$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Iconic Glimmer Glitter High Slit Midi Dress

    Glitzy with a hint of sultry style, this glitter knit midi dress features a V-neckline and halter tie-back straps leading to a bold open back. The asymmetric hem creates a chic side slit, and the bodycon silhouette will showcase your gorgeous curves. Complete your glam icon look with metallic heels.

    Fit & Features

    • Glitter knit fabric with plenty of stretch
    • V-neckline, halter tie-back straps
    • Open back
    • Shirring at the waist
    • Asymmetric midi-length hem, side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3604

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Aura Lace Chiffon A-Line Mini Dress

    Effortlessly femme, this chiffon mini dress offers delicate details like a floral lace V-neckline and bust and A-line silhouette that flatter every figure. Pair with dainty earrings.

    Fit & Features

    • Sheer chiffon fabric with knit lining, minimal stretch
    • V-neckline, floral lace bust overlay, small rosette bow detail
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3640

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Road Race Cropped Graphic Tee

    Rev up your engine for this cute and sassy graphic tee featuring edgy lace-up sides and a cropped hem. Style with high-rise shorts.

    Fit & Features

    • Cotton fabric, moderate stretch
    • Crew neckline
    • Short sleeves
    • Lace-up sides
    • Eagle graphic, script reading "America Tour 1997, Road Race 79, Thrill Seeker's Delight Speedway"
    • Cropped relaxed fit
    • Runs true to size

    Style Number/Barcode: 06002-1931

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Moment Sleeveless Knit Romper

    Fit & Features

    • Plaid printed woven knit fabrication with minimal stretch
    • Strapless straight neckline, no-slip strip
    • Flexible boning, back zipper with hook-eye closure
    • Mini skirt length front overlay, dual side slits
    • Cheeky shorts
    • Romper in size small is 23" top hem to bottom hem with a 12" front rise and a 3" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0627

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fallen Fairy Hanky Hem Lace Skort

    Turn up the rebellion this Halloween by going as a fallen fairy! The skort features a mid-rise waist, a mini skirt overlay, a lace hanky hem, and hidden fitted shorts. Complete the costume with the matching lace wings and corset top.

    Fit & Features

    • Stretchy knit fabric, sheer lace lining, fitted knit shorts
    • Mid-rise waist with ruching
    • Short hanky hem
    • Skort in size small has a 7" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1218

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Comfy Vibes Only Washed Knit Pullover Top

    Comfy vibes only in this cute washed knit pullover top featuring an off-shoulder neckline with long sleeves and a mid-length hem with a relaxed fit. Style with jeans and sneakers!

    Fit & Features

    • Washed french terry knit fabric, moderate stretch
    • Asymmetric off-shoulder neckline
    • Long sleeves with tapered cuffs
    • Mid-length tapered hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06002-1948

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Babe Longhorn Oversized Graphic Tee

    Boho babe will be your vibe in this trendy oversized graphic tee! Made from cotton fabric with a mineral wash design, this tee will give off that cool vintage look. It features a crew neckline, short sleeves, a longhorn floral graphic at the center, and a relaxed oversized fit. Style with jean shorts and cowboy boots!

    Fit & Features

    • Mineral wash cotton fabric with moderate stretch
    • Longhorn floral graphic
    • Crew neckline
    • Short sleeves
    • Oversized fit

    Style Number/Barcode: 06002-1943

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Beauty Rhinestone Floral Spiral Block Heels

    Step out in these beautiful faux leather block heels to attract all the attention! They feature a slender square toe, rhinestone embellished floral spiral straps for glamour, and a block heel. Complete the look with a necklace for a special occasion!

    Fit & Features

    • 4" Block Heel
    • Square toe
    • Rhinestone embellished floral spiral straps
    • Luxe fit breathable cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5037

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Perception Strapless Plaid Pleated Romper

    A strapless plaid romper features a velvet bow, form-hugging fit, and a trendy pleated short-length hem. Style with cute flats for back-to-school or casual occasions.

    Fit & Features

    • Plaid print, knit fabric, minimal stretch
    • Strapless neckline, velvet bow
    • Form-hugging fit
    • Pleated short-length hem
    • Shorts lining
    • Romper in size small is 22" shoulder to hem with an 8" front rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1210

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Style Pearl And Rhinestone Detail Block Heels

    Add some luxe style to your looks in these block heels featuring an open square toe, faux pearl and sparkling rhinestone embellishments on the straps for a chic touch, and a block heel. Pair with an LBD and a sleek clutch for a dinner date!

    Fit & Features

    • 3" Block heel
    • Faux nubuck material
    • Open square toe with toe strap
    • Thin adjustable ankle strap, closed back
    • Faux pearl and small rhinestone embellishments
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5119

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Beauty Velvet Flocked Mesh Midi Dress

    Showcase your beauty in this lined mesh midi dress designed with a floral velvet flocked pattern for a chic allure. It features a sleeveless sweetheart neckline with a ruched bust, a corset-style bodice with a V-shaped waist seam, a lace-up strappy back for a customized fit, and a midi-length A-line silhouette for that gorgeous flowy vibe.

    Fit & Features

    • Sheer mesh fabric with floral velvet flocked pattern, knit lining, moderate stretch
    • Sweetheart neckline, ruched bust with adjustable drawstring, keyhole cutout
    • Adjustable spaghetti straps, side zipper with hook-eye closure
    • Corset-style bodice, V-shaped high waist seam, lace-up strappy back
    • Dual side pockets, front slit
    • Midi-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3760

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Iconic Satin Halter Bodycon Midi Dress

    Sleek and iconic, this satin-knit midi dress is designed with a plunging V-neckline with pleating detailing, halter tie-back straps, and a partially open back. The asymmetric pleating under the bust and at the waist will highlight your curves, and the back slit adds some movement to the midi-length bodycon silhouette.

    Fit & Features

    • Satin-knit fabric
    • Plunging V-neckline, pleating
    • Halter tie-back straps, partially open back
    • Asymmetric pleating under the bust and at waist
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3708

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Aura Leopard Print Knit Maxi Skirt

    Shop Matching Top: Bold Aura Leopard Print Knit Crop Top

    Fit & Features

    • Leopard print brushed hacci knit fabric, plenty of stretch
    • Ruched high-rise waist
    • Maxi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1087

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Feels Studded Butterfly Block Heels

    A pair of whimsical-inspired butterfly block heels that'll make your style soar! Pair with a mini handbag and earrings.

    Fit & Features

    • Block heel
    • Open almond toe
    • Multi-asymmetrical strap design 
    • Studded butterfly accent
    • Adjustable ankle strap with buckle
    • Black: Faux microsuede material
    • Silver and Gold: Faux metallic leather material
    • Runs true to size

    Style Number/Barcode: 07401-5101

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Allure Halter Ruched Mesh Mini Dress

    Serve an alluring silhouette in this curve-hugging mini dress designed with lined mesh fabric offering plenty of stretch. It features a sleeveless plunging V-neckline with a halter strap, a ruched wrap-front design, and a short bodycon fit to flaunt your stunning figure.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Plunge V-neckline, halter strap
    • Partially open back
    • Ruched wrap-front design
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5848

    Category Name: $20 & Under Sale

    Price: $11.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Vibes Faux Sherpa Foldover Booties

    Fit & Features

    • 3” stacked block heel, 6" leg opening, 7.5" shaft height
    • Closed pointy-toe
    • Above ankle length
    • Faux sherpa-lined foldover accent
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1839

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Staple Ribbed Knit Long Sleeve Midi Dress

    This ribbed knit midi dress is designed with a cotton-blend fabric with a cool mineral wash offering plenty of stretch. The dress features a scoop neckline, long fitted sleeves, and a midi-length bodycon silhouette to show off your curves.

    Fit & Features

    • Cotton-blend ribbed knit fabric, plenty of stretch
    • Mineral wash
    • Scoop neckline
    • Long fitted sleeves
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5829

    Category Name: $20 & Under Sale

    Price: $11.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Trendsetter Drop Waist Bubble Hem Skater Dress

    Serve trendy vibes at your next party in this cute skater dress featuring an asymmetric one-shoulder neckline with a twisted tank strap, ruching to accentuate your curves, and a short ruched bubble hem for that flirty flair. Style with platform heels!

    Fit & Features

    • Smooth knit and poplin fabrics with knit lining, moderate stretch
    • Asymmetric one-shoulder neckline, twisted tank strap
    • Ruching
    • Asymmetric drop waist seam
    • Short skater silhouette
    • Ruched bubble hem
    • Runs true to size

    Style Number/Barcode: 05101-3781

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Love Off-The-Shoulder Slit Midi Dress

    This off-the-shoulder midi dress boasts a flattering ruched seam that flaunts your figure along the bodycon fit and a flirty front slit. Perfect for styling with hoop earrings and heels.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Off-the-shoulder neckline
    • Front ruched seam
    • Front slit
    • Bodycon midi-length fit
    • Runs true to size

    Style Number/Barcode: 05101-3624

    Category Name: $20 & Under Sale

    Price: $35.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Trendsetter Leopard Print Drop Waist Mini Dress

    Fab trendsetter will be your vibe in this leopard print mini dress featuring an off-the-shoulder neckline with short sleeves, a drop waist seam, and an asymmetric tiered mini-length hem with an A-line fit. Style with knee-high boots!

    Fit & Features

    • Leopard-printed brushed knit fabric, plenty of stretch
    • Off-the-shoulder neckline, short sleeves
    • Drop waist seam
    • Asymmetric tiered mini-length hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05102-5904

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Center Of The Universe Graphic Tee

    Make it known it's all about you in this sassy graphic tee featuring a scoop neckline, short sleeves, a cursive script reading "Center of the Universe," and a fitted cropped hem. Pair with jeans and sneakers for that casual cute vibe.

    Fit & Features

    • Cotton-blend fabric with moderate stretch
    • Scoop neckline
    • Short cap sleeves
    • Cursive script reading "Center of the Universe"
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1961

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Poised Plaid Pleated Mini Skirt

    Keep it poised in a mini skirt with a mid-rise waist, plaid pattern, and flattering pleats. Complete with an off-the-shoulder top and flats. 

    Fit & Features

    • Plaid patterned woven fabric, no stretch
    • Mid-rise waist
    • Side zipper with hook-eye closure
    • Pleated detailing
    • Mini-length hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 06401-0694

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gleaming Chic Beaded Bracelet

    Fit & Features

    • Multi-row design
    • Beaded

    Style Number/Barcode: 07003-0641

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleekest Style Coiled Metal Choker Necklace

    Fit & Features

    • Single row
    • Coiled metal design

    Style Number/Barcode: 07002-1986

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale