$20 & Under Sale

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.

  • Twinkle Trail Rhinestone Ear Crawlers

    A little sparkle that goes a long way. These rhinestone ear crawlers hug the ear just right, adding a soft shine that feels elevated but never overdone.

    Fit & Features

    • Metal base with rhinestone embellishments
    • Ear crawler silhouette that follows the ear line
    • Post back closure

     

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

    Style Number/Barcode: 07001-000288

    Category Name: $20 & Under Sale

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Artsy Chic Statement Pendant Necklace

    When you want something low-effort but high-impact, this pendant necklace steps in and steals the room. The hammered metal and smooth faux leather cord bring that effortlessly artsy vibe that works from coffee catch-ups to late-night plans.

    Fit & Features

    • Hammered metal pendant with an open-circle shape
    • Smooth faux-leather cord
    • Lightweight construction
    • Tie-back closure

    Style Number/Barcode: 07002-000346

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Vibes Heart Cutout Bodycon Mini Dress

    When the invite hits last minute, this is the mini dress you reach for. Sleek, sculpting, and unapologetically flirty, the heart cutout does all the talking from first plans to last call.

    Fit & Features:

    • Ponte knit fabric with moderate stretch
    • High crew neckline
    • Short sleeves
    • Heart-shaped bust cutout
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000967

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotlight Moment Velvet Mini Dress

    A dress that practically winks at the camera, this luxe velvet mini wraps you in a smooth, sculpted fit. The strapless neckline and draped side sash bring flirty, going-out energy that’s ready for every spotlight moment.

    Fit & Features

    • Soft stretch velvet, knit lining
    • Strapless straight neckline
    • Ruching at the waist with draped side sash detail
    • Asymmetrical wrap style accentuates curves
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000970

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Charm Lucky Snap Back Cap

    Easy, unfussy, and lowkey iconic. This two-tone cap adds a laid-back finish to any look, whether you’re running errands, grabbing coffee, or throwing it on to save a hair day.

    Fit & Features

    • Two-tone design
    • Embroidered "Lucky" front script
    • Curved wide brim
    • Adjustable snap-back closure for a snug fit
    • Structured silhouette

    Style Number/Barcode: 07302-000236

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Low Key Dazzle Glitter Mini Dress

    This dress gives subtle shimmer with major payoff—the kind of glow that lets people lean in a little closer. The mock neckline and front knot detail keep the silhouette sleek while still serving just enough drama for your next night out.

    Fit & Features

    • Glitter-knit fabric with subtle shimmer
    • Mock neckline with fitted long sleeves
    • Bodycon silhouette with front twist-knot detailing at the waist
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000984

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Muse Ruffle Mini Tube Dress

    Serving iconic glam with a side of boldness. This tube mini dress hugs your curves while the ruffled slit detail adds that extra flair, perfect for nights out.

    Fit & Features

    • Smooth knit-lined fabric, high stretch
    • Strapless straight-across neckline
    • Ruching
    • Ruffled side sash
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000699

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Written In Lace Halter Bra

    Whether it’s a flirty night in or a dressed-up date, this lace halter bra adds that barely-there romance that feels effortless but thoughtful. Pair it with the matching shorts for a heart skipping look.

    Shop The Matching Shorts: Written In Lace Ruffle Shorts

    Fit & Features

    • Sheer delicate lace fabric
    • Halter V-neckline with tie closure
    • Adjustable back strap for a custom fit
    • Triangle-shaped cups
    • Runs true to size

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07103-000102

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed Edge Animal Print Crop Top

    Your night-out fit just leveled up. This abstract print mesh crop top brings a sleek, second-skin vibe that’s perfect for layering or wearing solo when you want all eyes on you.

    Shop Matching Bottoms: Untamed Edge Animal Print Shorts

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Abstract print
    • Crew neckline
    • Long fitted sleeves
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07103-000082

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Extra Sweet Rhinestone Bow Drop Earrings

    Sweet, but make it a little extra. These rhinestone bow drop earrings bring that polished sparkle with a flirty twist, thanks to the bow-shaped post and hanging teardrop rhinestone that catches light from every angle.

    Fit & Features

    • Short drop design
    • Bow-shaped post
    • Hanging teardrop-shaped rhinestone accent
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000304

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner Plans Locked Mock Neck Wrap Midi Dress

    Clean lines, subtle drama, zero hesitation. This ribbed midi dress hugs in all the right places with a sleek wrap detail that does the talking from reservations to late plans.

    Fit & Features

    • Ribbed knit fabric with stretch
    • Mock neckline with long sleeves
    • Wrap-style skirt with hardware detail
    • Front slit at hem
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000544

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polished Edge Ruffle Bouclé Skort

    This bouclé lurex mini skort serves polished-but-playful energy — sparkly woven texture, gold button details, and a flirty ruffle hem that ties the whole “effortlessly chic” vibe together. It’s giving a holiday party, a gallery opening, and any night you want to look expensive without even trying. 

    Shop The Matching Jacket: Polished Edge Crop Bouclé Jacket

    Fit & Features

    • Bouclé lurex woven fabrication, sewn-in lining
    • Mini skort silhouette with flounce ruffle hem
    • Decorative button and pocket detailing
    • Hidden shorts for comfort
    • Back zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06403-000083

    Category Name: $20 & Under Sale

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serve It Up Long Sleeve Crop Top

    Low effort, high payoff. This long sleeve top brings sultry vibes without even trying. Made from smooth, stretchy fabric that hugs just right, it’s perfect for layering or stealing the spotlight.

    Fit & Features

    • Smooth knit stretch fabric
    • Plunge V-neckline
    • Fitted long sleeves
    • Cutout square back design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000482

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt First Strapless Lace Tiered Mini Dress

    Sweet at first glance, bold once you turn around. This strapless lace mini dress hugs through the bodice and finishes with playful tiered ruffles—made for nights that start casual and end unforgettable.

    Fit & Features

    • Stretch lace-lined fabric with a soft, floral texture
    • Strapless neckline
    • Drop waist silhouette
    • Tiered ruffle skirt
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05102-000557

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Rebel Lace Cross Choker

    A little romantic, a little rebellious—this lace choker knows how to set the tone. The delicate lace band paired with a cross charm adds instant edge, whether you’re styling it for nights out or layering it into your everyday look.

    Fit & Features

    • Delicate sheer lace
    • Cross charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-000421

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Angles Textured Hoop Earrings

    Minimal effort, maximum polish. These textured hoop earrings add just enough shine and detail to make your everyday fit feel styled in seconds.

    Fit & Features

    • Polished construction
    • Medium hoop silhouette
    • Textured etched front detail
    • Post back closure

     

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

    Style Number/Barcode: 07001-000332

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Notes Rose Mesh Maxi Skirt

    Soft, romantic, and impossible to ignore—this skirt feels like a handwritten note you keep rereading. The rose print and fluid maxi length skim your curves for date night.

    Shop Matching Top: Love Notes Rose Strapless Mesh Corset

    Fit & Features

    • Sheer mesh fabrication, knit lining
    • Mid-rise waist
    • Contrasting rose pattern
    • Fitted bodycon silhouette
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 06501-000109

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Classic Americana Crochet Sweater

    Cue the backyard invites and rooftop sunsets. This Americana crochet sweater brings that laidback cool with its airy knit and American flag graphic—perfect for tossing over denim cutoffs or a bikini when the night cools down.

    Fit & Features

    • Open crochet knit fabric
    • Wide crew neckline
    • Long sleeves
    • Front American flag graphic
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-000347

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Spur Floral Cowboy Hat

    Western, but make it flirty. This tea-stained straw cowboy hat features a feminine floral band with soft embroidery detailing for the perfect mix of rugged and romantic. Top off your look for festivals, concerts, and bachelorettes!

    Fit & Features

    • Straw material
    • Wide curved brim with floral embroidery, tea-stained finish
    • Floral embroidered band and beaded designs
    • Tea-stained finish top

    Style Number/Barcode: 07302-000310

    Category Name: $20 & Under Sale

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seaside Rodeo Shell Cowboy Hat

    Coastal cowgirl is calling. This woven straw cowboy hat features a shell-trim band with subtle rope detail, giving beachy energy with a western twist—perfect for vacations, festivals, or sunny day styling.

    Fit & Features 

    • Seashell trimmed band with string tie
    • Wide curved brim
    • Classic cowboy hat silhouette
    • Straw material

    Style Number/Barcode: 07302-000313

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Escape Straw Cowboy Hat

    Easy, effortless, and made for sun-soaked days. This woven straw cowboy hat features a breezy open weave and a braided tie with fringe detail for that laid-back western vibe that goes from beach to festival without missing a beat.

    Fit & Features

    • Straw material
    • Structured cowboy hat silhouette
    • Open weave design
    • Braided tie detail with fringe ends
    • Curved wide brim
    • Adjustable inner strings for a snug fit

    Style Number/Barcode: 07302-000311

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tania Sequin Bodycon Mini Dress

    Special Occasion

    Bring the shine and dazzle on the dance floor in the Tania sequin bodycon mini dress. She features a sleeveless scoop neckline, bungee spaghetti straps, a short, curve-hugging silhouette, and all-over sequin embroidery in a chic scroll pattern that will catch the light. The sheer mesh fabric features a full knit lining. Style with strappy stilettos for the perfect prom look.

    Fit & Features

    • Sleeveless scoop neckline
    • Strapless or adhesive bra recommended
    • Bungee spaghetti straps
    • Mini-length hem, fitted bodycon silhouette
    • Sequin embroidery, scroll pattern
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1096

    Category Name: $20 & Under Sale

    Price: $29.97 $66.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layne Square Neck Slim Mesh Formal Dress

    Special Occasion

    Sultry and sophisticated, the Layne mesh formal dress is a stunning option for bridesmaids, wedding guests, or attending a banquet! Featuring a sleeveless square neckline and shoulder straps, this dress is designed to flatter your figure with flexible boning and side-ruched seams. The slim silhouette and high side slit add a touch of sophistication, while the long length hem and mesh-lined fabric exude chic. Complete the look with earrings and block heels.

    Fit & Features

    • Mesh fabric, stretchy knit lining
    • Square neckline, shoulder straps
    • Back zipper and hook-eye closure
    • Flexible boning
    • High side slit
    • Slim silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8519

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hallie Rosette Lace-Up Skater Dress

    Special Occasion

    The Hallie formal skater dress is for the nights that feel straight out of a fairy tale. With a flouncy rosette mesh design and playful skater silhouette, this lace-up-back dress was made for twirling, flirting, and making unforgettable entrances.

    Fit & Features

    • Sheer mesh fabric with all-over rosette appliques
    • Layered tulle and stretchy knit linings
    • Sleeveless square neckline, no-slip strip, padded bust
    • Adjustable spaghetti straps
    • Open lace-up back design, hidden lower back zipper with hook-eye closure
    • Mini-length hem, fit-and-flare skater silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday celebrations, garden parties, bridal showers, and bachelorette parties.

    Style Number/Barcode: 05001-000046

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale