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.

  • Best Of Me V-Neck Cutout Midi Dress

    Impress the room by showing up in this sultry midi dress perfect for cocktail hour! Featuring a sleeveless, v-neck, adjustable spaghetti straps, and a flirty knot accent with dual waist cutouts that lead to the bodycon silhouette. Complete the look in chic lucite mules.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Back zipper closure
    • Front knot accent, dual waist cutouts
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, inner knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4357

    Category Name: Little Black Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Places To Go One Shoulder Midi Dress

    You've got places to go and this one-shoulder midi dress will have you looking stylish! It features a spaghetti strap, bodycon silhouette, and an asymmetrical midi-length hem with a high side slit to showcase some legs. Composed of stretchy texture knit fabric. Finish the look in platform heels.

    Fit & Features

    • Sleeveless, one-shoulder, spaghetti strap
    • Bodycon silhouette
    • Asymmetrical midi-length hem
    • High side slit
    • Texture knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4358

    Category Name: Little Black Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rare Sight Basic Crew Midi Dress

    What a rare sight you'll be in this figure-flaunting basic midi dress featuring sleek, short sleeves, a crew neck, and a bodycon silhouette on stretchy, ribbed knit fabric. Complete the look in a trendy denim jacket and sneakers.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Bodycon silhouette
    • Midi-length hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4352

    Category Name: Little Black Dresses

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Day To Night Snap Button Midi Dress

    Go from office hours to happy hour in a snap with this classy sweater midi dress! It features long sleeves, a rounded neckline, a bodycon silhouette, and a side slit with snap button accents. Composed of a ribbed knit fabric with a moderate stretch. Style with a chic jacket and heels.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Long fitted sleeves
    • Round neckline
    • Bodycon silhouette
    • Side slit, snap button accents
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1219

    Category Name: Little Black Dresses

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Beat Halter Wrap Midi Dress

    Make his heart skip a beat in this sultry midi dress that flaunts your figure on a sleeveless, halter silhouette with sleek bungee spaghetti straps and a stylish asymmetrical wrap hem. Complete the look in earrings and strappy heels for date night.

    Fit & Features

    • Sleeveless, halter neck
    • Bungee spaghetti straps
    • Bodycon silhouette
    • Asymmetrical wrap midi hem
    • Sleek knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1408

    Category Name: Little Black Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk My Way Glitter V-Neck Midi Dress

    Catch glances in this glittery number! The sleeveless V-neckline shapes this midi bodycon dress that features sleek bungee spaghetti straps and an asymmetrical hem with a sultry cutout slit. Complete the look in fringe earrings.

    Fit & Features

    • Sleeveless, V-neck, bungee spaghetti straps
    • Bodycon silhouette
    • Asymmetrical midi hem
    • Cutout side slit
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1412

    Category Name: Little Black Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Style Moves Midi Dress

    Show off major sleek style moves in this gorg sleeveless midi dress! It features a scoop neckline, spaghetti straps that lead to a cross-back design, side ruched detailing leading to a thigh-high slit, and a midi-length, curve-hugging silhouette. Complete the look with clear heels.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cross-back strap design
    • Side ruching, high side slit
    • Midi-length, form-fitting silhouette
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1418

    Category Name: Little Black Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Of Luxury Satin Slip Midi Dress

    Feel like a million bucks in this luxe satin slip midi dress featuring a sleek, sleeveless, square neck, spaghetti straps, and a draped bust that leads to a form-fitting silhouette on an asymmetrical midi hem. Complete the look in stiletto heels for a dressy evening out.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps,
    • Draped bust accent
    • Form-fitting silhouette
    • Asymmetrical midi hem
    • Luxe satin-lined fabric with minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1424

    Category Name: Little Black Dresses

    Price: $22.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Impressions Sleeveless Midi Cutout Dress

    Make a bold impression with a midi dress that cuts a sultry look! The midi dress features a plunging V-neckline, spaghetti straps, sexy cutouts at the waist, and a midi-length silhouette. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Dual cutouts at the waist
    • Midi-length silhouette
    • Sheer ribbed knit fabric, knit lining
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1967

    Category Name: Little Black Dresses

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flourishing Floral Midi Dress

    Flourish in florals! Look cute for spring in this midi dress featuring a sleeveless square-neck bodice, spaghetti straps, and side ruched seams to accentuate your curves. Composed of soft knit fabric with a moderate stretch. Style with a trendy panama hat.

    Fit & Features

    • Squareneck, spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Floral pattern
    • Soft knit fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 05101-1434

    Category Name: Little Black Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paradise Calls Tropical Midi Dress

    Vacation on the mind? You're going to need this tropical midi dress with paradise written all over it! Features a sleeveless, v-neck, adjustable spaghetti straps, a form-fitting silhouette, and a side ruched seam on an asymmetrical midi hem. Complete the look in lace-up sandals for a dinner with a view.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Form-fitting silhouette
    • Side ruched seams
    • Asymmetrical midi hem
    • Tropical pattern
    • Texture knit fabric, moderate stretch. fits true to size

    Style Number/Barcode: 05102-4367

    Category Name: Little Black Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Moves Midi Dress

    Make the trendiest of moves in this cool printed midi dress. It features a sleeveless halter neckline with spaghetti straps that lead to an open back with a strappy lattice design, a fitted bodice leading to a subtle flowy silhouette with a thigh-high front slit, and an all-over splattered tie-dye print. Style this dress with clear mules.

    Fit & Features

    • Sleeveless halter neckline, spaghetti straps
    • Open back, strappy lattice design, tie closure
    • Fitted bodice, flowy silhouette, high front slit
    • Spattered tie-dye print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4371

    Category Name: Little Black Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Tropic Strappy Back Midi Dress

    Flaunt your figure on vacay girl! This floral tropic midi dress is perfect for a dinner with a view. Featuring a sleeveless V-neckline, spaghetti straps, a strappy open-back, a bodycon silhouette, and an asymmetrical hem. Complete the look in chic wedges.

    Fit & Features

    • Sleeveless, V-neck, spaghetti straps
    • Strappy open-back, tie closure
    • Bodycon silhouette
    • Asymmetrical midi-length hem
    • Floral tropic print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4376

    Category Name: Little Black Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunset Walk Floral Midi Dress

    Take a stroll at sunset on your relaxing vacay in this chic floral midi dress. It features a sleeveless V-neckline, adjustable spaghetti straps that lead to a cross-back design, an asymmetrical midi-length hem creating an alluring side slit, and a curve-hugging silhouette. The all-over tropical floral print pairs perfectly with strappy sandals. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross-back design
    • Asymmetrical midi-length hem, ruching, side slit
    • Form-fitting silhouette
    • Tropical floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4374

    Category Name: Little Black Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jetset Getaway Tropical Midi Dress

    Wanna get away? Jetset off to paradise with this tropical floral dress in your lineup! It features a sleeveless scoop neck, spaghetti straps, a cross-back strap design with a tie closure, a form-fitting silhouette, a side ruched seam, and an asymmetrical midi hem with a side slit. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Open-back, cross-back strap design, tie closure
    • Form-fitting silhouette
    • Side ruched seam
    • Asymmetrical midi-length hem, side slit
    • Tropical floral print, stretchy knit-lined fabric
    • Runs true to size

    Style Number/Barcode: 05102-4373

    Category Name: Little Black Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Silhouette Satin Midi Dress

    Showcase an alluring silhouette in this sleek satin midi dress. The midi-length dress features a sleeveless scoop neckline, spaghetti straps, a fitted high waist seam with ruched detailing, a curve-hugging fit, and a midi-length asymmetrical hem creating a thigh-high side slit. Style with strappy stilettos for cocktail hour.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • High waist seam, ruching
    • Bodycon fit
    • Midi-length asymmetrical hem, high side slit
    • Satin-knit fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1439

    Category Name: Little Black Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Cruise Floral Midi Dress

    You'll be ready for a sunset cruise on the water in this chic floral midi dress. It features a sleeveless V-neckline, adjustable spaghetti straps that lead to a cross-back design, side ruched detailing, and a curve-hugging, midi-length silhouette with an asymmetrical hem to show some leg. The dress features an all-over tropical floral print. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross-back strap design
    • Side ruching
    • Midi-length, form-fitting silhouette, asymmetrical hem
    • Tropical floral print
    • Stretchy knit fabric, partial lining at the bust
    • Runs true to size

    Style Number/Barcode: 05102-4375

    Category Name: Little Black Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Classic Satin Slit Midi Dress

    This old thing? Slip into this sultry satin midi dress perfect for a dressy night out! The knee-length dress features a sleeveless, square neck, spaghetti straps, a form-fitting silhouette with pleating, and a front slit accent. Complete the look in sparkly heels.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Form-fitting silhouette
    • Pleat detailing
    • Front slit accent
    • Midi-length hem
    • Luxe satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1442

    Category Name: Little Black Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Romance Floral Midi Dress

    Bring the romance in this gorgeous and chic floral midi dress. It features a sleeveless square neckline, spaghetti straps, a midi-length, curve-hugging silhouette, and an all-over blooming floral print. Style this dress with sleek hoops and heeled mules.

    Shop Maxi Dress: Date Night Chic Floral Maxi Dress

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Midi-length, form-fitting silhouette
    • Floral print
    • Stretch knit fabric, inner lining
    • Runs true to size

    Style Number/Barcode: 05101-1444

    Category Name: Little Black Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paisley Babe V-Neck Midi Dress

    Look like a babe in this paisley midi dress to bring those retro vibes! It features a sleeveless V-neck, adjustable spaghetti straps, a bodycon silhouette, and an asymmetrical midi-hem with a trendy ruched seam. Complete the look in block heels for happy hour.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Bodycon silhouette
    • Ruched side seam
    • Asymmetrical midi-length hem
    • Paisley pattern
    • Stretchy and soft knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4380

    Category Name: Little Black Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Knits Halter Midi Dress

    The cooler spring days call for your best knits! Set the tone in this halter midi sweater dress featuring a sleeveless high neck, adjustable spaghetti straps, space-dye knit pattern, bodycon silhouette, and a side slit accent to showcase some leg. Complete the look in cute mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless high neck, halter design
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Side slit, midi-length hem
    • Space-dye knit pattern
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1257

    Category Name: Little Black Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Chic Style Midi Sweater Dress

    Get wrapped up in chic style in this ribbed knit sweater dress. It features a sleeveless V-neckline, tank shoulder straps, a trendy knot-front design with a small center keyhole cutout, and a mid-length, curve-hugging fit. Complete the look with strappy mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless V-neckline
    • Tank shoulder straps
    • Knot-front design, center keyhole cutout
    • Midi-length, form-fitting silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1256

    Category Name: Little Black Dresses

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jessie Sleeveless Midi Formal Dress

    Special Occasion

    Make major style moves in the stunning Jessie sleeveless midi formal dress. She features a cowl neckline, spaghetti straps, an empire waist seam, front ruched detailing, and a mid-length curve-hugging fit with a chic adjustable side slit. The smooth satin-knit fabric offers plenty of stretch. Complete your look with strappy heels and a sleek clutch.

    Fit & Features

    • Stretchy satin-knit fabric, lined bust
    • Sleeveless cowl neckline, spaghetti straps
    • Empire waist seam
    • Front ruching, side slit, adjustable drawstring
    • Form-fitting silhouette
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1195

    Category Name: Little Black Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Getaway Floral Midi Dress

    Pack this adorable floral printed midi dress in your carry-on for your next weekend getaway! It features a sleeveless square neckline, spaghetti straps, ruched detailing down one side leading to a slit, and a midi-length, curve-hugging fit. Style this dress with your fave oversized shades and espadrille wedges.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching down one side leading to a slit, adjustable drawstring
    • Midi-length, form-fitting silhouette
    • All-over floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4383

    Category Name: Little Black Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale