$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.

  • Hot Spark Strapless Glitter Mini Dress

    Turn up the heat—this strapless glitter mini dress hugs every curve with sleek ruching and a side drawstring hem you can adjust to your vibe. Perfect for nights when subtle just isn’t on the agenda.

    Fit & Features

    • Glitter knit fabric, stretch knit lining
    • Strapless neckline
    • Side ruching with adjustable drawstring tie
    • Bodycon fit, asymmetrical mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000232

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes On Me Satin Mini Dress With Scarf

    When you walk in, the convo stops. This sleek strapless mini dress brings luxe drama with a bold scarf detail and that effortless 'she’s that girl' at dressy events or parties!

    Fit & Features

    • Satin fabric
    • Strapless neckline
    • Comes with a scarf
    • Back zipper and hook-eye closure
    • Curve-hugging A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000237

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Moves Faux Leather Shoulder Bag

    The definition of effortlessly put-together. This faux leather shoulder bag levels up any look with its structured flap design, easy-carry straps, and just-right amount of room for your daily essentials.

    Fit & Features

    • Top shoulder straps with a snap-button strap
    • Front flap closure, dual snap-button closures
    • Spacious lined interior, one zipper pocket, one open pocket
    • Faux leather material

    Style Number/Barcode: 07203-000036

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bloom Baby Floral Halter Cutout Mini Dress

    Soft, flirty, and ready for golden hour—this halter mini dress is a little bit sweet, a little bit daring. Flowy ruffles and a smocked waist keep the vibe effortlessly pretty for sunset dinners or dressy events!

    Fit & Features

    • Floral print, chiffon woven fabric, woven lining
    • Sweetheart twist halter neckline, tie straps
    • Cutout bust accent
    • Stretchy, smocked, fitted bodice
    • Drop waist seam
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000243

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Ready Flower Strap Stiletto Mules

    You'll be ready for your next vacay in these fab faux leather mules featuring a thin strappy design with a bold flower accent and short stiletto heel.

    Fit & Features

    • Stiletto heel
    • Faux leather material
    • Open almond-shaped toe
    • Thin strappy design, flower accent
    • Open back, on-and-off styling
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000085

    Category Name: $20 & Under Sale

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Petal Play Floral Mesh Midi Dress

    Flirty, fitted, and just the right amount of bold—this midi dress is made to impress. With its curve-skimming mesh and dreamy florals, it’s the perfect plus-one for dinner dates or rooftop cocktails.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Large floral print
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open cross-back lace-up strappy design
    • Midi-length fitted silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000245

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ride or Slay Cowboy Hat

    Giddy up, glam girl—this cowboy hat is serving country with a side of chaos. Perfect for festival fits, photo ops, or spontaneous yeehaw moments.

    Fit & Features

    • Wide curved brim
    • Faux suede material

    Style Number/Barcode: 07302-000069

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Attention Cutout Bodycon Mini Dress

    This dress doesn't ask for attention—it demands it. With curve-hugging stretch, bold back cutouts, and a thigh-high slit, she's here to shut it down.

    Fit & Features

    • Stretchy knit-lined fabric
    • Sweetheart neckline, ruched bust seam
    • Wide shoulder straps
    • Cutout open strappy back
    • Bodycon silhouette, front slit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000243

    Category Name: $20 & Under Sale

    Price: $18.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twirl Warning A-Line Mini Dress

    Sweet, flirty, and ready for a spin. This V-neck mini brings all the bounce with an easy A-line silhouette made for dance floors and day dates!

    Fit & Features

    • Smooth knit fabric and stretchy knit lining
    • V-neckline
    • Spaghetti straps
    • A-line silhouette with seam detailing
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000248

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Luxe Rhinestone And Pearl Mesh Mini Dress

    Dripping in shine and dripping in confidence—this mini dress knows how to keep it luxe. With rhinestone and pearl accents over sleek mesh, it’s your go-to for glam nights out.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Swirl embroidery, iridescent rhinestone and tonal faux pearl embellishments
    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Ruching
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000241

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked Intentions Chain And Bead Bracelet Set

    Serving luxe on repeat—this triple-threat bracelet stack is your instant glow-up. Perfect for layering or letting each piece shine solo, it's your new go-to for everything from last-minute brunches to date nights that might turn into something more.

    Fit & Features

    • Polished mixed-metal design
    • Chunky chain, smooth bead, and textured link styles

    Style Number/Barcode: 07003-000052

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Texas Snap Back Trucker Hat

    Achieve a cool and laid-back vibe with this trucker hat, where state pride meets unbeatable style. Featuring a wide curved brim and a bold Texas embroidered script, and an adjustable snap back closure for the perfect fit.

    Fit & Features

    • Wide curved brim
    • Embroidered Texas script
    • Two-tone design
    • Snap back adjustable closure

    Style Number/Barcode: 07302-000079

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvet Vision Flocked Floral Strapless Midi Dress

    All eyes on you—the strapless silhouette and velvet flocked florals do all the talking. With a bodycon fit and leg-baring slit, this midi dress is pure confidence in motion.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Velvet flocked floral pattern
    • Strapless straight-across neckline
    • Ruching, back zipper closure
    • Midi-length hem, high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000258

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wildflower Nights Mesh Midi Dress

    Bold florals meet a curve-hugging fit—this mesh midi dress is ruched to perfection with a sultry side slit and delicate straps. Equal parts romantic and daring, it’s made for events when you want all eyes on you.

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining
    • Square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000251

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shoulder The Flirt A-Line Mini Dress

    Giving soft drama and sweet details! This cold shoulder mini dress flatters with a twist-front sweetheart neckline and an A-line fit that flatters just right, perfect for date night or semi-formal soirees.

    Fit & Features

    • Airy mesh fabric lined with stretchy knit
    • Cold shoulder sweetheart neckline, padded bra cups
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000257

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucky Layers Pearl Bracelet Set

    Stack your sparkle with this dreamy trio. Featuring a clover charm, faux pearls, and a chain link bracelet, it’s the easiest way to level up your wrist game—no styling stress required.

    Fit & Features

    • Three piece bracelet set
    • One clover charm bracelet
    • One faux pearl bracelet
    • One chain link bracelet

    Style Number/Barcode: 07003-000053

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Ribbed Knit Skater Dress

    When your outfit says polished but still playful, this is the skater dress. The mock neck and fit-and-flare silhouette keep it chic, flirty, and ready for any plans on your calendar.

    Fit & Features

    • Ribbed sweater knit fabric, moderate stretch
    • Sleeveless mock neckline
    • Tank shoulder straps
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000085

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Moves Faux Leather Bodycon Mini Dress

    Bold, sleek, and built to own the room—this faux leather mini dress doesn’t play. The curve-hugging bodycon fit turns every night into your best night out.

    Fit & Features

    • Patent faux leather fabric
    • Sleeveless plunging V-neckline
    • Halter straps, open back
    • Back zipper closure
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000252

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Like That Floral Lace Mini Dress

    Giving soft girl glam with a flirty twist—this floral lace strapless mini dress brings all the charm. Perfect for brunch, birthdays, or shower celebrations!

    Fit & Features

    • Floral print lace fabric lined with stretch knit
    • Strapless neckline
    • Ruched fitted bodice
    • Tiered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000270

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Greta Strapless Bodycon Midi Formal Dress

    Special Occasion

    Sleek and sultry, the Greta strapless midi formal dress is tailored with ruching that sculpts the silhouette and a thigh-high slit for just the right amount of drama. The perfect blend of sophistication and allure, it’s made for evenings that leave a lasting impression.

    Fit & Features

    • Smooth knit stretch fabric
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Wrap front slit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, cocktail soirees, charity auctions, dressed-up date nights, birthdays, milestone celebrations, holidays

    Style Number/Barcode: 05001-000269

    Category Name: $20 & Under Sale

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laced In Allure Strapless Mini Dress

    Business in the front, party in the back—this strapless mini dress is the best of both worlds. Sleek ruching meets a lace-up open back that’s made for a flirty exit.

    Fit & Features

    • Stretch knit fabric
    • Strapless neckline
    • Fitted A-line silhouette
    • Lace-up open back detail
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000263

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back For More Ruffle Bow Midi Dress

    From the front, it’s sleek, from the back it’s full-on chic. The bow-and-train moment brings attitude without saying a word to this midi dress, perfect for any dressy occasion!

    Fit & Features

    • Smooth knit fabric, sewn-in knit lining, moderate stretch
    • V-neckline
    • Adjustable spaghetti straps
    • Low open back cut, statement bow with cascading train
    • Mermaid silhouette
    • Ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000268

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Caught In The Curve Mini Dress

    This strapless mini brings the drama with a pleated tube neckline and a body-hugging fit that’s anything but basic. Style with high heels and major attitude!

    Fit & Features

    • Sleek knit fabric with subtle sheen, stretchy knit lining
    • Tube strapless neckline, pleated, no-slip grip lining
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000265

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Francine Satin Halter Slit Midi Formal Dress

    Special Occasion

    Effortlessly sleek and made to mesmerize, the Francine is your RSVP-ready statement. With a halter V-neckline and bodycon fit in glossy satin, its side slit adds just the right touch of drama.

    Fit & Features

    • Stretch satin fabric
    • Halter V-neckline
    • Open back, lower zipper and hook-eye closure
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, birthdays, cocktail soirees, date night, rooftop hotel bars, formal milestone celebrations

    Style Number/Barcode: 05001-000291

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale