$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.

  • Jaime Formal Crepe Lace Mermaid Dress

    Special Occasion

     The romance is in the details of the Jaime formal dress destined to be your plus one for weddings, school dances, and banquet dinners! She stuns in a sleeveless sweetheart neckline, adjustable spaghetti straps for a customizable fit, a lightly padded bust, and sultry and sheer lace trim sides. Her flattering mermaid silhouette offers a show of skin thanks to the front high-cut slit while the floor-length hem elongates your figure. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with an elegant hair accessory for a flawless look!

    Fit & Features

    • Sleeveless sweetheart neckline, lightly padded bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Sheer lace trim sides
    • Mermaid silhouette, front high slit, floor-length hem
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-7066

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Penny Formal Crepe Lace-Up Slit Dress

    Special Occasion

    Dare to make a striking impression in the Penny formal dress at banquets and galas! She features chiffon peasant sleeves, a square neckline, a lace-up back with tie closure, a curve-hugging silhouette, and a sultry high front slit along her floor-length hem. The formal long dress is composed of a lined crepe fabric with moderate stretch. Style with a statement ring set and clutch to complete your dressy look!

    Fit & Features

    • Chiffon peasant sleeves, square neckline
    • Lace-up back with tie closure
    • Curve-hugging silhouette
    • High front slit, floor-length hem
    • Lined crepe fabric, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7206

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Gift Satin Rhinestone Bow Pumps

    Gift yourself these perfect satin pumps for elevating your cocktail or formal wear! They feature a closed pointed-toe with a rhinestone bow, an open square-shaped back with an ankle strap, and a short stiletto heel. Style with a sparkly clutch and ring set to complete the look!

    Fit & Features

    • Closed pointed-toe
    • Rhinestone-adorned bow
    • Open square-shaped back, ankle strap
    • Short stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4267

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whiskey Is The Answer Cropped Graphic Tee

    Show off your fave drink of choice in this fun graphic tee perf for a casual night out. It features a crew neckline, short sleeves, a contrasting script that reads, "Whiskey is the answer, I don't remember the question," and a fitted cropped hem. The cotton-blend fabric offers a moderate stretch for comfortable wear. Style with faux leather pants and mules.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Script that reads, "Whiskey is the answer, I don't remember the question"
    • Fitted cropped hem
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1520

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remy High-Rise Cut-Off Shorts By Windsor Denim

    Your edgy style inspo is here! Introducing your new favorite shorts by Windsor denim that flaunt your cute curves and peeks of skin. They feature a flattering high-rise waist, distressed accents, a cut-off frayed hem, and a vintage-inspired light denim fabric with minimal stretch. Complete the look in a crop top and sandals for the perfect beach day style!

    Fit & Features

    • High-rise waist
    • Distressed accents
    • Cut-off frayed hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Light wash denim, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0245

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Natural Feels Floral Lace-Up Corset

    Unveil your natural beauty in this femme floral print corset top! It features a strapless neckline, front hook and eye closures, a curved crop hem, and an open lace-up back design. The corset is composed of a lined woven fabric with no stretch. Complete the look in faux leather pants for date night!

    Fit & Features

    • Strapless neckline
    • Front hook and eye closures
    • Curved crop hem
    • Open lace-up back design
    • Floral print
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2091

    Category Name: $20 & Under Sale

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Piece Of Me Cutout Rib Knit Crop Top

    Show off a piece of your style in this elevated basic crop top featuring a crew neck with a side cutout accent, and a fitted hem on stretchy rib knit fabric. Style with high-rise jeans to complete the look.

    Fit & Features

    • Sleeveless crew neck
    • Side cutout accent
    • Fitted crop hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1408

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Retro Babe Swirl Print Flare Pants

    Keep your festival look flirty with these retro-inspired printed flare pants! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the leg, and a flared-out hem. The stretchy ribbed knit fabric showcases a two-tone swirl print pattern for a totally trendy vibe. Style with a cropped halter top and espadrille sandals!

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging fit
    • Form-hugging fit throughout the leg
    • Flared-out hem
    • Two-tone swirl print
    • Stretchy ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2260

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Trendsetter Rhinestone Lace-up Skinny Jeans

    You'll be a trendsetting muse in these glam rhinestone-accented skinny jeans! They feature a high-rise waist, a rhinestone embellished lace-up front, a skinny-leg silhouette, and a form-hugging fit. The denim fabric offers a moderate stretch. Complete the look with sparkly mules.

    Fit & Features

    • High-rise waist
    • Rhinestone embellished lace-up front design
    • Skinny-leg silhouette
    • Five-pocket design, three belt loops
    • Front button, hidden zipper closure
    • Denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06602-0389

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylishly Sleek Faux Leather Mini Skirt

    This stylishly sleek faux leather mini skirt will elevate your looks to an edgy-chic vibe! It features a high-rise waist, a faux wrap-front silhouette with ruched detailing, an asymmetric mini-length hem, and a curve-hugging fit. Pair this smooth faux leather skirt with a corset top and heels for your next night out.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Faux wrap-front silhouette, ruching
    • Asymmetric mini-length hem
    • Curve-hugging fit
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0554

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Charm Pleated Mesh Midi Skirt

    You'll be totally charming in this midi skirt perfect for creating unique party outfits! The skirt features an elasticized high-rise waist, and all-over pleating, and is composed of mesh fabric with a stretchy knit lining. Complete the look with a chic bodysuit and heels!

    Fit & Features

    • Elasticized high-rise waist
    • All-over pleating
    • Midi-length hem
    • Mesh fabric, stretchy knit lining
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0784

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spice Up The Night Halter Mini Dress

    Spice up the night in this sultry halter mini dress that will create the hottest look! It features a sleeveless plunging V-neckline, halter spaghetti straps with O-ring chain accents, an alluring open back, a mini-length hem, and a bodycon silhouette that will hug your curves. The smooth and stretchy knit fabric includes a full lining. Style with clear heels.

    Fit & Features

    • Sleeveless plunging V-neckline
    • Halter spaghetti straps, tie closure, O-ring chain accents
    • Open back design
    • Mini-length hem
    • Bodycon silhouette
    • Lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4723

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Go Party Marble Mesh Mini Dress

    You'll be ready to live it up this festival season in this trendy marble mesh mini dress! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a lace-up strappy design, a mini-length hem with a curve-hugging bodycon silhouette, and a fab marble swirl printed design. The lined mesh fabric offers plenty of stretch. Complete your party look with a faux leather jacket.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, lace-up strappy design, tie closure
    • Mini-length hem, bodycon silhouette
    • Marble swirl print
    • Sheer mesh fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4960

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flutter On Crepe V-Neck Midi Dress

    Let this crepe midi dress flutter into your semi-formal lineup! The dress features breezy short sleeves, a plunge V-neckline, bust pleating, and a form-hugging silhouette. Style with sleek pumps for a business lunch or networking event!

    Fit & Features

    • Flutter short sleeves
    • Plunge V-neckline 
    • Bust pleating
    • Form-hugging silhouette
    • Midi-length hem
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2351

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fiercely Stylish Leopard Print Maxi Dress

    Keep it fiercely stylish with a maxi dress that brings a chic flair! The lightweight knit dress features a sleeveless V-neckline, spaghetti straps, a maxi-length, flowy, A-line silhouette, a sultry thigh-high front slit, and a trendy leopard print pattern. Complete the look with clear mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Maxi-length A-line silhouette
    • High front slit
    • Leopard print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4968

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polka Dot Cutie Mesh Crop Bustier

    Stay cute this season! This polka dot mesh bustier is perfect for dressing up your favorite pair of denim. The top features an off-the-shoulder, sweetheart neckline, sheer ruffled short-sleeve cuffs, a padded bust, hidden front hook, and eye closures, and ruching along the cropped bodice. Complete the look in best-selling bottoms.

    Fit & Features

    • Off-the-shoulder, sweetheart neck
    • Sheer ruffled short-sleeve cuffs
    • Padded bust
    • Hidden front hook and eye closures
    • Ruching, cropped hem
    • Polka dot mesh-lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4861

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major It Girl Chunky Platform Heels

    You'll be a major it girl in these fabulous chunky platform heels! They feature an open square toe, a wide toe strap, a thin adjustable ankle strap, a bold platform, and a tall block heel. Style with a curve-hugging midi dress.

    Fit & Features

    • Open square toe
    • Wide toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Platform sole, tall block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4185

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amp Up The Romance Ruched Mini Dress

    Amp up the romance for your next date night with your special someone in this sleek and sultry mini dress. It features a sleeveless sweetheart neckline with a bustier-style bodice, padded cups, spaghetti straps, ruched side panels, and a short, curve-hugging silhouette. The smooth satin-knit fabric offers a moderate stretch. Complete your alluring look with lace-up heels.

    Fit & Features

    • Sleeveless sweetheart neckline, bustier-style bodice
    • Padded cups
    • Spaghetti straps
    • Ruched side panels
    • Mini-length hem, fitted bodycon silhouette
    • Stretch satin-knit fabric
    • Runs true to size

    Style Number/Barcode: 05103-4808

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Go Crew Neck Slit Midi Dress

    The perfect casual midi dress to look stylish while on the go! It features cap short sleeves, a crew neck, a bodycon silhouette, a side ruched drawstring, and a flirty slit along the hem. The dress is composed of a super soft brushed knit fabric with plenty of stretch. Style with cute slide sandals and a tote bag! 

    Fit & Features

    • Cap short sleeves
    • Crew neck
    • Bodycon silhouette
    • Side ruched drawstring, slit accent
    • Midi-length hem
    • Soft brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4872

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Charm Tie-Front Midi Dress

    Make them all fall for your stylish charm in this adorable midi dress! It features a sleeveless V-neckline with a cute tie-front detail, spaghetti straps, a midi-length hem with a high front slit for a subtle sultry vibe, and a slim-fit silhouette. The lightweight knit fabric has plenty of stretch. Pair with hoop earrings and block heels for a date night.

    Fit & Features

    • Sleeveless V-neckline, tie-front detail
    • Spaghetti straps
    • Midi-length hem, high front slit
    • Slim-fit silhouette
    • Lightweight knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4864

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Irresistible Mesh Midi Dress

    You'll be a vision in this simply irresistible mesh midi dress perfect for an engagement party or cocktail soiree! It features a sleeveless plunge v-neck, adjustable straps, a back slit accent, and ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless plunge v-neck
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched seams, back slit accent
    • Bodycon, midi-length hem
    • Mesh fabric, sewn-in knit lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1857

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snap To It Tweed Tank Mini Dress

    Snap into this nineties-inspired tweed mini dress to have your major fashion moment! It features a sleeveless square neck, wide shoulder straps, and a bodycon fit. The dress is composed of a multi-colored stitch tweed woven fabric with a smooth satin lining with no stretch. Style with a cropped blazer to complete the look!

    Fit & Features

    • Sleeveless square neck
    • Wide shoulder straps
    • Back zipper and hook-eye closure
    • Bodycon fit, mini-length hem
    • Multi-colored stitch tweed fabric
    • Smooth satin lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2245

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elise Formal Short Sleeve Midi Dress

    Special Occasion

    Chic with stylish sophistication, the Elise formal short sleeve midi dress is a staple for cocktail parties. She features a square neckline with a wired notched front design, short cap sleeves with shoulder pad inserts, high waist seams, a midi-length hem with an alluring high side slit, and a form-hugging silhouette. The smooth crepe fabric offers a moderate stretch. Perfect for brides, pair with strappy stilettos for your engagement party or bridal shower.

    Fit & Features

    • Square neckline, wired notched front design
    • Short cap sleeves, shoulder pad inserts
    • High waist seams, back zipper, hook and eye closure
    • Midi-length hem, high side slit, form-hugging fit
    • Crepe fabric, knit lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1375

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Franny Taffeta Bow Mini Party Dress

    Special Occasion

    Franny is sleek and simple from the front and stunning from the back. Turn heads at a formal dance or wedding reception in this short party dress featuring a strapless, square neckline with non-slip grip lining, a hidden side zipper closure, and front and back pleat/ruching that creates the illusion of an hourglass figure. She stuns from the back with her flirty big pink bow tie with a dramatic train that glides against the floor. The formal dress is composed of a taffeta woven fabric with lining and minimal stretch. Complete your dressy look in platform heels and an evening bag. 

    Fit & Features

    • Strapless, square neckline, non-slip grip
    • Hidden side zipper and hook-eye closure
    • Front and back pleat and ruching
    • Form-hugging, mini-length hem
    • Detachable back pink bow with train
    • Taffeta woven fabric, stretchy knit lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1528

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale