$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.

  • Your Go To Basic Block Heels

    When in doubt, throw on these heels to complete any look! These faux suede heels feature an open almond toe with a thick toe strap, a stacked heel and an adjustable ankle strap. Pair them mom jeans and a bodysuit for a cute casual look.

    Fit & Features

    • Open almond toe
    • Stacked heel
    • Adjustable ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-2902

    Category Name: $20 & Under Sale

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Basic Espadrille Sandals

    Keep it sleek and basic with sandals that go with everything! The sandals feature an around the ankle strap, an off-center T-strap, an open almond toe, and an espadrille sole. Complete look with a matching crop top and skirt set.

    Fit & Features

    • Around the ankle strap
    • Off-center T-strap
    • Open almond toe
    • Espadrille sole
    • Triangle-shaped metal accents
    • Faux leather material

    Style Number/Barcode: 07404-0820

    Category Name: $20 & Under Sale

    Price: $7.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stepping Out Strappy Mules

    You just found the perfect shoes for a night out with the girls! These stiletto mules feature a pointy toe and a strappy design. Make heads turn and style them with a bodycon dress and a matching bag!

    Fit & Features

    • Open pointy toe
    • Strappy design
    • Open back
    • Runs true to size

    Style Number/Barcode: 07401-3040

    Category Name: $20 & Under Sale

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Americana Rhinestone Headband

    Celebrate the Fourth of July in style with this adorable embellished headband! It features two hearts with an American flag design, a center script that reads "USA," and sparkly rhinestones in red, white, and blue. Complete the look with a crop top and cutoff denim shorts.

    Fit & Features

    • Thin metal headband
    • Two hearts with an American flag design
    • Center script that reads "USA"
    • Rhinestone embellishment in red, white, and blue

    Style Number/Barcode: 07006-0239

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Cuffed Denim Shorts

    These distressed denim shorts have that classic cuffed style that's trending this summer! They feature a high-rise waist, a traditional five-pocket and belt loop design, a front button closure, distressed detailing, and a frayed cuffed hem. Style these medium wash denim shorts with a graphic tee for a casual look.

    Fit & Features

    • High-rise waist
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Distressed detailing
    • Frayed cuffed hem
    • Medium wash denim fabric
    • Runs true to size

    Style Number/Barcode: 06603-0150

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High-Rise Destructed Diva Denim Shorts

    Bring on the drama with denim shorts that edge up your look. The shorts feature a high-rise waist, a multi-button down front, a traditional five-pocket with belt loop design, and heavy destruction throughout. Complete the look with a graphic tee shirt and combat boots.

    Fit & Features

    • High-rise waist
    • Multi-button down front
    • Traditional five-pocket with belt loop design 
    • Cutoff hem 
    • Heavy destruction throughout
    • Denim fabric, no stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0155

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bringing Knit Back To Basics Duster

    Layer on your look with a basic duster to rock that classically chic look! The duster features a draped open front, long sleeves, and a sweeping ankle-length. The duster is composed of a lightweight smooth knit fabric that offers a relaxed fit with a moderate stretch. Complete look with a crop top and jeans. 

    Fit & Features

    • Open front 
    • Long sleeves
    • Ankle-length 
    • Lightweight smooth knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06202-0168

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strappy And Chic Platform Block Heels

    Strappy and chic, these platform block heels are perf for happy hour with the squad! They feature an open square toe, a thick toe strap, a thin strappy wrap-around design with adjustable ankle straps, a platform, and a sturdy block heel. Pair these cute heels with a jumpsuit and hoop earrings.

    Fit & Features

    • Open square toe
    • Thick toe strap
    • Thin strappy wrap-around design
    • Adjustable ankle straps
    • Platform
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-3028

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Charmer Ditsy Floral Mini Skirt

    Charm them all in this cute mini skirt that will have you ready for the season! The skirt features a high-rise waist, a ditsy floral print, and a mini-length silhouette with a ruffled hem. Complete the look with the matching tube top.

    Shop Matching Tube Top: Such A Charmer Ditsy Floral Smocked Tube Top

    Fit & Features

    • High rise waist
    • Ditsy floral print
    • Mini length silhouette
    • Ruffled hem
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0309

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Charmer Ditsy Floral Smocked Tube Top

    Charm them all in this cute tube top that will have you ready for the season! The tube top features a sleeveless sweetheart neckline, a cute tie-front accent, a ditsy floral print, and a cropped hem. Complete look with the matching mini skirt. 

    Shop Matching Mini Skirt: Such A Charmer Ditsy Floral Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Tie-front
    • Ditsy floral print 
    • Cropped hem 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06003-1295

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lady Elegance Quilted Stiletto Mules

    Bring the elegance with quilted mules that add sophistication to your outfit. The mules feature an open back, an open square toe, a quilted strap over the toe, and a sleek stiletto heel. The mules are composed of a faux leather material. Complete the look with a blouse and midi skirt. 

    Fit & Features

    • Open back 
    • Open square toe
    • Quilted strap over the toe
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-3054

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer And Stunning Lace Bralette

    Sheer and stunning, this lace bralette is a chic must-have! It features adjustable spaghetti straps that lead to a cross-back design, a V-neckline with a lined bust, front hook and eye closures, and a sultry sheer lace panel under the bust. Style this bralette with a cute top and denim shorts.

    Fit & Features

    • Adjustable spaghetti straps
    • Cross-back design
    • V-neckline, lined bust
    • Front hook and eye closures
    • Sheer lace panel under the bust
    • Lace fabric
    • Runs true to size

    Style Number/Barcode: 07107-0588

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Babe Panama Hat

    You're such a trendsetting babe, and this adorable straw Panama hat was made for you. It features a floppy brim and a fab leopard print band. Style this hat with cool shades and chic earrings.

    Fit & Features

    • Floppy brim
    • Faux leather leopard print band
    • Straw material

    Style Number/Barcode: 07302-0342

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming And Chic Butterfly Earrings

    Accessorize your summer outfits with these charming and chic statement earrings! They feature a rhinestone embellished butterfly post with pretty cascading rhinestone fringe. Complete your looks with a fab ring set.

    Fit & Features

    • Rhinestone embellished butterfly post
    • Long rhinestone fringe


    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0856

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Details Rhinestone Barrette

    The dainty details of this rhinestone barrette make it so chic and elegant! It features a thin barrette accented with a row of rhinestones and cascading rhinestone fringe. Style this hair accessory with a pretty embellished necklace for a glamorous look.

    Fit & Features

    • Hair barrette
    • Row of rhinestones
    • Rhinestone fringe

    Style Number/Barcode: 07006-0244

    Category Name: $20 & Under Sale

    Price: $4.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easy Denim Days Shortalls

    Keep it effortlessly stylish with these cute denim shortalls! The shortalls feature a sleeveless square neckline, overall-styled shoulder straps, a zipper front, and wide-leg shorts with a front skater skirt-styled overlay. The shortalls are composed of a form-hugging denim fabric that offers a moderate stretch. Complete the look with a basic tee and chunky sneakers.

    Fit & Features

    • Sleeveless square neckline
    • Overall-styled shoulder straps
    • Zipper front
    • Wide-leg shorts, back pockets
    • Front skater skirt overlay, snap button detail
    • Denim fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06603-0196

    Category Name: $20 & Under Sale

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Dreams Ruched Paisley Print Swim Coverup

    Keep it dreamy with a swim coverup that channels those wanderlust vibes! The coverup features a paisley print, sleeveless crew neckline, a ruched drawstring, and a mini-length silhouette. The coverup is composed of a sheer mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching bikini top, bikini bottoms, and headwrap.

    Shop Matching Bikini Top: Bohemian Dreams Paisley Print Bikini Top

    Shop Matching Bikini Bottoms: Bohemian Dreams Paisley Print Bikini Bottoms

    Shop Matching Headwrap: Bohemian Dreams Paisley Print Headwrap

    Fit & Features

    • Sleeveless crew neckline
    • Paisley print
    • Ruched drawstring
    • Mini-lengh silhouette
    • Unlined mesh fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3415

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Unforgettable Destructed Denim Shorts

    Make an unforgettable impression with these trendy denim shorts. The shorts feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, a frayed hem, and a V-shaped hem on the left leg. Complete the look with a graphic tee and chunky sneakers.

    Fit & Features

    • High-rise waist
    • Single-button with hidden zipper closure 
    • Traditional five-pocket with belt loop design 
    • Frayed hem
    • V-shaped hem 
    • Denim fabric, no stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0152

    Category Name: $20 & Under Sale

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie-Dye Dreams Lace Up Sandals

    Add a fun pop of print to your shoe collection with these tie-dye sandals! They feature a single PVC toe strap, a lace up design and a flat footbed. Style them with a white mini dress and gold hoops.

    Fit & Features

    • Open almond toe
    • Tie-Dye
    • Lace-up design
    • Runs true to size

    Style Number/Barcode: 07404-0818

    Category Name: $20 & Under Sale

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let’s Getaway Espadrille Platform Sandals

    These sandals are a must have for your next tropical getaway! The sandals feature a thick toe strap, an adjustable ankle strap and a platform espadrille sole. Style them with denim cutoffs and a crop top.

    Fit & Features

    • Open almond toe
    • Platform espadrille sole
    • PU material
    • Adjustable ankle strap
    • Runs true to size

    Style Number/Barcode: 07404-0837

    Category Name: $20 & Under Sale

    Price: $7.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take a Trip Straw Platform Heels

    You’ll be vacay ready with these platform heels! The heels feature an open almond toe, a platform with a braided straw detail, an adjustable ankle strap and a block heel. Pair them with a printed romper and a floppy hat.

    Fit & Features

    • Open almond toe
    • Braided straw platform
    • Block heel
    • PU material
    • Adjustable ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-3075

    Category Name: $20 & Under Sale

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Embellished Jelly Sandals

    Glam up a casual look with these rhinestone sandals. They feature an open almond toe, a thong strap with rhinestone embellishments and a jelly PVC body material. Pair them with denim shorts and a bodysuit.

    Fit & Features

    • Open almond toe
    • Thong strap
    • Rhinestone embellishment
    • Jelly PVC material
    • Runs true to size

    Style Number/Barcode: 07404-0838

    Category Name: $20 & Under Sale

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Vibes Striped Wide-Leg Pants

    Showcase stylish vibes in these chic striped wide-leg pants. They feature a high-rise waist, a tie-front accent, wide pant legs, and a relaxed fit. Complete the look with a basic crop top and cute mules for an effortless summer outfit.

    Fit & Features

    • High-rise waist
    • Tie-front
    • Wide pant legs
    • Relaxed fit
    • Woven fabric, striped pattern
    • Runs true to size

    Style Number/Barcode: 06302-0197

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fun in the Sun Single Band Sandals

    These simple slide on sandals are perfect for a casual fun summer day! They feature a thick single band, hardware trim detail and a flat footbed. Style them with denim shorts and a graphic tee.

    Fit & Features

    • Open almond toe
    • Slip-on design
    • Hardware trim
    • Flat footbed
    • Runs true to size

    Style Number/Barcode: 07404-0730

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale