$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.
Home$20 & Under Sale

$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.
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Main Style Ribbed Knit Tank Mini Dress
This adorable tank mini dress will be your new main style to create the cutest everyday looks! Designed with a stretchy ribbed knit fabric for comfortable wear, it features a sleeveless scoop neck and back, thin tank shoulder straps, and a bodycon silhouette to flaunt your figure. Pair this short dress with a denim jacket and sneakers for a coffee date with friends.
Fit & Features
- Stretchy ribbed knit fabric
- Scoop neck and back
- Thin tank straps
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06005-1975
Category Name: $20 & Under Sale
Price: $8.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trend Factor Angled Oval Sunglasses
Level up the trend factor of your summer looks with these cool shades. The sunglasses feature an angled oval-shaped design with a translucent plastic frame, built-in nose pads, and tinted lenses. Pair with a charm necklace and sneakers.
Fit & Features
- Angled oval-shaped design
- Translucent plastic frame
- Built-in nose pads
- Tinted lenses
- 100% UV protection
Style Number/Barcode: 07008-1088
Category Name: $20 & Under Sale
Price: $3.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Meadow Vibes Floral Eyelet Lace Mini Dress
Give your closet a dreamy meadow vibe with this floral mini dress - an adorable option for brunch and day dates! Featuring puff short sleeves, a sweetheart neck, front bust tie, and side ruched seam to accentuate your curves along the bodycon silhouette. The dress is composed of a ditsy daisy print on eyelet lace fabric with a stretchy knit lining. Complete the look in strappy sandals.
Fit & Features
- Puff short sleeves
- Sweetheart neck, front bust tie
- Side ruched seams, bodycon silhouette
- Mini-length hem
- Ditsy daisy print
- Eyelet lace, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-4945
Category Name: $20 & Under Sale
Price: $5.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fine Like Wine Satin Sleeveless Midi Dress
Pour yourself into this fine satin midi dress! It features a sleeveless square neckline, adjustable spaghetti straps, a bodycon silhouette, a center back slit, and a midi-length hem on silky satin fabric that gives you a luxe look and has a stretchy knit lining. Complete the look with a sparkly clutch and mules for a dressy date or cocktail party.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Bodycon silhouette, midi-length hem
- Center back slit
- Silky satin fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2593
Category Name: $20 & Under Sale
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Stunner Rhinestone Necklace And Earrings Set
Stun them all with gorgeous glamour in this dazzling rhinestone necklace and earrings set. It features a V-shaped collar necklace with a single strand of rhinestones leading to two and three-row designs and a chic center multi-row rhinestone fringe design with larger rhinestone accents. The duster earrings feature a three-row rhinestone fringe design with matching rhinestone accents. Style this luxe set with a dainty tennis bracelet.
Fit & Features
- Necklace and earrings set
- V-shaped collar necklace, lobster clasp closure
- Single row of rhinestones, two and three-row design
- Center multi-row rhinestone fringe design, rhinestone accents
- Duster earrings, post-back closure
- Three-row rhinestone fringe design, rhinestone accents
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-1740
Category Name: $20 & Under Sale
Price: $3.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Next Chapter High-Rise Carpenter Denim Shorts
Write your next stylish chapter in these high-rise denim shorts! With a high-rise waist and form-hugging fit, these shorts accentuate your curves while providing comfort. Plus, the bottom side strap and mini pocket add a unique touch to the medium-wash denim fabric. Complete the look in a graphic tee for casual plans!
Fit & Features
- Medium wash denim, slight stretch
- High rise waist
- Form-hugging fit
- Bottom side strap and mini pocket accent
- Front button and hidden zipper closure
- Five-pocket styling
- Runs true to size
Style Number/Barcode: 06603-0368
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Beauty Rhinestone Spiral Satin Pumps
Step out in these sleek satin pumps for a beautiful finish to your evening look. These stunning heels feature a closed pointed-toe and stiletto heel for a sleek and elegant look. The rhinestone embellished spiral ankle strap adds a touch of sparkle, while the lightly cushioned footbed provides comfort. Don't forget to add a chic clutch purse to keep your party essentials in!
Fit & Features
- 4" Stiletto Heel
- Satin material
- Rhinestone embellished spiral ankle strap
- Light cushion sole
- Runs true to size
Style Number/Barcode: 07401-4852
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Looking Good V-Waist Smocked Flare Pants
Looking good will be effortless in these flare pants perfect for vacation or a hot night out! Made of smocked stretchy knit fabric, these pants offer comfort and a flattering silhouette. The cinched mid-rise V-waist and hip-hugging fit will accentuate your curves, while the flared hem adds a touch of flare to your outfit. Complete the look with the matching top.
Shop Matching Top: Looking Good Sweetheart Tie Front Crop Top
Fit & Features
- Stretchy smocked knit fabric
- Mid-rise V-waist with cinch
- Hip-hugging fit
- Flare hem
- Runs true to size
Style Number/Barcode: 06502-2495
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Summer Chic High-Rise Wrap-Slit Midi Skirt
Creating chic looks this summer with this high-rise midi skirt is essential for the weekend or casual office days. Crafted from a woven fabric with a stretchy knit lining, you'll adore this skirt all season. This skirt boasts a flattering style with delicate pleating, leading to the wrap-slit front design and a midi-length hem. Complete the look in heeled sandals and a bodysuit.
Fit & Features
- Woven fabric, stretchy knit lining
- High-rise pleated waist
- Back zipper and hook-eye closure
- Front wrap-slit design
- Midi-length
- Runs true to size
Style Number/Barcode: 06301-0187
Category Name: $20 & Under Sale
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Angelic Babe V-Neck Halter Bodycon Mini Dress
Unleash your inner angel with this halter V-neck mini dress for a night out! The halter V-neck with a tie strap adds a flirty touch, while side ruched seams accentuate your curves for a bodycon fit. The mini-length hem showcases your legs and the angelic print adds a whimsical touch to the mesh-lined fabric. Complete the look in platform heels.
Fit & Features
- Angelic print, mesh fabric, sewn-in knit lining, stretchy
- Halter V-neck with tie strap
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5676
Category Name: $20 & Under Sale
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Retro Fab Patchwork Denim Bustier Top
Amp up your fab concert outfit with this trendy patchwork denim bustier top! Designed with a faded patchwork pattern on the denim fabric, you'll create that perfect retro look. The bustier is shaped with a sleeveless sweetheart neckline with a built-in padded underwire bust for a lifted effect and adjustable spaghetti straps for a customized fit. The smocked-back design provides added stretch. The fitted cropped hem will create an alluring snatched silhouette. Complete your 'fit with the matching mini skort or maxi skirt!
Shop Matching Bottoms: Retro Fab Patchwork Denim Mini Skort, Retro Fab High Slit Patchwork Denim Maxi Skirt
Fit & Features
- Denim fabric with faded patchwork design
- Sleeveless sweetheart neckline
- Built-in padded underwire bust
- Adjustable spaghetti straps
- Smocked back
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-2295
Category Name: $20 & Under Sale
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cute Delight Faux Wrap Linen Skort
Add this delightfully cute linen skort to your sunny weather wardrobe! The high-rise waist and form-hugging fit accentuate your curves while the faux wrap front skirt overlay adds a touch of trendiness to the short-length hem. Complete the look in an off-the-shoulder top and wedges!
Fit & Features
- Linen fabric, sewn-in knit lining, slight stretch
- High rise waist
- Back zipper and hook-eye closure
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06303-0253
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Gorgeous Gleam Rhinestone Statement Stud Earrings
These iconic rhinestone statement stud earrings will radiate a gorgeous gleam at your formal affair! They feature a glamorous angled clustered design of sleek marquise-shaped rhinestones and mini rhinestone embellishments. Include a post-back closure. Style with a cuff bracelet for a luxe look.
Fit & Features
- Angled clustered design
- Marquise rhinestones
- Round rhinestones
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1934
Category Name: $20 & Under Sale
Price: $3.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hold It Down Ruched Asymmetrical Mini Skirt
Hold it down in style! This fab mini skirt offers a sleek and flattering silhouette with a high-rise waist and a front adjustable ruched drawstring so you can customize the look atop a flirty slit. Complete the look in a long sleeve off-the-shoulder top and boots!
Fit & Features
- Double-lined slinky knit fabric, moderate stretch
- High-rise waist
- Adjustable ruched drawstring
- Front slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06501-0990
Category Name: $20 & Under Sale
Price: $9.97 $24.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: M
Product Badge:- Sale
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Karen Formal Sweetheart Halter Corset Satin Dress
Special Occasion
Radiate sexy elegance in the Karen formal satin long dress as a stunning bridesmaid or wedding guest! Boasting a luxe satin fabric that feels silky on your skin, she features a sweetheart halter strap neckline atop a built-in padded underwire bust eliminating a need for a bra and a figure-enhancing corset bodice with flexible boning for the perfect hourglass look. The side pleated seam effortlessly hugs your waistline leading to the slim fit silhouette showcasing an asymmetrical high front slit that flaunts your legs! Finish the look with grand rhinestone earrings and a bracelet for a glamorous effect.
Fit & Features
- Silky satin stretch fabric, bust knit lining
- Built-in padded underwire bust
- Sweetheart halter strap neckline with button closures
- Built-in padded underwire bust, corset bodice
- Back zipper and hook-eye closure
- Slim fit silhouette
- Runs true to size
Style Number/Barcode: 05002-8244
Category Name: $20 & Under Sale
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty In Floral Sweetheart Bodycon Mini Dress
Step out in this flirty floral mini dress for Valentine's Day, dates, and parties! Showcasing a ditsy floral print on soft brushed knit fabric, this dress features a bust tie keyhole, side ruching, and a bodycon fit, to accentuate your figure. Complete the look with a mini purse and heels.
Fit & Features
- Ditsy floral print, brushed knit fabric with stretch
- Spaghetti straps
- Bust tie keyhole
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-5523
Category Name: $20 & Under Sale
Price: $9.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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City-Chic Nylon Belted Trench Vest
Create a city-chic vibe with this sleek nylon belted trench vest! Designed with a smooth nylon woven fabric, it features a lapel collar for a structured look and a classic double-breasted design with two rows of buttons. The tie-front belt allows you a cinched fit on the relaxed silhouette. Layer this vest over a bodysuit with jeans and ankle booties!
Fit & Features
- Non-stretch nylon fabric, woven lining
- Lapel collar
- Double-breasted design
- Tie-front belt
- Dual front pockets
- Relaxed silhouette
- Runs true to size
Style Number/Barcode: 06204-1744
Category Name: $20 & Under Sale
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Beachy-Chic Shell Thong Strap Sandals
These beachy-chic shell thong strap sandals are a style staple for your summer vacay! Made with faux leather, they feature an almond toe, a trendy thong strap design with sleek oval-shaped shell accents, thin adjustable ankle and heel straps with a buckle closure, and a flat sole for comfortable wear. Pair with a crochet top and denim shorts!
Fit & Features
- Faux leather upper
- Almond toe
- Thong strap design
- Oval shell accents
- Adjustable ankle and heel straps with buckle closure
- Flat sole
- Runs true to size
Style Number/Barcode: 07404-1208
Category Name: $20 & Under Sale
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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What A Beaut Faux Leather Cowboy Boots
Add these beaut cowboy boots to your rodeo lineup! They feature a pointed-toe and inner zipper closure that secures the style and a below-the-knee shaft length with a western-inspired pattern on faux leather material. Complete the look for bachelorettes, concerts, or a country bar with a cowboy hat.
Fit & Features
- 2.5" Stacked block heel
- 6.5" leg opening and a 7" shaft height
- Below-the-knee shaft length
- Pointed toe
- Inner zipper closure
- Western pattern, faux leather material
- Runs true to size
Style Number/Barcode: 07402-1010
Category Name: $20 & Under Sale
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Status Lace-Up Faux Leather Block Heels
Elevate your trendy status with these sleek lace-up faux leather block heels. They feature an open square-shaped toe, a thin knotted strappy design leading to chic lace-up straps with a tie closure, an open back, and a short block heel for comfortable wear. Style with a clutch bag.
Fit & Features
- 2.5" Block heel
- Faux leather upper
- Open square toe
- Thin knotted strappy design, lace-up straps
- Open back
- Padded insole
- Runs true to size
Style Number/Barcode: 07401-4978
Category Name: $20 & Under Sale
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ignite The Night Rhinestone Cutout Midi Dress
Ignite the night with your dazzling vibes in this sleeveless midi dress at semi-formal events! With a square neckline and spaghetti straps, it offers a form-hugging fit that accentuates your curves. The gem and rhinestone side cutout adds a touch of sparkle, while the asymmetrical side cut and midi-length hem give it an edgy yet elegant look. Complete the look in block heels and a clutch!
Fit & Features
- Smooth knit fabric lined with knit, moderate stretch
- Spaghetti straps
- Square neckline
- Gem and rhinestone side cutout
- Asymmetrical side cut
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-2937
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Modern Love Lace-Up Lace Glitter Mini Dress
Your perfect day date starts with this lace glitter mini dress and ends with cocktails at sunset! The square neckline and spaghetti straps will accentuate your figure, while the lace-up back adds a touch of romantic detail to the bodycon silhouette and mini-length hem. Complete the look with a cute crossbody purse.
Fit & Features
- Lace glitter fabric, stretchy knit lining
- Spaghetti straps
- Square neckline
- Lace-up back
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3168
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Charlotte Formal Satin Marabou Strapless Dress
Special Occasion
Silky satin delivers a chic allure to the Charlotte formal long dress showcasing a fab marabou trim so you can be a little extra diva! She features a strapless neckline, side ruched seams, a hip-hugging slim silhouette that flatters your curves beautifully, and a front slit with a marabou feather trim along the long hem. The formal maxi dress is composed of a smooth satin fabric with a bust lining and moderate stretch. Complete the look in sleek strappy stiletto heels for a gala or dressy cocktail party.
Fit & Features
- Strapless neckline, side ruched seams
- Back zipper and hook-eye closure
- Hip-hugging slim silhouette
- Front slit, marabou feather trim, long hem
- Smooth satin fabric, bust lining, moderate stretch
- Strapless bra or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7270
Category Name: $20 & Under Sale
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Step Into Summer Linen Wooden Platform Heels
Step into summer looking fabulous in these platform heels! These block heels feature a square toe with a wide strap, an adjustable ankle strap with buckle closure, and a lightweight wooden platform sole for a trendy finish. Complete the look with a cute handbag.
Fit & Features
- 3.5" Block Heel
- Square toe
- Adjustable ankle strap, buckle closure
- Lightweight wooden platform sole
- Luxe fit cushioned insole
- Linen material
- Runs true to size
Style Number/Barcode: 07401-4886
Category Name: $20 & Under Sale
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale