$20 & Under Sale

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Product Recommendations

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.

  • Ciara Iridescent Rhinestone Draped Formal Dress

    Special Occasion

    You'll be draped in luxe shine with the sparkling rhinestone embellishments of the Ciara formal dress! She features a sleeveless sweetheart neckline with a built-in padded bust, adjustable spaghetti straps for a customized fit, and a back zipper and hook and eye closure. Her sheer mesh panels on each side of the waist create an hourglass illusion, leading to a floor-sweeping hem with a back slit accent and a slim-fit silhouette. She features iridescent rhinestone embellishments in an intricate pattern cascading down the length of the dress, and she has a stunning rhinestone front draped design. The sheer mesh fabric includes a partial knit lining. You'll be the best dressed at your fancy soiree in this gorgeous style with rhinestone fringe earrings.

     Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Sheer mesh panels on each side
    • Floor-sweeping hem, back slit, slim-fit silhouette
    • Iridescent rhinestone embellishments, front rhinestone draped design
    • Sheer mesh fabric, partial knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7363

    Category Name: $20 & Under Sale

    Price: $19.97 $184.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nothing But Adoration Sweetheart Skater Dress

    There's so much to adore about this sweetheart skater dress - perfect for weddings or dressy birthdays! It's designed with a sleeveless sweetheart neckline with a pleated overlay, adjustable spaghetti straps, and a flattering skater silhouette with a pleated short-length hem. The dress is composed of a smooth scuba knit fabric with slight stretch. Complete the look with sparkly earrings and block heels.

    Fit & Features

    • Sleeveless sweetheart neckline, pleated overlay
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Pleated short-length hem
    • Scuba knit fabric, slight stretch, bust lining
    • Runs true to size

    Style Number/Barcode: 05101-2602

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Britt Halter High Slit Ruched Formal Dress

    Special Occasion

    Show off your captivating silhouette in the sleek and stunning Britt ruched formal dress. She features a sleeveless sweetheart neckline, tie-back halter straps, a partially open back, ruching down the side seams for a gorgeous look, a floor-length hem with a thigh-high side slit, and an overall form-fitting silhouette to hug your natural curves. The smooth knit fabric offers plenty of stretch. Complete your look in this formal long dress for dances or parties with platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Tie-back halter straps, partially open back
    • High waist seam, ruched side seams
    • Floor-length hem, thigh-high side slit
    • Curve-hugging silhouette
    • Smooth knit fabric, lined bust, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7476

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Aura Ruffled High Slit Midi Dress

    Give off a flirtatious aura in this on-trend sultry ruffled midi dress! It features a strapless straight-across neckline, a fitted bodice with ruched side seams, a high waist seam, a midi-length hem with asymmetric dual high-cut side slits, fabulous ruffled trims and cascading ruffled accents, and a slim-fit silhouette. The buttery-smooth and slinky knit fabric includes a lining and offers plenty of stretch. Style with lace-up heels.

    Fit & Features

    • Strapless straight-across neckline
    • Fitted bodice, ruched side seams, high waist seam
    • Midi-length hem
    • Asymmetric dual side slits, ruffled trims, ruffled accents
    • Slim-fit silhouette
    • Slinky knit fabric, sewn-in lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2619

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Trendy Vibes Heart Detail Belt

    This of-the-moment heart detail belt will add all the trendy vibes to your everyday looks. The faux leather belt features silver metal heart-shaped grommets with a front square-shaped buckle and an adjustable fit. Style with a crop top and cargo pants!

    Fit & Features

    • Faux leather material
    • Silver metal heart-shaped grommets
    • Square-shaped buckle
    • Adjustable fit

    Style Number/Barcode: 07301-0657

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Diva Cutie Marabou Kitten Heel Mules

    Create a charming yet diva-luscious vibe with these patent leather mules featuring a square toe, a marabou feather strap, a slightly cushioned footbed, and a kitten heel. Style with a chic cocktail dress for a dressy rehearsal dinner or party!

