Sale
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Minimal Moment Thin Block Heels
Keep it minimal in heels that simply go with everything. Dress up your casual outfits with these fab heels. The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a sleek thin block heel. Complete your look with a ribbed midi dress and blazer.
Fit & Features
- Adjustable ankle strap
- Open almond toe
- Single strap over the toe
- Thin block heel
Style Number/Barcode: 07401-2407
Category Name: $20 & Under Sale
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make It Chic Wrap Mini Skirt
Make your look chic and on point in this of the moment wrap mini skirt! Featuring double button detailing and a wrap, fitted look, this skirt will elevate your look. Style it up with an adorable crop top for a brunch-worthy vibe.
Shop Matching Jacket: Make It Chic Cropped Jacket
Fit & Features
- High rise waist
- Double button detailing
- Dual front pocket flaps
- Wrap front
- Short, fitted look
- Woven fabric
Style Number/Barcode: 06401-0269
Category Name: $20 & Under Sale
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Tie Front Plaid Skinny Pants
Get a chic office-ready look in these adorable plaid skinny pants! They feature a flattering high rise waist with a V cut out in the front, a tie front detail, and a flattering, tapered fit. Pair these pants with strappy heels and you'll be a major boss babe.
Fit & Features
- High rise waist with front V cut out
- Tie front
- Skinny leg fit
- Allover plaid print
- Woven fabric
Style Number/Barcode: 06402-0264
Category Name: $20 & Under Sale
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off The Shoulder Stylish Snake Print Crop Top
Stay ever so chic and stylish in this off the shoulder snake print crop top! Featuring a ruffled hem and billowy sleeves with smocked cuffs, this top will make a trendy statement this fall season. Pair it with a classic pair of black high rise denim to complete the look.
Fit & Features
- Off the shoulder neckline
- Long billowy sleeves with smocked cuffed hems
- Ruffled hem detailing
- Banded cropped hem
- Allover snake print
- Woven fabric
Style Number/Barcode: 06003-1025
Category Name: $20 & Under Sale
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Edgy Chic Slashed Cropped Graphic Tee
Get an edgy-chic vibe you can take from day to night in this must-have graphic tee! The crop top features slashed detailing with a center motorcycle graphic with angel wings and the script, "American Motorcycles, Custom, Vintage, Special." Pair this tee with a plaid skirt for a girly rocker look.
Fit & Features
- Crew neckline
- Short sleeves
- Cropped hem
- Center graphic
- Slashed detailing
- Cotton fabric
Style Number/Barcode: 06002-0526
Category Name: $20 & Under Sale
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Faux Leather Hot Shorts
Get cheeky in these faux leather hot shorts for a sleek and flirty look. Step out in style in these high-waist shorts designed with a wide waistband perfect to wear with a bodycon bodysuit or crop bustier top. The faux leather material instantly makes shorts the perfect bottoms to pair with your going-out looks for a girls' night out or clubbing.
Fit & Features
- High-rise waist
- Thick waistband
- Cheeky fit
- Faux leather fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-0150
Category Name: $20 & Under Sale
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Iconic Cropped Satin Bustier
Keep your look iconic and in a bustier that radiates timeless luxe. The bustier features a plunging sweetheart neckline, piping detail to streamline bodice and composed of a glamourous satin-like fabric. Complete your look with high waist shorts and sleek hoops.
Fit & Features
- Plunging sweetheart neckline
- Vertical piping detail
- Satin-like fabric
- Cropped hem
Style Number/Barcode: 06003-1020
Category Name: $20 & Under Sale
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ribbed Knit Ruched Mini Dress
This ribbed knit ruched mini dress will be a staple in your fall wardrobe! It features a curve-hugging silhouette with ruched detailing and side tie accents. It can be worn as a cute mini or pulled down as a midi dress. Pair with some bold door knocker earrings and clear heels for that chic vibe you can wear to date night.
Fit & Features
- High crew neckline
- Tank-like shoulder straps
- Form-hugging fit
- Ruched detailing
- Side ties at hem
- Ribbed knit fabric
Style Number/Barcode: 05102-1828
Category Name: $20 & Under Sale
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Every Day Ribbed Tie Waist Cardigan
Layer up every day in a cute cardigan to create those oh so stylish back to school outfits. The cardigan features a draped open front, a cinching tie waist belt, and a flowy long length. Complete your look with chunky sneakers and a ribbed mini dress.
Fit & Features
- Drape open front
- Long sleeves
- Cinching tie waist belt
- Flowy long length
- Ribbed knit fabric
- Relaxed fit
- Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-0807
Category Name: $20 & Under Sale
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Vibes Knit Midi Dress
Rock those basic vibes in a dress that keeps it comfortable and chic. The everyday dress features a sleeveless bodice, a v-neckline with notched detail, and a midi length silhouette. Complete your look with chunky sneakers and a chunky necklace to create a trendy streetwear look.
Fit & Features
- Sleeveless bodice
- V-neckline with notched detail
- Midi length silhouette
- Knit fabric
- Form hugging fit
- Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0924
Category Name: $20 & Under Sale
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Rise Houndstooth Plaid Mini Skirt
Keep it preppy in a plaid skirt that keeps your look on point! The skirt features a trendy houndstooth plaid pattern and a mini side slit. Complete your outfit with a tie waist crop top and sneakers to nail that casual look.
Fit & Features
- High rise waist
- Houndstooth plaid pattern
- Mini length silhouette
- Mini side slit
Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0299
Category Name: $20 & Under Sale
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ally High Rise Destructed Mom Jeans
Oasis by Eunina
The Ally High Rise Destructed Mom Jeans will elevate your look for sure. With their flattering high waist fit and distressed detailing, they can easily be dressed up or down. Pair with a chic sheer sleeved blouse and strappy heels for a cute brunch look.
Fit & Features
- High rise waist
- Traditional five-pocket and belt loop design
- Front button closure
- Destructed detailing on the front
- Denim fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size three.
Style Number/Barcode: 06602-0181
Category Name: $20 & Under Sale
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keep It Rosey Slip Midi Dress
Keep it rosey in this cute slip dress that keeps your look effortlessly pretty! Step out this season in a slip dress that features a pretty floral print, a high side slit and a midi length silhouette. Complete your look with clear heels and fringe earrings.
Fit & Features
- Plunging v-neckline
- Adjustable spaghetti straps
- Floral print
- High side slit
- Midi length silhouette
- Lightweight woven fabric
- Relaxed fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0836
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All My Love Floral Mesh Bodysuit
Fall for this floral bodysuit as they all fall for you girl! This date-night in bodysuit brings the romance with its gorgeous floral print, plunging v-neckline, and sleek adjustable straps that offer a customized fit. Complete your date-night outfit with high waist jeans and duster earrings.
Fit & Features
- Plunging v-neckline
- Adjustable spaghetti straps
- Floral print
- Contrast bottom
- Snap button closure
- Sheer mesh fabric
- Form-hugging fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2687
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ditsy Floral Ribbed Knit Tank
We love a good ditsy floral! This printed ribbed knit tank is perf for an everyday spring look.
Fit & Features
- Spaghetti straps
- Deep V neckline
- Multiple hook and eye front closures
- Cropped
- Ditsy floral print
- Ribbed knit fabric
- Plenty of stretch | Form hugging fit
Peach: Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Mint: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-2099
Category Name: $20 & Under Sale
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ribbed And Smocked Square Neck Crop Top
Simple yet so chic, this ribbed and smocked crop top is an elevated basic for sure! Featuring a trendy square neckline and a form-fitting cropped hem, this top would be perfect for a shopping trip with your girls. Pair with some distressed mom jeans and add on a clear handbag.
Fit & Features
- Square neckline
- Long fitted sleeves
- Ribbed and smocked knit fabric
- Cropped hem with ruffle detail
Ivory Top: Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Mauve Top: Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.Style Number/Barcode: 06001-2769
Category Name: $20 & Under Sale
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy and Chic Ribbed Surplice Jogger Jumpsuit
Keep it chic and cozy in a jumpsuit that keeps your look on point this season! Perfect for a chill lounge look or creating a head-turning streetwear outfit. The jumpsuit features a plunging surplice neckline, long sleeves, an elastic waist with a tie-waist belt to create a customized fit, trendy side pockets, and composed of a smooth to the touch cashmere-like ribbed fabric. Complete your look with chunky sneakers and layers of dainty necklaces.
Fit & Features
- Surplice neckline
- Long sleeves
- Elastic waist with adjustable drawstrings
- Side pockets
- Straight leg
- Cashmere-like feel, ribbed fabric
- Relaxed fit, moderate stretch
Black Jumpsuit: Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.
Charcoal and Brown Jumpsuits: Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0426
Category Name: $20 & Under Sale
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Corduroy Cutie Cropped Sherpa Jacket
Keep it cute and cozy in a jacket that is so on trend this season! The jacket features a drawstring hoodie, side pockets, a corduroy composition, and a cozy sherpa knit lining. Complete your outfit with high waist skinny jeans and booties.
Fit & Features
- Drawstring hoodie
- Zippered front
- Side pockets
- Cropped hem
- Corduroy fabric
- Sherpa knit lining
- Relaxed fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0675
Category Name: $20 & Under Sale
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mackenzie Off The Shoulder Lace Party Dress
Special Occasion
Our Mackenzie party dress will have you feeling oh so elegant and gorgeous! She features an off-the-shoulder neckline with delicate scalloped lace detail and a tie-front ribbon to accentuate your waist. Perf for a formal party, add on some rhinestone earrings and chic heels.
Fit & Features
- Off-the-shoulder, short-sleeve cuffs
- Adhesive bra recommended
- Back zipper closure
- Empire waist with tie front ribbon
- Fit and flare silhouette
- Sheer lace-lined fabric
- Fits true to size
Style Number/Barcode: 05001-0439
Category Name: $20 & Under Sale
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Clara High Rise Destructed Skinny Jeans
Oasis By Eunina
We take our skinny jeans high waist and edgy! Pair this destructed pair with your fav tops for a insta-worthy look!
Fit & Features
- High Rise Waist
- Single Button | Zipper Closure
- Traditional Five Pocket | Belt Loop
- Skinny Leg
- Heavy Destruction
- Fringe Hem
- Form Hugging Fit | Moderate Stretch
Style Number/Barcode: 06602-0045
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Clearly On Trend Chunky Sneakers
Clear stay on trend in sneakers that give your streetwear outfits major style! The sneakers feature a lace-up front, a round toe and a clear insert at the sole. Complete your look with a cute crop top and high waist jeans.
Fit & Features
- Lace-up front
- Round toe
- Pull tabs at the back of the ankle
- Clear insert at the sole
- Chunky sole
Style Number/Barcode: 07407-0173
Category Name: $20 & Under Sale
Price: $23.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Snake Faux Leather Block Heels
Keep it sassy in heels that bring some serious sultry appeal. The block heels feature a trendy snake print, a closed-back, an open square toe with a single strap over the toe, and a block heel. Complete your night out look with a black dress and silver accessories.
Fit & Features
- Closed-back
- Snake pattern
- Open square toe
- Single strap over the toe
- Block heel
- Faux leather material
Style Number/Barcode: 07401-2434
Category Name: $20 & Under Sale
Price: $16.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free