Little Black Dresses

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Little Black Dresses That Own Every Fall Invite

Effortless and always in style, Windsor’s little black dresses are your go-to for fall events—from rooftop dinners to date nights and autumn weddings.

Slip into sleek bodycon minis, satin midis, or strappy LBDs with cutouts, lace trims, or ruched details that flatter every curve. Luxe satins, soft knits, and velvet textures transition seamlessly from crisp afternoons to candlelit evenings.

Pair with statement earrings and heeled booties for night-out glam, or keep it chic with ankle boots and a faux leather jacket for daytime polish.

Whether you're dressing for a seasonal soirée or curating your capsule wardrobe, these LBDs deliver timeless style with a fall-forward twist.

Shop Windsor’s full collection of little black dresses online, in-store, or in-app—because fall style starts with the perfect black dress.

  • Sheila Crepe Corset Midi Formal Dress

    Special Occasion

    Romantic sparks fly in the Sheila formal dress for your next evening out! She brings classy sophistication in an off-the-shoulder drape neckline on the corset-style bodice with flexible boning to flaunt your curves. Her fitted, empire waist shapes the midi length hem with a back slit and zipper closure. The formal dress is composed of a crepe-lined fabric with a moderate stretch. Complete your look in statement earrings and satin heels.

    Fit & Features

    • Off-the-shoulder, short-sleeve cuffs
    • Corset-bodice, flexible boning, adhesive bra recommended
    • Fitted, empire waist
    • Midi hem, slit accent
    • Back zipper, hook-eye closure
    • Crepe-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0861

    Category Name: Little Black Dresses

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curves Ahead Ruched Midi Dress

    Show off curves in this midi dress that is made for your next date night! The dress features an off-the-shoulder neckline, a sweetheart bust, long sleeves, a ruched body, and a midi-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with stilettos and a rhinestone clutch.

    Fit & Features

    • Off-the-shoulder neckline 
    • Sweetheart bust
    • Long fitted sleeves
    • Ruched body
    • Midi-length silhouette
    • Lined mesh fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4235

    Category Name: Little Black Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sound The Alarm Ruched Midi Dress

    Raise the heat in a sexy midi dress for your date night with bae. The midi dress features a sleeveless square neckline, adjustable spaghetti straps, ruching throughout, and a midi-length silhouette. The dress is composed of a lined mesh knit fabric that offers a form hugging fit with a slight stretch. Complete look with mules. 

    Fit & Features

    • Sleeveless square neckline, padded cups
    • Adjustable spaghetti straps
    • Ruching
    • Midi length silhouette 
    • Lined mesh fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1359

    Category Name: Little Black Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Only You Floral Midi Dress

    They'll have eyes for only you in this gorgeous floral midi dress. It features a sleeveless V-neckline, spaghetti straps, and a mid-length, curve-hugging fit with an asymmetrical hem. The lightweight stretchy knit fabric showcases an all-over romantic floral print. Style this dress with strappy heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Mid-length, form-fitting silhouette, asymmetrical hem
    • Knit fabric, moderate stretch
    • Floral print
    • Runs true to size

    Style Number/Barcode: 05101-1360

    Category Name: Little Black Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trista Formal Ruffled Sequin Midi Dress

    Special Occasion 

    Make a sparkling impression with the Trista formal midi dress that captures that glow just right! Trista features a sleeveless square neckline, bungee spaghetti straps, padded cups for a supportive fit, a fitted bodice leading to a mid-length silhouette with a ruffled side slit, and all-over dazzling sequin embroidery. The dress is composed of a lined mesh fabric that offers a curve-hugging fit with minimal stretch. Complete the look with rhinestone heels.

    Fit & Features

    • Sleeveless square neckline, bungee spaghetti straps
    • Padded cups
    • High side slit, ruffled trim, all-over sequin embroidery
    • High waist seam
    • Midi-length silhouette
    • Lined mesh fabric
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-0870

    Category Name: Little Black Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic On Clutch Cowl Slit Midi Dress

    With this midi dress, you'll have chic on clutch! Sleeveless, cowl neck shapes the bodycon silhouette with a sultry side slit and cross-back straps. Complete the look in statement earrings for a dressy fit.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Cross-back straps
    • Bodycon silhouette
    • Side slit accent
    • Midi-length hem
    • Fits true to size

    Style Number/Barcode: 05101-1358

    Category Name: Little Black Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Silhouette Marble Mesh Midi Dress

    The silhouette of this trendy mesh midi dress will hug your curves! It features a sleeveless square neckline, spaghetti straps, ruched detailing down the sides, and a mid-length hem. The sheer mesh fabric includes a full knit lining and an eye-catching marble print. Style this dress with clear mules.

    Fit & Features

    • Sleeveless square neckline, elastic band
    • Bungee spaghetti straps
    • Ruching down the sides
    • Mid-length, form-hugging silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Marble print
    • Runs true to size

    Style Number/Barcode: 05102-4330

    Category Name: Little Black Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Side Slit Ruched Midi Dress

    Showcase some leg with this sleek ruched midi dress! It features a sleeveless V-neckline with a wrap-front design, spaghetti straps that lead to an open back with a cross-back strap design, ruching down one side, and a mid-length, form-hugging silhouette with a sultry side slit. Style this dress with clear heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps, open back, cross-back strap design
    • Ruching down one side
    • Mid-length, form-fitting silhouette
    • Side slit
    • Lightweight knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1354

    Category Name: Little Black Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Move It In Style Midi Dress

    Move it with style girl in this sleek midi dress! The dress features a sleeveless cowl neckline, spaghetti straps, ruching throughout the body, and a midi-length silhouette. The dress is composed of a lurex-like fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and a sleek clutch. 

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Ruching
    • Midi length silhouette
    • Lurex knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1353

    Category Name: Little Black Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Luxe Cowl Neck Slit Midi Dress

    This luxe midi dress is effortlessly chic and perfect for a classy night out! It features a sleeveless cowl neckline, spaghetti straps, a cross-back strap design, a midi-length hem with a high-cut front slit, and a curve-hugging silhouette. The smooth knit fabric offers a moderate stretch. Complete the look in this mid-length dress with rhinestone heels and a clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Cross-back strap design
    • Midi-length hem, high front slit
    • Form-hugging silhouette
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1607

    Category Name: Little Black Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cherry Blossom Slit Midi Dress

    Warmer temps call for showing off your shoulders! This stylish floral midi dress features a sleeveless, v-neckline, spaghetti straps, a front slit accent, and a cherry blossom pattern throughout. Complete the look in heels for a perf brunch fit'.

    Fit & Features

    • Sleeveless, v-neckline
    • Sleek spaghetti straps
    • Form-fitting silhouette
    • Front slit, midi hem
    • Cherry blossom floral print
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1364

    Category Name: Little Black Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Eyes On Me Side Slit Midi Dress

    All eyes on you in this sleek midi dress designed to flaunt your figure! It features a flattering square neck with a draping effect, spaghetti straps, bodycon midi hem with a sultry side slit. Complete the look in sparkly mules.

    Fit & Features

    • Sleeveless spaghetti straps
    • Squareneck with draping effect
    • Bodycon midi hem
    • Side slit
    • Sheen knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1365

    Category Name: Little Black Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Paradise Floral Ruched Midi Dress

    Fly to paradise in this perfect floral midi dress featuring a sleeveless, square neck, spaghetti straps, bodycon fit, and a side ruche with a tie so you can customize the fit. Complete the look in stylish mules.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Bodycon fit
    • Midi-length hem
    • Side ruche with tie
    • Floral pattern
    • Stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 05101-1362

    Category Name: Little Black Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristy Off-The-Shoulder Formal Midi Dress

    Special Occasion

    Raise a glass in the chic Kristy formal midi dress designed to flatter your curves! She features an off-the-shoulder sweetheart neckline with a wrap-front design, long fitted sleeves, ruched detailing down one side, a wrap-front skirt with a sultry front slit, and a mid-length form-hugging silhouette. Style this dress with lucite heels.

    Fit & Features

    • Off-the-shoulder, sweetheart wrap neckline
    • Strapless bra friendly
    • Long sleeves, side ruching
    • Form-hugging silhouette
    • Wrap-front midi skirt, slit accent
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0873

    Category Name: Little Black Dresses

    Price: $14.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Strolls Floral Cowl Midi Dress

    A dress for taking stylish strolls this spring! Look so cute in this midi dress featuring a sleeveless, cowl neck, spaghetti straps, a form-fitting silhouette, and a ruched, side slit for a sultry show of leg. Composed of a crepe knit fabric with a moderate stretch. Finish the look in mules.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Form-fitting silhouette
    • Ruched side slit accent
    • Midi-length hem
    • Floral pattern
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1370

    Category Name: Little Black Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Feels Scoop Neck Strappy Midi Dress

    Feeling the floral trend? This sultry floral midi dress is totally for you! It features spaghetti straps with an adjustable tie on the scoop neck, a form-fitting silhouette, and a side slit on the midi hem. Complete the look in simple heels and hoop earrings.

    Fit & Features

    • Sleeveless, spaghetti straps
    • Adjustable tie on the scoop neck
    • Form-fitting silhouette
    • Side slit midi hem
    • Floral pattern
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1371

    Category Name: Little Black Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Fine Floral Midi Dress

    Fel so fine in this floral midi dress for a chic brunch look! It features a sleeveless, v-neck, adjustable spaghetti straps, bodycon silhouette, asymmetrical hem, and a criss-cross back. Composed of stretchy knit fabric with an inner lining. Finish the look in heels.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Criss-cross back straps
    • Bodycon silhouette
    • Asymmetrical midi hem
    • Floral pattern
    • Stretchy knit fabric, inner lining
    • Fits true to size

    Style Number/Barcode: 05101-1373

    Category Name: Little Black Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wanderer Paisley Cutout Midi Dress

    Embrace the wanderlust life! Look like a babe in this medallion paisley midi dress featuring a sleeveless, v-neck, spaghetti straps, and knot accented bust atop a sultry cutout bodice that leads to the form-fitting midi hem. Complete the look in strappy sandals for a festival.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Knot accented bust
    • Cutout bodice
    • Form-fitting midi hem
    • Medallion paisley print
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4342

    Category Name: Little Black Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Chic Ruffled Midi Dress

    Stun in a midi dress that reveals timeless elegance at your event! The midi dress features a sleeveless square neckline, spaghetti straps, and a ruffled high side slit. The slim-fit bodice leads to a midi-length silhouette. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruffled side slit
    • Midi length silhouette
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1385

    Category Name: Little Black Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Style Moves Midi Dress

    Make effortless style moves in this adorably-chic midi dress. It features a sleeveless square neckline with a ruffled trim, thin ruffled shoulder straps, a stretchy smocked bodice, a high waist, and a flowy, midi-length, A-line silhouette with a front slit. Complete the look with espadrille sandals.

    Fit & Features

    • Sleeveless square neckline, ruffled trim
    • Thin ruffled shoulder straps
    • Stretchy smocked bodice
    • High waist seam, flowy A-line silhouette
    • Midi-length hem, front slit
    • Lightweight linen fabric, woven skirt lining
    • Runs true to size

    Style Number/Barcode: 05102-4347

    Category Name: Little Black Dresses

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Stylish Vibe Wrap Midi Dress

    Showcase such a stylish vibe in this sleek wrap midi dress. It features a sleeveless scoop neckline, spaghetti straps, a high waist seam, and a mid-length wrap-front silhouette with a curve-hugging fit. Complete the look with clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • High waist seam
    • Mid-length wrap-front silhouette, subtle ruching
    • Form-hugging fit
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1392

    Category Name: Little Black Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Retreat Chiffon Sweetheart Midi Dress

    Ready for a floral retreat? Feel the sunshine on your shoulders in this floral chiffon midi dress featuring dainty spaghetti straps, a sweetheart neckline with a bust tie, a fitted bodice, and a side slit accent. Complete the look in simple heels.

    Fit & Features

    • Sleeveless sweetheart neckline, bust tie accent
    • Spaghetti straps
    • Fitted bodice, back zipper, hook and eye closure
    • Midi-length hem, side slit
    • Ditsy floral pattern
    • Sheer chiffon fabric, knit lining
    • A-line silhouette, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4356

    Category Name: Little Black Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Strappy Moment Midi Dress

    Have yourself a stylish strappy moment in this sleek midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back lace-up design, and a fitted midi-length silhouette with a sultry side slit to showcase some leg. Complete the look with trendy clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back lace-up strappy design, tie closure
    • Midi-length, curve-hugging fit
    • Side slit
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1395

    Category Name: Little Black Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Boldness V-Neck Ruched Midi Dress

    Add some new boldness into your lineup! This chic midi dress features a sleeveless V-neck, adjustable spaghetti straps, and an asymmetrical side ruched seam with a slit accent. The smooth knit fabric effortlessly hugs your curves and offers a moderate stretch. Complete the look in glam heels.

    Fit & Features

    • Sleeveless, V-neck, adjustable spaghetti straps
    • Form-fitting silhouette
    • Side ruched seam, slit accent
    • Asymmetrical midi hem
    • Sleek knit fabric, inner lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1402

    Category Name: Little Black Dresses

    Price: $6.67 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance