$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.

  • Untamed Nights Halter Slit Maxi Dress

    Glam meets wild in this sultry halter maxi dress. With its curve-hugging fit, statement hardware, and bold slit, it’s made for spotlight entrances and after-dark drama.

    Fit & Features

    • Animal print, knit-lined fabric with stretch
    • Halter neckline, hardware insert, spaghetti strap tie
    • Bodice cutout with hardware insert
    • High front slit
    • Form-hugging silhouette, maxi hem
    • Runs true to size

    Style Number/Barcode: 05102-000294

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed Nights Zebra Print Maxi Dress

    Go full wild mode in this zebra mesh dress—plunging cowl neckline, open back with tie straps, and a daring thigh-high slit. The hardware trim at the waist adds just the right amount of edge for a dress that owns every room.

    Fit & Features

    • Zebra print, mesh fabric, stretch knit lining
    • Plunge halter cowl neckline
    • Open back with ties
    • Hardware waist trim
    • High front slit
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000292

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Body Language Mesh Halter Dress

    This dress doesn’t do subtle. With its plunging halter neckline, abstract mesh print, and ruffled hem, it’s made for the spotlight on your next night on the town!

    Fit & Features

    • Abstract print, mesh-lined fabric, moderate stretch
    • Plunge halter neckline with tie closure
    • Front floral hardware inset
    • Bodycon fit
    • Ruffled trim mini-length hem with cascading accent
    • Runs true to size

    Style Number/Barcode: 05103-000509

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckeye® Heat Ohio State® Halter Top

    Bring on the game day glow-up. This Ohio State® halter crop levels up with a bold open back and tie detail—perfect for tailgates, turn-ups, and TikToks.

    Fit & Features

    • Soft cotton-blend knit fabric with stretch
    • Halter neckline with Ohio State® graphic at front
    • Adjustable tie-back with open back design
    • Cropped fit hem
    • Runs true to size

    Style Number/Barcode: 06002-000080

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Street Fierce Leopard Shoulder Bag

    This leopard shoulder bag features a sleek buckle detail and gold hardware that instantly elevates your look—equal parts fierce and refined for your everyday it-girl rotation.

    Fit & Features

    • Top shoulder strap
    • Front buckled strap design with snap-button closure
    • Top zipper closure
    • Spacious interior with one open pocket
    • Leopard pattern
    • Faux leather material

    Style Number/Barcode: 07203-000101

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Penny Velvet Long Sleeve Mermaid Formal Dress

    Special Occasion

    Sultry sophistication, reimagined. The Penny formal gown stuns with its sculpted sweetheart neckline and sheer mesh long sleeves, balancing allure and elegance. A daring cutout back and high front slit elevate its velvet mermaid silhouette—made for evenings that deserve every double take.

    Fit & Features

    • Luxe velvet-lined fabric
    • Sweetheart neckline, padded bra cups
    • Sheer mesh fitted long sleeves
    • Cutout back design, zipper and hook-eye closure
    • High front slit
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear: 

    Formal weddings, black-tie receptions, holiday galas, red-carpet events, luxe date nights, anniversaries, formal celebrations, evening soirees, charity balls

    Style Number/Barcode: 05002-000491

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowgirl Cool Bandana Charm Necklace

    Where cowgirl charm meets cool-girl glam. This bandana charm necklace adds just the right touch of western flair to make any outfit feel effortlessly iconic.

    Fit & Features

    • Woven bandana fabric
    • Center circle and heart charms, stone embellishments
    • Ring accents
    • Lobster clasp closure with chain-link extender

    Style Number/Barcode: 07002-000206

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist of Fate One Shoulder Mini Dress

    Simply stunning and ready for date night or a bridal celebration, this sleek one-shoulder mini dress is made to hug in all the right places to flaunt your sultry curves!

    Fit & Features

    • Smooth woven stretch fabric
    • One-shoulder neckline with twist strap
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000298

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laced Up Luxe Satin Halter Mini Dress

    Silky, strappy, and a little spicy—this lace-up mini dress brings flirty vibes from every angle. Pair with heels for a dressy night out.

    Fit & Features

    • Smooth satin fabric
    • Halter neckline with bust ties, tie back closure
    • Open back
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000662

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Late Bloom Flocked Halter Mini Dress

    A little sheer, a little daring—this one’s all about confidence. The burnout floral velvet and deep plunge neckline give this halter mini dress a sultry edge, while the bodycon fit keeps it classic night-out perfection. 

    Fit & Features

    • Flocked floral velvet pattern, mesh-lined fabric
    • Plunge halter neckline with bar strap accents
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000514

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Icon Lace-Up Mini Dress

    This open-back mini dress is the ultimate dress with a twist. The draped neckline and strappy lace-up back make it your go-to for nights that demand attention.

    Fit & Features

    • Stretchy knit fabric
    • Cowl neckline
    • Spaghetti straps
    • Lace-up open back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000522

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt with Florals Halter Mini Dress

    Bring the romance in this bodycon floral mini dress. The cowl halter neckline and ruffle-trimmed hem make it a flirty pick for date nights or fall soirées.

    Fit & Features

    • Floral print, mesh-lined fabric
    • Cowl halter neckline
    • Open dual tie-back closures
    • Bodycon fit
    • Ruffled trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000519

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Toasted Cozy Knit Socks

    Soft, snug, and just the right amount of cozy. These knit over-the-knee socks bring all the warmth with a touch of classic texture—perfect for styling with any outfit!

    Fit & Features

    • Over-the-knee length
    • Soft and stretchy knit material

    Style Number/Barcode: 07306-000045

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lover’s Lane Lace Mini Dress

    Soft romance meets modern elegance. This long sleeve mini dress stuns with a floral-pattern lace overlay, flirty tiered ruffle skirt, and open tie-back detail that feels effortlessly chic from every angle. Perfect for bridal celebrations, brunch, or dressy parties.

    Fit & Features

    • Floral pattern lace overlay, stretchy knit lining
    • Boat neckline
    • Sheer fitted long sleeves
    • Open tie-back design
    • Form-hugging fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000311

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laced In Desire Satin Mini Dress

    Satin, curves, and just the right amount of drama. The lace-up detail takes this mini dress from gorgeous to unforgettable in one pull of the strings, perfect for candlelit dinners and rooftop hotel bars!

    Fit & Features

    • Smooth silky satin fabric
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Lace-up back detail
    • Form-hugging A-line fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000513

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut In Style Scrunch Over-The-Knee Boots

    Strut like you mean it—these scrunch over-the-knee boots were made for bold entrances. With a sleek stiletto heel and form-hugging fit, they’re the ultimate power move for nights out.

    Fit & Features

    • Stiletto heel
    • Closed pointed toe
    • Over-the-knee height
    • Scrunched design
    • Complete inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000095

    Category Name: $20 & Under Sale

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ocean Eyes Halter Maxi Dress

    Serving sultry mermaid vibes, this maxi dress is pure liquid allure. With its daring plunge, bold hardware detail, and sleek fit, it’s the statement dress that makes every entrance unforgettable. 

    Fit & Features

    • Abstract tie-dye print, mesh-lined stretchy fabric
    • Plunge halter cowl neckline with hardware insert
    • Open back with tie closure
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000674

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Drama Faux Fur Coat

    When the vibe is chic and luxe, this faux fur coat gets it right. It delivers high-gloss glam with a plush feel that’s impossible to ignore. The structured collar and cropped cut add drama to every entrance.

    Fit & Features

    • Faux fur fabric
    • High collared neckline
    • Long sleeves
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-000071

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Extra Faux Fur Trim Faux Leather Trench Coat

    Cool, confident, and just the right amount of extra. This faux leather trench coat with luxe faux fur trims is giving rich energy—cinched at the waist, soft to the touch, and made for every power move.

    Fit & Features

    • Smooth faux leather fabric, sewn-in woven lining
    • Faux fur trims
    • Wide lapel collar
    • Long sleeves
    • Tie-front belt, fit-and-flare silhouette
    • Side pockets
    • Long-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000072

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Heat Snake Print Dress

    Soft, slinky, and just the right amount of savage. This snake-print mini hugs your curves with a mesh bodycon fit and barely-there straps that bring the heat—perfect for nights when subtle just isn’t on the agenda.

    Fit & Features

    • Snake print, mesh-lined fabric, moderate stretch
    • Rhinestone-embellished
    • Sweetheart neckline, lace trim, bow accent
    • Sleek bungee spaghetti straps
    • Low open back
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000534

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Pick Stanford® 91 Jersey Corset Top

    She’s sporty, she’s spicy, she’s absolutely stadium-ready. This jersey crop brings the heat with a sleek fit and varsity vibes—because you're always the #1 pick.

    Fit & Features

    • Jersey mesh fabric, sewn-in knit lining
    • Square neckline
    • Wide shoulder straps
    • Front graphic "Stanford® 91"
    • Back zipper closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000149

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starlight Rodeo Cowboy Hat

    This cowboy hat is decked out with metallic studs and sparkling star details for a cosmic twist on a country classic. Perfect for bachelorettes, concerts, or just owning the dance floor.

    Fit & Features

    • Star-studded trim design
    • Wide curved brim
    • Classic cowboy hat style
    • Inner adjustable strings for a snug fit

    Style Number/Barcode: 07302-000162

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starry Nights Suede Cowboy Hat

    For the cowgirl who loves a little sparkle. This star-studded suede cowboy hat brings rodeo glam to festivals, concerts, and every night worth dressing up for.

    Fit & Features

    • Structured cowboy hat silhouette
    • Star studded embellishments throughout
    • Curved brim
    • Adjustable inner strings for a snug fit
    • Soft micro suede material

    Style Number/Barcode: 07302-000160

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Drama Faux Leather Opera Gloves

    A little mysterious, a lot glamorous. These faux leather opera gloves instantly elevate any look with their sleek, ruched finish and dramatic length. Perfect for styling with a strapless dress or layering for a chic look.

    Fit & Features

    • Smooth faux leather material
    • Opera-length design
    • Ruched detailing

    Style Number/Barcode: 07304-000016

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale