$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.

  • Statement Season Faux Leather Mini Skort

    Statement season starts here. This sleek faux leather mini skort brings chic attitude with a mid-rise waist and a short fitted silhouette—made for nights out, city strolls, and every unapologetically confident moment in between. Style with the matching trench coat.

    Shop Matching Jacket: Statement Season Faux Leather Trench Coat

    Fit & Features

    • Patent faux leather fabric, crinkle texture
    • Mid-rise waist
    • Mini-length overlay, form-hugging fit
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-000085

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, L

    Product Badge:
    • Sale
  • After Hours Bloom Floral Burnout Mesh Mini Dress

    Flirty with a side of intention—this one moves differently. The floral burnout mesh mini dress hugs up top, flows below, and shows up perfectly for plans that turn into after-hours moments.

    Fit & Features

    • Lined mesh fabric with floral burnout texture
    • Strapless neckline, tube silhouette with a fitted bodice
    • Drop waist with tiered ruffle mini skirt for movement
    • Runs true to size

    Style Number/Barcode: 05101-000999

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love the Attention Halter Mini Dress

    This one doesn’t blend in—and it’s not supposed to. A draped halter neckline, open back, and subtle hardware detail come together for a look that feels confident, flirty, and fully intentional.

    Fit & Features

    • Smooth woven fabric with soft sheen
    • Halter neckline with cowl drape
    • Open back design
    • A line mini silhouette
    • Side hardware accent at the waist
    • Runs true to size

    Style Number/Barcode: 05103-000741

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS

    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
  • After Hours Attitude Satin Tube Mini Dress

    When the invite says dress up, this is the answer. This knit satin tube mini dress hugs in all the right places with subtle pleats and a zip back finish that keeps the silhouette sleek from every angle.

    Fit & Features

    • Knit satin fabric
    • Strapless tube neckline
    • Pleated detail throughout
    • Back zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000749

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    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
  • Daring Mood Cowl Neck Cold-Shoulder Mini Dress

    When the invite says dress up, you understand the assignment. This cowl neck bodycon mini dress skims in all the right places with a plunging neckline, cold-shoulder drape, and open back that feels both polished and daring.

    Fit & Features

    • Jersey knit fabric, high stretch
    • Mock neckline, plunging cowl neck design
    • Draped cold-shoulder sleeves with open design
    • Open back
    • Ruched waist
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000758

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    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
  • Lace It Up Stiletto Booties

    Warning: these are not background shoes. These lace-up stiletto pointed toe booties serve legs, attitude, and just the right amount of drama for nights out, birthday fits, and content-worthy exits.

    Fit & Features

    • 4” stiletto heel, 7” leg opening, 4.5” shaft
    • Pointed-toe
    • Lace-up open front detail
    • Back zipper closure
    • Black: sheer mesh/patent leather material
    • Denim: denim material
    • Runs true to size

    Style Number/Barcode: 07403-000058

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM, BLACK

    Available Size: 6, 6.5, 7, 8, 8.5, 9, 10

    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
  • All Eyes Locked Hoop Bandage Mini Dress

    This dress doesn’t whisper—it knows exactly why you showed up. A sculpted bandage fit with statement hoop details turns every step into a confident pause while the cutout design bares your sultry figure.

    Fit & Features

    • Stretch bandage fabrication
    • Strapless neckline
    • Hoop hardware cutout detail
    • Bodycon mini silhouette
    • Structured fit through bust and waist
    • Runs true to size

    Style Number/Barcode: 05103-000715

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Effortless Confidence Slinky Knit Halter Mini Dress

    Neckline doing the most, effort doing the least. This slinky knit halter mini dress drapes effortlessly up top and sculpts through the body, giving you that sleek, pulled-together feel for nights out.

    Fit & Features

    • Slinky knit fabric with knit lining, high stretch
    • Sleeveless plunging cowl neckline, grommet trim
    • Halter strap, elastic back detail
    • Open back, lower tie-back spaghetti straps
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000793

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RUST

    Available Size: XS, S, M, L

    Product Badge:
    • Sale