$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.

  • Essential Basic Sweater Knit Vest

    Layer up your look with a sweater vest that adds a stylish touch to your outfit. The vest features a sleeveless v-neckline, a ribbed hem, and two mini side slits. The vest is composed of sweater knit fabric that offers an oversized relaxed fit with plenty of stretch. Complete look with skinny jeans

    Fit & Features

    • Sleeveless V-neckline
    • Ribbed hem 
    • Two mini side slits
    • Sweater knit fabric
    • Oversized relaxed fit 
    • Plenty of stretch 

    Style Number/Barcode: 06005-0997

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Floral Surplice Bodysuit

    Keep it fab in a floral bodysuit that keeps it sweet and chic! The bodysuit features a gorge floral print, a plunging wrap V neckline, adjustable spaghetti straps, and a thong bottom with dual-snap button closure. Complete the look with a high waist skirt and mules for the perf brunch outfit.

    Fit & Features

    • Sleeveless wrap V neckline
    • Adjustable spaghetti straps
    • High waist seam
    • Lined smooth knit fabric with an all-over floral print
    • Form-hugging fit, moderate stretch 
    • Thong bottom with dual snap button closure
    • Runs true to size

    Style Number/Barcode: 06001-3036

    Category Name: $20 & Under Sale

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetting Stunner Suspender Mini Skirt

    Showcase your stunning trendsetting style in this adorable mini skirt. It features spaghetti straps, a front slit, and a short, curve-hugging silhouette. Pair this skirt with a basic tee and your fave booties for a casual-chic look.

    Fit & Features

    • Spaghetti straps
    • High waist
    • Front slit
    • Mini-length, form-hugging fit
    • Ponte knit fabric with a moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0384

    Category Name: $20 & Under Sale

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moment To Shine Rhinestone Hoops

    Make it a moment to shine with dazzling rhinestone hoop earrings! The hoops feature a sleek design and mini rhinestone embellishments. Complete the look with a bodycon and mules for a glam night out look.

    Fit & Features

    • Sleek hoop design
    • Mini rhinestones


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

    Style Number/Barcode: 07001-0770

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Beauty Floral Lace Up Booties

    Let your beauty bloom with booties that bring the romance. The booties feature an around the ankle fit, a lace-up front, a floral print, a pointed toe, and a stiletto heel. Complete look with skinny jeans and bustier

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Floral print
    • Pointed toe 
    • Stiletto heel

    Style Number/Barcode: 07403-1237

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Free Spirit Distressed Graphic Tee

    Showcase your free-spirited side with a graphic tee that says it all! The tee features a crew neckline, short sleeves, and a distressed cropped hem. The graphic features "Freedom Spirit" in a bold font and an eagle graphic. The tee is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with cutoff shorts and chunky sneakers. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Distressed cropped hem
    • Eagle graphic
    • "Freedom Spirit" 
    • Cotton knit fabric
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06002-0729

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Stunner Puff Sleeve Mini Dress

    You'll be a total stylish stunner in this adorable floral mini dress! It features short puff sleeves, a square neckline with a front keyhole cut out and tie at the bust, and a short, curve-hugging silhouette. The all-over floral print makes the dress a perfect option for brunch dates and shopping trips with your girls. Complete the look with a pair of cute wedges.

    Fit & Features

    • Short puff sleeves, elasticized hems
    • Elastic square neckline
    • Front keyhole cut out and tie at the bust
    • Back zipper, hook and eye closure
    • Mini-length, form-hugging fit, moderate stretch 
    • Floral print
    • Smooth knit fabric, fully lined
    • Runs true to size

    Style Number/Barcode: 05102-4339

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mikayla Formal Backless Mermaid Dress

    Special Occasion 

    Make a head-turning impression in a one of a kind dress that captivates at your special event. Mikayla features a sleeveless square neckline, a padded bust, sleek adjustable spaghetti straps, a sexy backless style adorned with lace-up straps at the lower back, and a mermaid silhouette. Complete look with rhinestone heels.

    Fit & Features

    • Sleeveless square neckline
    • Padded bust
    • Adjustable spaghetti straps
    • Backless design with lace-up straps at the lower back
    • Mermaid silhouette, form-hugging fit
    • Crepe fabric with a moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1202

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meli Mid-Rise Cutoff Denim Shorts by Windsor Denim

    The Meli cutoff denim shorts by Windsor Denim are a closet staple that needs to be in your wardrobe! They feature a flattering mid-rise waist, a traditional five-pocket and belt loop design, a trendy button-down front closure, distressed details, and a frayed cutoff hem. The medium-wash denim fabric offers plenty of stretch for comfortable wear. Style these shorts with a basic tee and sneakers for a laidback, cute look.

    Fit & Features

    • Mid-rise waist
    • Distressed details and a cutoff hem
    • Traditional five-pocket and belt loop design
    • Button-down front
    • Medium-wash denim fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06603-0148

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Making Stylish Moves Ruched Midi Dress

    Make a stylish move in a midi dress that draws all eyes on you! The midi dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, padded cups, a hook and eye fastening closure, a ruched body, and a midi length silhouette. Complete look with mules

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded cups, adjustable spaghetti straps
    • Hook and eye fasten closure 
    • Ruched body
    • Midi length silhouette
    • Lined mesh fabric, runs true to size 
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05101-0985

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Appeal Chiffon High Low Duster

    Keep it stylish in a sheer duster that is perfect to layer over your favorite mini dresses or as a coverup for your swimsuit. The duster features a V-neckline, short ruffled sleeves, a multi-button front, and a high-low hem. The duster is composed of a sheer chiffon fabric that offers a relaxed fit with minimal stretch.

    Fit & Features

    • V-neckline
    • Short ruffled sleeves
    • Multi-button down front
    • High-low hem
    • Sheer chiffon fabric
    • Relaxed fit, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06204-0633

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty And Fluttery Chiffon High Low Duster

    Keep it flirty in a sheer duster that is perfect to layer over your favorite mini dresses or as a coverup for your swimsuit. The duster features a V-neckline, short ruffled sleeves, a multi-button front, and a high-low hem. The duster is composed of a sheer chiffon fabric that offers a relaxed fit with minimal stretch. 

    Fit & Features 

    • V-neckline 
    • Short ruffled sleeves
    • Multi-button down front
    • High-low hem 
    • Sheer chiffon fabric 
    • Relaxed fit, minimal stretch 
    • Fits true to size 

    Style Number/Barcode: 06204-0634

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid And Pleated Mini Skirt

    Keep it preppy in a plaid skirt to match your favorite basic tops! The skirt features a high rise waist, a plaid print, a pleated body, and a mini length silhouette. The skirt is composed of a brushed knit fabric that offers a form hugging fit with slight stretch. 

    Fit & Features

    • High rise waist
    • Plaid print
    • Pleated body
    • Mini length silhouette
    • Brushed knit fabric 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0385

    Category Name: $20 & Under Sale

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace-Up Glam Ponte Knit Mini Skirt

    Lace-up in a glam mini skirt keeps your look oh so stunning. The skirt features a high rise waist, a side lattice design with metal grommets, and a mini length silhouette. The skirt is composed of a ponte knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and mules. 

    Fit & Features

    • High rise waist
    • Side lattice design with metal grommets
    • Mini length silhouette
    • Ponte-knit fabric
    • Form hugging fit
    • Moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0383

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amanda High Rise Destructed Boyfriend Jeans

    The Amanda high rise boyfriend jeans are a closet staple to having your outfit look effortessly-chic! They feature a high rise waist, a traditional five-pocket and belt loop design, a front button and hidden zipper closure, trendy destructed details, and a relaxed fit. The jeans are composed of a medium wash denim fabric with a moderate stretch. Pair these jeans with a graphic tee and sneakers.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Destructed details
    • Relaxed fit
    • Denim fabric, moderate stretch

    Style Number/Barcode: 06602-0211

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Chic Plaid Shacket

    Keep it preppy and chic with a shacket that is perf to layer up with! The shacket features a plaid print, a collared neckline, a multi-button down front, chest pockets, long roll up sleeves, side pockets, and a mid-thigh length. Complete look with a basic tee and jeans for that laid-back look. 

    Fit & Features

    • Plaid print
    • Collared neckline
    • Multi-button down front
    • Chest pockets
    • Long roll-up sleeves
    • Mid-thigh length
    • Lightweight woven fabric, relaxed fit, slight stretch, runs true to size

    Style Number/Barcode: 06204-0923

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Deets Longline Denim Jacket

    Stun with a denim jacket that brings all the deets to your outfit! The jacket features a collared neckline, small chest pockets, a muti-button down the front, long sleeves, side pockets, and a longline length. Complete look with a ribbed mini dress and booties for a cute casual date outfit. 

    Fit & Features

    • Collared neckline
    • Chest pockets
    • Multi-button down 
    • Long sleeves
    • Tie waist belt, side pockets
    • Longline length
    • Stretch Denim fabric, relaxed fit, moderate stretch, runs true to size

    Style Number/Barcode: 06203-0127

    Category Name: $20 & Under Sale

    Price: $26.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace N' Love Caged Longline Bralette

    Keep it lovely in a lace bralette that is part sweet, part sultry. The bralette features a sweetheart neckline with a lace trim, a caged design, a piping contrast, adjustable spaghetti straps, and a sheer lace longline hem. Complete look with fake eyelashes to nail that alluring look. 

    Fit & Features

    • Sweetheart neckline with lace trim 
    • Caged design 
    • Adjustable spaghetti straps 
    • Piping contrast 
    • Sheer lace longline hem
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 07107-0537

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Paperbag Skinny Pants

    Level up your workwear outfits with pants that bring sophistication to your outfit. The pants feature a high rise paperbag waist, d-hook fasten closure with zipper, a tie waist belt, slant pockets, and a skinny leg fit. Complete look with a collared blouse and blazer for a boss babe look. 

    Fit & Features

    • High rise paperbag waist
    • D-hook and zipper closure
    • Tie waist belt
    • Slant pockets
    • Skinny leg fit
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0316

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Sophistication Chiffon Coverup

    Keep it sophisticated with a sheer coverup that brings the style to your look. The coverup features a draped open front, quarter length kimono-style sleeves, tie waist belt, an elastic back detail, and a mid-thigh length. The coverup is composed of a sheer chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with a lace bra and panty set

    Fit & Features

    • Draped open front
    • 3/4 kimono-styled sleeves
    • Tie-waist belt 
    • Mid-thigh length 
    • Sheer chiffon fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06204-0516

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Sultry Sheer Lace And Mesh Babydoll

    Showcase a stunning and sultry look in this sheer lace and mesh babydoll! It features spaghetti straps that lead to a halter design, a sheer dainty lace bodice with a deep V neckline, center slits at the bust with mini rhinestone detailing, and a small center cutout. The babydoll has a backless design and a sheer mesh skirt with a high waist and a flowy silhouette. Layer on a long duster to complete your look.

    Fit & Features

    • Spaghetti straps that lead to a halter design
    • Sheer lace bodice with a V neckline
    • Center slits at the bust with rhinestone detailing
    • Small center cutout
    • Backless design
    • Sheer mesh skirt with a high waist and flowy silhouette
    • Runs true to size

    Style Number/Barcode: 07103-0549

    Category Name: $20 & Under Sale

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Two-Tone Top Handle Bag

    Give off major chic vibes with this adorable top handle bag. It features a fold-over closure, a removable and adjustable shoulder strap, and a two-tone design in neutral gray and blush hues. Pair this bag with a cropped cardigan and mom jeans.

    Fit & Features

    • Fold-over closure
    • Top handle
    • Removable and adjustable shoulder strap
    • Two-tone design
    • Neutral gray and blush hues

    Style Number/Barcode: 07203-0512

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Trendsetter Oversized Sunglasses

    Showcase your major trendsetter status in these fab oversized sunglasses. They feature an oval design with tinted lenses and a matte black plastic frame. Pair these sunnies with your fave casual dress and clear heels.

    Fit & Features

    • Oval oversized design
    • Tinted lenses
    • Matte black plastic frame
    • 100% UV protection

    Style Number/Barcode: 07008-0820

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Elegant Rhinestone Belt

    This glamorous rhinestone belt is the perfect accessory to pair with your gorgeous formal dress for an effortlessly elegant look. It features three rows of mini rhinestones that lead to a front intricate design of round clusters of rhinestones and teardrop-shaped rhinestones. The teardrop-shaped stones are outlined with sparkly mini rhinestones. The belt includes an adjustable lobster clasp closure. Finish off your stunning outfit with duster earrings and strappy heels.

    Fit & Features

    • Special occasion belt
    • Three rows of mini rhinestones
    • Front design of round and teardrop-shaped rhinestones
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07301-0270

    Category Name: $20 & Under Sale

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale