$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.

  • Escape To Paradise Tropical Print Mini Skirt

    Look like you're ready to escape to paradise in this dreamy tropical print mini skirt! It features a high-rise waist, a faux wrap-front design, a mini-length hem, and a curve-hugging silhouette. The tropical palm leaf print will give off those vacay vibes. Style with the matching crop top!

    Shop Matching Top: Escape to Paradise Tropical Print Crop Top

    Fit & Features

    • High-rise waist
    • Faux wrap-front design
    • Mini-length hem, form-hugging fit
    • Tropical palm leaf print
    • Texture knit fabric, partial sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0596

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Escape to Paradise Tropical Print Crop Top

    Look like you're ready to escape to paradise in this dreamy tropical print crop top! It features a sleeveless scoop neckline, spaghetti straps, an alluring open back with a strappy cross-back lace-up design, and a fitted cropped hem. The tropical palm leaf print will give off those vacay vibes. Style with the matching mini skirt!

    Shop Matching Bottoms: Escape To Paradise Tropical Print Mini Skirt

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Open back, strappy cross-back lace-up design, tie closure
    • Fitted cropped hem
    • Tropical palm leaf print
    • Texture knit fabric, partial sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4007

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop The Bubbly Glitter Mesh Party Dress

    Pop the bubbly and raise a toast to your sparkle in this glitter mesh party dress! It features a sleeveless square neck, a ruched bust, spaghetti straps, and a fit-and-flare short silhouette. Complete the look in a glam necklace set.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Ruched bust
    • Fit and flare, skater silhouette
    • Short-length hem
    • Glitter mesh fabric, sewn-in lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1743

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In My Era Satin Rhinestone Strappy Dress

    Get into your glam era strutting in this satin mini dress on a girl's night on the town! The dress features a sleeveless square neckline, adjustable spaghetti straps, dual-side strappy cutouts at the waist, and an alluring bodycon silhouette with all-over rhinestone embellishments. Complete the look in this mini-length dress with glitter block heels for extra shine!

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Dual-side strappy cutouts at the waist
    • Bodycon silhouette
    • Mini-length hem
    • All-over rhinestone embellishments
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4949

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Chic Linen Shorts

    Stylishly elevate your weekend look with these casual and chic linen-blend shorts! They feature a high-rise waist, a button-front closure, dual front pockets, pleating, and a fitted silhouette. Complete the outfit with the matching vest and a pair of espadrille sandals for happy hour!

    Shop Matching Top: Casual And Chic Cropped Linen Vest

    Fit & Features

    • High-rise waist
    • Button-front closure, hidden front zipper
    • Dual front pockets
    • Pleating
    • Fitted silhouette
    • Linen-blend fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0212

    Category Name: $20 & Under Sale

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Chic Cropped Linen Vest

    Stylishly elevate your weekend look with this casual and chic linen-blend vest! It features a sleeveless V-neckline, a complete button-down front, and a fitted, cropped hem. Complete the outfit with the matching shorts and a pair of espadrille sandals for happy hour!

    Shop Matching Bottoms: Casual And Chic Linen Shorts

    Fit & Features

    • Sleeveless V-neckline
    • Button-down front
    • Dual faux pocket slits
    • Fitted, cropped hem
    • Linen-blend fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1574

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Queen Tropical Floral Midi Dress

    Slay in all of your vacation pics like the stylish queen you are in this tropical floral midi dress! It features a sleeveless square neckline, spaghetti straps, a midi-length hem, a bodycon silhouette that will hug your curves, and a bold tropical floral print pattern. The sheer mesh fabric includes a stretch knit lining. Complete the look with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Midi-length hem
    • Bodycon silhouette
    • Tropical floral print
    • Sheer mesh fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4980

    Category Name: $20 & Under Sale

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Intentions Mesh Rib Knit Romper

    Showcase your love for sultry and loungewear in this rib knit romper perfect for sleepovers or relaxing at home in style! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, molded and padded cups, a sheer mesh bodice with corset-style seams, and fitted biker-style shorts. The ribbed knit fabric offers plenty of stretch. Complete the look in a dainty ring set.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Molded and padded cups
    • Sheer mesh bodice, corset-style seams
    • Fitted biker-style shorts
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0927

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Terecia Formal Sequin Lace-Up Mermaid Dress

    Special Occasion

    All-over glistening sequins make the flawless Terecia formal dress a total standout at school dances, banquets, and fancy soirees! She features a sleeveless square neckline, spaghetti straps that create the lace-up design along her open back, a front ruched seam, a sultry high front slit, and a curve-hugging mermaid silhouette with a graceful floor-length hem. The formal dress is composed of a shimmering sequin embroidered fabric with an iridescent glow. Complete the look in a rhinestone necklace and earrings set.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open back, lace-up design, tie closure, lower back zipper, hook and eye closure
    • Front ruched seam, high slit
    • Curve-hugging fit, mermaid silhouette, floor-length hem
    • Iridescent sequin embroidery
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-2931

    Category Name: $20 & Under Sale

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style All-In-One Crepe Skort Romper

    This crepe skort romper is style all-in-one cute and sassy package! It features a sleeveless square neck, spaghetti straps, and a front pleated bodice that leads to the asymmetrical wrap short hem. Complete the look in cute sandals for a date night!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Front pleated bodice
    • Asymmetrical wrap short hem
    • Shorts lining
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1049

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Among The Stars Layered Choker Necklace

    Dance among the stars at a music festival with this perfect layered chain choker necklace! It features one choker layer with rhinestone drop charms, one layer with solid star charms, and one layer with a hollow star charm. Complete the look in a trendy crop jacket.

    Fit & Features

    • Three-layered chain choker necklace
    • One choker layer, rhinestone drop charms
    • One layer with solid star charms
    • One layer with hollow star charm
    • Adjustable chain at the back, lobster clasp closure

    Style Number/Barcode: 07002-1407

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner And Dessert Smocked Skater Dress

    This skater dress was made for a dinner and dessert date night! It features a sleeveless square neck, organza tie-straps, a stretchy smocked bodice, and a fit-and-flare short hem with an organza overlay. Complete the look in rhinestone lace-up heels and a clutch.

    Fit & Features

    • Sleeveless square neck
    • Organza tie straps
    • Stretchy smocked bodice
    • Fit and flare skater silhouette
    • Short-length hem
    • Organza overlay, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2286

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Skip A Beat Ponte V-Neck Skater Dress

    You'll be dressed to impress in this ponte skater dress as a graduate or bride-to-be! It features a sleeveless V-neckline, spaghetti straps, a flattering fit and flare silhouette, and a short-length hem. Complete the look in chic rhinestone heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Back zipper closure
    • Fit and flare, skater silhouette
    • Short-length hem
    • Lined ponte-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2235

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt And Twirl Chiffon Open Back Skater Dress

    Flirt and twirl in this sassy little chiffon dress perfect for date nights or parties! It features adorable sheer puff short sleeves, a ruched square neck with a bust tie and keyhole, an open back with tie closure, and a flowy short skater silhouette. Complete the look in platform block heels.

    Fit & Features

    • Sheer puff short sleeves
    • Ruched square neck, bust tie, keyhole
    • Open back, tie closure
    • Flowy skater silhouette
    • Short-length hem
    • Airy chiffon fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5040

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Princess Satin Lace-Up Skater Dress

    Crown yourself a party princess in this twirl-worthy stunner of a skater dress! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a structured bust with light padding, a back lace-up design, and a flattering fit and flare short-length silhouette. The skater dress is composed of a silky satin-lined fabric. Style with adorable platform heels to complete the look!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Structured bust, light padding
    • Lace-up back design
    • Fit and flare skater silhouette
    • Short-length hem
    • Lined satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2270

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raina Glitter Knit High Slit Mermaid Dress

    Special Occasion

    Create a stunning spark in the gorgeous Raina glitter knit mermaid dress at prom, weddings, or fancy parties! She features a sleeveless V-neckline with a built-in padded bust, bungee spaghetti straps, an open back with a cross-back strappy design, a hip-hugging fit, stylish ruching with an adjustable drawstring, a floor-sweeping hem with a short cascading train, a chic front slit, and a mermaid silhouette. The semi-sheer glitter knit fabric includes a mini-length lining. Complete the look in this formal long dress with rhinestone heels.

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Bungee spaghetti straps, open back, cross-back strappy design
    • High waist seam, hip-hugging fit, ruching, adjustable drawstring
    • Floor-sweeping hem, short train, front slit, mermaid silhouette
    • Semi-sheer glitter knit fabric, mini-length knit lining, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-6946

    Category Name: $20 & Under Sale

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Pretty Silky Knit Midi Dress

    You'll be feeling pretty and chic in this silky knit midi dress! It features a sleeveless V-neckline with a twist-front design, a small keyhole cutout under the bust, spaghetti straps, a midi-length hem with a sultry high front slit, and a curve-hugging silhouette. Style with clear mules for date night.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Small keyhole cutout under the bust
    • Spaghetti straps
    • Midi-length hem, high front slit
    • Form-hugging fit
    • Silky knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2278

    Category Name: $20 & Under Sale

    Price: $5.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For You Satin Ruche Midi Dress

    Watch everyone fall for you in this luxe satin midi dress at rehearsal dinners, graduations, and dressy cocktail parties! The dress features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and an adjustable front ruching atop a flirty slit accent. The sleek satin-knit fabric offers a moderate stretch. Complete the look with a stunning collar necklace.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon silhouette
    • Adjustable front ruching, drawstring
    • Slit accent, midi-length hem
    • Luxe satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2077

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edged Out Fringe Tie-Front Graphic Top

    Find your edge with this sassy graphic crop top perfect for festivals, concerts, and checking out a carnival! It features short sleeves, fringe trim along the shoulders, and a plunging neckline with a tie-front hem. Complete the look in a denim skort and cowboy boots!

    Fit & Features

    • Short sleeves
    • Fringe trim along the shoulders
    • Plunging neckline
    • Tie-front hem, cropped length 
    • Graphic design
    • Stretchy cotton fabric
    • Runs true to size

    Style Number/Barcode: 06002-1563

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Staple Mesh Puff Sleeve Bustier

    This crepe bustier is a cute staple piece to dress up your favorite denim! It features sheer mesh dot puff sleeves, a sweetheart neckline, a flirty bust tie with molded, padded cups, a seamed bodice, and a fitted crop hem. Complete the look in high-rise jeans for a lunch date!

    Fit & Features

    • Sheer mesh dot puff sleeves
    • Sweetheart neckline
    • Bust tie, molded, padded cups
    • Seamed bodice
    • Fitted crop hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4860

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Nights Linen High Slit Midi Skirt

    This effortlessly-chic linen midi skirt was made for summer nights! It features a high waist with a low-cut front design, a side knot detail, a midi-length hem with a sultry high slit to showcase some leg, and a flowy silhouette. The linen-blend fabric has a smooth knit lining. Style with a crop top and sandals.

    Fit & Features

    • High waist, low-cut front design
    • Side knot detail
    • Back zipper, hook and eye closure
    • Midi-length hem, high slit
    • Flowy silhouette
    • Linen-blend fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06301-0150

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ellen Formal Rhinestone Strap Long Dress

    Special Occasion

    You'll be absolutely captivated in the Ellen formal long dress sure to make jaws drop at banquets, black-tie weddings, and cocktail receptions! She features a sleeveless one-shoulder neckline, a glam rhinestone chainlink strap trim, a slim curve-hugging silhouette, and a sultry high-side slit that leads to her floor-length hem. The formal maxi dress is composed of a smooth and sleek knit fabric with a moderate stretch. Complete the look and style the long dress with a sparkly box clutch and earrings.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Rhinestone chainlink strap trim
    • Slim, curve-hugging silhouette
    • High side slit, floor-length hem
    • Smooth and sleek knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7323

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leona Formal Crepe Rhinestone Slit Dress

    Special Occasion

    Glamorous details that make it impossible not to get noticed! The Leona formal dress will attract all the attention at banquets or dressy cocktail parties. She features a sleeveless sweetheart neck with a lovely cowl pleating over the bust, rhinestone embellished and adjustable spaghetti straps, a form-hugging slim silhouette, and a stunning high side slit and long hem. The formal dress is composed of a lined crepe fabric with minimal stretch. Complete the look with sparkly earrings and a bracelet.

    Fit & Features

    • Sleeveless sweetheart neck
    • Rhinestone adjustable spaghetti straps
    • Cowl pleating across bust
    • Form-hugging, slim silhouette, high side slit, long hem
    • Lined crepe fabric, minimal stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1561

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mollie Formal Satin Side Slit Long Dress

    Special Occasion

    Crafted of silky satin, the romantic Mollie formal dress is perfect for making a memorable entrance as a bridesmaid or a black tie gala! She features a sleeveless square neck, spaghetti straps, and a side pleated seam that shapes the form-hugging slim silhouette with a sultry high-cut side slit and long hem. The formal dress is composed of lined satin fabric with minimal stretch. Complete the look with a glam bracelet and platform heels.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Side pleated seam
    • Form-hugging, slim silhouette
    • High-cut side slit, long-length hem
    • Lined silky satin, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6854

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale