$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.

  • Snuggle Luxe Faux Fur Scarf

    A tiny piece with big cozy energy—this faux fur skinny scarf adds instant softness to any cold-weather look. Wrap it, tie it, toss it on; it’s the easiest way to make your outfit feel a little more luxe (and a lot more warm).

    Fit & Features

    • Faux fur fabrication
    • Skinny scarf silhouette
    • Soft plush texture

    Style Number/Barcode: 07305-000051

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marlene Velvet V-Neck Mermaid Formal Dress

    Special Occasion

    Elegant, sculpted, and quietly breathtaking — the Marlene formal dress is the definition of sleek evening glamour. Crafted in plush velvet that follows every curve, it features a plunging neckline, delicate straps, and a modern bar-back cutout that adds just the right touch of allure. The mermaid silhouette glides with you, keeping the moment effortless and unforgettable.

    Fit & Features

    • Luxe velvet fabric lined with stretchy knit
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Bar back with clasp closure, cutout accent, zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black tie galas, weddings, formal celebrations, holiday receptions, cocktail soirees, elegant date nights, red-carpet events, upscale parties

    Style Number/Barcode: 05002-000559

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Marleigh Velvet One-Shoulder Midi Dress

    Special Occasion

    Sleek, stunning, and undeniably chic—the Marleigh velvet one-shoulder midi dress turns heads with its asymmetric neckline, figure-tracing silhouette, and daring thigh-high slit. A perfect mix of elegance and allure for your next night out.

    Fit & Features

    • Velvet fabric, moderate stretch
    • Asymmetric one-shoulder neckline, long fitted sleeve
    • Sweetheart padded bust
    • Back zipper with hook-eye closure
    • Ruching, high-cut front slit
    • Midi-length form-hugging silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, cocktail parties, evening dinners, romantic date nights, and rooftop parties.

    Style Number/Barcode: 05001-000400

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Checkmate Plaid Mini Skort

    A classic, but make it cool. This plaid mini skort gives preppy a refresh with its tailored fit and built-in shorts—perfect for pairing with knee-high boots and a coat.

    Fit & Features

    • Plaid pattern, knit fabric
    • High-rise waist
    • Form-hugging silhouette
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000196

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dipped In Gold Sequin Open Back Mini Dress

    Meet the mini that turns every entrance into a moment. This shimmering halter dress drips in gold sequins with a sultry plunge neckline made for lights, cameras, and zero shame in stealing the show. The cowl front contours effortlessly while side cutouts and a tie-back detail bring that glam-but-effortless vibe.

    Fit & Features

    • Fully sequined woven fabric, lining
    • Plunging halter neckline
    • Sleeveless design
    • Open back with tie closures, zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000557

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Whispers Ruffle Mini Dress

    Bring the drama (and the movement). This strapless mesh mini features a sweetheart neckline with a sultry O-ring cutout, open tie-back design, and layered ruffle skirt made to turn heads on every dance floor.

    Fit & Features

    • Abstract print mesh-lined stretch fabric
    • Strapless sweetheart neckline
    • Hoop insert, padded bra cups
    • Strappy open tie-back
    • Ruched bodycon fit
    • Tiered ruffle mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000367

    Category Name: $20 & Under Sale

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Latte Love Plush Keychain

    Your daily dose of cute. This plush latte keychain brings cozy coffee vibes everywhere you go, complete with fuzzy details, a smiley face, and a gold-tone clip. Perfect for your keys, tote, or backpack—it’s basically happiness to-go.

    Fit & Features

    • Soft plush latte cup design with embroidered face, and arms
    • Ribbed “sleeve” detail for cozy texture
    • Attached keyring and lobster clasp

    Style Number/Barcode: 07308-000087

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanted Glow Embroidered Chiffon Dress

    Soft chiffon meets a shimmering corset moment that does all the talking. With flowy sleeves and a flirty skater skirt, this dress delivers that “effortlessly glamorous without even trying” vibe every time you slip it on.

    Fit & Features

    • Airy chiffon fabric lined with stretchy knit
    • Plunging neckline, flowy long sleeves
    • Tie-back and open detail, lower zipper and hook-eye closure
    • Embroidered sequin waist design
    • Tiered skater skirt with airy movement
    • Mini length with a flattering fit-and-flare shape
    • Runs true to size

    Style Number/Barcode: 05101-000734

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: XS

    Product Badge:
    • Sale
  • Amery Velvet Bow Mini Dress

    Special Occasion

    Designed for the woman who loves a little drama, The Amery mini dress stuns in plush velvet with a sculpted corset bodice and a statement bow that turns every exit into an entrance. The strapless sweetheart neckline and bodycon fit make it the definition of chic, party-ready polish.

    Fit & Features

    • Luxe velvet fabric, stretch knit lining
    • Strapless sweetheart neckline, padded bra cups
    • Statement back bow and cutout
    • Side zipper and hook-eye closure
    • Corset-structured bodice, flexible boning
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Cocktail parties, holiday celebrations, wedding receptions, birthday dinners, upscale nights out, romantic dates, dinner parties, red-carpet events, birthdays

    Style Number/Barcode: 05001-000588

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Sale
  • Cozy On Repeat Faux Fur Suede Cabby Hat

    Soft, plush, and ready for every cozy moment. This faux fur cabby hat mixes luxe faux suede vibes with a street-style edge—because even your cold-weather looks deserve a little extra texture.

    Fit & Features

    • Faux fur and faux suede materials
    • Round top
    • Short curved brim

    Style Number/Barcode: 07302-000165

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Heartbreaker Cutout Halter Top

    Cute with a sharp edge—this top knows exactly what it’s doing. The halter silhouette and heart cutouts bring flirt energy with a sleek fit that’s made for nights out, styled-up plans, or anywhere confidence leads the way.

    Fit & Features

    • Smooth knit fabrication
    • Sleeveless halter neckline
    • Heart-shaped cutout hardware detail
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-000398

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Finish Velvet Mini Dress

    Soft, sleek, and a little daring. This velvet tube mini brings classic glam with a satin-trimmed ruffle and side slit—made for nights when you’re feeling bold but effortless.

    Fit & Features

    • Soft velvet-lined fabric with stretch
    • Strapless neckline
    • Bodycon fit
    • Side slit accent and satin-trimmed ruffle
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000592

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • 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, M, L

    Product Badge:
    • Sale
  • Boho Flair Ruffled Lace Drop Waist Skort

    Bring the boho flair to your everyday looks with this adorable lace drop waist skort. The mini-length ruffled overlay features a cute A-line silhouette over fitted shorts.

    Fit & Features

    • Sheer lace fabric, moderate stretch
    • Drop waist design
    • Mini-length tiered ruffled overlay, A-line fit
    • Brushed knit fitted shorts
    • Skort in size small has a 7" front rise with a 2.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1258

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Boho Sheer Lace Asymmetric Maxi Skirt

    Channel an effortless boho vibe in this breezy sheer lace maxi skirt featuring a high-rise waist, ruched detailing with an adjustable drawstring, a high-cut side slit, and an asymmetric hem with a flowy silhouette. Perfect for pairing with a crop top and booties.

    Fit & Features

    • Sheer lace fabric with mini-length knit lining, plenty of stretch
    • High-rise waist
    • Ruching, adjustable drawstring
    • High side slit
    • Asymmetric maxi-length hem
    • Flowy fit
    • Runs true to size

    Style Number/Barcode: 06501-1065

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crushing On Velvet Flocked Floral Midi Dress

    This floral velvet midi dress hugs in all the right places with a cutout back that keeps it sultry and a flattering bodycon silhouette that flaunts your curves, perfect for date night or dressy celebrations.

    Fit & Features

    • Flocked velvet floral pattern, mesh-lined fabric
    • Tube neckline
    • Cutout back, stretchy smocked strap
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000085

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seine Heat Stone Bodycon Mini Dress

    Special Occasion

    Designed to dazzle from every angle, the Seine bodycon mini dress shimmers with effortless allure. Embellished in all-over heat stones and finished with a sleek back cutout, it’s your go-to for glam nights that call for a little extra sparkle.

    Fit & Features

    • Knit fabric with knit lining, high stretch
    • All-over mini heat stone embellishments
    • Sleeveless sweetheart neckline, padded bust, draped cowl neck overlay
    • Thin tank shoulder straps, open back with bar strap, hook and bar closure
    • Ruching, short side slit
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, nights out, birthday parties, dressy events, date nights, bachelorettes

    Style Number/Barcode: 05001-2610

    Category Name: $20 & Under Sale

    Price: $64.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out And About Strappy Thong Stiletto Mules

    Turn every outing into your fashion show in these chic strappy thong stiletto mules!

    Fit & Features

    • Stiletto heel
    • Square toe
    • Strappy thong toe straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000227

    Category Name: $20 & Under Sale

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darla Halter Open Back Bow Slit Formal Dress

    Special Occasion

    Dare to be sultry in the Darla floor-length formal dress boasting a plunge halter V-neckline, revealing open back with a chic bow tie, and a high side slit to show off your heels of the night. 

    Fit & Features

    • Slinky knit fabrication
    • Plunge halter V-neckline
    • Open back, bow tie closure
    • High side slit
    • Form-hugging slim silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, gala dinners, engagement parties, rehearsal dinner, big milestone celebrations, fancy dates

    Style Number/Barcode: 05002-8935

    Category Name: $20 & Under Sale

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Karlie Satin Strapless Slit Midi Formal Dress

    Special Occasion

    Elegant with just the right edge, the Karlie formal dress owns the room quietly but completely. Cut from glossy satin in a form-hugging silhouette, this strapless midi dress stuns with soft draping and a front slit that says you're not just arriving—you’re making an entrance.

    Fit & Features

    • Stretch satin fabric
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Front slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, wedding showers, bridal showers, rehearsal dinners, engagement parties, date nights, cocktail soirees, dinner parties, black tie galas, birthdays, formal events

    Style Number/Barcode: 05001-000240

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Walk On The Wild Side Leopard Mesh Mini Dress

    Take a walk on the wild side in this leopard mesh mini dress with fitted long sleeves, a mock neckline, and a flattering bodycon silhouette. Pair with heels for a night out.

    Fit & Feature

    • Leopard print
    • Sheer mesh fabric with partial knit lining, high stretch
    • Fitted long sleeves
    • Mock neckline
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-6093

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Ardell Demi Wispies Lash Pack

    Glam up your eyes with these gorgeous lashes! The Ardell Demi Wispies lashes offer a natural, long feathered, and glamorous look, are easy to apply, and are even reusable! The Deluxe pack includes two pairs of lashes, clear white DUO adhesive, and a lash applicator. Perfect for your next special occasion or night out! Complete the look in a cocktail party dress and rhinestone heels to create an A-list-worthy outfit. 

    Fit & Features

    • Deluxe lash pack
    • Two pairs of lashes
    • One eyelash DUO adhesive glue
    • One lash applicator tool 
    • How-to-apply instructions included

     

    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: 07307-0266

    Category Name: $20 & Under Sale

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vienna Long Sleeve Open Back Bodycon Formal Dress

    Special Occasion

    Make a jaw-dropping impression in the Vienna floor-length formal dress at black tie events and galas. The formal gown is designed with a head-turning open back, a bodycon silhouette, and a high front slit that flaunts your figure. Pair with heels.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Fitted long sleeves
    • Mock neck with button closures
    • Open back
    • High front slit
    • Bodycon silhouette, floor-length hem
    • Runs true to size

    Style Number/Barcode: 05002-9361

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Libbie Sleeveless Faux Pearl And Gemstone Mini Dress

    Special Occasion

    Bring the sparkle in a sleeveless mini dress with a sweetheart neckline and molded cups. The dress has adjustable spaghetti straps for a secure fit and faux pearls with gemstones set in a geometric pattern. Complete the formal outfit with a rhinestone clutch. 

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless sweetheart neckline, built-in padded underwire bust
    • Adjustable spaghetti straps
    • Faux pearls and rhinestones
    • Gemstones, back zipper and hook-eye closure
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05001-2608

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale