$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.

  • Allure Them All Satin Wrap Mini Dress

    Allure them all with your chic style in this curve-hugging satin mini dress! It features an off-the-shoulder V-neckline with a wrap-front design, short sleeve cuffs, figure-flattering pleated detailing at the waist, a mini-length hem with an asymmetric wrap-front, and a bodycon silhouette. Complete your look with rhinestone fringe earrings and silver heels.

    Fit & Features

    • Off-the-shoulder V-neckline, wrap-front design
    • Short sleeve cuffs
    • Pleated waist
    • Mini-length hem, asymmetric wrap-front
    • Bodycon silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2505

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dose Of Drama Satin Lace Corset Mini Dress

    Add romantic drama in the form of this satin mini dress! With delicate lace trim and a corset-fashioned waist, this chic style is destined to turn heads at parties and events. Featuring a sleeveless V-neckline with lace trim, adjustable spaghetti straps, flexible boning inserts along the waist with a lace-up corset overlay, a bodycon silhouette, and a lace trim mini-length hem. Complete the look in lace-up heels and jewelry.

    Fit & Features

    • Sleeveless V-neckline with lace trim
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Flexible boning waist inserts, lace-up corset overlay
    • Bodycon silhouette
    • Lace trim mini-length hem
    • Silky satin woven fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2534

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Right Reasons Satin Bodycon Mini Dress

    Turn heads for all the right reasons when you're seen in this sultry satin mini dress! Featuring a sleeveless square neckline, adjustable spaghetti straps, flexible boning along the waist, and a bodycon silhouette that shows off your fab figure. Complete the look in this mini-length dress with a pair of rhinestone heels for a touch of glam!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flexible boning waist inserts
    • Bodycon silhouette, mini-length hem
    • Smooth satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5080

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Glamour Satin Lace-Up Midi Dress

    Step out in this glam satin midi dress sure to capture the spotlight! The dress features a sleeveless square neckline, spaghetti straps that create the lace-up back design, a cutout bust, and a flattering bodycon silhouette with a center-back slit accent. Complete the look in strappy rhinestone heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Cutout bust, center back slit
    • Bodycon silhouette
    • Midi-length hem
    • Silky satin knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2680

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flaunt Your 'Fit Ruched Bodycon Midi Dress

    You'll want to flaunt your sultry 'fit in this ruched bodycon midi dress that will showcase your gorgeous figure! It features a sleeveless sweetheart neckline with a padded bust, a twist-front design with a center keyhole cutout, spaghetti straps, ruching down the side seams, and a midi-length hem with a curve-hugging silhouette. The slinky knit fabric includes a full-length lining and has plenty of stretch. Style with lace-up heels!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Twist-front design, center cutout
    • Spaghetti straps
    • Ruched side seams
    • Midi-length hem, bodycon silhouette
    • Slinky knit fabric, full-length lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2817

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Modern Posh Strapless Pinstripe Corset Top

    Keep your look modern and posh in this pinstripe corset top! Featuring a strapless neckline with non-slip grip lining, flexible boning inserts along the bodice, a fitted crop hem, and multiple back hook and eye closures. The corset top is designed with a chic pinstripe print on lined smooth woven fabric. Complete the look with chic wide-leg pants for a wine bar!

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Flexible boning inserts along the bodice
    • Fitted crop hem
    • Multiple back hook and eye closures
    • Pinstripe pattern
    • Lined smooth woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2196

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Naturally A Classic Tweed Bustier

    Become an instant 90s-inspired classic in this tweed bustier to posh up your vibe! Featuring a sleeveless sweetheart neckline with non-slip grip lining, adjustable and detachable spaghetti straps so you style it strapless, a built-in padded underwire bust, a cropped hem with non-slip grip lining, and a stretchy knit back. Complete the look in a chic mini skirt and heels for a date night or party!

    Fit & Features

    • Sleeveless sweetheart neckline, non-slip grip lining
    • Adjustable and detachable spaghetti straps
    • Built-in padded and underwire bust
    • Cropped hem with non-slip grip lining
    • Tweed front design, stretchy knit back, multiple hook-eye closures
    • Runs true to size

    Style Number/Barcode: 06003-2194

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daring To Be Bold Crepe Bodycon Wrap Dress

    Dare to flaunt your curves in this crepe cowl mini dress! Sleekly designed with a sleeveless cowl V-neck, adjustable spaghetti straps, and a sexy sheer mesh bodice with flexible boning to show your femme figure along the short bodycon wrap silhouette. Complete the look in a pair of sassy platform heels. 

    Fit & Features

    • Sleeveless cowl V-neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Sheer mesh bodice, flexible boning
    • Bodycon silhouette
    • Wrap mini-length hem
    • Crepe fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5012

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Signature Sparkle Glitter Lace-Up Mini Dress

    Show off your signature sparkle in this glitter mesh mini dress for a night on the town! Featuring a sleeveless sweetheart neckline with a padded bust, a lace-up back, and ruched seams that accentuate every curve along the bodycon silhouette, you'll make a statement with every step. Complete the look with a bracelet and earrings for extra glam!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Spaghetti straps, lace-up back
    • Ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Glitter mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5007

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taylor High Rise Skinny Distressed Jeans By Windsor Denim

    Love your look all day in the ultra-flattering Taylor jeans by Windsor denim! They feature a high-rise waist, skinny-leg silhouette, knee-distressed accents, and a raw cropped hem on medium wash denim fabric with a vintage-inspired color fade effect. Complete the look in a sassy crop blouse for an evening out!

    Fit & Features

    • High-rise waist
    • Skinny-leg silhouette
    • Knee-distressed accents
    • Raw cropped hem
    • Front button closure, five-pocket styling
    • Medium wash denim, color fade effect
    • Runs true to size

    Style Number/Barcode: 06602-0345

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Iconic Look Rhinestone Hoop Earrings

    Create an iconic look with these bold rhinestone hoops that will spark up all the compliments! The earrings feature a large open-ended hoop design with all-over sparkling rhinestone embellishments. Include a post-back closure. Style with a silky satin mini dress and stiletto heels.

    Fit & Features

    • Large open-ended hoop design
    • All-over rhinestone embellishments
    • Post-back closure


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

    Style Number/Barcode: 07001-1672

    Category Name: $20 & Under Sale

    Price: $5.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Heads Turn Satin Bodycon Party Dress

    This little satin party dress demands to turn heads! It features a sleeveless sweetheart neckline, spaghetti straps, a bust tie front with a cutout and underbust seams, a sexy bodycon silhouette, and a mini-length hem. The dress is composed of a silky satin fabric that brings a luxe vibe. Complete the look in this mini dress with earrings for a birthday party!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Bust tie front, cutout, underbust seams
    • Bodycon silhouette
    • Mini-length hem
    • Lined silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2506

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Smitten Satin Strapless Skater Dress

    Everyone will be totally smitten over you in this gorgeous satin skater dress at cocktail parties or weddings! It features a strapless square neckline with a v-wire insert, a pleated bust, hidden side pockets for keeping your hands warm, and a short-length hem. Complete the look in rhinestone heels and a bracelet.

    Fit & Features

    • Strapless square neckline
    • V-wire insert, pleated bust
    • Hidden side pockets
    • Skater silhouette
    • Short-length hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2345

    Category Name: $20 & Under Sale

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Give Me A Twirl Crepe Mesh Waist Skater Dress

    Let your date give you a twirl in this sweet crepe skater dress at weddings and dressy celebrations! It features a sleeveless plunge V-neckline, tank shoulder straps, a V-cut back, a padded bust, a flirty sheer mesh waist insert with a crisscross design and a short-length layered hem. The crepe fabric offers a moderate stretch. Complete the look in this skater dress with a sparkly rhinestone bracelet and block heels.

    Fit & Features

    • Sleeveless plunge V-neckline, tank shoulder straps
    • Back zipper and hook-eye closure
    • Padded bust, low V-cut back
    • Sheer mesh waist insert, crisscross design
    • Skater silhouette, layered short-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2528

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Superior Shine Glitter Lace-Up Skater Dress

    Own the night in this shimmering glitter skater dress - a stunning style for homecoming or a dressy birthday event! The dress features a sleeveless cowl sweetheart neckline, spaghetti straps that lace up along the back, and a flattering short skater silhouette on airy glitter mesh fabric. Complete the look with a gorgeous necklace and earrings set.

    Fit & Features

    • Sleeveless cowl sweetheart neckline
    • Spaghetti straps, lace-up back
    • Skater silhouette
    • Short-length hem
    • Airy glitter mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-1817

    Category Name: $20 & Under Sale

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Arya Taffeta Bow Strapless Mini Dress

    Special Occasion

    Fashion is the gift that keeps on giving and the Arya party mini dress is the perfect present! She features an off-the-shoulder neckline with non-slip grip lining, a statement bow that has arm holes and ruched sides, side and back ruched seams to accentuate your curves along her bodycon silhouette, and a flirty mini-length hem to show some leg! The party dress is composed of a taffeta woven fabric with a sewn-in knit lining and minimal stretch. Complete the look with earrings and chic heels for a school dance, banquet, or dressy celebration!

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Statement bow, armhole accents, ruched sides
    • Back zipper and hook-eye closure
    • Side and back ruched seams, bodycon silhouette, mini-length hem
    • Taffeta woven fabric, sewn-in knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1583

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistible Charm Velvet Marabou Mini Dress

    Unlock an irresistible charm in this velvet mini dress for dressy soirees! It features a sleeveless square neckline with diva-chic marabou trim, spaghetti straps, a front ruched seam, and a flattering bodycon silhouette. Complete the look with a sparkly clutch and heels.

    Fit & Features

    • Sleeveless square neckline, marabou trim
    • Back zipper closure
    • Spaghetti straps
    • Front ruched seam, bodycon silhouette
    • Mini-length hem
    • Velvet knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2497

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy Princess Pinstripe Pleated Skort

    This new season, show off your preppy style in this pinstripe woven skort! It features a high-rise waist, a front pleated overlay with a hook and eye closure, a form-hugging fit, and a short hem. Complete the look in a basic tee for school or after-class hangs!

    Fit & Features

    • High-rise waist
    • Side zipper and hook-eye closure
    • Front pleated overlay, hook-eye closure
    • Form-hugging fit, short hem
    • Pinstripe pattern
    • Woven fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0327

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leading Lady Flower V-Neck Wide Leg Jumpsuit

    Lead the way in this of-the-moment wide-leg jumpsuit perfect for a ladies night out! Featuring a sleeveless surplice V-neckline with 3-D flower decor, spaghetti straps and an open tie-back design, a hip-hugging fit, and a wide-leg silhouette. Complete the look with teardrop rhinestone earrings and heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Spaghetti straps
    • 3-D flower decor
    • Open tie-back design
    • Hip-hugging fit, wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2331

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The It Knit Crop Cardigan Sweater

    The knit cardigan sweater is sure to be a staple in your seasonal lineup! It features fitted long sleeves, a V-neckline with front button-down closures, and a cropped hem on stretchy rib knit fabric. Complete the look in boyfriend jeans for lunch with friends.

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Front button-down closures
    • Cropped hem
    • Stretchy rib-knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1676

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elegance Served Faux Pearl Chain Strap Romper

    Serve major elegance in this sleeveless romper perfect for a night on the town! It features a sleeveless square neck, faux pearl and chain straps, a short bodycon silhouette, and a wrap front overlay. Complete the look in statement heels.

    Fit & Features

    • Sleeveless square neck
    • Faux pearl and chain straps
    • Bodycon silhouette
    • Wrap front overlay
    • Short hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06503-1083

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Myself Satin Wrap Romper

    You'll be feeling yourself in this satin romper from dinner and drinks to the after-party! it features a sleeveless square neckline, spaghetti straps, a bodycon silhouette, a side pleated seam, and a wrap-style front skirt overlay with a short-length hem. Complete the look in a glam necklace for a GNO!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side pleated seam
    • Wrap-style front skirt overlay, short-length hem
    • Satin fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1084

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Own Your Sparkle Glitter Knit Mini Dress

    Own your sparkle in this glitter mini dress for a night out! It features a sleeveless V-neckline, spaghetti straps, a bodycon silhouette, and a side pleated seam that leads to the faux wrap fitted hem. Complete the look with fringe earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Faux wrap mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4735

    Category Name: $20 & Under Sale

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Refresh Flocked Mesh Mini Dress

    This chic mini dress will refresh your wardrobe for the season! It features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, all-over ruching for a flattering look, a mini-length hem, a bodycon silhouette that will hug your curves, and a flocked velvet design in a pretty scroll pattern on mesh fabric. Style this mini-length dress with rhinestone fringe earrings and platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • All-over ruching
    • Mini-length hem, bodycon fit
    • Flocked velvet design, scroll pattern
    • Sheer mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2384

    Category Name: $20 & Under Sale

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale