$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.

  • Maldives Please Tropical Mesh Mini Skirt

    Pack your bags with this stunning tropical mesh mini skirt on your way to the Maldives! Enjoy fun in the sun in this sultry mini skirt featuring a high-rise waist, flattering ruching, and a bodycon silhouette. Style with the matching top and duster to complete the look!

    Shop Matching Top And Duster: Maldives Please Tropical Mesh Bustier, Maldives Please Tropical Mesh Duster

    Fit & Features

    • High-rise elastic banded waist
    • Dual front vertical seams, ruched detailing
    • Back zipper, hook and eye closure
    • Bodycon silhouette
    • Tropical print
    • Sheer lightweight mesh fabric, sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0933

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Maldives Please Tropical Mesh Duster

    Pack your bags with this stunning tropical mesh duster on your way to the Maldives! Enjoy fun in the sun in this sultry duster featuring sheer fitted long sleeves, an open front design with tie-front closure, and a flowy silhouette. Style with the matching top and skirt to complete the look!

    Shop Matching Top And Skirt: Maldives Please Tropical Mesh Bustier, Maldives Please Tropical Mesh Mini Skirt

    Fit & Features

    • Fitted long sleeves
    • Open-front design, tie-front closure
    • Flowy silhouette
    • Tropical print
    • Sheer lightweight mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0429

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Toast To Cute Chenille Striped Sweater

    Raise a toast of hot cocoa in this chenille sweater perfect for keeping you cute and cozy all season! It features long sleeves with ribbed cuffs, a crew neckline, a striped pattern, and a trendy cropped hem on ultra-soft chenille knit fabric. Complete the look in high-rise jeans.

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Crew neckline
    • Striped pattern
    • Cropped hem
    • Ultra-soft chenille knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1777

    Category Name: $20 & Under Sale

    Price: $3.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle Endeavor Glitter Mesh Bolero

    If you have an endeavor to dazzle, then layer on this glitter mesh bolero for the perfect shimmer! The bolero features a sheer design, fitted long sleeves, an open front, and an ultra-cropped hem. Complete the look with the matching dress for a holiday party!

    Shop Matching Dress: Dazzle Endeavor Glitter Mesh Mini Dress

    Fit & Features

    • Fitted long sleeves
    • Open front
    • Ultra-cropped hem
    • Sheer glitter mesh fabric
    • Runs true to size

    Style Number/Barcode: 06202-0420

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fight The Frost Faux Sherpa Sleeve Puffer Jacket

    Perfect for staying toasty on cold days, this puffer jacket delivers a cozy style! Designed with warm faux sherpa long sleeves, it features a drawcord hoodie neckline, front zipper closure, and pocket, and a cropped drawcord hem. The jacket is composed of a quilted puffer nylon woven-lined fabric that helps keep you warm and protected from the elements. Style with lug boots for a cute autumn-to-winter outfit!

    Fit & Features

    • Faux sherpa long sleeves
    • Drawcord hoodie neckline
    • Front zipper closure and pocket
    • Drawcord cropped hem
    • Quilted insulated nylon woven-lined fabric
    • Runs true to size

    Style Number/Barcode: 06201-0440

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dropping Hints Velvet Lace Bustier Mini Dress

    A velvet lace mini dress that drops some hints that it'd make a stunning plus one! Featuring an off-the-shoulder neckline, short-sleeve cuffs, bust pleating, and a bustier-style bodice that reveals a lace lining, this bodycon dress will make you stand out. Complete the look with rhinestone jewelry for some sparkle.

    Fit & Features

    • Off-the-shoulder neckline, short-sleeve cuffs
    • Back zipper and hook-eye closure
    • Bust pleating, bustier-style bodice, lace lining
    • Padded underwire bust, flexible boning
    • Bodycon silhouette, mini-length hem
    • Velvet fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2743

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Going Bold Rhinestone Applique Halter Jumpsuit

    Go bold in this halter jumpsuit for your next party or night on the town! It features a sheer mesh halter bodice and an open-back design with a neck strap. The rhinestone and beaded applique add a touch of glamour, while the high-rise waist and skinny-leg design flatter the figure. Complete the look in rhinestone strappy stilettos.

    Fit & Features

    • Sleeveless sheer mesh halter bodice
    • Back neck strap, open back design
    • Back zipper and hook-eye closure
    • Rhinestone and beaded applique
    • High-rise waist, skinny-leg design
    • Sleek knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2419

    Category Name: $20 & Under Sale

    Price: $20.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Unforgettable Entrance Satin Mini Dress

    Look stunning in this luxurious satin mini dress! This mini-length dress features a halter neckline paired with a partially open back to flaunt some skin, and a flattering bodycon silhouette on silky satin-knit fabric that brings a luxurious look. Style with sleek stiletto pumps for a date night on the town!

    Fit & Features

    • Sleeveless halter square neckline
    • Partially open back
    • Dart seams at the bust, high waist seam
    • Bodycon silhouette
    • Mini-length hem
    • Silky satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5288

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Party Rhinestone Mesh Velvet Mini Dress

    The party won't start until you make a glam entrance in this sexy rhinestone mesh velvet mini dress! It features an unlined sheer mesh bodice with all-over glitzy iridescent rhinestones, a mock neckline, long fitted sleeves, a velvet skirt with a high waist seam and ruched detailing, a faux wrap-front design with a mini-length hem, and a bodycon silhouette to flaunt your figure. Style this stunning short party dress with metallic heels!

    Fit & Features

    • Unlined sheer mesh bodice, iridescent rhinestone embellishments
    • Mock neckline, long fitted sleeves
    • Back zipper, hook and eye closure
    • Velvet skirt, high waist seam, ruching
    • Faux wrap-front design, mini-length hem
    • Bodycon silhouette, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5095

    Category Name: $20 & Under Sale

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe State Of Mind Velvet Corset Midi Dress

    This figure-flaunting velvet corset midi dress will put you in a luxe state of mind! It features an off-the-shoulder sweetheart neckline with short sleeve cuffs, a pleated bust with padded cups that eliminate the need for a bra, a corset-designed bodice to snatch your waist with flexible boning inserts to provide structure, a midi-length hem, and a form-hugging silhouette. The luxe velvet fabric offers plenty of stretch. Style this midi dress with strappy stilettos for a holiday cocktail party!

    Fit & Features

    • Off-the-shoulder sweetheart neckline, short sleeve cuffs
    • Pleated bust, padded cups
    • Corset-designed bodice, flexible boning inserts, angled high waist seam
    • Back zipper, hook and eye closure
    • Midi-length hem, form-hugging silhouette
    • Velvet fabric, knit lining at the bodice, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2926

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Occasion To Shine Sequin Tie-Back Mini Dress

    This sequin mini dress is perfect for every occasion where you want to shine! It features balloon long sleeves, a plunge V-neckline, and a V-cut back with tie closure, side ruched seams to accentuate your curves, a bodycon silhouette, and a wrap mini-length hem. Complete the look in strappy heels for a holiday party or dinner banquet!

    Fit & Features

    • Balloon long sleeves
    • Plunge V-neckline
    • V-cut back with tie closure
    • Side ruched seams, bodycon silhouette
    • Wrap mini-length hem
    • Sequin-embellished fabric, sewn-knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2760

    Category Name: $20 & Under Sale

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flashy Glam Sequin Stiletto Boots

    Show up and slay in these iconic sequin stiletto boots that will showcase flashy glam vibes! They feature a mid-calf height with a shimmering sequin chain-link draped design, a pointed toe, and a sleek stiletto heel. Style these boots with a bodycon dress and a moto jacket for such a fab going-out look.

    Fit & Features

    • Mid-calf height
    • Sequin chain-link draped design
    • Pointed toe
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0942

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzle Endeavor Glitter Mesh Mini Dress

    If you have an endeavor to dazzle, wear this glitter mesh dress for the perfect shimmer! The mini dress features a sleeveless square neckline, spaghetti straps, and a flattering bodycon silhouette. Complete the look with the matching bolero for a holiday party!

    Shop Matching Bolero: Dazzle Endeavor Glitter Mesh Bolero

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Glitter mesh fabric
    • Runs true to size

    Style Number/Barcode: 05103-5173

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Memories Rhinestone Fringe Earrings

    Everyone will have chic memories of you in these earrings featuring colorful rhinestones in a cascading fringe design that is secure with a post-back closure. Complete the look with a necklace for an engagement party or holiday banquet!

    Fit & Features

    • Colored rhinestones
    • Cascading fringe design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1823

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gleaming Sterling Silver Plated Curved Hoop Earrings

    These modern luxe sterling silver plated hoop earrings will have you gleaming with beauty! They feature a thin curved double hoop with an open-ended design dipped in sterling silver plating. Include a post-back closure. Style this chic pair of earrings with a layered chain necklace.

    Fit & Features

    • Sterling silver plating
    • Thin curved double hoop
    • Open-ended design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1681

    Category Name: $20 & Under Sale

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New Trend On The Block Shoulder Bag

    This shoulder bag is currently trending! It features a large silhouette, a shoulder strap, an adjustable drawstring on the bottom to create a scrunching effect, and a zipper closure revealing a lined spacious interior with a zipper pocket and slot pockets for holding all your essentials. Complete the look in a trench coat for traveling or running errands!

    Fit & Features

    • Large silhouette
    • Shoulder strap
    • Adjustable drawstring on the bottom, scrunch effect
    • Zipper closure
    • Lined spacious interior, zipper pocket and slot pockets
    • Smooth nylon woven material

    Style Number/Barcode: 07203-1955

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darla Formal Satin A-Line Long Dress

    Special Occasion

    You'll be a divine vision of beauty in the Darla formal satin long dress perfect for wedding guests or fancy holiday parties! She features a scoop neckline with a V-wired insert, spaghetti straps, a flattering A-line silhouette, and a front slit that leads to her floor-length hem for a dramatic finish. Crafted from smooth satin fabric, the formal long dress offers a luxe sheen and minimal stretch. Complete the look with a choker and heels.

    Fit & Features

    • Sleeveless scoop neckline
    • V-wired insert, spaghetti straps
    • A-line silhouette, front slit
    • Floor-length hem
    • Smooth satin fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7313

    Category Name: $20 & Under Sale

    Price: $14.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unparalleled Chic Rhinestone Trim Cropped Blazer

    Showcase an unparalleled chic style in this stunning cropped blazer! It features a lapel collar, long fitted sleeves, a button-front closure, shimmering rhinestone-embellished trims at the hems, and a fitted, cropped hem. The crepe fabric offers a moderate stretch. Complete your party outfit with the matching mini dress and metallic heels.

    Shop Matching Dress: Unparalleled Chic Rhinestone Trim Mini Dress

    Fit & Features

    • Lapel collar
    • Long fitted sleeves
    • Single button-front closure
    • Rhinestone-embellished trims
    • Fitted cropped hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0423

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic 'Fit Pinstripe Paperbag Dress Pants

    Create an elevated and chic 'fit with these pinstripe paperbag dress pants. They feature a high-rise paperbag waist with pleated detailing, a tie-front belt to snatch your silhouette, front pockets, and a tapered skinny-leg fit. The woven fabric features a classic pinstripe pattern for a sophisticated look. Style these dressy pants with a bodysuit and mules to wear from the office to drinks with the squad!

    Fit & Features

    • High-rise paperbag waist, pleating
    • Tie-front belt, hidden front zipper closure
    • Dual front pockets
    • Tapered skinny-leg fit
    • Pinstripe pattern
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1355

    Category Name: $20 & Under Sale

    Price: $21.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glimmering Beauty Gemstone Infinity Chain Belt

    Glimmer with beauty with this gorgeous gemstone infinity chain belt. It features radiant marquise-shaped gemstones with a twisted rhinestone outline creating an intricate infinity design. Includes a back adjustable chain with a lobster clasp closure. Style this belt over a glitzy long formal glitter dress with metallic heels.

    Fit & Features

    • Marquise-shaped gemstones
    • Twisted rhinestone outline, infinity design
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0706

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Time Rhinestone Western Ankle Booties

    It's always sparkle time with these totally fab rhinestone western ankle booties! They feature an above-the-ankle height with rhinestone-adorned pull tabs, a pointed toe with a rhinestone-embellished toe cap design, a stacked block heel, and western-style seams on the sleek faux leather material. Pair these boots with a sleek clutch to complete your 'fit for a concert.

    Fit & Features

    • Above-the-ankle height
    • Rhinestone pull tabs
    • Pointed toe, rhinestone toe cap design
    • Stacked block heel
    • Western-style seams
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1733

    Category Name: $20 & Under Sale

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek As Can Be Faux Leather Puffer Jacket

    Stay sleek and cute as can be in this faux leather puffer jacket perfect for the chilly season! It features long sleeves, a standing collar neckline with snap-button closures for extra warmth, a hidden front zipper and snap-button closures, front pockets for keeping your hands warm, and an adjustable drawcord cropped hem. The jacket is crafted from a quilted faux leather-insulated woven fabric that helps keep you warm and protected. Complete the look in boots for holiday activities or casual hangs!

    Fit & Features

    • Long sleeves
    • Standing collar neckline, snap-button closures
    • Hidden front zipper and snap-button closures
    • Front pockets
    • Adjustable drawcord cropped hem
    • Faux leather fabric, insulated woven lining
    • Runs true to size

    Style Number/Barcode: 06201-0449

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gleam On Sequin Halter Tie-Waist Jumpsuit

    Gleam on in this ultra-glam sequin jumpsuit, an iconic look for holiday parties and soirees! It features a sleeveless bodice with an alluring draped cowl neckline, halter straps, a sultry backless design, a high waist with a tie-front belt to create a snatched look, a hip-hugging fit, and a wide-leg silhouette. The all-over glitzy sequin embroidery on the knit fabric will gorgeously glimmer to get you all the compliments! Style this dressy jumpsuit with gold hoops and clear heels.

    Fit & Features

    • Sleeveless draped cowl neckline
    • Halter straps, open back, back zipper closure
    • High waist, tie-front belt
    • Hip-hugging fit, wide-leg silhouette
    • All-over sequin embroidery, sewn-in mesh lining
    • Runs true to size

    Style Number/Barcode: 06502-2418

    Category Name: $20 & Under Sale

    Price: $15.97 $76.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stay Toasty Cable Knit Beanie

    This cable knit beanie has you covered with toasty warmth and style! The cable knit fabric and foldover design make this beanie a stylish addition to any winter look. Complete the look with the matching scarf for a fun winter day! 

    Shop Matching Scarf: Cozy Cutie Cable Knit Fringe Scarf

    Fit & Features

    • Cable knit material
    • Foldover design
    • Soft and comfortable

    Style Number/Barcode: 07302-1523

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale