$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.

  • Ayla High Slit Satin Dress

    Special Occasion

    Achieve a sleek and chic look that brings subtle sultry vibes with the Ayla satin dress! She features a sleeveless square neckline, spaghetti straps, a high waist seam, an open back with a trendy twisted strap design, lower back ruching, and a floor-length fitted silhouette with a thigh-high side slit to showcase some leg. The smooth satin-knit fabric offers a moderate stretch for comfortable wear. Style this dress with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Adhesive bra recommended
    • Dart seam details at the bust, high waist seam
    • Twisted strap open-back design with ruching
    • Floor-length fitted silhouette, side slit
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2091

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get Together Pleat Wide-Leg Pants

    Get together with the girls in these cute high-rise pants for an ocean brunch! They feature pleat front detailing, a wide-leg silhouette, and hidden side pockets to keep your hands warm. Complete the look in the matching top.

    Shop Matching Top: Get Together Smocked Crop Top

    Fit & Features

    • High-rise waist, side zipper closure
    • Hidden side pockets
    • Pleat front detailing
    • Wide-leg silhouette 
    • Linen woven-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0649

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get Together Smocked Crop Top

    Get together with the girls in this cute crop top for an ocean brunch! It features a sleeveless, one-shoulder neckline with a shoulder strap and an all-over smocked bodice. Complete the look in the matching pants.

    Shop Matching Pants: Get Together Pleat Wide-Leg Pants

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Shoulder strap
    • All-over smocked bodice
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-1787

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhinestone Filigree Hair Comb

    Adorn your tresses with glamour! This rhinestone filigree hair comb features a metal base and intricate design. Complete the look in a formal dress for a special night out. 

    Fit & Features

    • Rhinestone embellishments
    • Intricate filigree design
    • Metal base

    Style Number/Barcode: 07006-0288

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Myla Formal One-Shoulder Satin Dress

    Special Occasion

    Showcase elegance at your event with a formal dress that dazzles! Myla features a draped one-shoulder neckline with a supportive tank shoulder strap and an exposed sweetheart bust with molded padded cups. Her bodice features a corset-like design with glitzy gemstones and flexible boning. Her slim-fit bodice leads to a wrap A-line silhouette that is accented with ruching. Myla is composed of a lined satin fabric that offers a form-hugging fit with minimal stretch. Complete look with rhinestone heels

    Fit & Features

    • One-shoulder neckline, tank shoulder strap
    • Sweetheart bust, molded padded cups with underwire
    • Mini gemstones, flexible boning
    • Ruching
    • Wrap A-line silhouette
    • Lined satin fabric
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2022

    Category Name: $20 & Under Sale

    Price: $39.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snake Escape Stud Ear Crawlers

    Escape the boring and add edgy allure with this snake ear crawler featuring rhinestone embellishments with a post-back closure and hook design. Complete the look in a sleek moto jacket.

    Fit & Features

    • Snake ear crawler
    • Rhinestone embellishments
    • Post-back closure, hook design

     

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

    Style Number/Barcode: 07001-1211

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amaya Sequin Mesh Formal Dress

    Special Occasion

    Dreaming of sparkle for homecoming or parties? The Amaya sequin formal long dress is the perfect gown that will have all eyes on you! She features a sleeveless V-neckline with a padded bust that eliminates the need for a bra, dual spaghetti straps that lead to a gorgeous lace-up back design for a customized fit, a flattering high waist seam, and a floor-length fitted silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate vintage-inspired scroll design. Complete your look with the formal maxi dress with rhinestone earrings and neutral heels.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh inset, dual spaghetti straps
    • Padded bust, no bra needed
    • Lace-up back design, adjustable tie, lower back zipper
    • High waist seam, floor-length fitted silhouette
    • Sequin embroidery, scroll design
    • Sheer mesh fabric, full knit lining
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2497

    Category Name: $20 & Under Sale

    Price: $19.97 $124.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colorblock Denim Cutoff Shorts

    Get the best of both worlds with these denim shorts that put a stylish twist on denim! The shorts feature a trendy color block design, high rise waist, moderate destruction, and a trendy cutoff hem. Complete look with braided sandals and a crop top. 

    Fit & Features

    • High rise waist
    • Moderate destruction 
    • Colorblock pattern 
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Denim fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06603-0290

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhinestone Fringe Box Clutch

    The perfect clutch to keep your party essentials in! This box clutch features a gorgeous rhinestone fringe front design, top snap closure, and a detachable chain-link strap. Complete the look in a glam necklace set for a red-carpet event.

    Fit & Features

    • Box-shape design
    • Front rhinestone fringe detailing
    • Top snap closure
    • Lined interior
    • Detachable chain-link strap

    Style Number/Barcode: 07204-0549

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristin Formal Embroidered Glitter Ball Gown

    Special Occasion

    Make your evening an enchanting one with a ball gown that makes an ethereal entrance! Kristin features a sleeveless V-neckline with supportive tank shoulder straps, padded cups, and an embroidered glitter leaf pattern throughout. Her slim fit bodice leads to a voluminous ball gown silhouette, hidden side pockets, and a petticoat for added drama. She is composed of a lined tulle mesh fabric that offers a relaxed fit with minimal stretch. Complete look with rhinestone heels and a sphere clutch. 

    Fit & Features

    • Sleeveless V-neckline, tank shoulder straps
    • Padded cups
    • Embroidered glitter leaf pattern
    • Hidden side pockets
    • Ball gown silhouette
    • Lined tulle mesh fabric, petticoat 
    • Hidden back zipper closure
    • Form hugging fit, minimal stretch, runs true to size 

    Style Number/Barcode: 05004-0132

    Category Name: $20 & Under Sale

    Price: $41.97 $199.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Links Chain-Link Bralette

    Edge up your festival fit in this chain-link bralette featuring a plunge v-neck, triangle-shaped cups, with an adjustable lobster clasp closure on the back for a secure fit. Complete the look in an eye-catching bikini set and boots.

    Fit & Features

    • Plunge v-neck
    • Triangle-shaped cups
    • Adjustable lobster clasp closure
    • Metal chain-link design
    • Fits true to size

    Style Number/Barcode: 07107-0752

    Category Name: $20 & Under Sale

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Statement Rhinestone Fringe Earrings

    The perfect statement earrings to create a swoon-worthy look! They feature a rhinestone fringe with a post-back closure. Complete the look in a chic satin dress.

    Fit & Features

    • Rhinestone fringe
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1269

    Category Name: $20 & Under Sale

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feel The Beat Rhinestone Choker Bra

    Feel the beat of this glam! Accessorize your festival fit in this rhinestone choker bra featuring a caged design with an attached choker necklace and an adjustable lobster clasp closure. Complete the look in a trendy bikini set.

    Fit & Features

    • Rhinestone caged design
    • Attached choker necklace
    • Adjustable lobster clasp closure

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07107-0748

    Category Name: $20 & Under Sale

    Price: $5.00 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catching Glam Rhine Net Chain Bra

    Looks like you've caught some glam in your net! Vibe till the sunrise in this rhinestone bra featuring a chain-link netted design with triangle-shaped cups and an adjustable lobster clasp closure. Complete the look in a cowboy hat for a festival. 

    Fit & Features

    • Rhinestone chain-link netted design
    • Triangle shaped cups
    • Adjustable lobster clasp closure
    • Metal materials

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07107-0753

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gone On Vacay Espadrille Cork Wedges

    Take a vacay from your heels and slip on these trendy espadrille wedges! They feature an almond toe, platform cork sole, criss-cross toe strap, and a buckle ankle strap. Complete the look in a flowy maxi dress and Panama hat.

    Fit & Features

    • Almond toe
    • Platform cork sole
    • Criss-cross toe strap, buckle ankle strap
    • Espadrille trim
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07406-0301

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Statement Rhinestone Chain Bra

    Make a glam statement with this rhinestone chain bra to elevate your babe status! It features a plunge v-neck, triangle-shaped cups, and an adjustable lobster clasp closure. Complete the look in a panama hat for a trendy festival vibe.

    Fit & Features

    • Plunge v-neck
    • Triangle-shaped cups
    • Lobster clasp closure
    • Rhinestone chain design

    Style Number/Barcode: 07107-0750

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Race Ya Checkered Tie-Front Top

    Win the race in this stylish checkered crop top featuring cap sleeves, tie-front bodice, on soft brushed knit fabric with plenty of stretch. Complete the look in a denim mini skirt for an edgy-cute fit.

    Fit & Features

    • Cap sleeves
    • Tie-front bodice
    • Cropped hem
    • Checkered print
    • Soft brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06202-0322

    Category Name: $20 & Under Sale

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Classic Acid Wash Denim Shacket

    Stun in a classic shacket that is perf to layer over your favorite outfits! The shacket features a collared neckline, a small chest pocket, a multi-button down front, a removable belt with loops, and a rounded-edge hem. The shacket is composed of an acid wash denim fabric that offers a relaxed fit with minimal stretch. Complete look with a cute bodysuit.

    Fit & Featuresa 

    • Collared neckline
    • Multi-button down front
    • Chest pocket
    • Removable belt with loops
    • Rounded edge hem
    • Acid wash denim fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06203-0438

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Susie Formal Satin V-Neck Dress

    Special Occasion

    Make jaws drop in the Susie formal satin dress the moment you enter the party! She features a sultry, sleeveless, plunge v-neckline atop a fitted bodice with princess seam detail and a built-in padded bust. Bring the drama to your dressy look thanks to her side trumpet ruffle that leads to a side slit to showcase some leg on her floor-length hem. The formal dress is composed of a luxe satin fabric with lining and minimal stretch. Complete the look with a lariat necklace and clutch.

    Fit & Features

    • Sleeveless, plunge v-neckline, princess seam fitted bodice
    • Built-in padded bust, no bra required
    • Back zipper closure, trumpet ruffle, side slit
    • Floor-length hem
    • Luxe satin fabric, lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05002-1960

    Category Name: $20 & Under Sale

    Price: $19.97 $189.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty And Polished Long Line Blazer

    Layer on this fitted long line blazer for a pretty and polished look. It features a lapel collar, three-quarter-length sleeves, and hidden side pockets. Style this blazer over an embellished bustier and chic dress pants.

    Fit & Features

    • Lapel collar
    • Three-quarter-length sleeves
    • Hidden side pockets
    • Long line fitted silhouette
    • Lightweight crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1135

    Category Name: $20 & Under Sale

    Price: $24.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kathleen Formal Satin Lace Back Long Dress

    Special Occasion

    The dress of your dreams! Kathleen stands out from the crowd in pure sophistication and grace. She features a sleeveless, cowl neck, sleek adjustable spaghetti straps, and an alluring X-back design with a romantic lace insert. Her slimming bodice creates a curvy appearance on the floor-length hem with a sultry side slit perfect for showcasing your legs. The formal dress is composed of silky-smooth satin with minimal stretch. Finish the look with a chic clutch.

    Fit & Features

    • Sleeveless, cowl neck, adjustable spaghetti straps
    • Adhesive bra recommended
    • X-back straps, lace insert, zipper, hook, and eye closure
    • Slim-fit bodice, high side slit
    • Floor-length hem
    • Silky-smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2133

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Playful Floral Mesh Mini Dress

    Feeling playful? Brighten up your closet in this floral mesh mini dress perfect for brunch with the girls! It features a sleeveless, v-neck, adjustable spaghetti straps, a bodycon silhouette, center, and sides ruched seams to highlight your curves. Complete the look in lucite heels.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Center and side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Floral pattern, back zipper closure
    • Mesh-lined fabric, moderate stretch, fits true to size

    Style Number/Barcode: 05102-4461

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Farmer's Market Gingham Plaid Dress

    Head to the farmer's market looking so cute in this gingham plaid mini dress featuring a sleeveless, v-neck, sleek bungee spaghetti straps, and a bodycon silhouette with a front slit accent. Complete the look in a crop sweater and booties.

    Fit & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Gingham plaid pattern
    • Stretchy soft knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4452

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Where You'll Bloom Tie-Front Top

    You'll be blooming in this floral chiffon top for spring! It features long peasant sleeves, a plunge V-neckline, and a tie-front closure on sheer floral print fabric. Complete the look in a basic cami and shorts.

    Fit & Features

    • Long peasant sleeves, elastic cinched hems
    • V-neckline
    • Tie-front closure
    • Cropped hem
    • Sheer chiffon floral print fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1228

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale