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.

  • Adisson Formal Satin Heat Stone Midi Dress

    Special Occasion

    You'll be the best-dressed girl at the Prom! Adisson radiates the room in a sultry display of satin. She features adjustable spaghetti straps, a sleeveless V-neck with heat stone insets, and a cowl draping that leads to her fitted bodice. Create a lasting impression in her form-fitting, midi silhouette with a front slit perfect for flaunting some skin! Complete the look in stiletto heels and a sleek clutch.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Built-in padded bust, heat stone insets, cowl draping
    • Fitted bodice, back zipper closure
    • Form-fitting, midi-length hem
    • Front slit accent
    • Luxe satin-lined fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-0982

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Enchantment Velvet Midi Dress

    The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit.

    Fit & Features

    • Velvet fabrication
    • Sleeveless sweetheart neckline
    • Pleated bodice
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3733

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, L, XL

  • Pleats Forgive Me Satin Midi Dress

    No need to apologize for stealing the spotlight in this satin midi dress perfect for your next dressy night out! Designed with a lined satin fabric, this dress features a sleeveless square neckline, spaghetti straps, a side pleated seam leading to the asymmetric side cutout slit hem, and a bodycon silhouette to flaunt your gorgeous figure. Complete the look in lucite heels.

    Fit & Features

    • Lined satin fabric, minimal stretch
    • Sleeveless square neckline
    • Spaghetti straps
    • Side pleated seam, side cutout slit
    • Asymmetric midi hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-1898

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Such A Classic Midi Dress

    You love a classic look, and this chic and sophisticated midi dress is a definite must for your wardrobe!

    Fits & Features

    • Spaghetti Straps
    • V Neckline
    • Square Back
    • Mid-Length 
    • Form Hugging Fit With High-Low Trumpet Hem
    • Crepe Composition
    • Moderate Stretch

    Style Number/Barcode: 05101-0128

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Time To Allure Asymmetric High Slit Midi Dress

    It's time to allure and create a captivating sultry 'fit with this asymmetric midi dress! It features a square neckline, long sheer mesh balloon-style sleeves, a midi-length asymmetric hem creating a chic high-cut side slit, and a form-hugging silhouette. The smooth knit fabric offers plenty of stretch. Complete your dressy night-out look with lace-up heels.

    Fit & Features

    • Square neckline
    • Long sheer mesh balloon sleeves, elastic cinched hems
    • Midi-length asymmetric hem
    • High-cut side slit
    • Form-hugging silhouette
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-2842

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Stylish Affair Ruffled Midi Dress

    Make a dramatic entrance with a midi dress that is perfect for your cocktail event. The dress features a ruffled off-the-shoulder neckline a bodycon fit, and a midi length silhouette with a ruffled hem. The dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with stiletto heels and statement earrings.

    Fit & Features

    • Ruffled off the shoulder neckline
    • Bodycon fit
    • Midi length silhouette 
    • Ruffled hem 
    • Crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-0989

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Anika Cold-Shoulder Pearl Mesh Formal Midi Dress

    Special Occasion

    Make a beautiful impression at weddings or parties in the Anika cold-shoulder pearl mesh formal midi dress! The stretchy sheer mesh fabric is accented with all-over faux pearl embellishments for that touch of chic glamour and includes a full-length knit lining for coverage. Her wired V-neckline will accentuate your bust, and her cold-shoulder design with adjustable spaghetti straps and short-sleeved cuffs will give that feminine look. Your gorgeous curves will be showcased with the ruched detailing, and the back slit accent on the mid-length hem adds a sexy detail. Complete your formal look with a rhinestone necklace and metallic heels.

    Every bead, every detail—this dress was made to shine. Searching for more statement styles? Discover our exquisite beaded prom dresses or find a look that dazzles from our party dresses.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining, faux pearl embellishments
    • Wired V-neckline
    • Cold-shoulder design, adjustable spaghetti straps and short-sleeved cuffs
    • Ruching, back slit
    • Bodycon fit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2117

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Debby Formal Crepe Mesh Midi Dress

    Special Occasion

    Step out and be seen in the Debby formal midi dress to create an elegant entrance at birthday dinners and art galas! She features an off-the-shoulder neckline, sheer long fitted sleeves with ruched detailing, a form-hugging silhouette, and a sultry side slit to showcase some skin. The formal dress is composed of a crepe fabrication that offers moderate stretch. Complete the look in simple stiletto heels.

    Fit & Features

    • Off-the-shoulder neckline
    • Sheer long fitted sleeves, ruched detailing
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Crepe fabrication, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1343

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Garden Floral Velvet Midi Dress

    Cultivate an enchanting look in this floral velvet midi dress for a garden party! Crafted with a smooth woven fabric with an intricate floral flocked velvet design, this mid-length dress will turn heads and spark up all the compliments. It features a sleeveless V-neckline, spaghetti straps, a form-hugging silhouette to flaunt your gorgeous figure, and a flirtatious high-low ruffled hem. Complete the look in rhinestone embellished heels and earrings!

    Fit & Features

    • Floral flocked velvet pattern
    • Woven fabric with minimal stretch
    • V-neckline
    • Spaghetti straps
    • Ruffled high-low hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-1997

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Chic Midi Dress

    This dress will give you such a classic chic vibe! It features a sleeveless bodice, shoulder straps that lead to a strappy open back, a deep V neckline, a high front waistband, and a midi length with a front slit. The dress is composed of a crepe fabric with moderate stretch.

    Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.

    Style Number/Barcode: 05103-3559

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wine And Dine Glitter Knit Midi Dress

    This glitzy glitter midi dress is the perfect elevated style for a wedding or cocktail party! It features a sleeveless sweetheart neckline with a ruched bust, spaghetti straps, a ruched side seam leading to a chic thigh-high side slit, an asymmetric midi-length hem, and a slim-fit silhouette. The glitter knit fabric offers plenty of stretch. Style this mid-length dress with rhinestone heels.

    Fit & Features

    • Sleeveless sweetheart neckline, ruched bust
    • Spaghetti straps
    • Ruched side seam, high side slit
    • Asymmetric midi-length hem
    • Slim-fit silhouette
    • Textured glitter knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-3101

    Category Name: Midi Cocktail 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: Midi Cocktail Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Talk Lace Midi Dress

    This gorgeous lace midi dress will sweet-talk its way into your closet! It features a scalloped lace body, a sleeveless bodice, adjustable spaghetti straps for a customized fit, a V neckline with padded and lined cups for support, a high waist seam, and a small front slit. Complete a sweet date-night outfit with clear heels and a sleek envelope clutch. 

    Fit & Features

    • Sleeveless bodice
    • V-neckline with padded cups
    • Adjustable spaghetti straps 
    • High waist seam
    • Midi length silhouette with small front slit
    • Fully-lined scalloped lace and mesh fabric
    • Form hugging fit

     

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

    Style Number/Barcode: 05101-8691

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

  • Kiera Formal Satin One-Shoulder Midi Dress

    Special Occasion

    Envoke timeless beauty in the Kiera formal satin dress for a luxurious look at banquets, rehearsal dinners, and dressy cocktail events! She features a sleeveless one-shoulder neckline with dual adjustable spaghetti straps, a padded bust, front ruched seams, and a bodycon silhouette with a flirty slit midi hem. The formal dress is composed of a silky satin-lined fabric with a sheen effect and minimal stretch. Complete the look with sparkly stiletto heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, ruched seams
    • Slit accent, midi-length hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1273

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Fashionista Ruched Satin Midi Dress

    Showcase your stunning style like the fashionista you are in this sleek satin midi dress. It features a sleeveless cowl neckline, spaghetti straps, a figure-flattering high waist seam, a ruched side seam with a drawstring, and an asymmetrical mid-length hem. Complete the outfit with strappy heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • High waist seam
    • Ruched side seam, adjustable drawstring
    • Asymmetrical mid-length hem
    • Satin knit fabric, moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-1114

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Laina High Slit Satin Midi Dress

    Special Occasion

    Elevate the night in a midi dress that features a sleeveless cowl neckline, pleated bodice, tank shoulder straps, a high side slit, and a partially open back with a twist-bar accent. Complete cocktail outfit with glitter block heels.

    Dripping in satin and pure sophistication, this dress turns heads effortlessly. Love that silky shine? Browse our luxe satin prom dresses or opt for a sleek silhouette with our formal dresses.>

     Fit & Features

    • Stretch satin fabrication, stretchy knit lining
    • Sleeveless cowl neckline, pleated bodice
    • Tank shoulder straps
    • High side slit
    • Partial open back with twist accent, back zipper closure
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05001-2586

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE, NAVY, DENIM, HUNTER

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

  • So Unforgettable Ruched Midi Dress

    Create an unforgettable moment with a dress that captivates! The dress features a sleeveless square neckline, spaghetti straps, ruching, an asymmetrical high side slit, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching
    • Asymmetrical high side slit
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1151

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bria Lace And Velvet Long Sleeve Midi Dress

    Special Occasion

    Serve sultry-chic energy at your next cocktail party in the Bria formal midi dress designed with smooth velvet fabric and a sheer lace bodice. The bust includes a nude-tone lined bust with a sweetheart neckline and a velvet bow, followed by a sheer lace inset below. The dress features long fitted sleeves, a secure back zipper closure, and a midi-length bodycon silhouette accented with a stylish back slit.

    Fit & Features

    • Velvet lined fabric
    • Sheer lace bodice, nude-tone lined bust, sweetheart neckline, front velvet bow detail
    • Sheer lace inset below the bust, padded bra cups
    • Long fitted sleeves
    • High waist seam, back zipper closure
    • Midi-length bodycon silhouette, back slit
    • Runs true to size

    Style Number/Barcode: 05001-2221

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Christen Formal Velvet Midi Dress

    Special Occasion

    Stealing the spotlight is a guarantee in the Christen formal velvet dress perfect for ceremonies and dinner parties! She delivers allure in a sleeveless one-shoulder neckline, dual spaghetti straps, and a high-waist seam leading to her bodycon, midi-length hem with a flirty slit. The formal dress is composed of luxurious velvet-lined knit fabric with minimal stretch. Style with a sparkling necklace and earrings set to complete the look!

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Dual spaghetti straps
    • High-waist seam, bodycon silhouette
    • Slit accent, midi-length hem
    • Lined velvet knit fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1403

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Greatest Hit Glitter Cowl Neck Midi Dress

    This glitter midi dress will be a hit at every party! Featuring a cowl neckline, fitted long sleeves, and side ruched seams to accentuate your curves, this bodycon dress will have all eyes on you and your sparkling glitter ensemble. Complete the look with a clutch for a birthday or banquet!

    Fit & Features

    • Fitted long sleeves
    • Cowl neckline
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hen
    • Glitter fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2823

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Glam Glitter Knit High Slit Midi Dress

    Classic glam will be your vibe in this glitter knit midi dress featuring a sleeveless cowl neckline, spaghetti straps that lead to a chic cross-back design, a high-cut side slit to showcase some leg, and a bodycon silhouette to hug your curves. Perfect for a cocktail party, pair with stiletto heels.

    Fit & Features

    • Glitter knit fabric, plenty of stretch
    • Cowl neckline
    • Spaghetti straps, cross-back design
    • High side slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3552

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

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

  • 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: Midi Cocktail Dresses

    Price: $22.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Penelope Off-The-Shoulder Ruched Midi Dress

    Special Occasion

    Classic and chic, the Penelope midi dress is perf for your next cocktail party. She features an off-the-shoulder V-neckline with a wrap-front design, long fitted sleeves, side ruched detailing, and a mid-length, form-fitting silhouette to hug your curves. Style this dress with glitzy rhinestone earrings and strappy heels.

    Fit & Features

    • Off-the-shoulder V-neckline
    • Wrap-front design
    • Long fitted sleeves
    • Side ruching
    • Mid-length, form-hugging fit
    • Slinky knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05001-0663

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jeanne Formal Sequin Midi Dress

    Special Occasion

    Countless sequins form a spectacular array of shine on the Jeanne formal midi dress perfect for birthdays, date nights, or dinner banquets! She features a sleeveless sweetheart neck, adjustable spaghetti straps for a customizable fit, a lightly padded bust, and a form-hugging silhouette with a flirty back slit. The formal dress is composed of a sequin pattern mesh fabric with a stretchy knit lining. Complete the look in this mid-length dress with an envelope clutch and heels.

    Fit & Features

    • Sleeveless sweetheart neck, adjustable spaghetti straps
    • Lightly padded bust, back zipper and hook-eye closure
    • Form-hugging silhouette
    • Back slit, midi-length hem
    • Sequin pattern mesh, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1344

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale