$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.

  • Kamryn Floral Sequin High Slit Formal Dress

    Special Occasion

    Bring a glamorous radiance to the room in the gorgeous Kamryn floral sequin formal dress! She features a sleeveless asymmetric one-shoulder neckline with an adjustable spaghetti strap, a back zipper closure, a fitted high waist seam, a floor-sweeping hem with a chic high front slit, and a slim-fit silhouette. The lined mesh fabric features intricate sequin embroidery in a luxe floral pattern with a sequin scalloped design along the slit. Style this long dress with gold metallic heels for your next black-tie event.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Single adjustable spaghetti strap, back zipper, hook and eye closure
    • High waist seam, floor-sweeping hem, thigh-high front slit
    • Slim-fit silhouette
    • Sequin embroidery, floral pattern, scalloped design along the slit
    • Sheer mesh fabric, full-length knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6932

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Belinda Formal Glitter Halter Strappy Back Dress

    Special Occasion

    It's not a party til you arrive in the sparkly Belinda formal glitter long dress! She features a classy halter neckline with button closure, a stunning open strappy back design, side and back ruched seams to accentuate your curves along her slim silhouette, and a long hem with a sexy side slit. The formal maxi dress is crafted from a glitter knit fabric that leaves every room shimmering! Complete the look with a clutch and earrings for a red carpet event or gala!

    Fit & Features

    • Sleeveless halter neckline, button closure
    • Open strappy back design
    • Side and back ruched seams
    • Slim silhouette, high side slit, long hem
    • Glitter knit fabric, moderate stretch
    • Pasties or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7632

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kris Formal Sequin One Shoulder Dress With Train

    Special Occasion

    Gracefully glide with opulent sparkle in the Kris formal sequin dress at balls or black tie soirees! She features a one-shoulder neckline adorned with dual bungee spaghetti straps, a padded bust, a hip-hugging slim silhouette, and a flattering high side slit and floor-length hem with a cascading train. The formal maxi dress is designed with a brilliant sequin floral scroll pattern on mesh fabric and has a stretchy knit lining. Complete the look with a silver clutch and heels.

    Fit & Features

    • One-shoulder neckline, dual bungee spaghetti straps
    • Back zipper and hook-eye closure, padded bust
    • Hip-hugging, slim silhouette, high-side slit
    • Floor-length hem, cascading train
    • Sequin floral scroll pattern, mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-7647

    Category Name: $20 & Under Sale

    Price: $14.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Casual Long Sleeve Crop Top

    This long sleeve crop top is the cozy casual staple for the season! It features a V-neckline, long dolman-style sleeves, a cropped hem, a relaxed fit, and is composed of a wide ribbed knit fabric. Style this cute crop top with a mini skirt and ankle booties.

    Fit & Features

    • V-neckline
    • Long dolman sleeves
    • Cropped hem
    • Relaxed fit
    • Wide ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-2281

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty And Cool Off-The-Shoulder Sweater Top

    Embrace the cool weather looking flirty in this sweater top! Perfect for everyday styling, this top features slouchy long sleeves, a foldover neckline, and a slim fit silhouette on ultra-fuzzy and soft knit fabric. Complete the look with denim jeans.

    Fit & Features

    • Slouchy long sleeves
    • Foldover off-the-shoulder neckline
    • Slim fit silhouette
    • Ultra-fuzzy and soft sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1820

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Coziest Cutie Oversized Cable Knit Cardigan

    The perfect cold-weather cable knit cardigan to layer over all of your cute outfits! The sweater features slouchy long sleeves with rib knit cuffs, an open front design, and an oversized silhouette on soft and cozy cable knit fabric. Complete the look in boots for casual day or night plans!

    Fit & Features

    • Slouchy long sleeves, rib knit cuffs
    • Open front design
    • Oversized silhouette
    • Soft cable knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1827

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Confident Cutie Striped Oversized Sweater

    The perfect oversized sweater you'll love for weekly styling! The pullover sweater features cozy long sleeves, a crew neckline, an oversized fit, and a trendy striped pattern on knit fabric. Complete the look in jeans for the day and a mini skirt for a casual dinner out!

    Fit & Features

    • Cozy long sleeves
    • Crew neckline
    • Oversized fit
    • Striped pattern
    • Knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1825

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Country Star Below-The-Knee Cowboy Boots

    Step out looking fab like a country star in these on-trend cowboy boots! They feature a below-the-knee height with pull tabs on each side, a pointed toe, a stacked block heel, a western-style contrasting stitched design, and are composed of a faux leather material with a textured trim. Complete your look with hoop earrings!

    Fit & Features

    • Below-the-knee height
    • Pull tabs
    • Pointed toe
    • Stacked block heel
    • Western-style contrasting stitched design
    • Faux leather material, textured trim
    • Runs true to size

    Style Number/Barcode: 07402-0960

    Category Name: $20 & Under Sale

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Allure Rhinestone Faux Leather Over-The-Knee Boots

    These fab rhinestone faux leather boots will bring that glam allure to your night-out looks! They feature an over-the-knee height, a pointed toe, an inner zipper closure for easy on-and-off wear, a sleek stiletto heel, and all-over rhinestone studded embellishments for that chic sparkle on the faux leather material. Style these boots with a mini dress and rhinestone statement earrings.

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Rhinestone studded embellishments
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0901

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Diamonds In My Eyes Rhinestone Over-The-Knee Boots

    Polish up real nice in these rhinestone over-the-knee boots! They feature an over-the-knee height with a tie-back detail, an almond-shaped toe, an inner zipper closure, a block heel, and all-over rhinestone embellishments for the perfect sparkle on the faux suede material. Complete the look in a party dress for a dressy celebration!

    Fit & Features

    • Over-the-knee height, tie-back detail
    • Almond toe
    • Inner zipper closure
    • Block heel
    • All-over rhinestone embellishments
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0944

    Category Name: $20 & Under Sale

    Price: $9.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Major Vibe Rhinestone Strap Satin Mini Dress

    You in this alluring and sleek satin mini dress will be a major vibe! It features a sleeveless sweetheart neckline with a built-in padded bust, spaghetti straps that lead to an open back with cross-back straps and a rhinestone-embellished bar strap, chic pleating at the waist, a faux wrap-front design creating an asymmetric mini-length hem, and a bodycon silhouette to hug your gorgeous curves. The satin-knit fabric offers a moderate stretch. Style this mini dress with rhinestone spiral heels for a luxe going-out look.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust, spaghetti straps
    • Princess seams, high waist seam
    • Open back, cross-back straps,  vertical bar strap, rhinestone embellishments
    • Pleated waist, faux wrap-front design, asymmetric mini-length hem
    • Bodycon silhouette
    • Satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5169

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Royal Crepe Mesh Long Sleeve Mini Dress

    Luxurious and chic, this midi dress is perfect for any special occasion. It features a sweetheart neckline, padded and underwire bust, sheer peasant long sleeves with flocked floral velvet pattern, bodycon silhouette, and front slit. Crafted from crepe fabric, it has a midi-length hem that will have you feeling like royalty. Ready to turn heads? This dress is the perfect choice and style with chic block heels.

    Fit & Features

    • Sweetheart neckline
    • Padded and underwire bust
    • Back zipper and hook-eye closure
    • Sheer peasant long sleeves, floral velvet pattern
    • Bodycon silhouette, front slit, midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2517

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stroll Along Surplice Tie Waist Mini Dress

    Stroll along the city streets in this casual mini dress perfect for a day out! The mini dress features relaxed long sleeves with banded cuffs, a V-neckline with a surplice accent, a tie-waist belt, and a flattering bodycon fit on stretchy knit fabric. Complete the look with a crossbody bag.

    Fit & Features

    • Relaxed long sleeves, banded cuffs
    • V-neckline, surplice accent
    • Tie-waist belt
    • Bodycon fit
    • Mini-length hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5354

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Romance Me Velvet Long Sleeve Mini Dress

    Elevate the romance on your next dressy date night in this chic velvet mini dress. It features an alluring V-neckline with pleated detailing, pleated puff shoulders for an added touch of drama, long fitted sleeves, a mini-length hem, and a bodycon silhouette to hug your curves. The luxe velvet fabric offers a moderate stretch. Style this mini dress with strappy stiletto heels.

    Fit & Features

    • V-neckline, pleating, underbust seam
    • Pleated puff shoulders, long fitted sleeves
    • Mini-length hem
    • Bodycon silhouette
    • Velvet fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2591

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It's A Must Collared Denim Mini Dress

    This denim mini dress is a must for curating a cute and trendy lineup this season! The short dress features long sleeves, a collar neckline, zipper front closure, dual flap pockets with snap-button closures and lower pockets, an elasticized waist with belt loop accents, a bodycon fit, and a mini-length hem. Complete the look in pointed-toe booties for a day out with friends!

    Fit & Features

    • Long sleeves, collar neckline
    • Zipper front closure
    • Flap pockets with snap-button closures
    • Lower pockets
    • Bodycon fit, mini-length hem
    • Rigid denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5364

    Category Name: $20 & Under Sale

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make A Debut Plaid Strapless Pleated Mini Dress

    Make a debut in classic plaid and on-trend silhouette! This plaid mini dress is sure to stand out from any crowd. Featuring a strapless neckline, form-hugging bodice, belt loop accents, and a flirty pleated mini-length hem. Complete the look in lug boots for an edgy vibe!

    Fit & Features

    • Strapless neckline
    • Back zipper closure
    • Form-hugging bodice
    • Belt loop accents
    • Pleated mini-length hem
    • Plaid print, woven fabric, knit lining at the bust, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5415

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luisa Formal Velvet Ruffle Long Dress

    Special Occasion

    Chanel the epitome of elegance in the Luisa formal velvet long dress at black tie galas and weddings! She features a square neckline, spaghetti straps that cross along the back, a curve-hugging slim silhouette, and a high front slit with a ruffle trim that adds some flair down to the floor-length hem. The formal maxi dress is crafted from a luxe velvet knit fabric perfect for bringing the classy allure. Complete the look with earrings.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross back
    • Slim silhouette
    • High front slit, ruffle trim, floor-length hem
    • Velvet knit fabric, moderate stretch
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7719

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristine Formal Velvet Mermaid Long Dress

    Special Occasion

    Indulge in a luxe Kristine formal velvet long dress that's stylishly elegant and timelessly chic, it's the ideal dress for weddings, banquets, and formal parties! Crafted from soft velvet, she features a sleeveless V-neckline, spaghetti straps that cross along the low-cut back, and a mermaid silhouette that hugs your gorgeous curves all the way down to her floor-length hem. Complete the look with a glam necklace and earrings!

     Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross low-cut back design
    • Mermaid silhouette
    • Floor-length hem
    • Soft velvet fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7675

    Category Name: $20 & Under Sale

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Ease Wide-Leg Canvas Trouser Pants

    Fall in love with the effortless ease of these woven trouser pants! Crafted with the perfect blend of style and comfort, it features a flattering high-rise back-smocked elasticized waistband and wide-leg silhouette, side pockets, and pleating down the front for a touch of classic flair on canvas woven fabric. Style with a basic smooth knit top and your go-to heels!

    Fit & Features

    • High-rise smocked elasticized waistband
    • Front buttons and hidden zipper closures
    • Belt loop accents, side pockets
    • Front pleating, wide-leg silhouette
    • Canvas woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0804

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Strut Ruched Faux Leather Leggings

    These fabulous faux leather leggings will have you strutting like everywhere is your runway! They feature a high-rise elasticized waist, trendy ruched side panels that go down the leg, and an all-over form-hugging silhouette. The sleek faux leather fabric offers plenty of stretch. Style these leggings with a corset top and clear heel mules.

    Fit & Features

    • High-rise elastic banded waist
    • Ruched side panels
    • Form-hugging fit
    • Sleek faux leather fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2410

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Country Nights Denim Western Booties

    Go out tonight in these western booties for a country bar or bachelorette! The booties feature a pointed toe, western-inspired stitching, a stacked block heel, and a back zipper closure on an ankle-length shaft. Complete the look in a cowboy hat.

    Fit & Features

    • Pointed toe
    • Western-inspired stitching
    • Stacked block heel
    • Back zipper closure
    • Ankle-length shaft
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-1711

    Category Name: $20 & Under Sale

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get Cutesy Faux Leather Sherpa Bucket Hat

    Get cutesy with your outfit in this faux leather bucket hat perfect for bringing the cozy vibes! The hat features a classic bucket hat styling with a faux sherpa trim. Complete the look in a cozy jacket on a chilly day!

    Fit & Features

    • Faux leather exterior
    • Classic bucket hat styling
    • Faux sherpa trim

    Style Number/Barcode: 07302-1488

    Category Name: $20 & Under Sale

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gemma Rhinestone Collar Velvet Strapless Mermaid Dress

    Special Occasion

    The Gemma rhinestone collar velvet strapless mermaid dress was designed to turn heads with her chic and elegant allure! She features a sparkling rhinestone-embellished collar design, a strapless wired V-neckline with a built-in padded bust, a closed back with a zipper, and a floor-length hem with a slim-fit mermaid silhouette. The luxe smooth velvet fabric includes a knit lining at the top and offers moderate stretch. Complete your red-carpet-worthy look in this long dress with sleek satin gloves and stiletto heels!

    Fit & Features

    • Rhinestone-embellished collar design
    • Strapless wired V-neckline, padded bust, princess seams, high waist seam
    • Closed back, zipper, hook and eye closure
    • Floor-length hem, slim-fit mermaid silhouette
    • Velvet fabric, knit lining at the top, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7185

    Category Name: $20 & Under Sale

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Izzy Formal Mesh Beaded Mermaid Long Dress

    Special Occasion

    Watch your look transform under the light in the Izzy formal dress showcasing a glittering beaded design perfect for black tie events or dances! She features a V-neckline, sleek bungee spaghetti straps, a mermaid silhouette that highlights your gorgeous curves, and a graceful floor-length hem. The formal dress is crafted from a fishnet mesh fabric with a beaded design and has a stretchy knit lining. Complete the look with a rhinestone choker and heels!

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Mermaid silhouette
    • Floor-length hem
    • Beaded design, fishnet mesh fabric, stretchy knit lining
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7522

    Category Name: $20 & Under Sale

    Price: $9.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale