$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.

  • Getaway Vibes Caged Block Heel

    Perf for your next getaway or every day, these heels are a must! The heels feature a closed-back, an adjustable ankle strap, a caged strap design, a peep-toe, a contrasting wood platform, and a block heel. Complete look with a tropical matching set and sunglasses. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Faux leather caged strap design
    • Peep toe
    • Wood platform and block heel
    • Runs true to size 

    Style Number/Barcode: 07401-3785

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reese High Rise Denim Shorts By Windsor Denim

    Fall for the Reese high-rise denim shorts by Windsor Denim! She features a super high-rise waist, distressed accents, and a frayed cut-off hem on vintage medium wash denim with a color fade effect. Complete the look in a crop top and sandals.

    Fit & Features

    • Super high-rise waist
    • Distressed accents
    • Frayed cut-off hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Vintage medium wash denim, no stretch, color fading
    • Runs true to size

    Style Number/Barcode: 06603-0258

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rulebreaker Graphic Cutout Short Dress

    Break the rules in a mini dress that shows off your bold side! The mini dress features a crew neckline, short sleeves, a graphic that reads: "Breaking The Rules", an image of an eagle with checkered flags and motorcycles, cutout at the back, and a short-length hem. The dress is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties and a moto jacket

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic: "Breaking The Rules"
    • Image of eagle, motorcycle, checkered flags
    • Short length hem, cutout at the back 
    • Cotton knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1204

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Meadow Formal Lace-Up Dress

    Special Occasion 

    Lace up in a formal dress that brings the elegance to your event! Meadow features a sleeveless square neckline, flexible boning for structure, spaghetti straps, a lace-up back design, and a mermaid silhouette with a wide banded hem. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a clutch

    Fit & Features

    • Sleeveless square neckline
    • Adhesive bra recommended 
    • Flexible boning
    • Lace-up back
    • High waist
    • Mermaid silhouette, lower back zipper closure
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-2243

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Socialite Linen Babydoll Dress

    The perfect linen babydoll dress for all of your social occasions is here! Featuring a sleeveless square neckline, adjustable spaghetti straps, a fitted bust, and a flared skater silhouette on a short-length hem. Complete the look in cute sandals and a straw bag.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Fitted bust, stretchy smocked back
    • Flared skater silhouette
    • Short-length hem
    • Linen woven fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1536

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Happy Birthday Rhinestone Headband

    Hey birthday babe! Show everyone what day it is with this rhinestone happy birthday headband on a sleek metal frame. Complete your party look with a sash and sultry satin dress.

    Fit & Features

    • Rhinestone lettering spells, " Happy Birthday"
    • Sleek metal frame

    Style Number/Barcode: 07006-0225

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adler Formal Metallic Sparkle A-Line Dress

    Special Occasion

    Adler brings out-of-this-world glam in her stunning metallic sparkle fashioned on a figure-flattering silhouette! She features a chic sleeveless square neckline, adjustable spaghetti straps, and a ruched waist that leads to the flowy, A-line, floor-length silhouette with a front slit on the inner lining. Catch the dance floor lights in her metallic mesh overlay with an inner lining and minimal stretch. Complete the look with a sleek clutch.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Strapless or adhesive bra recommended
    • Ruched waist, back zipper, hook and eye closure
    • Flowy, A-line silhouette, inner lining has front slit
    • Floor-length hem
    • Metallic mesh overlay, inner lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2170

    Category Name: $20 & Under Sale

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Glam Metal Mesh Belt

    Bring edgy glam with a belt that can be the accent to any look! The belt features a sleek metal mesh body, an adjustable buckle, and small metal grommets. Complete look with a bodycon.

    Fit & Features

    • Sleek 
    • Metal mesh body 
    • Adjustable buckle
    • Small metal grommets 

    Style Number/Barcode: 07301-0432

    Category Name: $20 & Under Sale

    Price: $2.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flaunt It Rhine Fringe Swim Wrap

    Flaunt your glam while on vacay! Luxe up your swimwear in this rhinestone fringe wrap featuring a sheer mesh fabric with a customizable self-tie closure. Finish the look in sparkly slides.

    Fit & Features

    • Rhinestone fringe
    • Sheer mesh fabric
    • Customizable self-tie closure

    Style Number/Barcode: 07305-0395

    Category Name: $20 & Under Sale

    Price: $5.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle All Day Rhinestone Sandals

    Sparkle all day in these rhinestone strap sandals featuring an almond toe, buckle closure, and a faux leather footbed. Complete the look in a cute sundress for a wine tasting.

    Fit & Features

    • Almond toe
    • Rhinestone straps
    • Ankle buckle closure
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07404-0996

    Category Name: $20 & Under Sale

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Turn Up Halter Keyhole Mini Dress

    Turn up the sultriness in this bodycon mini dress designed in a sleeveless, halter neck with tie-closure and a front hoop inset atop a keyhole cutout. Complete the look in dangly earrings for a mimosa brunch.

    Fit & Features

    • Sleeveless, halter with tie-closure
    • Front hoop inset and keyhole cutout
    • Bodycon silhouette
    • Mini-length hem
    • Brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4570

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daisy Dream Flare Pants

    Channel a daisy dream with flared pants that bring the charm! The pants feature a gorge floral pattern with stripes, an elastic high rise waist, and a flared hem. The pants are composed of a soft knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crochet top and platforms

    Fit & Features

    • Floral and stripe print
    • Elastic high rise waist
    • Flared hem 
    • Soft knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06502-0843

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beach Stroll Linen Shorts

    Take a stroll along the coast in these chic high waist linen shorts. They feature a fitted paper bag waist, a tie-front belt, front pockets, and a loose fit at the hem. Style with a basic bodysuit and strappy sandals.

    Fit & Features

    • High-rise fitted paper bag waist
    • Tie-front belt
    • Hidden front zipper, hook and bar, and button closures
    • Front pockets
    • Loose fit at the hem
    • Lightweight linen-blend fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0188

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take Me To Capri Square Neck Romper

    Take this crepe romper on your trip to Capri! It features a sleeveless square neckline, spaghetti straps, a form-fitting bodice, and a flowy hem. Complete the look in dainty butterfly earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Form-fitting bodice
    • Flowy hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0980

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Desert Rose Tie Back Romper

    Stand out from the crowd looking so gorg in this sleeveless romper featuring a square neckline, spaghetti straps, pleat details, and an open back with tie closure. Complete the look in PVC strap mules.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Pleat detail
    • Flowy hem
    • Open back with tie closure
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06503-0986

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Struck Rhinestone Stiletto Heels

    Everyone will be glam-struck by these stiletto heels! They feature an almond toe, stiletto heel, rhinestone straps, and zipper closure on nubuck material. Complete your look with a luxe satin dress.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Rhinestone straps
    • Zipper closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3645

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shine On Sequin V-Neck Short Dress

    Bring the shine to the party! Glitz and gleam in this sequin short dress featuring a sleeveless, v-neck, adjustable spaghetti straps, bodycon silhouette on damask mesh sequin-lined fabric with minimal stretch. Complete the look in chic heels.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Bodycon silhouette
    • Short-length hem
    • Back zipper closure
    • Damask mesh sequin-lined fabric
    • Fits true to size, minimal stretch

    Style Number/Barcode: 05101-1411

    Category Name: $20 & Under Sale

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zaya Formal Floral Chiffon Dress

    Special Occasion 

    Let love bloom in a formal dress that brings the charm to your event! Zaya features a beautiful floral print, a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, pleating throughout, and a high waist that leads to a flowy A-line silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with a rhinestone bracelet and heels. 

    Fit & Features

    • Sleeveless V-neckline
    • Adhesive bra recommended
    • Adjustable spaghetti straps, cross at back 
    • Empire waist, lower back zipper
    • Floral print, pleats
    • A-line
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-1884

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Vacay Vibes Mesh Swim Wrap

    Showcase major vacay vibes as you chill poolside in this airy mesh swim wrap! It features a high waist fit with a side tie design and a flowy floor-length silhouette. Style over your fave bikini and complete the look with oversized shades.

    Fit & Features

    • High waist fit
    • Side tie design
    • Flowy floor-length silhouette
    • Sheer mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07305-0412

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Drip Chrome Stiletto Heels

    Keep it glam in these rhinestone stiletto heels for the perfect party look! Featuring an almond toe, ankle strap with zipper closure, and a chrome finish. Complete the look in a luxe velvet dress and hoops.

    Fit & Features

    • Almond toe, stiletto heel
    • Rhinestone straps 
    • Zipper closure
    • Metallic finish
    • Runs true to size

    Style Number/Barcode: 07401-3646

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twirl-Worthy Moment Skater Dress

    Get ready to have a total twirl-worthy moment in this adorable skater dress. It features a sleeveless square neckline, spaghetti straps that lead to a lace-up back design, a high waist seam, and a short skater skirt with a flirty fit and flare silhouette. Style this dress with your fave platform heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back, lace-up design, tie closure
    • High waist
    • Short skater skirt, fit and flare silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4578

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Vixen Asymmetrical Short Dress

    Keep it stylish in a wrap dress that makes major waves! The dress features a sleeveless square neckline with spaghetti straps, ruching at the waist, and a wrap silhouette. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels and a rhinestone bracelet. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching 
    • Short wrap silhouette 
    • Lined crepe fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05103-4159

    Category Name: $20 & Under Sale

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Fab Cowl Neck Mini Dress

    It's all curves ahead! This cowl neck mini dress is designed to flaunt your fab figure in a sleek bodycon silhouette featuring a sleeveless bodice, spaghetti straps, and a center front ruched seam. Complete the look in fringe earrings.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Center front ruched seam
    • Bodycon silhouette
    • Mini-length hem
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4306

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Attitude PU Lace-Up Stiletto Heels

    These stiletto heels bring a major attitude to your fierce fit! They feature a square toe, stiletto heel, and faux leather lace-up straps. Complete the look in a saucy cocktail dress for wine & dining.

    Fit & Features

    • Square toe
    • Stiletto heel
    • Faux leather lace-up straps
    • Runs true to size

    Style Number/Barcode: 07401-3716

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale