$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.

  • Sweet Style Puff Sleeve Denim Romper

    Show off a sweet style in this adorable denim romper! It features trendy short puff sleeves, a wrap-front with a V neckline, a V back design with a tie strap, a fitted high waist, and shorts with pleated details. Complete the look with a layered charm necklace and cute wedges.

    Fit & Features

    • Puff sleeves, cinched hems
    • Wrap-front, V neckline
    • V back design, tie strap
    • Back zipper closure
    • Fitted high waist
    • Shorts, pleated details
    • Runs true to size

    Style Number/Barcode: 06603-0199

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Style Off-The-Shoulder Crop Top

    Get a chic and simple style with this off-the-shoulder crop top! It features short sleeves, a subtle V neckline, faux front buttons, and a cropped, form-hugging fit. Pair this ribbed knit top with denim and sneakers for the perf everyday 'fit.

    Fit & Features

    • Off-the-shoulder V neckline
    • Short sleeves
    • Faux front buttons
    • Cropped, form-hugging fit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3179

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pep It Up Plaid Mini Dress

    Pep it up in a cute plaid mini dress! The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Plaid print 
    • Mini-length silhouette
    • Knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1866

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lila Formal Open-Back Sequin Mermaid Dress

    Special Occasion 

    Bring dazzle and shine to your evening with a prom dress that radiates elegance. The dress features a sleeveless V-neckline, sleek spaghetti straps, a multi-cross-strap design, sparkling sequins set in an intricate damask pattern, and a mermaid silhouette. The dress is composed of a lined mesh-knit fabric that offers a form-hugging fit with slight stretch. Complete your prom look with rhinestone heels and a clutch.

    Fit & Features

    • Sleeveless V-neckline, padded cups
    • Spaghetti straps
    • Multi-cross-strap back design 
    • Sequins, damask print
    • Mermaid silhouette
    • Lined mesh-knit fabric, form-hugging fit, minimal stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-1746

    Category Name: $20 & Under Sale

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow On Babe Rhinestone Glitter Mules

    Glow on in glitzy mules that bring that sparkle to your look! The mules feature an open back, a double row of rhinestone embellished straps, open almond toe, block heel, and composed of a glitter mesh material. Complete look with an LBD

    Fit & Features

    • Open back 
    • Double row of rhinestone straps
    • Open almond toe
    • Block heel 
    • Glitter mesh material 
    • Faux leather insole

    Style Number/Barcode: 07401-2759

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Motives Denim Mini Skirt

    Show off your stylish motives with a mini skirt that elevates your look! The mini skirt features a high-rise waist, a zippered front with a small O-Ring, a traditional five-pocket with belt loop design, light destruction, and a mini-length silhouette with a frayed hem. Complete look with a crop top and combat boots.

    Fit & Features

    • High rise waist
    • Zippered front with small O-Ring 
    • Five-pocket with belt loop 
    • Mini length silhouette with frayed hem 
    • Denim fabric 
    • Form hugging fit, slight stretch
    • Runs true to size

    Style Number/Barcode: 06601-0043

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Of Bloom Ditsy Floral Mini Dress

    Go full bloom with a pretty mini dress! The dress features a sleeveless square neckline, a tie-front accent, spaghetti straps, a ditsy floral print, and a mini-length silhouette. The dress is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with mules.

    Fit & Features

    • Sleeveless sweetheart neckline 
    • Tie-front 
    • Spaghetti straps
    • Ditsy floral print
    • Mini-length silhouette, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-2041

    Category Name: $20 & Under Sale

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Quilted Stiletto Pumps

    Keep it classy in stylish pumps that bring a sophisticated touch to your outfit! The pumps feature a quilted body with diamond stitching, a pointed toe, and a sleek stiletto heel. The pumps are composed of faux leather. Complete outfit with a pencil skirt and blouse

    Fit & Features 

    • Quilted body
    • Diamond stitching 
    • Pointed toe
    • Stiletto heel
    • Faux leather material  

    Style Number/Barcode: 07401-2752

    Category Name: $20 & Under Sale

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Vibes Smocked Tube Top

    Keep it basic with a smocked tube top that is perfect for those laid-back days! The top features a strapless square neckline, a smocked body, and a cropped hem with a ruffle trim. The top offers a form-hugging fit with a moderate stretch. Complete the look with a denim mini skirt.

    Fit & Features

    • Strapless square neckline 
    • Smocked body
    • Cropped hem, ruffle trim
    • Ribbed knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06005-0898

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Style Animal Print Maxi Skirt

    Showcase a wild and chic style this season with this trendy maxi skirt. It features a high-rise elastic-banded waist, a maxi length, and a sultry thigh-high front slit. The stretchy knit fabric has an all-over animal print for a bold vibe. Complete your look with a basic bodysuit and mules.

    Fit & Features

    • High-rise elastic-banded waist
    • Maxi length
    • High front slit
    • Animal print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0375

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Constance Formal High Slit Mermaid Dress

    Special Occasion 

    Captivate from the moment you enter the room in the enchanting Constance formal dress! She features a V-neckline with a sheer mesh insert, ruched side seam, and a mermaid silhouette with a high side slit. She is composed of a curve-hugging crepe fabric that offers a moderate stretch. Complete look with a clutch and rhinestone collar

    Fit & Features

    • Sleeveless V-neckline
    • Mesh insert at the bodice 
    • Ruched side seam
    • High side slit
    • Mermaid silhouette
    • Lined crepe fabric
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05002-1218

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Basic Lug Sole Slides

    Slip-on these basic slides for that cute put-together look! The slides feature an easy slip-on design, an open almond toe, a wide strap over the toe, and a lug sole. Complete look with biker shorts and a crop top. 

    Fit & Features

    • Slip-on design 
    • Open almond toe
    • Wide strap over the toe 
    • Lug sole

    Style Number/Barcode: 07404-0748

    Category Name: $20 & Under Sale

    Price: $12.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle And Glow Rhinestone Fringe Bra

    Bring the glow with a rhinestone bra that sparkles from every angle! Perfect to wear over your bikini tops or layered with a bandeau! The bra features a halter neck rhinestone chain, a sleeveless straight neckline, rhinestone fringe, and a dainty chain link back strap. 

    Fit & Features

    • Sleeveless square neckline
    • Rhinestone fringe
    • Chain link halter neck strap 
    • Chain link back strap 
    • Unlined 
    • Lobster clasp closure
    • Bikini top pictured not included

    Style Number/Barcode: 07107-0432

    Category Name: $20 & Under Sale

    Price: $5.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy And Trendy Plaid Mini Dress

    Keep it on a trend with a preppy plaid dress to channel those cool-girl vibes. The mini dress features a sleeveless square neckline, spaghetti straps, plaid print, and a mini-length silhouette. The dress is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Plaid print
    • Mini-length silhouette 
    • Knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1508

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Chic Satin Pajama Bralette

    Keep it sleek and chic as you unwind in a pajama bralette. The bralette features triangle cups, adjustable spaghetti straps, and an elastic back strap. The bralette is composed of a satin-like fabric that offers a relaxed fit with minimal stretch. Complete look with the matching pajama shorts and slides.

    Shop Matching Shorts: Sleek And Chic Satin Pajama Shorts

    Fit & Features

    • Triangle cups
    • Adjustable spaghetti straps
    • Elastic back strap
    • Satin-like fabric
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07107-0574

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babygirl Snake Chain Anklet Set

    Layer up with an anklet set that showcases your chic style! The anklet set features a wide snake chain anklet and a chain link anklet with a "Babygirl" script. Both include lobster clasp closures. Complete look with a crop top and biker shorts

    Fit & Features 

    • Pack includes two anklets
    • One snake chain anklet
    • Dainty chain link with "Babygirl" script
    • Lobster clasp closures 

    Style Number/Barcode: 07003-0232

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maren Formal High Slit Dress

    Special Occasion 

    Bring the luxe in the captivating Maren formal dress! She features a sleeveless square neckline with a tie front, sleek spaghetti straps, and a slim fit bodice that leads to a floor-length ruched silhouette with a high side slit. The dress is composed of a crepe knit fabric that offers a form hugging fit that offers a moderate stretch. Complete look with heels and a clutch

    Fit & Features

    • Sleeveless square neckline with padded cups
    • Tie-front
    • Sleek spaghetti straps
    • Slim fit bodice 
    • Floor-length silhouette with high side slit
    • Crepe fabric with a mini skirt length knit lining
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05002-1098

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Chic Ribbed Knit Dress

    Style up your everyday outfit with this elevated basic dress. It features a crew neckline, short sleeves, side ruching that leads to a slit, and a curve-hugging silhouette. The ribbed knit fabric includes a lining and offers plenty of stretch. Complete your look with sneakers and cool shades for the day or a faux leather crossbody purse and mules for the night.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Side ruching
    • Side slit
    • Form-hugging fit
    • Lined ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-1466

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Sleek Asymmetric Maxi Dress

    Keep your look sleek and on-trend with this chic sweater maxi dress. It features a one-shoulder neckline with a tank shoulder strap and a curve-hugging maxi silhouette with a dramatic asymmetric hem creating a sultry side slit. Pair this sweater knit dress with clear heels and a new purse

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • One-shoulder neckline
    • Tank shoulder strap
    • Form-hugging maxi silhouette
    • Asymmetric hem creating a side slit
    • Sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1295

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Flair Tie-Back Crop Top

    Give off a stylish bohemian flair in this stunning crop top! It features a deep V neckline, long blouson sleeves, a tie-back accent, and a cropped, form-hugging fit. The lightweight printed woven fabric has no stretch. Complete your look with high-rise denim shorts and strappy sandals.

    Fit & Features

    • Deep V neckline
    • Long blouson sleeves
    • Tie-back detail
    • Cropped, form-fitting style
    • Woven fabric with no stretch
    • All-over boho-inspired print
    • Runs true to size

    Style Number/Barcode: 06003-1247

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kimora Formal Woven Glitter A-Line Dress

    Special Occasion 

    Bring out your glowing beauty with a formal prom dress that mesmerizes from the moment you enter the room! Kimora features a sleeveless V-neckline with adjustable spaghetti straps, a bold U-shaped open-back design, hidden side pockets, and a floor-length A-line silhouette with a wide banded hem. The dress is composed of an iridescent woven glitter fabric that offers a flowy fit with moderate stretch. Complete your prom look with rhinestone heels.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Sticky bra recommended
    • U-shaped open back, zipper and hook, and eye closure
    • Hidden side pockets
    • Floor-length A-line silhouette with wide-banded hem
    • Iridescent woven glitter knit fabric short knit lining
    • Flowy fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-3895

    Category Name: $20 & Under Sale

    Price: $9.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Glam Rhinestone Detail Mini Dress

    Give your white dress a simply glam upgrade with this stunning mini dress! It features a sleeveless bodice with double-row rhinestone spaghetti straps, a square neckline, a short, asymmetric front hem, and a curve-hugging silhouette. Complete your look with sparkly earrings and strappy heels.

    Fit & Features

    • Removable double-row rhinestone spaghetti straps
    • Square neckline with dart seam details
    • Mini-length, form-hugging fit
    • Asymmetric front hem
    • Crepe fabric with a moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-1299

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Chic Satin Pajama Shorts

    Keep it sleek and chic as you unwind in these pajama shorts. The shorts feature an elastic high-rise waist, dual ruched side seams, and a cheeky fit. The shorts are composed of a satin-like fabric that offers a relaxed fit with minimal stretch. Complete look with the matching bralette and slides.

    Shop Matching Bralette: Sleek And Chic Satin Pajama Bralette

    Fit & Features

    • Elastic high-rise waist
    • Dual ruched side seams
    • Cheeky fit
    • Satin-like fabric
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0544

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Mood Faux Leather Booties

    Channel a basic mood with booties that you can dress up or dress down with! The booties feature an around the ankle fit, an inner zipper closure, an almond toe, and a block heel. The booties are composed of a faux leather material. Complete look with a bustier and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Almond toe
    • Block heel 
    • Faux leather material 

    Style Number/Barcode: 07403-1249

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free