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.

  • Giada Formal Ruched Midi Bodycon

    Special Occasion 

    Stun them all with a formal bodycon that makes a captivating impression! Giada features an off-the-shoulder neckline, long sleeves, a ruched body, and a midi-length silhouette. The dress is composed of a lined lurex fabric that offers a form hugging fit with a moderate stretch. Complete look with block heels and a rhinestone anklet. 

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves
    • Ruched body
    • Midi length 
    • Bodycon fit, moderate stretch 
    • Lined lurex knit 
    • Runs true to size

    Style Number/Barcode: 05001-0658

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glimmering Chic Glitter Mesh Strapless Midi Dress

    Glimmer in this chic glitter mesh strapless midi dress showcasing a bodycon silhouette that hugs your curves. Pair with heels.

    Fit & Features

    • Sheer glitter mesh fabric with knit lining, plenty of stretch
    • Strapless straight neckline, no slip-strip
    • Bodycon silhouette
    • Midi-length hem, lettuce-edge trim
    • Runs true to size

    Style Number/Barcode: 05101-3609

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Celeste Tie-Back Slit Crepe Midi Formal Dress

    Special Occasion

    The Celeste crepe midi formal dress features chic sheer chiffon long peasant sleeves and an open back with a tie-back design. The bodycon silhouette boasts a flattering slit for movement along the midi-length hem. Perfect for a school dance or banquet.

    Fit & Features

    • Crepe fabric, bust lining, moderate stretch
    • Square neckline
    • Sheer chiffon long peasant sleeves, elastic cinched hems
    • Open back, tie-back design
    • Front slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2485

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cocktail Hour Strapless Satin Slit Midi Dress

    The perfect satin strapless midi dress for cocktail hour features a pleated neckline, a form-hugging fit, and a flirty side slit. Pair with stiletto pumps and a martini! 

    Fit & Features

    • Silky satin fabric, sewn-in knit lining
    • Strapless pleated neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Side slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000106

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: MAROON

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

  • Something Chic V-Neck Lace Ruffle Mini Dress

    Satisfy your craving for something chic in this lace mini dress perfect for date night or rehearsal dinners! The sleeveless V-neckline adds a touch of elegance, while the bodycon fit accentuates your curves. The asymmetrical ruffled mini-length hem adds a flirty and playful vibe to this must-have dress. Complete the look with a clutch.

    Fit & Features

    • Lace fabric, stretchy knit lining
    • V-neckline
    • Bodycon fit
    • Asymmetrical ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-3313

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $46.90

    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: S

  • 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: Midi Cocktail Dresses

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Violette Formal Velvet Midi Dress

    Special Occasion

    Wrap yourself in a luxe velvet dress that elevates your special occasion outfit. Violette features a sleeveless cowl neckline, adjustable spaghetti straps, a corset-like bodice with flexible boning, a midi length silhouette with wrap hem. The dress is composed of a lined velvet fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a sphere clutch

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Corset bodice with flexible boning
    • Midi length silhouette, wrap hem 
    • Lined velvet fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 05001-0646

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scene Stealer Halter Bodycon Midi Dress

    Step out like a diva in this halter midi dress to steal the scene! The crisscross back adds a touch of allure, while the bodycon silhouette hugs your curves in all the right places. Pair with chic heels.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Square halter neckline
    • Crisscross wide shoulder straps
    • Side ruched seams
    • Bodycon silhouette, center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000031

    Category Name: Midi Cocktail Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Classy Perfection Off-The-Shoulder Pearl Midi Dress

    Class it up in this picture-perfect off-the-shoulder midi dress adorned with faux pearl embellishments along a flattering bodycon silhouette. 

    Fit & Features

    • Faux pearl embellishments
    • Mesh fabric lined with stretchy knit
    • Off-the-shoulder sweetheart neckline
    • Padded bra cups
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4092

    Category Name: Midi Cocktail Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, LIGHT, BLUE

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

    Product Badge:
    • Sale
  • Pearl Babe Off-The-Shoulder Midi Dress

    This faux pearl midi dress is the epitome of elegance and style. Featuring an alluring off-the-shoulder design and a figure-hugging bodycon silhouette, this dress will accentuate your curves and turn heads. 

    Fit & Features

    • Faux pearl embellished, mesh-lined fabric
    • Off-the-shoulder sweetheart neckline
    • Short-sleeve cuffs
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4093

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: SAGE

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

  • Adrienne Formal Satin Midi Dress

    Special Occasion

    Stay sleek, and sexy in our Adrienne midi dress! She features off shoulder sleeves, and a sweetheart neckline with a wired v notch at the center. She has padded cups and straight princess seams at the cup area that offer flattering bust area. She offers a form fitting silhouette and her bodice meets skirt high waist with a horizontal seam detail. She has a zipper closure located mid back, as well as an additional hook and eye closure to make sure she stays in place all night. Her hem is mid length an hits mid calf, and she features a sexy side slit. She is composed of a satin material that offers a form fit with moderate stretch.

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.  

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0244

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's Effortless Crepe Midi Dress

    Be the talk of the party in this effortlessly gorgeous crepe midi dress featuring a sleeveless surplice V-neckline with spaghetti straps, a bodycon silhouette, and an asymmetrical midi-length hem. Includes a smooth knit lining and offers a moderate stretch. Complete the look with eye-catching chandelier earrings.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Asymmetrical midi-length hem
    • Crepe fabric, smooth knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1762

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • 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
  • Serving Allure Halter Cowl Neck Midi Dress

    You'll be serving allure at your next happy hour in this curve-flaunting midi dress featuring a plunging cowl neck with a bar strap accent and open back with sleek tie-back straps.

    Fit & Features

    • Smooth knit fabric, high stretch, knit lining
    • Sleeveless plunge cowl neckline, bar strap accent
    • Tie-back halter straps
    • Open back, lower tie-back spaghetti straps
    • Form-hugging fit
    • Midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000033

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, L

  • 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
  • Refined Charm Flocked Velvet Halter Midi Dress

    The midi dress features a sleeveless halter neckline with a single halter neck strap, a floral flocked velvet pattern, and a high side slit. Complete the cocktail outfit with sleek stiletto heels.

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless halter neckline
    • Floral flocked velvet pattern
    • High side slit
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3809

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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: Out of Stock

    Product Badge:
    • Ships Free
  • 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: Out of Stock

    Product Badge:
    • Ships Free
  • 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