    Fit & Features

    • Square toe
    • Marabou feather strap
    • Slightly cushioned footbed
    • Kitten heel
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4361

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It A Moment Rhinestone Stiletto Heels

    Make every outfit a moment in these stiletto heels! They feature a peep almond toe, a rhinestone-embellished PVC foot and ankle strap, a platform sole, and a closed ankle with a zipper closure on nubuck material. Complete the look with a glam clutch for a dressy evening out!

    Fit & Features

    • Peep almond toe
    • Rhinestone-embellished PVC foot and ankle strap
    • Platform sole
    • Closed ankle, zipper closure
    • Stiletto heel
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4379

    Category Name: $20 & Under Sale

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Polished Style Patent Leather Ballet Flats

    Poised and polished style is a step away with these cute patent leather ballet flats - perfect for office attire or an interview! They feature a sleek closed square toe with a bow inset, a slightly cushioned faux leather insole, and a flat sole. Complete the look in a chic blazer to top off your workwear style!

    Fit & Features

    • Closed square toe, bow inset
    • Slightly cushioned faux leather insole
    • Flat sole
    • Sleek patent leather material
    • Ballet-inspired design
    • Runs true to size

    Style Number/Barcode: 07405-0048

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carpe Denim Platform Block Heels

    Seize the day in these majorly trendy denim platform heels! They feature an almond toe, crisscross straps, a chunky platform sole and block heel, and an adjustable ankle strap with buckle closure. Complete the look with a chic mini handbag for a party.

    Fit & Features

    • Almond toe
    • Crisscross straps
    • Chunky platform sole and block heel
    • Adjustable ankle strap, buckle closure
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4516

    Category Name: $20 & Under Sale

    Price: $12.96 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly-Sheer Long Fishnet Coverup Dress

    This sheer long fishnet coverup dress is the perfect sexy style to dress up for a night out! It features a sleeveless plunge V-neck and back design, tank shoulder straps, a long-length hem, and a form-hugging silhouette to flaunt your figure. The coverup is composed of a completely sheer fishnet fabric. Layer over a basic lingerie set and pair with clear heels.

    Fit & Features

    • Sleeveless plunge V-neck and back design
    • Tank shoulder straps
    • Long-length hem
    • Form-hugging silhouette
    • Sheer fishnet fabric
    • Undergarments not included

    Style Number/Barcode: 07109-0309

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Milana Iridescent Rhinestone Sheer Mesh Formal Dress

    Special Occasion

    Showcase a stunning sultry sparkle with the iridescent radiance of the Milana rhinestone sheer mesh formal dress! She features a completely sheer mesh top with a high mock neckline, long fitted sleeves, and a back zipper closure. Her high V-cut waist leads to a long knit bottom with a floor-sweeping hem, a back slit accent, and a slim-fit silhouette. She features iridescent rhinestones with a sexy bust design and more rhinestone embellishments that cascade down the length of the dress. The mesh and knit fabrics offer a moderate stretch. Complete your look for a glamorous soiree with rhinestone fringe earrings.

    Fit & Features

    • Sheer mesh top, mock neckline
    • Long fitted sleeves, back zipper, hook and eye closure
    • High V-cut waist seam, knit bottom, floor-sweeping hem, back slit
    • Slim-fit silhouette
    • Iridescent rhinestone embellishments down the dress, bust design
    • Moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7441

    Category Name: $20 & Under Sale

    Price: $9.97 $159.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jaycee Formal Satin Corset Mermaid Dress

    Special Occasion

    With a glam silhouette, a gorgeous bodice, and silky satin fabric the Jaycee formal dress truly shines for all to admire! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a pleated and padded bust, a corset bodice that snatches your figure with flexible boning inserts, and a mermaid silhouette with a graceful floor-length hem. The formal dress is crafted from a luxe satin fabric with a subtle sheen and moderate stretch. Complete the look with fringe earrings for a banquet dinner or gala event!

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Pleated and padded bust
    • Corset bodice, flexible boning, back zipper and hook-eye closure
    • Mermaid silhouette, floor-length hem
    • Silky satin, subtle sheen, moderate stretch, bust lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7352

    Category Name: $20 & Under Sale

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Francie Taffeta Strapless A-Line Dress

    Special Occasion

    Amaze and delight in the Francie taffeta party dress ready for twirling at school dances or dressy birthdays! She features a flirty strapless neckline with a fold-over accent, a flattering A-line silhouette, and a short-length hem. The party dress is crafted from a woven taffeta fabric with a subtle sheen and has multiple tulle and a stretchy knit lining for a voluminous effect. Complete the look with a dazzling necklace and earrings set.

    Fit & Features

    • Strapless neckline, fold-over accent
    • Back zipper closure
    • A-line silhouette, short-length hem
    • Taffeta woven fabric, subtle sheen effect
    • Multiple tulle and stretchy knit lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1887

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feminine Chic Satin Cowl Neck Midi Dress

    For every babe who has upcoming events or plans. Keep your look chic in this satin midi dress featuring a sleeveless cowl pleated neckline with a wired insert, spaghetti straps, a bodycon silhouette, a side slit accent, and a midi-length hem. Style with a glitter clutch and heels to show your sparkle!

    Fit & Features

    • Sleeveless cowl pleated neckline, wired insert
    • Spaghetti straps
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Silky satin fabric, bust lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2692

    Category Name: $20 & Under Sale

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kayleigh Sequin Sweetheart Party Dress

    Special Occasion

    This body-hugging beauty will have you glistening like never before! The Kayleigh sequin party dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a built-in padded and underwire bust, a sexy bodycon silhouette, and a mini-length hem. The party dress is designed with an eye-catching sequin pattern on mesh fabric with a stretchy knit lining. Complete the look in strappy heels for a birthday or school dance!

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Side zipper and hook-eye closure
    • Built-in padded and underwire bust
    • Bodycon silhouette, mini-length hem
    • Sequin pattern, mesh fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1636

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Entice The Night Plunge Neck Denim Jumpsuit

    Create an enticing night-out look in this sultry denim strapless jumpsuit for your next GNO! Featuring a strapless plunge neckline design, hidden side pockets, and back pockets, and a flattering wide-leg silhouette. Complete the look in a sleek layered long necklace for a touch of chic! 

    Fit & Features

    • Strapless plunge neckline design, wire insert
    • Non-slip grip lining, stretchy smocked back
    • Hidden side pockets, back pockets
    • Back zipper and hook-eye closure
    • Wide-leg silhouette
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0447

    Category Name: $20 & Under Sale

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Momemt To Marvel Chiffon A-Line Short Dress

    Everyone will take a moment to marvel at you in this breezy chiffon short dress perfect for an afternoon lunch date! Featuring a sleeveless cowl neckline adorned with self-tie spaghetti straps, a flirty low back design, a tie-waist belt, an A-line silhouette, and a short-length hem. The dress is designed with a dreamy marble print on airy chiffon fabric with a woven lining. Complete the look with a chic mini handbag and sandals.

    Fit & Features

    • Sleeveless cowl neckline
    • Self-tie spaghetti stra[s
    • Low-back design, hidden zipper and hook-eye closure
    • Tie-waist belt
    • A-line silhouette, short-length hem
    • Marble printed chiffon fabric, woven lining
    • Runs true to size

    Style Number/Barcode: 05102-5393

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Desires Satin Tank And Shorts Pajama Set

    Get in touch with your sweet femme side in this satin pajama set! The cami tank top features a sheer eyelash lace trim V-neckline, adjustable spaghetti straps for a customized fit, and a relaxed fit hem. The matching shorts feature a sheer eyelash lace trim hem and a cheeky fit for a flirty allure. Complete the look with voluminous false lashes for a sleepover or a night in with bae!

    Fit & Features

    • Matching top and shorts pajama set
    • Cami tank top, sleeveless, eyelash lace trim V-neckline
    • Adjustable spaghetti straps, relaxed fit hem
    • Lace trim shorts, elasticized waist, cheeky fit, eyelash lace trim
    • Silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 07103-0986

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Season Of Fun Denim Collared A-Line Mini Dress

    It's the season of fun with this casual and cute denim mini dress perfect for everyday styling! It features long sleeves with dual button cuffs, a collared neckline, button-down front closures, two flap pockets, a belted waist with buckle closure, and a flattering A-line silhouette. Complete the look in sleek hoop earrings.

    Fit & Features

    • Long sleeves, dual button cuffs
    • Collared neckline
    • Button-down front closures, two flap pockets
    • Belted waist, buckle closure, belt loop accents
    • A-line silhouette, mini-length hem
    • Denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 05102-5402

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Obsessed With Floral Chiffon Skater Dress

    Obsessed with floral? Let this chiffon skater dress into your blossoming collection! It features cap sleeves, a scoop neckline, a flirty front lace-up along the stretchy smocked bodice, and a flattering and flowy short-length hem. Complete the look with earrings and heels for a dressy occasion!

    Fit & Features

    • Cap sleeves
    • Scoop neckline
    • Front lace-up, stretchy smocked bodice
    • Skater silhouette, short-length hem
    • Back zipper and hook-eye closure
    • Floral print, airy chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5391

    Category Name: $20 & Under Sale

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Picking Daisies Chiffon Strappy Skater Dress

    The perfect dress you'll want to pluck from the garden! This dreamy skater dress features adorable puff short sleeves, a square neckline, and pleated bust, a cutout strappy front and back with ties, and a short-length hem on daisy printed chiffon fabric. Complete the look in cute sandals for a family party!

    Fit & Features

    • Puff short sleeves
    • Square neckline, pleated bust
    • Cutout strappy front and back, tie closure
    • Back hidden zipper and hook-eye closure
    • Skater-silhouette, short-length hem
    • Dainty printed chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5389

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Beauty Butterfly Earrings

    Adorn your ears with these charming butterfly earrings for undeniable beauty! They feature rhinestone post-back closure, a dainty linear chain strand, and colored butterfly charms. Complete the look in sleek and strappy stiletto heels for a semi-formal occasion!

    Fit & Features

    • Rhinestone post-back closure
    • Dainty linear chain strand
    • Colored butterfly charms

     

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

    Style Number/Barcode: 07001-1643

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanting Romance Floral Chiffon Short Dress

    This airy floral chiffon short dress will make an enchanting entrance on your next date! It features a sleeveless sweetheart neckline with a built-in padded bust, a tie-front design with a small front keyhole cutout, tie-shoulder spaghetti straps, ruffled accents cascading down the dress, a short-length hem, and a flowy A-line silhouette. The blooming floral print chiffon fabric includes a full-length woven lining. Style with clear mules!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Tie-front design, small keyhole cutout
    • Tie-shoulder spaghetti straps, gold metal accents
    • High waist seam, hidden back zipper, hook and eye closure
    • Ruffled accents, short-length hem, A-line silhouette
    • Floral print, sheer chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5390

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz And Gleam Sequin Fringe Mini Dress

    Glitz and gleam and radiate your beauty in this gorgeous sequin fringe mini dress to make a dazzling impression. It features an asymmetric one-shoulder neckline with a long fitted sleeve, a mini-length hem, a bodycon silhouette to flaunt your figure, and an all-over cascading sequin fringe embroidered design that will move with you on the dance floor. Style with metallic heels for homecoming!

    Fit & Features

    • Asymmetric one-shoulder neckline
    • Single long fitted sleeve
    • Mini-length hem
    • Bodycon silhouette
    • All-over sequin fringe embroidery
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 05103-5113

    Category Name: $20 & Under Sale

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance