$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.

  • Cuddle Vibes Pajama Leggings

    Cuddle up in these cute pajama leggings that is part cozy, part stylish! The pajama leggings feature an elastic high rise waist, a straight leg fit with a taperd fit. The leggings are composed of a ribbed knit fabric that offers a form hugging fit with a moderate strech. Complete look with the matching pajama tank. 

    Shop Matching Pajama Tank: Cuddle Vibes Ribbed Pajama Tank

    Fit & Features

    • High rise waist
    • Straight leg fit, tapered hem 
    • Ribbed knit fabric 
    • Relaxed fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 07103-0617

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mamacita Cubic Zirconia Necklaces

    Keep it spicy with necklaces that say it all! One necklace features a dainty chain link with a cubic zirconia stone and the other necklace features a script that reads: "Mamacita". Both include lobster clasp closures. Complete look with an LBD and heels for a GNO.

    Fit & Features

    • Two necklaces included 
    • Dainty chain link 
    • Cubic zirconia stone 
    • The script reads: "Mamacita"
    • Lobster clasp closure 

    Style Number/Barcode: 07002-0736

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Textured Bamboo Babygirl Rhinestone Hoops

    Shine on baby girl with hoops that keep you on-trend! The earrings feature a textured bamboo-like pattern, a rhinestone script that reads: "Babygirl", and an omega back closure. Complete look with a crop top and high waist mini skirt

    Fit & Features

    • Textured 
    • Bamboo-like pattern
    • Rhinestones
    • Script: "Babygirl"
    • Omega back closure 

    Style Number/Barcode: 07001-0813

    Category Name: $20 & Under Sale

    Price: $1.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Status Quilted Faux Leather Sandals

    Elevate your chic status with these must-have slide-on sandals. They feature an open round toe, a thick criss-cross strap design, a flat sole, and a quilted faux leather material. Style these sandals with a casual dress and chic shades.

    Fit & Features

    • Open round toe
    • Thick criss-cross strap design
    • Flat sole
    • Quilted faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-0801

    Category Name: $20 & Under Sale

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Floral Puff Sleeve Crop Top

    This adorable floral crop top will be a new favorite for the summer season! It features short puff sleeves, a ruffled sweetheart neckline, a tie-front detail, and a cropped, form-hugging fit. The floral printed woven fabric has a stretchy smocked back. Style this top with a denim mini skirt and cute sandals for a lunch date.

    Fit & Features

    • Short puff sleeves, elastic cinched ruffled hems
    • Ruffled sweetheart neckline
    • Tie-front detail
    • Stretchy smocked back
    • Cropped, form-hugging fit
    • Floral printed woven fabric, front lining
    • Runs true to size

    Style Number/Barcode: 06003-1218

    Category Name: $20 & Under Sale

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Glam Platform Cork Heels

    Get a casual glam look this summer season in these adorable cork heels! They feature an open round toe, a thick criss-cross strap design, an adjustable ankle strap, and a cork platform and block heel. Style these trendy heels with a floral dress and chic shades.

    Fit & Features

    • Open round toe
    • Thick criss-cross strap design
    • Adjustable ankle strap
    • Open back
    • Cork platform and block heel
    • Runs true to size

    Style Number/Barcode: 07401-2984

    Category Name: $20 & Under Sale

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddle Vibes Ribbed Pajama Tank

    Cuddle up in this cute pajama tank that is part cozy, part stylish! The pajama tank features a sleeveless scoop neckline, tank shoulder straps, and a cropped hem. The top is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching leggings and slides. 

    Shop Matching Leggings: Cuddle Vibes Pajama Leggings

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps 
    • Cropped hem 
    • Ribbed knit fabric 
    • Relaxed fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 07103-0616

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lookin' Fresh In Floral Chiffon Crop Top

    Get a fresh look in this pretty floral chiffon crop top. It features long sheer blouson sleeves with ruffled hems, a corset-designed top with a sweetheart neckline and padded cups, front hook and eye closures, and a cropped, fitted silhouette. Style this corset top with high-rise denim and chic mules.

    Fit & Features

    • Long sheer blouson sleeves
    • Elastic cinched ruffled hems
    • Corset-designed top
    • Sweetheart neckline, padded cups
    • Front hook and eye closures
    • Fitted and cropped silhouette, smocked back detail
    • Sheer floral printed chiffon fabric, front lining
    • Runs true to size

    Style Number/Barcode: 06003-1502

    Category Name: $20 & Under Sale

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Strappy Square Toe Block Heels

    Elevate your outfits with these chic and strappy block heels! They feature an open square toe, a criss-cross strappy design, an adjustable ankle strap, and a thick block heel. Style these shoes with a cute crossbody purse.

    Fit & Features

    • Open square toe
    • Criss-cross strappy design
    • Adjustable ankle strap
    • Open back
    • Short block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-2960

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Sparkle Rhinestone Sandals

    Bring the sparkle to your summer look with these stunning sandals! They feature a slide-on design, an open round toe, a double strap design with rhinestone embellishment, and a flat sole. Style these sandals with your fave lightweight dress and cute sunnies.

    Fit & Features

    • Slide-on design
    • Open round toe
    • Double strap design
    • Rhinestone embellishment
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0902

    Category Name: $20 & Under Sale

    Price: $12.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High-Rise Distressed Cuffed Shorts by Windsor Denim

    Elevate your style with high-rise shorts that make a stylish impression! The shorts by Windsor Denim feature a high-rise waist, light distressing, and cuffed hem on medium wash denim fabric. Complete look with a bodysuit and wedges

    Fit & Features

    • High-rise waist 
    • Light distressing
    • Cuffed hem
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design
    • Medium wash denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0156

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Beauty Flare Pants

    You'll be a total bohemian beauty in these on-trend flare pants! They feature a high-rise waist, a form-hugging fit, a flared-out hem, and an all-over bohemian-inspired print. Style these knit pants with a basic crop top and sandals.

    Fit & Features

    • High-rise waist
    • Form-hugging fit
    • Flared-out hem
    • Bohemian-inspired print
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-0596

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Palm Print Tie Front Top

    Keep it pretty in with a tie front top that channels those vacay vibes! The top features a V-neckline, a double-row tie-front accent, short blousant sleeves, a palm tree print, and a cropped hem. Complete look with high waist jeans and mules. 

    Fit & Features

    • V-neckline
    • Short blouson sleeves
    • Double-row tie front 
    • Palm tree print
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-0825

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie-Dye Frenzy Lace-Up Sneakers

    Keep it fab with tie-dye sneakers that are totally on-trend, babe! The sneakers feature a  lace-up front, a tie-dye print, an almond toe, and a textured rubber sole. Complete the look with a crop top and biker shorts

    Fit & Features

    • Lace-up front
    • Tie-dye print, canvas body
    • Almond toe
    • Textured rubber sole

    Style Number/Barcode: 07407-0199

    Category Name: $20 & Under Sale

    Price: $7.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plunging Into Basics Surplice Jumpsuit

    Take the plunge into a basic jumpsuit that keeps it part casual, part stylish. The jumpsuit features a sleeveless wrap V-neckline with spaghetti straps, an elastic waistband, hidden side pockets, and a straight leg fit with an elastic hem. The jumpsuit is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with mules and statement earrings. 

    Fit & Features

    • Sleeveless wrap V-neckline
    • Spaghetti straps
    • Elastic waistband
    • Hidden side pockets
    • Straight leg fit with elastic hem 
    • Lightweight woven fabric, relaxed fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 06302-0202

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Basics High Waist Paperbag Shorts

    Elevate your basic fits with paper bag shorts that are so on-trend! The shorts feature a high-rise paper bag waist, a hidden zipper front, a tie waist belt with belt loops, slant pockets, and cuffed hem. Complete look with a blouse and denim jacket for a cute casual outfit.

    Fit & Features

    • High-rise paper bag waist
    • Hidden front zipper and hook and bar closure
    • Tie-waist belt with belt loops
    • Slant pockets, cuffed hem
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06403-0158

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style Icon Lace-Up Back Jumpsuit

    Slay like the style icon you are with a jumpsuit that takes your look to the next level. The jumpsuit features a sleeveless square neckline, a lace-up back, and a slim fit bodice that leads to a straight leg with a flared hem. The jumpsuit is composed of a smooth knit fabric with a form-hugging fit and moderate stretch. Complete look with heels and a clutch

    Fit & Features

    • Sleeveless square neckline
    • Lace-up back 
    • Straight leg fit 
    • Flared hem 
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06502-0565

    Category Name: $20 & Under Sale

    Price: $18.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

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

    Elevate your night-out looks with these stylish and strappy stiletto heels! They feature an open square toe, thin toe straps, thin adjustable ankle straps, a platform, and a tall stiletto heel. Pair these trendy heels with a sleek clutch.

    Fit & Features

    • Open square toe
    • Thin toe straps
    • Thin adjustable ankle straps, buckle details
    • Closed back
    • Platform, stiletto heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2858

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glow N' Shimmer Low Rise Bikini Bottoms

    Chase that glow in these shimmery bikini bottoms! They feature a low rise waist and a cheeky fit. They are composed of a glitter lurex fabric that offers a form hugging fit. Complete your vacation outfit with the matching bikini top. 

    Shop Matching Bikini Top: Glow N' Shimmer Bikini Top

    Fit & Features

    • Low-rise waist
    • Cheeky fit
    • Glitter lurex
    • Matching bikini top sold separately 

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0517

    Category Name: $20 & Under Sale

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow N' Shimmer Bikini Top

    Chase that glow in this shimmery bikini top! It features a plunging sweetheart neckline, demi-cups, underwire, adjustable spaghetti straps, and a slide-hook fasten closure. Complete your vacation outfit with the matching bikini bottoms.

    Shop Matching Bikini Bottoms: Glow N' Shimmer Low Rise Bikini Bottoms

    Fit & Features

    • Sleeveless sweetheart neckline
    • Demi-cups
    • Underwire
    • Adjustable spaghetti straps
    • Slide-hook fasten closure
    • Matching bikini bottoms sold separately

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0368

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Stunner Platform Block Heels

    Yes babe, you'll be such a stylish stunner in these trendy platform block heels! They feature an open square toe with a thin strap, a thin adjustable ankle strap with a chic buckle detail, a platform, and a tall block heel. Style these must-have heels with a cute clutch.

    Fit & Features

    • Open square toe with a thin strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Platform
    • Block heel
    • Faux nubuck material
    • Runs true to size

     

    Style Number/Barcode: 07401-2862

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunner Status Strapless Mini Dress

    Showcase your status as a chic stunner in this must-have mini dress! It features a strapless scoop neckline, a corset-designed top with flexible boning to provide structure while enhancing your curves with ruched detailing, and a mini-length on a curve-hugging silhouette. Complete the outfit with a pair of sparkly earrings and a dainty bracelet.

    Fit & Features

    • Strapless scoop neckline, pasties recommended
    • Corset-designed top, structured flexible boning
    • Back zipper and hook and eye closure
    • High waist, ruching
    • Short, form-hugging fit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1273

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brigitta Pearl Embroidered Mini Dress

    Special Occasion

    Perfect for bachelorette parties or to refresh your night-out look, the Brigitta mini dress is a must-have. She features a sleeveless scoop neckline, bungee spaghetti straps that lead to an open back with a cross-strap design, and a mini-length, curve-hugging silhouette. The short dress is crafted from a lined mesh fabric embroidered with all-over pearl details for a chic vibe. Complete the look with the mini dress in rhinestone earrings and new heels.

    Fit & Features

    • Sleeveless scoop neckline
    • Bungee spaghetti straps
    • Open back, cross-strap design
    • Short, form-hugging fit
    • Sheer mesh fabric with embroidered pearl details, full knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1829

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Stunner Floral Skater Dress

    Bring the charm in this stunning floral skater dress. It features ruffle detail shoulder straps, a wrap-front V-neckline with a ruffle overlay, an open back with a tie closure, a waist tie accent, and a flirty skater skirt with a tiered ruffle design. Style this chiffon dress with hoop earrings and sandals.

    Fit & Features

    • Ruffle detail shoulder straps
    • Wrap-front V-neckline, ruffle overlay
    • Open back, tie closure, back zipper and hook and eye closure
    • High waist, tie-front
    • Skater skirt, tiered ruffle design
    • Floral chiffon fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 05101-1004

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale