$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.

  • Ruffle Around The Edge Faux Leather Skirt

    Everyone knows you bring edgy and sassy vibes to girl's night! This faux leather skirt features a high-rise waist, bodycon silhouette, and a flirty ruffled mini-length hem. Style with a floral bustier to complete the look!

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Ruffled mini-length hem
    • Faux leather fabric, smooth interior
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0565

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Airy Chiffon Cropped Blouse

    This airy chiffon cropped blouse will bring those casual-chic vibes to your summer 'fits. It features a square neckline with a ruched bust, long sheer bishop sleeves, a partially open back with a dual tie-back strap design, and a cropped fit. Pair this top with vintage-style jeans.

    Fit & Features

    • Square neckline
    • Ruched bust
    • Long sheer bishop sleeves, elasticized hems
    • Partially open back, dual tie-back strap design
    • Cropped fit
    • Sheer chiffon fabric, partial front knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1850

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jolena Formal Sequin Side Slit Dress

    Special Occasion

    Stunning at charity galas and red-carpet events, the Jolena formal dress radiates glamour everywhere you go! She features a sleeveless square neck, tank-style straps, a form-hugging silhouette, and a sexy high-cut side slit along the floor-length hem. The formal dress is composed of a sequin-scroll patterned mesh fabric with a sewn-in knit lining and moderate stretch. Style with a chic clutch and heels to complete your dressy look!

    Fit & Features

    • Sleeveless square neck, tank-style straps
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • High-cut side slit, floor-length hem
    • Sequin-scroll pattern, mesh fabric, sewn-in knit lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05002-5150

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Statement Rhinestone Fringe Earrings

    Add a glam statement to your formal wear in these rhinestone earrings featuring a faux pearl post-back closure with waterfall, cascading fringe in a U-shaped design. Style with a chic bracelet to complete the look!

    Fit & Features

    • Faux pearl, post-back closure
    • Waterfall cascading rhinestone fringe
    • U-shaped design

     

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

    Style Number/Barcode: 07001-1470

    Category Name: $20 & Under Sale

    Price: $3.96 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Element Tweed Crop Jacket

    Add a preppy element with this tweed crop jacket to layer over your outfit. It features long sleeves, a collar neckline, snap-button down closures, two flap pockets, and an oversized silhouette. Style over a basic top and faux leather shorts for an edgy-cute look!

    Fit & Features

    • Long sleeves, collar neckline
    • Snap-button down closures
    • Two flap pockets
    • Oversized silhouette
    • Cropped hem
    • Tweed fabric
    • Runs true to size

    Style Number/Barcode: 06204-1492

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ronnie Formal Satin Slit Long Dress

    Special Occasion

    The Ronnie formal satin dress is worthy of the red carpet! Make jaws drop at galas, charity auctions, and dinners showcasing your sultry elegance. She features a sleeveless, one-shoulder neckline, a tank-style strap, an asymmetrical bust cutout, a pleated empire waist, and a form-hugging, slim silhouette with a high-cut side slit along the floor-length hem. The formal dress is composed of lined silky satin fabric with minimal stretch. Style with linear earrings and a bracelet to complete the look.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank-style strap, asymmetrical bust cutout
    • Back zipper and hook-eye closure
    • Pleated empire waist, form-hugging, slim silhouette
    • High-cut slit, floor-length hem
    • Lined satin fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-3224

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple Chic Style Satin Mini Dress

    The simple chic style of this satin mini dress is perf for the babe who loves a classic look. It features a sleeveless V-neckline, bungee spaghetti straps, a fitted A-line silhouette, and a mini-length hem with an alluring front slit. The lightweight satin-knit fabric offers a moderate stretch. Complete the outfit with strappy heels.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Fitted A-line silhouette
    • Mini-length hem
    • Front slit
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1965

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Secret Admirer Rhinestone Heart Mini Dress

    You'll have all the secret admirers after you step out in this sultry and stunning mini dress! It features a sweetheart neckline with a glam rhinestone embellished heart-shaped accent, sheer mesh long fitted sleeves, an eye-catching waist cutout at the front, ruching down the side seams, and a mini-length, curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Complete your look with sparkly platform heels.

    Fit & Features

    • Sweetheart neckline
    • Rhinestone embellished metal heart-shaped accent
    • Sheer mesh long fitted sleeves
    • Front waist cutout, ruching down the side seams
    • Mini-length hem, curve-hugging fit
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4829

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Striped Shirt Skater Dress

    Step out in this perfectly striped shirt dress to look cute for picnics in the park, family gatherings, or graduations! It features long sleeves with buttoned cuffs, a collar v-neckline, a corset-seam illusion waist, a cutout lace-up back design, and a short skater silhouette. Complete the look with teardrop earrings.

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar v-neckline
    • Corset-seam illusion waist
    • Cutout lace-up back design
    • Skater silhouette, short-length hem
    • Striped print, poplin non-stretch woven fabric
    • Runs true to size

    Style Number/Barcode: 05102-5048

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Floral Mesh Mini Dress

    Play up florals on a summer night out in this mesh mini dress featuring a sleeveless, square neck, tank shoulder straps, all-over ruching, and a form-hugging fit. Complete the look in chic PVC strap heels.

    Fit & Features

    • Sleeveless, square neck
    • Tank shoulder straps
    • Back zipper closure
    • All-over ruching
    • Form-hugging, mini-length hem
    • Floral print, mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1683

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Boss Babe Button-Front Dress Pants

    Show off total boss babe energy in these chic dress pants! They feature a high-rise waist, a double faux button front design, side pockets, a hidden back zipper closure, and a wide-leg silhouette. The crepe fabric offers a moderate stretch. Style with a fitted bodysuit and strappy mules.

    Fit & Features

    • High-rise waist
    • Double faux button front design
    • Side pockets
    • Hidden back zipper closure
    • Wide-leg silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06403-0288

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Surprise Lattice Side Tunic Top

    This poplin tunic top has a stylish surprise that is perfect for showing off a hint of skin! The top features long sleeves with button cuffs, a collar neckline, a button-down front, side lattice cutouts with tie closure, and a fitted hem. Complete the look in nylon tights and boots.

    Fit & Features

    • Long sleeves, button cuffs
    • Collar neckline
    • Button-down front
    • Side lattice cutouts with tie closure
    • Fitted hem
    • Poplin woven fabric
    • Runs true to size

    Style Number/Barcode: 06003-1851

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Deets Lace-Up Corset Top

    You'll love the sultry details of this chic lace-up corset top. It features a sleeveless sweetheart neckline, underwire cups with a built-in padded bust, adjustable spaghetti straps, and a lace-up with tie closure on an angled cropped hem. Pair this top with trendy vintage-style jeans.

    Fit & Features

    • Sweetheart neckline, adjustable spaghetti straps
    • Underwire, built-in padded bust
    • Lace-up with tie closure
    • Flexible boning, back hook-eye closures
    • Cropped angle hem
    • Crepe fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1866

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cross The Line V-Waist Bootcut Pants

    Cross the line into chic style in these hip-hugging pants perfect for office hours and happy hour! Featuring a trending v-cut cross high-rise waist and a bootcut hem on woven fabric with stretch. Complete the look in a blouse and pointed-toe booties.

    Fit & Features

    • V-cut cross high-rise waist
    • Back zipper closure
    • Hip-hugging fit
    • Bootcut hem
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0664

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dance With Me Beaded Fringe Crop Top

    Dance past midnight with all eyes on you in this alluring satin crop top! It features a sleeveless sweetheart neckline with a twist-front design, adjustable spaghetti straps for a customized fit, a gorgeous beaded fringe trim that will move with you and catch the light, and a fitted, cropped hem. Complete the look with faux leather pants and clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Twist-front design
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Beaded fringe trim
    • Fitted, cropped hem
    • Satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4665

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wish Come True Velvet Wrap Dress

    Make your new year's wish come true and let this velvet short dress enter your clubwear collection! Featuring a sleeveless square neck, tank-style straps, a front ruched seam that accentuates your curves along the bodycon, and wrap asymmetrical hem. Complete the look with a sparkly clutch and heels! 

    Fit & Features

    • Sleeveless square neck
    • Tank-style straps
    • Front ruched seam
    • Bodycon silhouette
    • Wrap, asymmetrical short hem
    • Lined velvet fabric. moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4803

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flaunt It Glitter Mesh Midi Dress

    Flaunt your gorgeous figure in this curve-hugging glitter mesh midi dress! It features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, ruching down the side seams, a midi-length hem, and a chic front slit to showcase some leg. The sparkly sheer glitter mesh fabric includes a full lining. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruching down the side seams
    • Midi-length hem, fitted bodycon silhouette
    • Front slit
    • Sheer glitter mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1717

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cher Formal Crepe Lace Long Dress

    Special Occasion

    Elevate the night in the jaw-dropping Cher formal dress for a sultry allure at engagement parties or ceremonies! She stuns in a sleeveless one-shoulder neckline, adjustable spaghetti strap, a form-hugging long silhouette, sheer lace inserts along the sides and back, and a high-cut side slit. The formal dress is composed of a lined crepe fabric with plenty of stretch. Style with platform heels to complete your dressy look!

    Fit & Features

    • Sleeveless one-shoulder neckline, adjustable spaghetti strap
    • Back zipper closure
    • Sheer lace inserts on the sides and back
    • Form-hugging silhouette, high-cut side slit, long hem
    • Lined crepe fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6973

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chase Me Like Tequila Graphic Tee

    If you're down for the chase let them catch you in this graphic tee perfect for bar hopping! It features short sleeves, a crew neck, a front script that reads, "Chase Me Like A Shot Of Tequila", ruched side seams, and a cropped hem on stretchy cotton fabric. Complete the look in faux leather pants.

    Fit & Features

    • Short sleeves, crew neck
    • Front script that reads, "Chase Me Like A Shot Of Tequila"
    • Ruched side seams
    • Cropped hem
    • Stretchy cotton fabric
    • Runs true to size

    Style Number/Barcode: 06002-1431

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twice The Love Rib Knit Crop Top

    Dive into cozy rib knit love with this midi skirt! Perfect for everyday styling, this midi skirt features a high-rise elasticized waist and curve-flaunting bodycon silhouette and a side slit that shows some skin. Complete the look with the matching skirt.

    Shop Matching Skirt: Twice The Love Rib Knit Midi Skirt

    Fit & Features

    • Scoop neckline, plunging notched front design
    • Long fitted sleeves, flared hems
    • Cropped, form-hugging fit
    • Smaller notched front detail
    • Ribbed sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1806

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Renaissance Me Tie Front Corset Top

    Get swept off your feet looking like a modern princess in this crop corset top to bring the romantic allure to your favorite bottoms! Featuring peasant long sleeves, an off-the-shoulder neckline with a tie-front keyhole, a ruched bust, flexible boning, and front hook and eye closures. Complete the look in boyfriend jeans for a casual day date.

    Fit & Features

    • Peasant long sleeves
    • Off-the-shoulder neckline, tie-front keyhole
    • Ruched bust
    • Flexible boning inserts
    • Front hook and eye closures
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-1993

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Glam Cutout Bodycon Mini Dress

    Create an iconic party look in this trendy glam bodycon mini dress! It features a sleeveless V-neckline with thin halter straps, dual front cutouts with sparkly rhinestone accents, ruching down the side seams, and a mini-length hem with a curve-hugging silhouette. The lined knit fabric offers a moderate stretch. Style with platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Halter straps, dual back button closures, partially open back
    • Dual front cutouts, rhinestone accents
    • Ruched side seams
    • Mini-length hem, bodycon fit
    • Knit fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4763

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Moves Long Sleeve Bodycon Mini Dress

    Showcase your silhouette in this chic bodycon mini dress! It features a V-neckline, long fitted sleeves, ruched detailing at the shoulders, a mini-length hem, and a curve-hugging fit. The smooth knit fabric offers plenty of stretch. Style with clear lucite heels.

    Fit & Features

    • V-neckline
    • Long fitted sleeves
    • Ruching at the shoulders
    • Mini-length hem
    • Fitted bodycon silhouette
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4835

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Girl Attitude Rhinestone Bow Mules

    Showcase a glam girl attitude in these fab stiletto mules! They feature an open square toe, a wide strap with a rhinestone bow accent, an open back, and a chic stiletto heel. The mules feature a patent faux leather material. Complete your outfit with rhinestone earrings for a sparkly look from head to toe.

    Fit & Features

    • Open square toe
    • Wide strap, layered rhinestone bow accent
    • Open back
    • Stiletto heel
    • Patent faux leather material
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4238

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale