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.

  • Klaire Formal Crepe Midi Dress

    Special Occasion

    Klaire brings the sophistication to your next holiday party or winter soiree! She features a sleeveless one-shoulder neckline with a sexy cutout bust, and a high-waist seam that leads to her form-hugging silhouette with a side slit cutout along the midi hem. The formal dress is composed of a crepe knit fabric with sewn-in lining and moderate stretch. Complete your dressy look in a necklace and earrings set!

    Fit & Features

    • Sleeveless one shoulder neckline
    • Cutout bust, adhesive bra recommended
    • Form-hugging silhouette
    • Side slit cutout
    • Midi-length hem
    • Crepe knit fabric, sewn-in lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1342

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Arlette Lace-Up High Slit Glitter Knit Midi Dress

    Special Occasion

    Chic and glam, the Arlette formal midi dress designed with shimmering glitter knit fabric will glitz up your cocktail party. It features a sleeveless sweetheart neckline with a built-in padded bust and a cowl draped overlay, thin tank straps, an open lace-up strappy back design for a customized fit, and a midi-length bodycon silhouette accented with a high front slit.

    Fit & Features

    • Glitter knit fabric with knit lining, moderate stretch
    • Sweetheart neckline with padded bust, cowl draped overlay
    • Thin tank shoulder straps
    • Open lace-up back design
    • High waist seam, high front slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2533

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, L

  • Love The Spotlight Glitter Midi Dress

    Glisten and glow under the spotlight in this glitter crepe midi dress featuring a sleeveless v-neckline, bungee spaghetti straps, a form-hugging silhouette, and a front-slit accent. Complete your dressy look in block heels for a party!

    Fit & Features

    • Sleeveless v-neckline
    • Bungee spaghetti straps
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Glitter crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1892

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brenley Mesh Keyhole Halter Midi Dress

    Special Occasion

    Flaunt your curves in the Brenley Mesh Keyhole Halter Midi dress for an unforgettable night! She features a sultry keyhole halter neckline atop the fitted bodice that leads to a showstopping silhouette with ruched seams. Show a little leg off in her midi-length hem with a front slit accent. Composed of mesh-knit lined fabric with a moderate stretch. Finish your look with sparkly earrings and stilettos. 

    Fit & Features

    • Halter neckline, keyhole cutout
    • Adhesive bra recommended
    • Fitted bodice, ruched seams
    • Form-fitting silhouette 
    • Front slit, midi hem
    • Mesh-lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0973

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Arielle Geometric Sequin Midi Dress

    Special Occasion 

    Shine at all your soirees in our gorgeous Arielle midi dress! 

    Fits & Features

    • Plunging V Neckline
    • Adjustable Spaghetti Straps That Lace Up At The Back 
    • Midi Length Silhouette With Thigh High Slit 
    • Mesh Lined Fabric With Shimmering Geometric Sequins Throughout
    • Fully Lined
    • Curve-Hugging Fit I Moderate 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: 05001-0266

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Sleek Vibes Satin Midi Dress

    Bring the luxe sleek vibes to your look with this stunning satin midi dress. The knee-length dress features a sleeveless sweetheart neckline with padded cups, adjustable spaghetti straps, a fitted high waist seam, ruched detailing down one side, a midi-length asymmetrical hem creating a chic side slit, and a curve-hugging silhouette. Complete the outfit with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, padded cups
    • Adjustable spaghetti straps
    • Fitted high waist seam
    • Ruching down one side
    • Midi-length, asymmetrical hem, side slit
    • Form-fitting silhouette
    • Smooth satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1603

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Gorgeous Glitter Knit Midi Dress

    This glitzy glitter knit midi dress will catch the lights gorgeously! It features a sleeveless square neckline, spaghetti straps, a pleated side seam, a midi-length hem with a chic thigh-high side slit, and a bodycon silhouette. The glitter knit fabric offers plenty of stretch. Style this midi dress with lace-up heels for a glam party look.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Pleated side seam
    • Midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Glitter knit fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2422

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Luxe Level Sleeveless Midi Dress

    Take your look to a luxe level with a stunning midi dress that creates a head-turning moment! The dress features a sleeveless cowl neckline, spaghetti straps, 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 mules.

    Fit & Features

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

    Style Number/Barcode: 05101-1120

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Darcy Lace-Up Glitter Lace Midi Formal Dress

    Special Occasion

    Indulge in luxurious allure in the Darcy glitter lace midi formal dress at weddings, banquets, and celebrations! She boasts a sultry plunging V-neckline, flattering padded bra cups, and adjustable spaghetti straps, this dress accentuates your figure with a form-hugging fit. The lace-up back and side slit add a touch of sensuality, while the midi-length hem and glitter lace fabric exude elegance and sophistication. Complete the look with chandelier earrings and heels!

    Fit & Features

    • Glitter lace fabric lined with stretchy knit
    • Padded bra cups
    • Adjustable spaghetti straps
    • Lace up, back zipper and hook-eye closure
    • Side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05001-2129

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

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

    Showcase a simple sleek silhouette in this chic satin midi dress. It features a sleeveless cowl neckline, dual spaghetti straps that lead to a strappy lace-up back, and a flowy, midi-length, sheath silhouette. Complete the look with hoop earrings and strappy heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Dual spaghetti straps
    • Open back, strappy lace-up design
    • Flowy, midi-length, sheath silhouette
    • Woven satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1550

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh-So-Alluring Ruched Midi Dress

    This sultry ruched midi dress is oh-so-alluring! Featuring a sleeveless sweetheart neckline, a padded bust that eliminates the need for a bra, adjustable spaghetti straps, all-over ruching, a curve-hugging fit, and a midi-length asymmetrical silhouette creating a high side slit, this dress was made for a night out. Style this midi dress with a rhinestone choker necklace and strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • All-over ruched detailing
    • Curve-hugging bodycon fit
    • Midi-length asymmetrical hem, high side slit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1992

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Special Something Off-The-Shoulder Floral Midi Dress

    Look iconic all season long in this off-the-shoulder floral midi dress as a gorgeous wedding guest or attending a garden party! 

    Fit & Features

    • Floral print, smooth knit stretchy fabric
    • Off-the-shoulder neckline
    • Short-sleeve cuffs
    • Bodycon silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000030

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: S, L, XL

  • Alana Formal Sequin Midi Dress
    Special Occasion 

    Sparkle and dazzle in our glam Alana dress! She features a plunging V neckline, adjustable spaghetti straps and light reflecting sequins adorned with pearl accents throughout. Dress is composed of a lined mesh fabric that offers a form hugging fit with a minimal stretch. Dress is lined with a form hugging smooth knit fabric. Includes a back zipper closure

    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: 05001-0090

    Category Name: Midi Cocktail Dresses

    Price: $36.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Genna Sequin Patterned Midi Dress

    You'll fall head over heels for our gorgeous Genna sequin midi dress! She features a sleeveless deep V-neckline, dual adjustable spaghetti straps for a customized fit, a strappy lattice back design, and a mid-length, curve-hugging silhouette. The mesh fabric features stunning all-over sequin embroidery in a chic vintage-inspired pattern. Style this dress with clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Dual adjustable spaghetti straps
    • Lattice back design, tie closure
    • Mid-length, form-fitting silhouette
    • Back slit
    • Mesh fabric, sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05001-0309

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gretta Formal Satin Wrap Midi Dress

    Special Occasion

    Simply sultry and effortless, the Gretta formal satin dress puts your best self forward as a chic bridesmaid, graduate, or birthday girl! She features a sleeveless plunge-wired sweetheart neckline, adjustable spaghetti straps for a customizable fit, and a flattering pleated side seam, slim curve-hugging silhouette, and asymmetrical wrap slit midi-length hem. The formal dress is composed of a lined silky satin fabric with a moderate stretch. Complete the look in metallic block heel mules and an envelope clutch.

    This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.

    Fit & Features

    • Sleeveless plunge-wired sweetheart neckline
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Pleated side seam, slim curve-hugging silhouette
    • Asymmetrical wrap slit mid-length hem
    • Lined silky satin fabric, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1367

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Melissa Long Sleeve Ruched Midi Dress

    Special Occasion

    Showcase a gorgeous, figure-flattering silhouette in the chic Melissa ruched midi dress. She features a V-neckline with a wrap-front design, long fitted sleeves, ruched detailing, and a mid-length, curve-hugging fit. Complete the look with statement earrings and a sleek clutch.

    Fit & Features

    • V-neckline, wrap-front design
    • Long fitted sleeves
    • Ruching
    • Mid-length, form-fitting silhouette
    • Lined slinky knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05001-0664

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Chic Slinky Knit Midi Dress

    Stylish and chic, this slinky knit midi dress is a must-have for a night out with the girls. It features a sleeveless cowl neckline, spaghetti straps that lead to an open back with a strappy caged design, and a mid-length, form-fitting silhouette that will hug your curves. Complete the look with clear heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open back, strappy caged design
    • Mid-length, form-hugging fit
    • Slinky knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-1048

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Energy Lace-Up Bodycon Slit Midi Dress

    This floral print midi dress features a square neckline and spaghetti straps that shape the lace-up back design. The lined mesh fabric hugs your curves along the bodycon silhouette with a flirty side slit accent.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Spaghetti straps
    • Square neckline
    • Lace-up back
    • Side slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3430

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NATURAL

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

  • Emilia Satin High Slit Formal Midi Dress

    Special Occasion

    The silky satin fabric and chic details and design of the Emilia formal midi dress will elevate your cocktail party look! She features a sleeveless cowl neckline, spaghetti straps, a midi-length hem with a high-cut side slit to showcase some leg, and a slim-fit silhouette to flaunt your figure. The sleek satin-knit fabric offers a moderate stretch. Style this midi dress with rhinestone duster earrings and classic block heels.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • High waist seam
    • Midi-length hem, high side slit
    • Slim-fit silhouette
    • Satin-knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2037

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Party Ruffled Midi Dress

    This crepe midi dress is here to party! It features a sleeveless one-shoulder neckline with a tank-style strap, cutout waist accent, and a form-hugging asymmetrical hem with ruffle trim. Complete your dressy look in rhinestone heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank-style strap
    • Cutout waist accent
    • Form-hugging silhouette
    • Asymmetrical midi hem with ruffle trim
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1624

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Moment Asymmetrical High Slit Midi Dress

    Make a fab impression in a floral dress, perfect for a first date. The midi dress features a gorgeous floral print, a wrap V-neckline for a flattering fit, and an asymmetrical high slit. Complete your look with strappy heels and hoop earrings to complement this fab print. 

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Bodycon silhouette
    • Asymmetrical high slit
    • Midi-length hem
    • Floral print, knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-0562

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

  • Effortless Dazzle Ombre Glitter Mesh Midi Dress

    A glitter mesh midi dress you'll look and feel effortlessly dazzling in on dressy occasions! Showcasing a sparkling glitter mesh fabric with a chic ombre effect, you'll capture the attention of the room. Featuring a strapless neckline, flexible boning inserts for a structured fit, and side-ruched seams that accentuate your curves along the bodycon silhouette. The side slit and midi-length hem add the perfect finishing touch. Complete the look in clear mules for a seamless style!

    Fit & Features

    • Glitter mesh fabric lined with sewn-in knit
    • Ombre effect
    • Flexible boning inserts
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3092

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Shine Ombre Glitter Mesh Midi Dress

    A glitter mesh midi dress you'll look and feel sassy in on dressy occasions! Showcasing a sparkling glitter mesh fabric with a chic ombre effect, you'll capture the attention of the room. Featuring a square neckline, adjustable spaghetti straps for a perfect fit, and side-ruched seams that accentuate your curves along the bodycon silhouette. The side slit and midi-length hem add the perfect finishing touch. Complete the look in clear mules for a seamless style!

    Fit & Features

    • Glitter mesh fabric lined with sewn-in knit
    • Ombre effect
    • Adjustable spaghetti straps
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3106

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Petals Off Shoulder Midi Dress

    A picture-perf dress for that girls brunch! Wave your hair out and add some gold-tone jewelry for a spring-ready look! 

    Fits & Features

    • Off Shoulder Neckline & Sleeves
    • Midi Length Silhouette 
    • Smooth Scuba Knit Fabric I Watercolored Florals
    • Form Hugging Fit 
    • Moderate Stretch 

    Style Number/Barcode: 05101-0661

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance