Midi Cocktail Dresses

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Midi Cocktail Dresses: The Sweet Spot Between Classic and Current

Slip into midi cocktail dresses made for every RSVP on your calendar. These mid-length silhouettes strike the perfect balance—long enough to feel elevated, short enough to keep it flirty. Whether you're headed to a summer wedding, upscale dinner, or cocktail party with your crew, Windsor’s collection offers midi dresses for cocktail parties that are stylish, flattering, and totally vibe-checked.

Make a Statement in Color & Cut

Turn heads in new summer shades like cherry red, pastel green, vibrant pink, and ocean-inspired blues. Or keep it chic in timeless neutrals like black, ivory, and tan. From halter-neck cocktail dresses with open backs to off-shoulder cocktail dresses and figure-flattering wrap fronts, each style was made to serve effortless sophistication. Prefer a little structure? Mid-length cocktail dresses in bodycon fits give you that tailored feel, while flowy A-lines bring the movement. Get inspired by these stylist picks: 11 Midi Cocktail Dresses For Your Next Soirée!

Details That Elevate Every Moment

These dresses are designed to flatter and flex for every occasion. You’ll find stylish necklines like sweetheart, cowl, and V-neck, plus strapless designs and sleeveless styles ideal for warm-weather events. Keep your look fresh with new and exclusive floral prints that give your outfit just the right amount of pop. Whether you're dressing for day or night, these midi cocktail party dresses bring main character energy to every event.

Shop Windsor’s midi-lengths and cocktail dresses online, in-app, or in one of 350+ stores and make your next celebration a style standout.

  • Sexy Stunner Faux Leather Corset Midi Dress

    This sleek faux leather corset midi dress will make your night out look sexy and stunning! The mid-length dress features a strapless angled neckline, a sultry corset-designed bodice with flexible boning inserts to provide structure, a high waist seam, a midi-length hem with a high-cut front slit to show some leg, and a bodycon silhouette to flaunt your figure. The lined faux leather fabric has a moderate stretch. Style this midi dress with metallic heels for your next party.

    Fit & Features

    • Strapless angled neckline
    • Corset bodice, flexible boning inserts
    • High waist seam, back zipper, hook and eye closure
    • Midi-length hem, high front slit
    • Bodycon silhouette
    • Faux leather fabric, full-length sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5244

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Sultry Cutout Bodycon Midi Dress

    This curve-hugging bodycon midi dress is simply sultry and perf for a night out with your girls. It features a sleeveless square neckline, spaghetti straps, alluring waist cutouts at the front and back, ruching down the side seams leading to a midi-length hem, and an all-over bodycon silhouette to show off your figure. The sheer mesh fabric includes a soft knit lining and has plenty of stretch. Style with a layered chain necklace for a hint of glam!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Front and back waist cutouts
    • Ruched side seams
    • Midi-length hem, bodycon silhouette
    • Sheer mesh fabric, sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4648

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Chic Midi Dress

    Get a total casual chic vibe with this adorable daytime LBD! It features a V neckline, short sleeves, and a mid-length, curve hugging fit. The dress is composed of a ribbed knit fabric that offers plenty of stretch.

    Style Number/Barcode: 05102-0197

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Cut Out Midi Dress

    Ward off the chill with this cozy for keeps midi-length dress.

    Fits & Features

    • Plunging V Neckline
    • Long Sleeves
    • Large Cut-Out Detail At Back
    • Soft Knit Fabric I Fully Lined
    • Ample Stretch
    • Zipper Not Included

     Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05102-0361

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Zebra Print Midi Dress

    You love to make a bold fashion statement, and this zebra print midi will not disappoint! It features a sleeveless bodice, adjustable spaghetti straps, a cowl neck, a square back with a hidden zipper and hook and eye closure, a wrap front with a slit, and a mid-length, flowy fit. The satin-like fabric has no stretch.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0435

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paradise Bound Tropical Floral Satin Midi Dress

    You'll be ready to jet set off to paradise in this gorgeous tropical floral satin midi dress! The silky sleek satin woven fabric is accented with a blooming tropical floral print, an iconic look for your vacay getaway. The mid-length dress features a sleeveless V-neckline, adjustable spaghetti straps with a racer-back design, a flattering tie-back detail, and an asymmetric hanky hem with a flowy A-line silhouette for that effortless vibe. Style with hoop earrings and a layered necklace.

    Fit & Features

    • Tropical floral print
    • Non-stretch satin woven fabric with top knit lining
    • V-neckline
    • Adjustable spaghetti straps, racer-back design
    • Tie-back design
    • Asymmetric hanky hem, A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3468

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Showstopper Lace-Up Midi Dress

    This midi dress is a casual showstopper! Make heads turn in this alluring dress featuring a sleeveless square neck, spaghetti straps that lace up in the back, a bodycon silhouette, and a fitted hem with a back-slit accent. Complete the look in dainty stiletto heels for a daytime celebration.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Lace-up back, lower zipper and hook-eye closure
    • Bodycon silhouette
    • Fitted midi-length hem, back slit
    • Texture knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5095

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Only The Essentials Midi Dress

    Keep is cute in basics with a flattering midi! This must have dress features a scoop neckline, corded straps and a curve hugging midi length silhouette. Dress is composed of a double lined brushed knit fabric that offers a moderate stretch. 

    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 05102-0343

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweetly Chic Midi Dress
    Have a sweetly chic look with this gray houndstooth print midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a hidden back zipper and hook and eye closure, a high waist seam, a front slit with a drawstring, and an asymmetrical hem. The dress is composed of a sheer lightweight woven fabric with a short white knit lining.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0040

    Category Name: Midi Cocktail Dresses

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sydney Formal Taffeta Midi Dress
    Special Occasion 

    Make an unforgettable entrance in our breathtaking Sydney dress! She features a rich navy blue color, an off the shoulder neckline, padded cups and princess seams. Her slim fit bodice leads to a flattering flounce silhouette that brings plenty of flair! Dress is composed of a lined taffeta fabric that offers a relaxed fit with a moderate stretch. Includes a petticoat and back zipper closure.

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4064

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jaylene Formal Velvet Glitter Midi Dress

    Special Occasion

    For babes looking to sparkle, the Jaylene formal glitter midi dress is the one! She features a cowl neckline, sleek bungee spaghetti straps that cross in the back, a side ruched seam that accentuates your curves along the bodycon silhouette, and a flirty wrap hem. The formal dress is composed of a shimmering glitter velvet knit fabric with plenty of stretch for comfort. Complete the look in rhinestone heels for a banquet, rehearsal dinner, or fancy date!

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps, cross back
    • Side ruched seam
    • Bodycon silhouette, wrap midi-length hem
    • Glitter velvet knit fabric, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1954

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fine Hour Cowl Neck Slit Mini Dress

    Make the clock strike fine when you stroll in wearing this sultry midi dress to the cocktail party! Featuring a sleeveless cowl neckline, spaghetti straps, a form-hugging silhouette, and a side slit accent. The smooth knit fabric offers plenty of stretch. Complete the look with hoop earrings and heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Side slit accent
    • Midi-length hem
    • Stretchy knit fabric, lined bust
    • Runs true to size

    Style Number/Barcode: 05101-2260

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Button Knit Midi Dress

    Keep it basic with cute buttons! The midi dress features a sleeveless bodice, a plunging V neckline with a multi button down front, spaghetti straps and a midi length silhouette with a high side slit. Dress is composed of ribbed knit fabric that offers a relaxed fit with a moderate stretch. 

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0352

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Adeline Formal Sequin Strapless Midi Dress

    Special Occasion

    Embellished with light-catching sequins, the Adeline formal midi dress deserves to shine at banquets and fancy soirees! She features a sultry strapless neckline with a wired V-notch and padded bust for structured support, a flattering bodycon silhouette, and a sassy center back slit along the midi-length hem. The formal midi dress is designed with a captivating sequin scroll embellished pattern on lightweight mesh fabric with a stretchy knit lining. Complete the look with an emerald necklace and heels!

    Fit & Features

    • Strapless wired V-notch neckline
    • Padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Center back slit, midi-length hem
    • Sequin scroll pattern, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1937

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cece Cutout Bodycon Wrap Satin Midi Dress

    Special Occasion

    Sexy meets chic on the Cece satin midi formal dress perfect for weddings or cocktail parties. Crafted from stretch satin, this formal dress is designed with a corset-inspired bodice for a snatched appearance and a cutout back design that will turn heads! Pair with heels.

    Fit & Features

    • Stretch satin fabric, knit lining at the bodice
    • Sweetheart neckline, padded bust
    • Adjustable spaghetti straps
    • Cutout back, straps with hook and bar closures, lower back zipper with hook-eye closure
    • Bodycon wrap silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2614

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Livia Glitter Knit High Slit Formal Midi Dress

    Special Occasion

    Show off a gorgeous radiance at cocktail hour in the Livia glitter knit formal midi dress! She features a strapless neckline with flexible boning inserts at the bodice creating an angled design, a pleated cowl overlay, a high waist seam, a midi-length hem with a thigh-high side slit to showcase some leg, and a slim-fit silhouette to flaunt your figure. The textured glitter knit fabric offers a moderate stretch. Style with strappy stilettos.

    Fit & Features

    • Strapless neckline, elasticized back hem
    • Flexible boning inserts, angled design
    • Pleated cowl overlay at the bodice
    • High waist seam, midi-length hem, high side slit, slim-fit silhouette
    • Textured glitter knit fabric, full-length knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1599

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple And Sleek Midi Dress

    This simple and sleek midi dress will have you looking perfectly put together for any occasion! It features a subtle V neckline, a padded bust, spaghetti straps, a body-hugging silhouette, and all over silver glitter. Dress is composed of an unlined, smooth knit fabric with a moderate stretch. 

    Style Number/Barcode: 05101-8441

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cocktail Hour Curve Midi Dress

    This is the kind of dress that makes getting ready feel way too easy. With its sleek bodycon fit, elegant high neckline, and dramatic open back, it delivers polished confidence from dinner reservations to wedding guest weekends.

    Fit & Features

    • Smooth knit stretchy fabric
    • Sleeveless crew neckline
    • Low-cut back
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001433

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: PLUM

    Available Size: XS, S, M, L, XL

    Product Badge:
    • New Arrival
  • Total Knockout Knit Midi Dress

    Step up in this knockout midi dress that is all the rage! Perfect for stepping out for a casual lunch date or layer this dress for the perfect workwear outfit. The dress features a crew neckline, cap sleeves, and a midi-length silhouette accented with a high side slit. Elevate your look with square toe strappy mules and statement-making earrings!

    Fits & Features

    • Crew neckline
    • Cap sleeves
    • Midi length hem
    • High side slit
    • Ribbed knit fabric
    • Plenty of stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-0897

    Category Name: Midi Cocktail Dresses

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Compliments Included Midi Dress

    This dress looks like it already has reservations somewhere expensive. The strapless neckline, sculpted bodycon fit, and trumpet hem keep it sleek, polished, and perfect for pairing with heels.

    Fit & Features

    • Sheen knit fabric, moderate stretch
    • Strapless sweetheart neckline
    • Form-hugging fit
    • Flowy midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001319

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS, S, M, L

  • Marianna Ruched Glitter Knit Formal Midi Dress

    Special Occasion

    Show up and stun like the glitzy babe you are in the Marianna ruched glitter knit formal midi dress! Crafted with a glistening glitter knit fabric, all eyes will be on you as you take the dance floor. She features a sleeveless sweetheart neckline with subtle chic draping, adjustable spaghetti straps to find your perfect fit, ruching down the side and back seams to accentuate your gorgeous curves, a thigh-high side slit to add some allure, and a bodycon silhouette. Complete your look with rhinestone heels for all the more sparkle!

    Fit & Features

    • Stretchy glitter knit fabric
    • Draped sweetheart neckline
    • Adjustable spaghetti straps, back zipper closure
    • Ruched side and back seams
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2107

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Miley Asymmetric Sequin Midi Dress

    Special Occasion

    Glisten from top to bottom with our shining Miley!

    Fits & Features

    • Adjustable Spaghetti Straps
    • Surplice V Neckline I Square Back 
    • Back Zipper With Hook & Eye Closure
    • Asymmetric Midi Length Silhouette I Mini Length Lining
    • Mesh Lined Fabric I Vertical Sequin Pattern 
    • Curve Hugging Fit I Plenty Of Stretch 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0620

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Pearl Velvet Bodycon Midi Dress

    Perfect for dressy occasions, this velvet faux pearl midi dress will be the belle of the ball! Featuring a sweetheart neckline, adjustable spaghetti straps, a padded bust with a trimmed bodice, a bodycon silhouette, and an asymmetric midi-length hem with a side slit cutout. Complete the look in strappy block heels.

     Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Padded bust, trimmed bodice
    • Bodycon silhouette, side slit cutout
    • Asymmetrical midi-length hem
    • Faux pearls, velvet fabric, partial lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2984

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free