$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.

  • Effortless And Breezy Short T-Shirt Dress

    Style up this effortless and breezy short T-shirt dress for your casual weekend plans! It features a crew neckline, short sleeves, dual side pockets, a loose T-shirt fit, a short-length hem, and an A-line silhouette. The cotton-blend fabric has a moderate stretch. Pair with hoop earrings and strappy sandals.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Dual side pockets
    • Loose T-shirt fit
    • Short-length hem, A-line silhouette
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5044

    Category Name: $20 & Under Sale

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Style Icon Cutout Bodycon Midi Dress

    This sultry-chic midi dress will level up your look and make you a casual style icon! It features a sleeveless asymmetric one-shoulder neckline with a tank strap, a bold asymmetric waist cutout for a hint of skin, a midi-length hem, and a bodycon silhouette that will hug your curves. The ribbed knit fabric offers plenty of stretch. Pair with clear mules.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Tank strap
    • Asymmetric waist cutout
    • Midi-length hem
    • Bodycon silhouette
    • Stretchy ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5201

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set The Curve Square Neck Maxi Dress

    Set the tone for flaunting your curves in this essential maxi dress perfect for day or night styling! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a sexy center-back high slit on double-lined knit fabric with a buttery soft feel. Complete the look with a crop denim jacket and sandals for a sunset dinner date!

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Bodycon silhouette
    • Center back high slit
    • Maxi-length hem
    • Double-lined knit fabric
    • Buttery soft and stretchy
    • Runs true to size

    Style Number/Barcode: 05102-5200

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Playful In Knit Halter Midi Sweater Dress

    Feeling playful? Turn up the charm in this sleeveless sweater midi dress perfect for family parties or baby showers! It features a halter neckline, skin-baring cutout sides and back, and a form-hugging fit on stretchy rib knit fabric with contrast trim. Complete the look in block heel mules.

    Fit & Features

    • Sleeveless halter neckline
    • Cutout sides and back
    • Form-hugging fit
    • Midi-length hem
    • Stretchy sweater rib knit fabric
    • Contrast trim
    • Runs true to size

    Style Number/Barcode: 06005-1697

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Colorful Steps Metallic Chunky Block Heels

    Have the most colorful steps in these metallic block heels for parties and celebrations! They feature a square toe, a three toe strap, platform sole, and an adjustable ankle strap with buckle closure, Complete the look with a clutch.

    Fit & Features

    • Square toe
    • Three toe strap design
    • Platform sole
    • Chunky block heel
    • Adjustable ankle strap, buckle closure
    • Colored metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4493

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Adelaide Formal Glitter Lace Slit Long Dress

    Special Occasion

    Light up the room in the lovely Adelaide formal dress showcasing sparkling glitter to enchant at banquets or galas! She features a sleeveless scalloped V-neckline, sleek bungee spaghetti straps, a sheer bodice with satin trim, and a hip-hugging slim silhouette with a sultry side slit and long hem. The formal long dress is composed of a glitter lace fabric with a stretchy knit lining. Complete the look with a clutch and platform heels.

    Fit & Features

    • Sleeveless scalloped V-neckline, bungee spaghetti straps
    • Sheer bodice, satin trim
    • Hip-hugging slim silhouette
    • Side slit, long hem
    • Glitter lace, stretchy knit lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7256

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Farrah Rhinestone Sheer Mesh Formal Mini Dress

    Special Occasion

    Make your next formal night out a major slay in the Farrah rhinestone sheer mesh mini dress! She features a sleeveless sweetheart neckline with a chic draped cowl neck overlay, a built-in padded bust that eliminates the need for a bra, and adjustable spaghetti straps for a customized fit. Her sheer corset-designed bodice features flexible boning inserts and a high waist seam, and ruching down the side seams leading to a mini-length hem with a bodycon silhouette to hug your curves. The partially-lined sheer mesh fabric features all-over mini rhinestone embellishments for a glitzy vibe. Complete the look with rhinestone earrings and metallic heels!

    Fit & Features

    • Sleeveless sweetheart neckline, draped cowl neck overlay
    • Built-in padded bust, adjustable spaghetti straps
    • Sheer corset-designed bodice, flexible boning, high waist seam
    • Ruched side seams, mini-length hem, bodycon silhouette
    • All-over rhinestone embellishments
    • Sheer mesh fabric, partial knit lining, plenty of stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1627

    Category Name: $20 & Under Sale

    Price: $14.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glinda Formal Crepe Off The Shoulder Dress

    Special Occasion

    Enjoy the perfect evening in the Glinda formal crepe long dress to bring a sophisticated allure to black-tie events or parties! She features a classy off-the-shoulder, sweetheart neckline with non-slip grip lining and adorable puff sleeve cuffs. Flaunt your curves thanks to her form-hugging slim silhouette that's also designed with a high front slit to show some on the long hem. The formal dress is composed of a crepe fabric with a stretchy knit lining. Complete the look in chandelier fringe earrings for a glam finish!

    Fit & Features

    • Off-the-shoulder, sweetheart neckline
    • Non-slip grip lining, puff short sleeve cuffs
    • Back zipper and hook-eye closure
    • Form-hugging, slim silhouette, high front slit, long hem
    • Crepe fabric, stretchy knit lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7460

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beachy And Boho Crochet Bustier Tank Top

    Make beachy and boho your summer vibe with this adorable crochet knit bustier tank top! It features a sleeveless V-neckline, tank shoulder straps, a bustier-style bodice with sheer crochet inserts at the front, and a fitted, angled, and cropped hem. Style with high-rise denim shorts.

    Fit & Features

    • Sleevleess V-neckline
    • Tank shoulder straps
    • Bustier-style bodice, sheer crochet inserts
    • Back zipper closure
    • Fitted, angled, cropped hem
    • Crochet knit fabric, partial lining
    • Runs true to size

    Style Number/Barcode: 06005-1703

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Classic Smooth Knit Crop Top

    This cute smooth knit crop top will become a classic piece in your lineup! It features a crew neckline, short fitted sleeves, a fitted, cropped hem, and a soft and smooth double-lined knit fabric that offers plenty of stretch. Style with high-rise jeans and sneakers for the perfect casual vibe. 

    Fit & Features

    • Crew neckline
    • Short fitted sleeves
    • Fitted, cropped hem
    • Soft and smooth double-lined knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1626

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In My Sultry Era Marabou Feather Mini Dress

    You'll be in your sultry era in this curve-hugging mini dress! It features a strapless sweetheart neckline with a fab marabou feather trim, a built-in padded bust with a structured underwire, dual vertical seams running down the front of the dress, a mini-length hem, and a flattering bodycon silhouette. The smooth knit fabric has plenty of stretch. Style this mini dress with rhinestone statement earrings and lace-up heels for your next club night out.

    Fit & Features

    • Strapless sweetheart neckline, marabou feather trim
    • Padded bust, structured underwire
    • Dual vertical seams down the front
    • Back zipper, hook and eye closure
    • Bodycon silhouette
    • Smooth knit fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2388

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take It Away Linen Strapless Ruffled Romper

    Look good on the go in this linen-blend strapless romper for vacation or fun weekend plans! It features a strapless tier ruffled neckline with non-slip grip lining, hidden side pockets, a slim curve-hugging silhouette, and a short-length hem. Complete the look in trendy sunglasses and sandals.

    Fit & Features

    • Strapless tier ruffled neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Slim curve-hugging silhouette
    • Hidden side pockets
    • Short-length hem
    • Linen-blend fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0233

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Date Striped Midi Sweater Dress

    This on-trend striped midi sweater dress is perfect for casual weekend dates this season! It features a strapless straight across neckline with an elasticized hem, a striped color block design down the silhouette of the dress with crochet accents in the knit fabric, a midi-length hem, and a curve-hugging fit. The ribbed knit fabric offers plenty of stretch. Style with strappy sandals.

    Fit & Features

    • Strapless straight across neckline, elasticized hem
    • Striped color block design, crochet accents
    • Midi-length hem
    • Curve-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1657

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Blissfully Beautiful Ditsy Floral Mini Dress

    Embrace the summer season looking blissfully beautiful in this adorable ditsy floral mini dress! It features a sleeveless round neckline with an adjustable tie-front design, a ruched bust with a small front cutout, spaghetti straps, a mini-length hem with a short front slit, and a slim-fit A-line silhouette. The ditsy floral printed knit fabric has a lightweight feel and offers plenty of stretch. Style with espadrille sandals for a weekend outing.

    Fit & Features

    • Sleeveless round neckline, adjustable tie-front design
    • Ruched bust, small front cutout, spaghetti straps
    • Mini-length hem, short front slit
    • Slim-fit A-line silhouette
    • Ditsy floral print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5313

    Category Name: $20 & Under Sale

    Price: $5.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready, Set, Slay V-Waist Denim Mini Skirt

    Ready to slay? Cause this denim mini skirt is your perfect pairing for trending all season! It features a mid-rise V-waist cut, a back zipper and hook and eye closure, and a bodycon silhouette. Complete the look with matching jacket.

    Shop Matching Jacket: Ready, Set, Slay Wrap Crop Denim Jacket

    Fit & Features

    • Mid-rise, V-waist cut
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Medium-wash denim fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0081

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready, Set, Slay Wrap Crop Denim Jacket

    Ready to slay? Cause this denim jacket is your perfect pairing for trending all season! It features long sleeves, a lapel collar plunge neckline, and a wrap-tie cropped hem that lets you customize the style. Complete the look with matching bottoms.

    Shop Matching Bottoms: Ready, Set, Slay V-Waist Denim Mini Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar plunge neckline
    • Wrap-tie cropped hem
    • Medium-wash denim fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06203-0505

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Silky And Chic Satin Midi Slip Dress

    This silky and chic satin midi slip dress will effortlessly elevate your semi-formal style! It features a strapless straight-across neckline with a fold-over accent, an open back with an elasticized bar strap and a lower draped back design, a midi-length hem with a high front slit, and a flowy A-line silhouette. The satin woven fabric has minimal stretch. Pair with strappy stilettos for a cocktail party.

    Fit & Features

    • Strapless straight-across neckline, fold-over accent, no-slip strip
    • Open back, elasticized bar strap, lower draped back design
    • Hidden side zipper, hook and eye closure
    • Midi-length hem, high front slit
    • A-line silhouette
    • Satin woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2494

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Happy Hour Chic Strapless Plisse Jumpsuit

    This chic plisse jumpsuit will have you receiving all the compliments at happy hour! It features a strapless straight-across elasticized neckline with a ruffled overlay, a fitted elasticized high waist seam, and a wide-leg silhouette. The silky and lightweight plisse woven fabric gives off a stylish sheen. Complete the look with strappy stilettos.

    Fit & Features

    • Strapless straight-across elasticized neckline
    • Ruffled overlay
    • Fitted elasticized high waist seam
    • Wide-leg silhouette
    • Plisse woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1304

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Breeze Ruffled Cotton Skater Dress

    Capture an iconic summer look perfect for day parties in this breezy ruffled cotton skater dress! It features a crew neckline, adorable short puff sleeves, a small back keyhole cutout, a stretchy smocked high waist, a short ruffled and tiered skater skirt with pleated detailing, and a flattering fit and flare silhouette. The lightweight cotton fabric includes a woven skirt lining. Style with strappy sandals.

    Fit & Features

    • Crew neckline, short puff sleeves, elastic cinched hems
    • Small back keyhole cutout, button closure
    • Stretchy smocked high waist
    • Short ruffled and tiered skater skirt, pleating
    • Fit and flare silhouette
    • Cotton fabric, woven skirt lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5323

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Sway Ruffled Tiered Short Dress

    Keep your daytime look sweet in this lightweight woven short dress perfect for stylishly swaying to your summer playlist! It features a V-neck and back, a wrap-front design with a dainty crochet trim, tie-back spaghetti straps, short sleeves with ruffled trims, a sheer crochet trim waist, a short-length hem with an adorable ruffled and tiered silhouette, and a flowy A-line fit. The gauze fabric includes a partial woven lining. Pair with strappy sandals.

    Fit & Features

    • V-neck and back, wrap-front design, tie-back straps, metal beaded accents
    • Short sleeves, ruffled trims
    • Sheer crochet waist and trim
    • Hidden back zipper, hook and eye closure
    • Short-length hem, ruffled and tiered silhouette, A-line fit
    • Gauze fabric, partial woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5321

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Staple Tie-Front Midi Dress

    This trendy tie-front midi dress is a stylish summer staple! It features a sleeveless V-neckline, a tie-front design at the bust with a small keyhole cutout, spaghetti straps, a midi-length hem, and a bodycon silhouette that will hug your natural curves. The ribbed knit fabric offers plenty of stretch. Pair with espadrille sandals for happy hour.

    Fit & Features

    • Sleeveless V-neckline
    • Tie-front design, small keyhole cutout
    • Spaghetti straps
    • Midi-length hem
    • Bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5250

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Artsy Inspiration Abstract Pleated Satin Crop Top

    This abstract print top will inspire your inner artsy side! It features peasant long sleeves, a sweetheart neckline, a center front ruched drawstring that lets you customize the style, and a cropped hem on pleated satin fabric with bust lining. Complete the look in high-rise jeans for an art show and dinner!

    Fit & Features

    • Peasant long sleeves
    • Sweetheart neckline
    • Center front ruched drawstring
    • Cropped hem
    • Abstract print
    • Pleated satin fabric, bust knit lining
    • Runs true to size

    Style Number/Barcode: 06001-4879

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Factor Cat-Eye Sunglasses

    Amp up the chic factor of your everyday looks with these sleek shades! The sunglasses feature an angled cat-eye design, gold metal arms with chain detailing, and tinted lenses. Style with hoop earrings and a mini handbag.

    Fit & Features

    • Angled cat-eye design
    • Plastic frame
    • Gold metal arms, chain detailing
    • Tinted lenses

    Style Number/Barcode: 07008-1012

    Category Name: $20 & Under Sale

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Factor Satin Tie-Waist Mini Dress

    Looking stunning in this satin mini dress is always a factor! The dress features a sleeveless cowl neckline, spaghetti straps, a tie-waist belt with belt loop accents, and a sassy bodycon silhouette with a wrap-style hem. The sleek satin-knit fabric offers plenty of stretch. Complete the look in bold earrings for a cocktail party.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Tie-waist belt, belt loop accents
    • Bodycon silhouette
    • Wrap-style mini-length hem
    • Sleek satin-knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2452

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale