$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.

  • Endlessly Effortless Crew Neck Abstract Midi Dress

    You'll always look and feel perfect in this sleeveless midi dress for parties or going out! Crafted from an abstract print mesh fabric, this dress boasts a crew neckline, a flattering bodycon silhouette, and a midi-length hem. Complete the look in stiletto heels and a purse!

    Fit & Features

    • Abstract print, mesh fabric, soft knit lining
    • Crew neckline
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5819

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classically Chic Plaid Long Sleeve Oversized Shacket

    Your new favorite plaid long sleeve oversized shacket for cozy and trendy vibes. Complete the look with the matching skort.

    Shop Matching Bottoms: Classically Chic Plaid High Waist Wrap Skort

    Fit & Features

    • Plaid faux wool fabric, no stretch
    • Collared neckline
    • Button down front
    • Dual chest pockets with snap-button closures
    • Long sleeves with dual snap-button details
    • Runs true to size

    Style Number/Barcode: 06204-1898

    Category Name: $20 & Under Sale

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Traits Cap Sleeve Crisscross Rib Knit Bodysuit

    A babe like you knows how to style this sweet rib knit bodysuit! Featuring cap sleeves and a V-neckline, this form-hugging knit bodysuit highlights your curves while the crisscross bust design adds a flirty appeal. The cheeky bottom with snap-button closures makes for easy wear. Complete the look with a trendy denim skirt and sandals for casual plans.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • V-neckline
    • Crisscross bust design
    • Form-hugging fit
    • Cheeky bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06002-1811

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring the Glam Glitter Halter Skater Dress

    Shine at your next event in a glitter skater dress that elevates! The short dress features a plunging V-neckline with halter neck ties for a secure fit and a flared skater hem. Complete the outfit with platform heels.

    Fit & Features

    • Glitter knit fabric with knit lining, plenty of stretch 
    • Plunging V-neckline
    • Halter neck ties, partially open back
    • High waist seam
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3515

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Day Cute Halter Open Back Crop Top

    Sunshine and blue skies? A day like that calls for this sleeveless crop top for a cute look! The top features a halter neckline with a spaghetti strap tie, a head-turning open back with a spaghetti strap tie, and a cropped-length hem. Complete the look with shorts.

    Fit & Features

    • Double-lined smooth knit fabric, moderate stretch
    • Halter neckline with spagehtti strap tie
    • Open back with spagehtti strap tie
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5423

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamour Glitz Glitter Corset Midi Dress

    This sleeveless glitter midi dress is all about the glamour and glitz! The striking dress is designed with a hidden corset bodice that snatches your waistline, ruched seams to enhance your curves and a flattering bodycon silhouette. Pair with a clutch.

    Fit & Features

    • Sheer glitter mesh fabric with knit lining, plenty of stretch
    • Sleeveless square neckline
    • Spaghetti straps
    • Hidden corset bodice with flexible boning
    • Ruched side and back seams, back zipper closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3330

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Impression Strapless Ruffled Skater Dress

    You'll be ready to impress everyone in this stylish ponte skater dress at parties! Featuring a strapless neckline, contrast trim, and bow, and a ruffled layered short-length hem, this skater dress flatters every figure. Complete the look with high heels.

    Fit & Features

    • Ponte knit fabric, moderate stretch
    • Strapless neckline, contrast trim
    • Ruffled layered short-length hem, contrast trim
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3605

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Chic Square Toe Stiletto Heels

    These stiletto heels feature a sleek square toe, and adjustable ankle strap with buckle closure, and are composed of a faux leather material perfect for everyday styling.

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather material
    • Square toe
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-5015

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Trend High-Rise Cuffed Wide-Leg Denim Jeans

    These denim jeans feature a trendy high-rise waist and wide-leg silhouette with a cuffed hem. Perfect for styling with a basic top for any occasion.

    Fit & Features

    • Medium wash denim fabric, non-stretch
    • High-rise waist
    • Wide-leg silhouette, cuffed hem
    • Front button and hidden zipper closure
    • Five-pocket styling
    • ​​​​​​Jeans have an 11” front rise with a 29.5” inseam
    • Runs true to size

    Style Number/Barcode: 06602-0522

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Glam Buckle Strap Mini Skirt

    Fit & Features

    • Denim fabrication, moderate stretch 
    • High rise waist
    • Criss-cross grommet buckle straps
    • Back zipper closure
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06601-0222

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fab Mid-Rise Flared Tinted Wash Denim Jeans

    Fit & Features

    • Tinted wash denim fabrication
    • Mid-rise fit
    • Single button with hidden zipper closure
    • Traditional five-pocket with belt loop design
    • Flared wide-leg hem
    • Runs true to size

    Style Number/Barcode: 06602-0521

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Season Of Plaid Long Sleeve Oversized Shacket

    A plaid shacket features cozy long sleeves, four front pockets for stylish convenience, and the perfect oversized fit. Style with jeans for casual plans.

    Fit & Features

    • Plaid pattern, soft woven fabric, no stretch
    • Collar neckline
    • Long sleeves with button cuffs
    • Front button-up closures
    • Four front pockets
    • Oversized fit
    • Runs true to size

    Style Number/Barcode: 06204-1846

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Square Neck Tank Midi Dress

    Effortlessly chic and oh-so-flattering, this sleeveless midi dress will become your new favorite go-to. This bodycon dress has a sleeveless square neckline and tank straps and hugs your curves in all the right places. The midi-length hem adds a touch of sophistication, while the rib knit fabric lining ensures comfort all day long. Complete the look in a layered necklace for any occasion!

    Fit & Features

    • Rib knit fabric, sewn-in knit lining, stretchy
    • Bodycon fit
    • Midi-length 
    • Runs true to size

    Style Number/Barcode: 05102-5587

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layered In Glam Ribbed Knit Long Sleeve Maxi Dress

    Nail that layered look in a ribbed knit dress featuring a plunging square neckline, a bralette inset with lace trim, fitted long sleeves, and a maxi-length hem with a back slit accent. Complete the look with trendy ankle booties for the ultimate vibe.

    Fit & Features

    • Ribbed knit fabrication, plenty of stretch
    • Square neckline
    • Bralette inset with lace trim
    • Fitted long sleeves
    • Long hem length
    • Back slit
    • Runs true to size

    Style Number/Barcode: 05102-5848

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Season Mock Neck Cutout Ribbed Knit Mini Dress

    Comfy meets chic in this adorable ribbed knit mini dress featuring a mock neckline, long fitted sleeves, a bold cutout above the bust, and a short bodycon silhouette. Style with knee-high boots.

    Fit & Features

    • Ribbed knit fabric with moderate stretch
    • Mock neckline
    • Long fitted sleeves
    • Cutout above the bust
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-2091

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Moment Faux Suede Lattice Cutout Mini Dress

    Fit & Features

    • Faux suede fabric with knit lining, moderate stretch
    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Dual lattice side cutouts at bodice and waist
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5782

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Glam Faux Fur Trench Coat

    Fit & Features

    • Faux fur fabrication, lined interior
    • Collared neckline
    • Horizontal stripe design
    • Long sleeves
    • Long hem length
    • Runs true to size

    Style Number/Barcode: 06201-0534

    Category Name: $20 & Under Sale

    Price: $35.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Definite Beauty V-Neck A-Line Mini Dress

    Everyone will watch as you walk in wearing this sleeveless mini dress to the school dance or party! Made from smooth lined knit fabric, it's perfect for any occasion.  With its flattering V-neckline and shoulder straps, this dress offers a stunning A-line silhouette and a mini-length hem. Compliment your look with statement heels and a clutch.

    Fit & Features

    • Smooth lined knit fabric
    • V-neckline
    • Shoulder straps
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5844

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Chic Buckle Strap Kitten Heel Mules

    So chic, elevate your office to everyday looks with these kitten heel mules featuring a closed pointed toe, a dual buckle strap design, and an open back for effortless on-and-off styling. The low kitten heel offers comfortable wear.

    Fit & Features

    • 3" Kitten heel
    • Faux leather material
    • Closed pointed toe
    • Dual buckle strap design
    • Open back, on-and-off styling
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5090

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Fave Mid-Rise Wide-leg Jeans

    These trendy jeans feature a mid-rise waist, subtle distressed detailing, and a relaxed wide-leg silhouette for that effortless cool-girl vibe. Style with a crop top and mules.

    Fit & Features

    • Denim fabric with faded washed design
    • Mid-rise waist with belt loops
    • Front button closure
    • Front and back pockets
    • Subtle distressing
    • Wide-leg fit
    • Runs true to size

    Style Number/Barcode: 06602-0525

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Outing Button-Down Faux Wool Shacket

    Layer on this faux wool shacket for your next outing! It features a trendy utility design including pockets, button-down closures, and a cinched crop hem for style. Complete the look with a denim skort.

    Fit & Features

    • Faux wool fabric with minimal stretch
    • Collared neckline
    • Long sleeves with single-button detail
    • Button-down front
    • Large buttoned chest pockets
    • Mid-length elastic cinched hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0477

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Abstract Floral Ruched Mesh Midi Dress

    This airy lined mesh midi dress is designed with a chic abstract floral print to create a head-turning look. The ruched side seams will accentuate your curves along the bodycon silhouette. Perfect for a rooftop bar, style with heels.

    Fit & Features

    • Abstract floral printed sheer mesh fabric with knit lining, plenty of stretch
    • Square neckline
    • Adjustable spaghetti straps
    • Ruched side seams
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3635

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Flirt Sweetheart Lace Trim Skater Dress

    This sleeveless chiffon skater dress features a lace trim sweetheart neckline and bodice for flirty flair while the drop waist seam accentuates your curves along the mini-length skater silhouette. Perfect for a dressy brunch or party.

    Fit & Features

    • Sheer chiffon woven fabric with stretchy knit lining
    • Lace trim sweetheart neckline with bow detail, bust underwire
    • Adjustable lace trim shoulder straps
    • Partially smocked back with zipper and hook-eye closure
    • Lace trim bodice, drop waist seam
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3461

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kiana Rhinestone Sheer Mesh Mermaid Dress

    Special Occasion

    Dare to step into your sultry era in the Kiana formal dress crafted with sheer mesh fabric and a glamorous chic asymmetric rhinestone-embellished design. It features a sleeveless sweetheart neckline with a built-in bra with lining, adjustable spaghetti straps for a customized fit, and a floor-length mermaid silhouette to highlight your stunning curves.

    Fit & Features

    • Sheer mesh fabric with lined bust, sheer lining
    • Asymmetric rhinestone-embellished design
    • Sweetheart neckline, built-in bra with lining
    • Adjustable spaghetti straps, back zipper closure
    • Floor-length mermaid silhouette
    • Panty lining not included
    • Runs true to size

    Style Number/Barcode: 05002-8771

    Category Name: $20 & Under Sale

    Price: $29.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale