$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.

  • Basic Must-Have Button-Up Top

    This basic button-up ribbed knit top is a must-have in your wardrobe. It features a V-neckline, short sleeves, a complete button-up front, and a mid-length, form-hugging fit. Style this top with denim shorts and sneakers for a casual everyday look.

    Fit & Features

    • V-neckline
    • Short sleeves
    • Complete button-up front
    • Mid-length, form-hugging fit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3541

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Rhinestone And Cross Eight Ring Pack

    Show 'em you're a glam babe with the perfect accessories! The variety ring pack includes a set of 8 various rings that feature a variety of rhinestones, circle design, cross charms, and sleek bands. Complete look with a corset and high waist jeans.

    Fit & Features

    • Pack includes eight rings
    • Variety
    • Rhinestones
    • Circle design, cross charm
    • Flat bands

    Style Number/Barcode: 07004-0203

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Five Row Memory Wire Rhinestone Cuff

    Complete your elegant look with this radiant rhinestone bracelet! It features five rows of memory wire that wrap around and are adorned with mini rhinestones.

    Fit & Features

    • Five-row design
    • Memory wire
    • Rhinestones

    Style Number/Barcode: 07003-0252

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Chic Strappy Stiletto Heels

    These strappy stiletto heels are oh-so-stylish and chic! They feature an open square toe, a toe strap, a thin asymmetrical strap, an adjustable heel strap, a platform, and a sleek stiletto heel. Pair these stilettos with a floral dress for a summer date night.

    Fit & Features

    • Open square toe
    • Toe strap
    • Thin asymmetrical strap
    • Adjustable heel strap
    • Platform, stiletto heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2884

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Faux Leather Lug Sole Booties

    Take your look to the next level with booties that bring that stylish edge! The booties feature a mid-calf fit, elastic goring, an almond toe, a lug sole, and a low block heel. The booties are composed of faux leather material. Complete the look with a crop top and biker shorts.

    Fit & Features

    • Mid-calf fit
    • Elastic goring 
    • Almond toe
    • Lug sole
    • Low block heel 
    • Faux leather material 

    Style Number/Barcode: 07403-1239

    Category Name: $20 & Under Sale

    Price: $25.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Champagne Breakfast Of Champions Script Cap

    Start off the day with a cap that says it all! The cap features a traditional baseball design and a script that reads: "Champagne Breakfast Of Champions". Complete look with a crop top and biker shorts.

    Fit & Features

    • Baseball cap design
    • Script: "Champagne Breakfast Of Champions"

    Style Number/Barcode: 07302-0330

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Dreams Cropped Pajama Tank

    Keep it dreamy in a floral pajama tank that is part cozy, part stylish! The pajama tank features a sleeveless square neckline, adjustable spaghetti straps, gorge floral print, and a cropped hem. Tank is composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching pajama shorts.

    Shop Matching Pajama Shorts: Floral Dreams High Waist Pajama Shorts

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Floral print
    • Cropped hem
    • Knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 07103-0568

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Trends Faux Leather Combat Boots

    Lace-up in combat boots that bring the edge to your look! The boots feature a mid-calf length, a lace-up front, an inner zipper closure, an almond toe, a lug sole, and a low block heel. The boots are composed of faux leather material. Complete the look with a crop top and biker shorts.

    Fit & Features

    • Mid-calf length
    • Lace-up front
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Low block heel
    • Faux leather material

    Style Number/Barcode: 07403-1242

    Category Name: $20 & Under Sale

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter And Gleam Rhinestone Block Heels

    Stun in these gorgeous glitter mesh block heels that will give you the perfect amount of sparkle! They feature an open almond toe, a rhinestone-adorned strappy design, a back zipper closure, and a block heel. Style these shoes with an embellished clutch to complete your glamorous look.

    Fit & Features

    • Open almond toe
    • Rhinestone-adorned strappy design
    • Back zipper closure
    • Block heel
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-2871

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly on Trend Box Crossbody

    Stay on trend with a cute clear crossbody that keeps all your essentials close to you! The crossbody features a box design, a clear body, a top fasten closure, and a chain shoulder strap. Complete look with a bodysuit and joggers

    Fit & Features

    • Clear body
    • Box design 
    • Top fasten closure 
    • Chain shoulder strap 

    Style Number/Barcode: 07203-0463

    Category Name: $20 & Under Sale

    Price: $8.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stun On Them Faux Leather Snake Print Block Heels

    Stun on them with dazzling heels that make a stylish statement! The heels feature an adjustable ankle strap, multi-hued snake print, an open square toe with a strap over the toe, and a block heel. Complete the look with a ruched mini dress.

    Fit & Features

    • Adjustable ankle strap
    • Multi-hued snake print
    • Open square toe
    • Strap over the toe
    • Block heel 
    • Faux leather material 

    Style Number/Barcode: 07401-3034

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Boho Vibes Woven Shorts

    Showcase those stunning boho vibes in these on-trend woven shorts! They feature a high-rise waist, a relaxed fit, and an all-over chic paisley pattern. Style these shorts with the matching top and strappy sandals for the perf everyday summer look.

    Shop Matching Top: Stunning Boho Vibes Tie-Front Top

    Fit & Features

    • High-rise waist
    • Relaxed fit
    • Woven fabric, paisley pattern
    • Runs true to size

     

    Style Number/Barcode: 06303-0121

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Trendsetter Pajama Pants

    Get a casual and trendy loungewear look with these cute pajama pants! They feature a high-rise waist and a relaxed wide-leg fit. The cozy ribbed knit fabric has an all-over tie-dye print. Style these pants with the matching pajama bralette.

    Shop Matching Bralette: Casual Trendsetter Pajama Bralette

    Fit & Features

    • High-rise waist
    • Relaxed wide-leg fit
    • Ribbed knit fabric
    • Tie-dye print
    • Runs true to size

    Style Number/Barcode: 07103-0566

    Category Name: $20 & Under Sale

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Style Twill Trench Jacket

    Layer on this chic twill trench to showcase an elevated, sophisticated style! It features a lapel collar, long cuffed sleeves, an open front, and a flowy, relaxed silhouette. Pair this trench jacket over a basic bodysuit and trendy boyfriend jeans for an everyday look.

    Fit & Features

    • Lapel collar
    • Long cuffed sleeves, button details
    • Open front
    • Relaxed silhouette
    • Twill fabric
    • Runs true to size

    Style Number/Barcode: 06204-0853

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Trendsetter Pajama Bralette

    Get a casual and trendy loungewear look with this cute pajama bralette! It features a sleeveless square neckline, adjustable spaghetti straps, and a cropped fit. The cozy ribbed knit fabric has an all-over tie-dye print. Style this bralette with the matching pajama pants.

    Shop Matching Bottoms: Casual Trendsetter Pajama Pants

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Cropped fit
    • Ribbed knit fabric
    • Tie-dye print
    • Runs true to size

    Style Number/Barcode: 07107-0597

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living For It Faux Patent Leather Block Heel

    We're living for these chic heels that make your look! The heels feature an adjustable ankle strap, an open almond toe with a strap over the toe, and a block heel. The heels are composed of a faux patent leather material. Complete look with a romper and hoop earrings. 

    Fit & Features

    • Adjustable ankle strap 
    • Open almond toe
    • Strap over the toe 
    • Block heel 
    • Faux patent leather material 

    Style Number/Barcode: 07401-3036

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Beauty Fishnet Bra And Panty Set

    Showcase your bold beauty in this edgy neon fishnet bra and panty set! It features a bra with adjustable halter straps, a cross-back design with a slide-hook closure, and a deep V neckline, as well as a matching panty with a high-cut design and a cheeky fit. Style this set with a flowy duster.

    Fit & Features

    • Halter bra with adjustable straps
    • Cross-back design, slide-hook closure
    • Deep V-neckline
    • Matching panty, high-cut design, cheeky fit
    • Sheer neon fishnet fabric
    • Runs true to size


    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07107-0516

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rocking Retro Vibes Tie Dye Pajama Pants

    Rock out those retro vibes with pajama pants that keep it casually chic! The pants feature a mid-rise waist, a tie-dye print. and a straight leg with a flared hem. The pants are composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching bralette. 

    Shop Matching Bralette: Rocking Retro Vibes Tie Dye Bralette

    Fit & Features

    • Mid-rise waist
    • Tie-dye print
    • Straight leg fit
    • Flared hem 
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0565

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rocking Retro Vibes Tie Dye Bralette

    Rock out those retro vibes with a bralette that keeps it casually chic! The bralette features a sleeveless scoop neckline, adjustable spaghetti straps, a tie-print, and a cropped hem. Complete look with the matching pajama pants and slides for the perf lounge outfit. 

    Shop Matching Pajama Pants: Rocking Retro Vibes Tie Dye Pajama Pants

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps 
    • Tie-dye print
    • Cropped hem 
    • Ribbed knit fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07107-0591

    Category Name: $20 & Under Sale

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk It Out In Style High-Rise Flared Jeans

    Walk it out in style with these flared jeans that create a head-turning moment! The jeans feature a high-rise waist, destructed slits at the knees, and a flared leg fit with a frayed hem. The denim fabric offers a form-hugging fit throughout the leg and a moderate stretch. Complete the look with a bustier.

    Fit & Features

    • High-rise waist
    • Destructed slits at the knees
    • Flared leg, frayed hem
    • Five-pocket and belt loop design
    • Single-button with hidden zipper closure
    • Denim fabric, form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06602-0283

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Boho Vibes Tie-Front Top

    Showcase those stunning boho vibes in this on-trend top! It features short flutter sleeves, a V-neckline, a tie-front detail, a cropped, relaxed fit, and an all-over chic paisley pattern. Style this top with the matching shorts and strappy sandals for the perf everyday summer look.

    Shop Matching Bottoms: Stunning Boho Vibes Woven Shorts

    Fit & Features

    • Short flutter sleeves
    • V-neckline
    • Tie-front
    • Cropped, relaxed fit
    • Woven fabric, paisley pattern
    • Runs true to size

    Style Number/Barcode: 06204-0994

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For Paradise Smocked Tube Top

    You'll be totally ready for your vacay to paradise in this tropical floral tube top! It features a strapless neckline, a cropped, form-hugging fit, and a smocked woven fabric. Style it with the matching mini skirt and complete the look with a chic floppy hat.

    Shop Matching Bottoms: Ready For Paradise Smocked Mini Skirt

    Fit & Features

    • Strapless neckline
    • Cropped, form-hugging fit
    • Smocked woven fabric
    • Tropical floral print
    • Runs true to size

    Style Number/Barcode: 06003-0705

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Candid Chic Faux Suede Crop Top

    Keep it candidly chic with a crop top that slays! The crop top features a plunging V-neckline, spaghetti straps that lead to a cross-strap back, and a cropped hem. The top is composed of faux suede material that offers a form-hugging fit with minimal stretch. Complete look with a high waist skirt

    Fit & Features

    • Sleeveless sweetheart neckline, padded cups
    • Spaghetti straps
    • Cross-back, hook and eye closure at back
    • Cropped hem 
    • Faux suede fabric 
    • Form hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1276

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For Paradise Smocked Mini Skirt

    You'll be totally ready for your vacay to paradise in this tropical floral mini skirt! It features a high-rise waist, a mini-length, curve-hugging silhouette with a ruffled hem, and a smocked woven fabric. Style it with the matching tube top and complete the look with a chic floppy hat.

    Shop Matching Top: Ready For Paradise Smocked Tube Top

    Fit & Features

    • High-rise waist
    • Short, form-hugging fit
    • Ruffled hem
    • Smocked woven fabric
    • Tropical floral print
    • Runs true to size

    Style Number/Barcode: 06301-0061

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale