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.

  • 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
  • Instant Connection Tube Midi Dress

    Everyone will feel electric love when you walk in wearing this tube midi dress designed with a fabulous bodycon silhouette that flaunts your figure!

    Fit & Features

    • Smooth knit, stretchy fabric
    • Tube strapless neckline
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000123

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

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

    Product Badge:
    • Sale
  • Soft Glam Strapless Velvet Midi Dress

    Arrive in glam style in this strapless velvet midi dress at parties or cocktail events. The dress boasts a flirty sweetheart neckline and center back slit while the bodycon fit accentuates your curves.

    Fit & Features

    • Soft velvet fabric with full-length knit lining, moderate stretch
    • Strapless sweetheart neckline, no-slip strip, padded bust
    • Ruched side and back seams
    • Center back slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000727

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: HUNTER-2

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

  • 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
  • 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

    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
  • Serving Sleek Square Neck Bodycon Midi Dress

    Serve a gorgeous sleek silhouette in this brushed knit midi dress featuring a sleeveless square neckline, thin tank straps, and a midi-length bodycon fit to hug your curves. Style with hoop earrings and stiletto heels.

    Fit & Features

    • Brushed knit fabric with knit lining, plenty of stretch
    • Square neckline
    • Thin tank shoulder straps
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5975

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: S

  • 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
  • Pretty Petals Floral Bodycon Slit Midi Dress

    Too pretty to only wear once. This floral bodycon midi dress will have you feeling yourself at every party or dressy date! 

    Fit & Features

    • Floral garden print, smooth knit stretchy fabric
    • Square neckline
    • Wide shoulder straps
    • Side pleated seam, faux wrap slit design
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3724

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    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
  • 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

    Product Badge:
    • Ships Free
  • 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
  • Sultry Sweet Lace Bodycon Midi Dress

    Sultry with a hint of sweet allure, this lace midi dress is perf for dressy date nights. The bodycon silhouette will flaunt your gorgeous curves, accented with a back slit at the mid-length hem.

    Fit & Features

    • Sheer lace fabric with knit lining
    • Sleeveless sweetheart neckline, eyelet lace trim, mini bow detail
    • Bungee spaghetti straps
    • Midi-length hem, back slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000081

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Iconic Silhouette Off-Shoulder High Slit Midi Dress

    Show off an iconic silhouette and flaunt your stunning curves in this midi dress designed with sleek and smooth knit fabric. It features an asymmetric off-shoulder neckline with a draped cowl design at the bust, ruched detailing, and a high-cut side slit.

    Fit & Features

    • Smooth and stretchy knit fabric
    • Asymmetric off-shoulder cowl neckline
    • Ruched detailing
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3595

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Crepe One-Shoulder Midi Party Dress

    Special Occasion

    Showcase your sophisticated style in the Summer midi party dress for every special occasion this season! She features a head-turning strappy back and a one-shoulder neckline, fitted bodice, and a high-cut slit on a midi hemline perfect for showing off some skin. The party dress is composed of a crepe knit fabric with a moderate stretch. Complete your look in radiant rhinestone heels and a matching clutch.

    Fit & Features

    • One-shoulder, strappy back
    • Fitted bodice
    • High-cut slit, midi hem
    • Crepe knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0895

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adley Formal Glitter Lace-Up Midi Dress

    Special Occasion

    Discover a look that's chic and sparkly in the Adley formal glitter midi dress! Boasting a square neckline and spaghetti straps that lace up in the back, she's designed with a flattering form-hugging silhouette, a stylish side slit, and glitter knit fabric for a luxurious aesthetic. Complete the look in heels for a banquet or holiday party!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Form-hugging, side ruched seams
    • Side slit, midi-length hem
    • Glitter knit fabric, sewn-in knit lining. moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-2017

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free