$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.

  • Rosa Formal High Side Slit Long Dress

    Special Occasion

    Put your best silhouette forward in the Rosa formal dress made to flaunt what you got! Perfect for banquets or dressy cocktail parties. She features a sleeveless square neckline, spaghetti straps that crisscross in the back, a bodycon silhouette, and a side ruched seam atop a sexy high slit and long hem. The formal dress is composed of a slinky knit fabric with a sheen effect and moderate stretch. Complete the look with a layered necklace.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, crisscross back
    • Bodycon silhouette
    • Side ruched seam, high slit, long hem
    • Slinky knit fabric, sheen effect, moderate stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7122

    Category Name: $20 & Under Sale

    Price: $14.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 2000s Babe Rhinestone Denim Bucket Hat

    Channel that 2000s babe energy with this trendy denim bucket hat! It features a classic bucket hat design with a wide brim and all-over mini rhinestone embellishments for a stylish sparkle. Pair with a graphic tee and low-rise jeans!

    Fit & Features

    • Classic bucket hat design
    • Wide brim
    • Mini rhinestones
    • Denim material

    Style Number/Barcode: 07302-1460

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catching Glances Necklace And Earrings Set

    Catch all the glances in this elevated glam necklace and earrings set. It features a short chunky chain-link necklace with a hammered textured design and round stud earrings. Style this set with a basic tee and high-rise jeans.

    Fit & Features

    • Necklace and earrings set
    • Short chunky chain-link necklace
    • Hammered textured design, lobster clasp closure
    • Round stud earrings, post-back closure


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

    Style Number/Barcode: 07002-1523

    Category Name: $20 & Under Sale

    Price: $1.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Whimsical Beauty Butterfly Layered Necklace Set

    Adorn your semi-formal dress with this whimsical necklace set! It features a layered design with a butterfly charm, dainty flower charms, and multi-colored beads. Complete the look in a flirty skater dress for a rehearsal dinner or celebration!

    Fit & Features

    • Layered necklace
    • Butterfly charm
    • Dainty flower charms
    • Multi-colored beads
    • Sleek chain link string
    • Losber clasp closure

    Style Number/Barcode: 07002-1504

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • You Have My Heart Statement Necklace

    Never be worlds apart without this statement necklace featuring a puffy silver heart charm on a sleek faux leather string with a tie-back closure design. Style with an edgy graphic tank top to complete a look for a concert or casual bar night!

    Fit & Features

    • Puffy silver heart charm
    • Sleek faux leather string
    • Tie-back closure design

    Style Number/Barcode: 07002-1500

    Category Name: $20 & Under Sale

    Price: $3.96 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stand Out In Rhinestone Stiletto Heels

    For the girlies who love to stand out! These glam satin stiletto heels feature a sleek square toe, rhinestone-embellished asymmetrical straps, a thin ankle strap, and an adjustable buckle closure. Complete the look with a statement ring set.

    Fit & Features

    • Square toe
    • Rhinestone-embellished asymmetrical straps
    • Thin ankle strap, buckle closure
    • Stiletto heel
    • Cushioned footbed
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4277

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Trendsetter Patchwork Denim Mini Skirt

    Show off your cute trendsetting style in this patchwork denim mini skirt! It features a high-rise waist, a partial zip-front, a patchwork design of different washes of blue denim with frayed detailing, a mini-length frayed hem with side slit accents, and a flared fit. Complete the look with a basic bodysuit and sneakers.

    Fit & Features

    • High-rise waist
    • Partial zip-front
    • Patchwork design, different washes of blue denim, frayed detailing
    • Mini-length frayed hem, side slits
    • Flared fit
    • Cotton-blend denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06601-0174

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Perfect Basic Knit Mini Dress

    This casual knit mini dress is the perfect basic for creating cute everyday 'fits! It features a V-neckline, short fitted sleeves, a mini-length hem, and a form-hugging fit. The cotton-blend fabric offers a moderate stretch. Style with hoop earrings and strappy mules.

    Fit & Features

    • V-neckline
    • Short fitted sleeves
    • Mini-length hem
    • Form-hugging fit
    • Cotton-blend smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5050

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Infatuated Floral Satin Midi Dress

    Spark everyones infatuation for you in this floral midi dress - a sultry style for wedding showers, graduations, and outdoor parties! The dress features a sleeveless cowl neckline, adjustable spaghetti straps, and a slim curve-hugging silhouette. Complete the look with a clutch and mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Slim, curve-hugging silhouette
    • Midi-length hem
    • Vintage rose floral print
    • Silky smooth satin, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4942

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Color Me In Floral Satin A-Line Dress

    Color your closet with this lovely floral satin dress to wear for upcoming soirees! It features a sleeveless cowl neckline, adjustable spaghetti straps, and a flattering A-line silhouette and short-length hem. Complete the look in strappy block heel sandals.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • A-line silhouette
    • Short-length hem
    • Floral print
    • Silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2510

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Stroll Rib Knit Midi Dress

    Take a casual stroll looking cute in this rib knit midi dress essential for afternoon pick-me-ups with the girls! Featuring a sleeveless square neck, spaghetti straps, a form-hugging silhouette, and a sultry front slit along the hem. Complete the look with a layered choker necklace.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Form-hugging silhouette
    • Front slit
    • Midi-length hem
    • Rib knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5183

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Obsessed Rhinestone Bust Mini Dress

    The obsession is real with this sultry-glam mini dress. The short dress features a sleeveless sweetheart neckline with sparkling rhinestone embellishments peeking through at the bust, adjustable spaghetti straps, ruching down the side seams, a mini-length hem, and a bodycon silhouette that will hug your curves. Style this short dress with platform heels for a night out with your girls.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Mini rhinestone embellishments at the bust
    • Adjustable spaghetti straps, back zipper closure
    • Ruched side seams
    • Mini-length hem, bodycon fit
    • Smooth knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2426

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Casual Moment High Slit Maxi Dress

    Have a cute and casual moment in this high slit maxi dress that will give you a streamlined bodycon silhouette. It features a sleeveless square neckline, bungee spaghetti straps, an asymmetric maxi-length hem creating a trendy thigh-high side slit, and a curve-hugging fit. The smooth knit fabric includes a full lining and offers plenty of stretch. Style with a crossbody bag and clear mules for dinner with the girls.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Asymmetric maxi-length hem
    • High side slit
    • Bodycon fit
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5105

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Mode Tropical V-Neck Midi Dress

    Enter vacay mode with the perfect tropical midi dress that'll have you looking fabulous! It features a sleeveless V-neckline, adjustable spaghetti straps, a form-hugging silhouette, and a sultry side slit cutout. Complete the look in chic mules for a dinner by the beach!

    Fit & Features

    • Sleeveless V-neckline 
    • Adjustable spaghetti straps
    • Form-hugging silhouette
    • Side slit cutout, slit
    • Midi-length hem
    • Tropical palm leaf print, stretchy knit fabric, bust lining
    • Runs true to size

    Style Number/Barcode: 05102-5056

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miami Mood Tropical Print Cutout Maxi Dress

    This alluring tropical print maxi dress is an iconic pick for a summer vacay to Miami! It features a sleeveless halter neckline with cross-front straps, a sultry center bust cutout followed by a chic O-ring accent, dual waist cutouts on each side, a backless design with dual tie-back straps, a floor-length hem with dual thigh-high front slits, and a flowy A-line silhouette. The lightweight woven fabric showcases an all-over tropical palm leaf pattern. Style with hoop earrings and clear mules.

    Fit & Features

    • Sleeveless halter neckline, cross-front straps, tie-back design
    • Center bust cutout, O-ring accent, dual waist cutouts
    • Backless design, dual tie-back straps, elasticized back waistband
    • Floor-length hem, dual high front slits, A-line silhouette
    • Tropical palm leaf print
    • Woven fabric, lined bust, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5087

    Category Name: $20 & Under Sale

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Noteworthy Flirt Ruffled Lace-Up Mini Dress

    Everyone will take note of your flirtiness in this mesh mini dress perfect for daytime parties! It features a sleeveless square neck, spaghetti straps that lace up along the open back, a bodycon silhouette, and all-over ruffled trim detail. Complete the look with statement earrings.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Lace-up, open back
    • Bodycon silhouette
    • Mini-length hem
    • All-over ruffled trim, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5168

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beverley Scuba Knit Ruffle V-Neck Party Dress

    Special Occasion

    A modern beauty, the Beverley party dress is sure to make a toast-worthy entrance! She stuns in a sleeveless plunge V-neckline with a dramatic tiered ruffle with a bonded edge trim, a bodycon silhouette, and a mini-length hem. The formal party dress is composed of a sleek scuba knit fabric with lining and minimal stretch. Complete the look in statement spiral heels for a bachelorette or cocktail party!

    Fit & Features

    • Sleeveless plunge V-neckline
    • Tiered ruffle with a bonded edge trim
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Lined scuba knit fabric, minimal stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1608

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basics That Shine Rhinestone Crop Tank Top

    An elevated basic tank top that will make you shine! Standout in this crop top featuring a sleeveless square neckline, a cutout front with rhinestone embellished straps, and a fitted hem on stretchy rib knit fabric. Style with a fab mini skirt for dinner and drinks!

    Fit & Features

    • Sleeveless square neckline
    • Cutout front, rhinestone straps
    • Fitted crop hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1570

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carrie Satin Rose Party Dress

    Special Occasion

    A sweet pick for upcoming weddings and fancy soirees! The Carrie satin party mini dress features a classic strapless sweetheart neckline with non-slip grip lining, a padded bust, and a front statement rose with cascading ruffle, a bodycon silhouette, and a flirty mini-length hem. She's composed of a smooth silky satin fabric with moderate stretch. Complete the look with fluttery faux lashes for a doll vibe!

    Fit & Features

    • Strapless sweetheart neckline, non-slip grip lining, padded bust
    • Back zipper and hook-eye closure
    • Statement rose with cascading ruffles
    • Bodycon silhouette, mini-length hem
    • Silky satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1683

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • I Like Big Gems Spiral Stiletto Heels

    Don't lie, you know these satin stiletto heels will wind up in your closet! They feature a round toe, a wide toe strap with statement gemstone embellishments, an iridescent metallic footbed with a memory foam sole, and a spiral ankle strap with statement gemstones. Complete the look with eye-catching earrings for a formal event!

    Fit & Features

    • Round toe
    • Wide toe strap, statement gemstone embellishments
    • Iridescent metallic footbed, memory foam sole
    • Stiletto heel
    • Spiral ankle strap with statement gemstones
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4355

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie The Knot Rhinestone Flat Sandals

    Tie your outfit together by sliding into these statement-flat sandals! Featuring a round toe, a PVC clear strap with multiple rhinestone embellished straps that form a trendy knot design, and a faux leather footbed. Style with a chic ring set for added sparkle!

    Fit & Features

    • Round toe
    • PVC clear strap
    • Multiple rhinestone embellished straps, knot design
    • Faux leather footbed
    • Flat sole
    • Runs a 1/2 size bigger

    Style Number/Barcode: 07404-1127

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Strut Glitter Flower Stiletto Heels

    Strut your shine in these glitter stiletto heels showcasing all the sparkle! They feature a platform round toe, a wide curved strap with a flower cutout design, and a thin ankle strap with adjustable buckle closure. Complete the look with an embellished clutch for a special occasion!

    Fit & Features

    • Platform round toe
    • Wide curved strap, flower cutout design
    • Thin ankle strap, buckle closure
    • Stiletto heel
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4426

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Refresh One-Shoulder Bodycon Mini Dress

    This chic bodycon mini dress is the summer style refresh you need! It features an asymmetric one-shoulder neckline with an O-ring accent, a thin braided shoulder strap, a mini-length hem, and a curve-hugging silhouette. The double-lined brushed knit fabric offers plenty of stretch. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • O-ring accent, thin braided shoulder strap
    • Mini-length hem
    • Bodycon fit
    • Double-lined brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5151

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Babe Tropical Print Maxi Dress

    Create an iconic vacay babe look with this alluring tropical print maxi dress! It features a sleeveless square neckline, spaghetti straps, a flattering high waist seam, ruching down one side leading to a thigh-high slit, and a long-length hem with a curve-hugging silhouette. The lightweight knit fabric features an all-over tropical palm leaf print. Complete the 'fit with strappy sandals and sleek shades.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • High waist seam, ruched side seam, thigh-high slit
    • Long-length hem, curve-hugging fit
    • Tropical palm leaf print
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5178

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale