$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.

  • So Sassy Tie Waist Snake Print Pants

    Keep your outfit looking so sassy with these flared pants that bring those fierce vibes! The pants feature a snake print pattern, a high-rise waist with a tie waist belt, a straight leg, and a flared hem. The pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and lug heels.

    Fit & Features

    • Snake print
    • High rise waist
    • Tie-waist belt
    • Straight leg 
    • Flared hem
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06502-0702

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Flare Cutout Jeans

    Bring the flare with jeans that channel those retro vibes! These jeans feature a high-rise waist with cutouts on each side, a straight-leg fit, and a trendy flared hem. The denim fabric offers a form-hugging fit with a moderate stretch. Complete the look with a bustier and mules.

    Fit & Features

    • High-rise waist
    • Dual cutouts at the waist
    • Straight-leg fit 
    • Flared hem 
    • Denim fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0287

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back To Basics Knit Joggers

    Bring your look back to basics with joggers that keep it casual and comfy. The joggers feature a high-rise waist with a drawstring, zippered side pockets, and a straight leg fit with a ribbed hem. Complete look with the matching zipper hoodie. 

    Shop Matching Hoodie: Back To Basics Knit Hoodie

    Fit & Features

    • Elastic high rise waist
    • Drawstring
    • Zippered side pockets
    • Straight leg fit
    • Knit fabric 
    • Relaxed fit, moderate stretch, runs true to size

    Style Number/Barcode: 06502-0582

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lookin' Trendy Ruched Crop Top

    You'll be lookin' trendy and chic in this ruched off-the-shoulder crop top! It features a sweetheart neckline with padded cups, long sheer fitted sleeves with ruched detailing, a front adjustable drawstring, and a cropped, form-hugging fit with all-over ruching. Style this top with a mini skirt and clear heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Padded cups
    • Long sheer fitted sleeves, ruched detailing
    • Front adjustable drawstring
    • Cropped, form-hugging fit, all-over ruching
    • Sheer knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3853

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lydia Sequin Scroll Mermaid Dress

    Special Occasion

    Stunning and chic, the Lydia sequin scroll mermaid dress will turn heads at your next formal soiree! She features a sleeveless deep V-neckline, a padded bust, spaghetti straps, and a floor-length fitted mermaid silhouette. The sheer mesh fabric includes a full lining and a gorgeous sequin scroll embroidered design. Style this dress with a rhinestone collar necklace.

    Fit & Features

    • Sleeveless wired deep V-neckline, padded bust
    • Adjustable spaghetti straps
    • Back zipper and hook and eye closure
    • High waist, fitted mermaid silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Sequin scroll embroidered design
    • Runs true to size

    Style Number/Barcode: 05002-1544

    Category Name: $20 & Under Sale

    Price: $14.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Valentina Formal Corset Mermaid Dress

    Special Occasion

    Bring the sophistication with your look in a formal dress that reflects your luxe style! Valentina features a sleeveless scoop neckline, a built-in no-slip strip, flexible boning, a corset-like bodice, and a mermaid silhouette accented with a high side slit. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with clear heels and a satin clutch.

    Fit & Features

    • Scoop neck, strapless
    • No-slip strip, adhesive bra recommended
    • Corset-like bodice, flexible boning
    • Mermaid silhouette, high side slit
    • Lined crepe fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 05002-1765

    Category Name: $20 & Under Sale

    Price: $9.97 $72.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Night Out Ruched Mini Dress

    Make it a glam night out with a mini dress that shows off how extra you are! The dress features a sleeveless V-neckline, spaghetti straps that cross at the back, lower back cross straps, a ruched body, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules and a rhinestone clutch.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross at back 
    • Lower back cross straps
    • Ruched body
    • Mini-length silhouette
    • Smooth knit fabric, knit lining, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4228

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Flirt Color Block Mini Dress

    Bring a flirty vibe to your look with this on-trend color block mini dress. It features a sleeveless V-neckline, bungee spaghetti straps, dual twist-front accents with chic waist cutouts, and a short, curve-hugging silhouette. Style this dress with clear mules.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Double twist-front design, waist cutouts
    • Mini-length, bodycon silhouette
    • Color block design
    • Lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4001

    Category Name: $20 & Under Sale

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eloise Formal Sequin Halter Mini Dress

    Special Occasion

    Bring the sparkle to your evening with a formal dress that shimmers under the spotlight! Eloise features a sleeveless, halter v- neckline, sequin geometric pattern, a bodycon silhouette, and a mini-length hem. The dress is composed of a lined mesh fabric with a moderate stretch. Complete look with chrome heels and a rhinestone anklet

    Fit & Features

    • Sleeveless, halter v-neckline
    • Adhesive bra recommended 
    • Back zipper closure
    • Bodycon silhouette
    • Mini length hem
    • Sequin-knit lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0580

    Category Name: $20 & Under Sale

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Date Night Ready Ruched Mini Dress

    You'll be totally date night ready in this chic mesh mini dress. The short dress features a V-neckline with a wrap-front design, long sheer fitted sleeves, a sheer back, ruching down the sides, and a short, curve-hugging silhouette. Style this dress with a sleek clutch.

    Fit & Features

    • V-neckline, wrap-front design
    • Long sheer fitted sleeves
    • Sheer back, zipper and hook-eye closure
    • High waist seam, ruched sides
    • Mini-length, form-fitting silhouette
    • Sheer mesh fabric, partial knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4509

    Category Name: $20 & Under Sale

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Sophistication Faux Leather Purse

    Channel a classic sophisticated look with a purse that keeps your look chic and collected. The purse features a small rectangular body, an envelope-style fold-over closure, a turn-lock accent, and a top handle. The purse is composed of a faux patent leather material. Complete look with a jumpsuit and hoops. 

    Fit & Features

    • Small rectangular body
    • Envelope-shaped fold-over closure
    • Turn-lock 
    • Top handle
    • Faux patent leather material 

    Style Number/Barcode: 07203-0706

    Category Name: $20 & Under Sale

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layered In Glam Charm Necklace

    Trendy glam will be your vibe with this layered charm necklace! It has a four-row design featuring a thick chain with partial mini rhinestone embellishment, a sleek snake chain, a dainty chain with small coin charms, and a dainty chain with a center rhinestone-adorned butterfly charm. Style this necklace with simple stud earrings.

    Fit & Features

    • Four-row layered design
    • Thick chain, partial mini rhinestone embellishment
    • Snake chain
    • Thin chain, coin charms
    • Thin chain, butterfly charm, rhinestone embellishment
    • Adjustable chain with a lobster clasp closure

    Style Number/Barcode: 07002-0991

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out And Sparkle Block Heels

    Step out and sparkle with every step you take in these gorgeous block heels. They feature an open almond-shaped toe with a strap, a thin adjustable ankle strap, a block heel, and all-over mini rhinestone embellishment. Style these heels with luxe rhinestone earrings.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Block heel
    • All-over rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 07401-3552

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Chain-Link Lace-Up Graphic Tee

    This edgy graphic tee is a must-have for getting those cool girl vibes! It features a crew neckline, long sleeves, a chain-link lace-up front, a center eagle graphic with the script "Freedom," and a cropped, relaxed fit. Style this tee with distressed denim and booties.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Chain-link lace-up front
    • Eagle graphic, script that reads "Freedom"
    • Cropped, raw cut hem, relaxed fit
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1025

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make It Ring High Waist Pants

    Ring it out with these fab pants that bring those chic details! The pants feature a high-rise waist, dual waist cutouts with mini O-Rings, and a straight leg with a flared hem. The pants are composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with a long sleeve top and mules.

    Fit & Features

    • High rise waist
    • Dual waist cutouts
    • Mini O-Rings
    • Straight leg fit
    • Flared hem
    • Crepe fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06502-0701

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Deets Faux Leather Midi Skirt

    You'll fall in love with the stylish details of this sleek faux leather midi skirt! It features a high waist with a trendy front ruched design, a back zipper closure, and a mid-length, curve-hugging silhouette. Pair this skirt with a corset top and strappy heels.

    Fit & Features

    • High-rise waist
    • Front ruched design
    • Back zipper and hook and eye closure
    • Mid-length, form-fitting silhouette
    • Lined faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0452

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Velvet Burnout Mini Skirt

    Showcase your wild style with a skirt that creates a fierce vibe! The skirt features a high-rise waist, a leopard velvet burnout pattern, and a mini-length silhouette. The skirt is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and mules. 

    Fit & Features

    • High rise waist
    • Leopard velvet burnout pattern
    • Mini length silhouette
    • Lined mesh fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0473

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Sleek Flared High Waist Pants

    Channel a sleek look that is perf for nailing those chic workwear outfits. The pants feature a high-rise waist, sleek cross-straps at the waist, and a straight leg fit with a flared hem. The pants are composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with a blouse and blazer.

    Fit & Features

    • High-rise waist
    • Cross-straps at the waist
    • Straight leg fit
    • Flared hem
    • Crepe fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0680

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Trendy Look Velvet Crop Top

    Showcase a trendy look perf for every day with this velvet crop top. It features a sweetheart neckline with a ruched bust, a front waist cut out with a tie-front detail, long fitted sleeves, and a cropped, form-hugging fit. Style this top with high-rise jeans.

    Fit & Features

    • Sweetheart neckline
    • Ruched bust
    • Front waist cutout, tie-front detail
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Smooth velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3801

    Category Name: $20 & Under Sale

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Locked In High Waist Ponte Pants

    Lock in a stylish look with flared pants that elevate your style! The pants feature a high-rise waist, a vertical seam that runs from waist to hem on each leg, and a straight leg with a flared hem. The pants are composed of a Ponte knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a button-down blouse and mules

    Fit & Features

    • High rise waist
    • Vertical seam waist to hem
    • Straight leg 
    • Flared hem
    • Ponte-knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0676

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Plaid Burnout Flared Pants

    Channel a luxe look with pants that showcase your glam style! The pants feature a high-rise waist, a plaid burnout velvet pattern, and a straight leg with a flared hem. Complete look with a crop top and black heels.

    Fit & Features

    • High-rise waist, back zipper closure
    • Plaid burnout velvet pattern
    • Straight leg 
    • Flared hem 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0695

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Live It Up Sequin Mini Dress

    Hey babe, live it up and light up the dance floor in this stunning sequin mini dress! It features a sleeveless square neckline, bungee spaghetti straps, and a short, form-hugging silhouette. The sheer mesh fabric includes a full knit lining and has a chic all-over sequin scroll embroidered design. Complete the look with platform heels.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Mini-length, form-fitting silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Sequin scroll embroidered design
    • Runs true to size

    Style Number/Barcode: 05101-1191

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Goals Heat Stone Mini Dress

    Dazzle in a mini dress that is major sparkle goals! The dress features a sleeveless mock neck, an unlined bodice, sparkling heat stones throughout, and a mini-length silhouette. Complete look with an adhesive bra and mules. The dress is composed of a partially lined mesh fabric that offers a form hugging fit with a moderate stretch.

    Fit & Features

    • Sleeveless mock neck
    • Unlined bodice
    • Heat stones
    • Mini length silhouette
    • Partially lined mesh fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3994

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • First In Class Plaid Mini Skirt

    Keep it classy with a mini skirt that hits the style mark! The skirt features a plaid print, pleats, and a skater silhouette. Complete look with a cardigan and combat boots for a look that's on-trend!

    Fit & Features

    • Plaid print
    • Pleats
    • Skater hem 
    • Brushed knit fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0335

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance