$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.

  • Vibe In Paisley Corset Crop Top

    You'll totally vibe in this paisley crop top for a concert or girl's night! It features a sleeveless, sweetheart neckline, adjustable spaghetti straps, underwire bust, front hook-eye closures, and a smocked back panel. Complete the look in chic faux leather pants.

    Fit & Features

    • Sleeveless, sweetheart neckline
    • Adjustable spaghetti straps
    • Underwire bust
    • Front hook-eye closures
    • Smocked back, cropped hem
    • Paisley print, woven lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1977

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ayla Midi Slit Skirt By Windsor Denim

    Give your jeans a break and refresh your closet in the Ayla midi skirt by Windsor denim! Your new favorite staple skirt features a high-rise waist, distressed accents, a bodycon silhouette, and a flirty center front slit. The skirt is composed of premium denim fabric with minimal stretch and color fading. Complete the look in a chic blouse and mules.

    Fit & Features

    • High-rise waist
    • Distressed accents, bodycon silhouette
    • Center front slit, midi-length hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Premium denim fabric, color fading, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06601-0061

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek In Crepe Button Wide-Leg Pants

    Your sleek silhouette awaits once you slip into these crepe high-rise pants featuring trendy six-button front accents and a wide-leg silhouette. Style with a basic bodysuit and pumps for a workwear outfit or networking.

    Fit & Features

    • High-rise waist
    • Six-button front accents
    • Wide-leg silhouette
    • Crepe knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2291

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faith Formal Taffeta High-Low Dress

    Special Occasion

    Flirty with a touch of daring perfectly describes the Faith formal high-low dress! A chic option for school dances, galas, and dressy cocktail receptions. She features a strapless neckline, a lightly padded bust, a fitted bodice and pleating, and a trendy bubble hem on a high-low silhouette that brings chic-dramatic flare to any party. The formal dress is composed of a woven taffeta-lined fabric with no stretch. Style with a glitzy sphere clutch and strappy heels for a touch of sparkle!

    Fit & Features

    • Strapless neckline, lightly padded bust
    • Fitted bodice, pleating
    • Back zipper and hook-eye closure
    • Bubble hem, high-low silhouette
    • Lined taffeta woven fabric, no stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-6909

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Butterfly Babe Printed Crop Top

    Let festival season inspire your spring wardrobe with this bold and trendy crop top! It features a sleeveless cowl neckline, halter bungee spaghetti straps, an alluring open back with a strappy lace-up design, an asymmetric, fitted, cropped hem, and an eye-catching butterfly print pattern. The smooth knit fabric offers plenty of stretch. Style with denim shorts and hoop earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Halter bungee spaghetti straps
    • Open back, strappy lace-up design, tie closure
    • Asymmetric, fitted, cropped hem
    • Butterfly print
    • Lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4617

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All That Class Ponte Faux Wrap Mini Skirt

    Bring a classy-chic look to the party in this ponte mini skirt! Featuring a sleek high-rise waist, and a faux wrap front with a side pleated seam to accentuate your curves on the bodycon silhouette. Complete the look in a printed top and heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Faux wrap front, side pleated seam
    • Bodycon silhouette
    • Mini-length hem
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0829

    Category Name: $20 & Under Sale

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Cutie Rhinestone Denim Mini Skirt

    Show off your classic and cute style with this denim mini skirt perfect for casual hangs with friends! It features a flattering high-rise waist, multi-colored rhinestone embellishments along the front, and a fitted hem. The skirt is composed of light-wash denim fabric with no stretch. Complete the look in a trendy cut-out crop top.

    Fit & Features

    • High-rise waist
    • Multi-colored rhinestones along the front
    • Fitted mini-length hem
    • Five-button front closures
    • Five-pocket styling, belt loop accents
    • Light wash denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06601-0080

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Maggie Formal Tiered Tulle Dress

    Special Occasion

    Beautifully bold, strut the catwalk in the Maggie ruffled tiered tulle formal dress to the opera, dinner banquets, and galas! She brings the drama in her ruffle trim off-the-shoulder neckline with sheer short-sleeve cuffs, a corset bodice with flexible boning leading to the ruffled tiered tulle long silhouette. The formal dress is composed of a layered tulle fabric with a short smooth woven lining with no stretch. Style with statement hoop earrings and sparkly stiletto heels to complete the look!

    Fit & Features

    • Ruffle trim off-the-shoulder neckline
    • Sheer short-sleeve cuffs, back zipper, and hook-eye closure
    • Corset bodice, flexible boning
    • Layered ruffled tiered tulle long silhouette
    • Short smooth woven lining, no stretch
    • Sticky bra or pasties optional
    • Runs true to size

    Style Number/Barcode: 05005-0095

    Category Name: $20 & Under Sale

    Price: $44.97 $279.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Babe In Denim High Slit Midi Skirt

    You'll be a babe in this denim midi skirt that embodies a '90s-inspired style! It features a flattering high-rise waist, a front asymmetrical frayed high slit and short back slit, and a frayed hem. The midi skirt is composed of non-stretch denim fabric. Complete the look in a crop tank top and boots for a concert!

    Fit & Features

    • High-rise waist
    • Front asymmetrical frayed high slit and back slit
    • Frayed midi-length hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Non-stretch denim
    • Runs true to size

    Style Number/Barcode: 06601-0079

    Category Name: $20 & Under Sale

    Price: $6.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • First Class Cowl Neck Midi Dress

    This midi dress will put you in the first class of style! It features a sleeveless cowl neckline, a tank-style strap, and spaghetti strap, a form-hugging silhouette, and a side ruched seam atop the sultry side slit. Complete the look with earrings and a clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Tank-style strap, spaghetti strap
    • Form-hugging silhouette
    • Side ruched seam, side slit
    • Midi-length hem
    • Stretchy smooth knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-2171

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elia Formal One Shoulder Slit Dress

    Special Occasion

     Elia gives off an aurora of dreamy sultriness sure to captivate at rehearsal dinners and red carpets! She features a sleeveless one-shoulder neckline, a wide strap with a shoulder pad for structure, and a form-hugging slim silhouette with a ruched seam leading to her high-cut slit. The formal dress is composed of a smooth and stretchy knit fabric with lining. Style with a rhinestone bracelet and heels to complete your dressy look!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Wide strap with a shoulder pad
    • Form-hugging, slim silhouette
    • Ruched seam, high-cut slit, floor-length hem
    • Smooth knit fabric, lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6899

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sent You A Text Square Neck Mini Dress

    You might want to reply back to your new favorite casual mini dress for weekend outings or day dates! It features a sleeveless square neck, tank-style straps, and a bodycon silhouette, and is composed of a textured fabric with a stretch knit lining. Style with a denim jacket and sandals.

    Fit & Features

    • Sleeveless square neck
    • Tank-style straps
    • Bodycon silhouette
    • Mini-length hem
    • Textured fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4860

    Category Name: $20 & Under Sale

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Like Honey Linen Skater Dress

    You'll be sweet like honey in this breezy linen skater dress for afternoon tea or a weekend brunch! The dress features adorable puff short sleeves, a ruffle trim sweetheart neck, a ruched bust, and a fit and flare silhouette with a ruffled hem. Style with heeled sandals to complete the look.

    Fit & Features

    • Puff short sleeves
    • Ruffle trim sweetheart neck, ruched bust
    • Back zipper and hook-eye closure
    • Fit and flare skater silhouette
    • Ruffle short-length hem
    • Linen fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4991

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Posh Metallic Faux Pearl Handbag

    Pretty and posh! Elevate your outfit with this metallic mini handbag perfect for toting around your essentials in style. It features a faux pearl top handle, a front flap with snap-button closure, a detachable chain link strap, and a spacious lined interior. Complete the look in pointed-toe booties.

    Fit & Features

    • Faux pearl top handle
    • Front flap, snap-button closure
    • Detachable chain link strap
    • Spacious lined interior
    • Metallic faux leather material

    Style Number/Barcode: 07203-1196

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Encore Crepe Slit Maxi Dress

    Prepare for a standing ovation whenever you're seen in this crepe maxi dress perfect for casual wine nights by the fire pit or a spring getaway! Featuring a sleeveless square neck, spaghetti straps, a curve-hugging silhouette, and a sultry high slit along the flowy long hem. Complete the look in cute flat sandals.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Curve-hugging silhouette
    • Front high slit
    • Flowy maxi-length hem
    • Crepe knit fabric, mini-length knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5058

    Category Name: $20 & Under Sale

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgettable Rhinestone Chain Belt

    Create an unforgettable outfit cinching your look with this chain belt featuring a wide rhinestone design and an adjustable lobster clasp closure. Accessorize with a glitzy clutch purse for your next cocktail event!

    Fit & Features

    • Wide rhinestone design
    • Chain with adjustable lobster clasp closure
    • Skirt is not apart of the belt

    Style Number/Barcode: 07301-0613

    Category Name: $20 & Under Sale

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beverly Satin High Low Ball Gown

    Special Occasion

    Prepare to wow the crowd by making your grand entrance in the Beverly ball gown and have all eyes on you! Designed in a flattering A-line silhouette with a cutout bodice design and hidden side pockets for keeping your phone or lip gloss in during photos.

    Fit & Features

    • Non-stretch satin fabric, woven and tulle lining
    • Strapless sweetheart neckline, non-slip grip lining
    • Lightly padded bust, back zipper and hook-eye closure
    • High-waist seam, hidden side pockets, front pleats
    • A-line silhouette, floor-length, high-low hem
    • Runs true to size

     

    Where to Wear:

    Prom, homecoming, black tie weddings, galas, charity balls, red-carpet events, big birthday events

    Style Number/Barcode: 05005-0096

    Category Name: $20 & Under Sale

    Price: $29.97 $269.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Fab Pearl Detail Crossbody Bag

    Simply fab, this quilted faux leather crossbody bag is a chic staple! It features an oval shape with a top zipper closure, faux pearl, rhinestone, and chain strap accents, and a thin chain-link shoulder strap. Style with your fave mules.

    Fit & Features

    • Oval shape
    • Top zipper closure
    • Faux pearl, rhinestone, and chain strap accents
    • Thin chain-link shoulder strap
    • Diamond quilted pattern
    • Faux leather material

    Style Number/Barcode: 07203-1189

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Another Level Checkered Print Flare Pants

    These retro fab checkered print flare pants will have your festival 'fit on another level! They feature a high-rise waist, a hip-hugging fit, a flared hem, and a bold checkered print pattern that will have all eyes on you. The ribbed knit fabric offers plenty of stretch. Style with a basic crop top and strappy sandals.

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Flared hem
    • Checkered print
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2252

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Styled For Success Long Blazer

    You'll be styled for success with this bold and chic long line blazer! It features a lapel collar, three-quarter-length scrunched sleeves, an open front, dual front pockets, and a relaxed fit. Layer over a basic bodysuit with dress pants and mules for the perfect workwear 'fit.

    Fit & Features

    • Lapel collar
    • Three-quarter-length scrunched sleeves
    • Open front
    • Dual front pockets
    • Long line hem, relaxed fit
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1590

    Category Name: $20 & Under Sale

    Price: $10.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Other News Lace-Up Newspaper Corset Top

    In other news, you'll be making the fashion headlines stepping out in this newspaper print corset top! Spill the tea in this strapless top featuring a hidden front hook and eye closures, flexible boning inserts, a fitted crop hem, and a back lace-up placket that lets you customize the fit. Style with faux leather pants to complete the look!

    Fit & Features

    • Strapless and sleeveless neckline
    • Hidden front hook and eye closures
    • Flexible boning inserts
    • Fitted crop hem
    • Back lace-up placket, self-tie closure
    • Newspaper print, lined woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2079

    Category Name: $20 & Under Sale

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Staple Quilted Faux Leather Crossbody Bag

    This chic faux leather crossbody bag is a classic staple that needs to be in your closet! It features a rectangular shape, a fold-over design with a snap-button closure, a lined interior with three divided spaces, a zippered pouch, card slots, and a chain-link and faux leather shoulder strap that is removable to convert the crossbody bag to a clutch. The faux leather exterior features a luxe quilted design. Style with a mini dress and mules.

    Fit & Features

    • Rectangular shape
    • Fold-over design, metal snap-button closure
    • Lined interior, three divided spaces, zippered pouch, card slots
    • Removable chain-link and faux leather shoulder strap
    • Quilted faux leather exterior

    Style Number/Barcode: 07201-0104

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Sultry Long Sleeve Crop Top

    Keep your night out vibe sultry and stylish with this on-trend crop top! It features a square neckline, a center keyhole cutout, halter drawstring straps in a cross-front design, long fitted sleeves, and a fitted, ultra-cropped hem. The lightweight knit fabric offers plenty of stretch. Complete your look with a mini skirt and heels.

    Fit & Features

    • Square neckline
    • Center keyhole cutout
    • Halter drawstring straps, cross-front design, tie closure
    • Long fitted sleeves
    • Fitted, ultra-cropped hem
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4655

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Peak Cutout Long Sleeve Dress

    Give everyone a peak at your prettiness in this mesh midi dress to sparkle at the bar! It features long sleeves with cutouts and rhinestone button accents, a square neck, side ruched seams, and a curve-flaunting silhouette. Complete the look in this midi-length dress with glam stiletto heels.

    Fit & Features

    • Square neck
    • Long sleeves, cutouts, rhinestone button accents
    • Side ruched seams
    • Curve-hugging silhouette
    • Midi-length hem
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4926

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale