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.

  • Cocktail Glam Satin Midi Dress

    Look glam for cocktail hour in this smooth satin midi dress designed to give you the perfect hourglass appearance! It features a sleeveless square neck, spaghetti straps, a princess seam bodice, a high-waist seam with side pleating, and a bodycon, wrap- asymmetrical hem. Complete your dressy look in glitter heels and a clutch.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Princess seam bodice
    • High-waist seam, side pleating
    • Bodycon silhouette
    • Midi, wrap-asymmetrical hem
    • Smooth satin fabric, lined, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1621

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jayd Formal Glitter Long Sleeve Midi Dress

    Special Occasion

    A midi dress with sparkling shimmer! The Jayd formal glitter dress offers the perfect shine for homecoming or dressy celebration parties. She features sheer mesh fitted long sleeves, a square neckline, a flattering bodycon silhouette, and a sultry wrap front slit. The formal dress is crafted from a glitter crepe fabric that shimmers under any light. Style the formal knee-length dress with silver block heels.

    Fit & Features

    • Sheer mesh fitted long sleeves
    • Square neckline
    • Bodycon silhouette
    • Wrap front slit, midi-length hem
    • Glitter crepe fabric, moderate stretch
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1727

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh Muse Midi Dress

    Be a total muse in mesh with this sexy midi! The dress features a sleeveless bodice, adjustable spaghetti straps, a rounded neckline, a square back with a zipper and hook and eye closure, ruched detailing along each side, and a mid-length, flattering curve hugging fit. The garment is composed of a sheer mesh with a knit lining and features a sultry back slit.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0270

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Sultry Cutout Midi Dress

    Simple and sultry, this cutout midi dress will make a chic impression. It features a sleeveless V-neckline with ruching and a center O-ring accent, spaghetti straps, a front waist cutout, a midi-length hem with a thigh-high front slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, ruched, center metal O-ring accent
    • Spaghetti straps
    • Front waist cutout, high waist
    • Midi-length hem, high front slit
    • Curve-hugging fit
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2298

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Allure Cowl Neck Mesh Ruffle Midi Dress

    Enjoy the timeless allure of this sleeveless midi dress showcasing a fun and fabulous flair that'll inspire you to get dolled up! The midi-length dress features a sultry cowl neckline, spaghetti straps that shape the open strappy back detail, a curve-hugging silhouette, and an asymmetrical mesh ruffled hem. Complete the look in block heels for a date night!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Curve-hugging silhouette
    • Mesh ruffled midi-length hem
    • Lined buttery smooth knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2996

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

     A cause for celebration! Make every room shine in the Stevie formal sequin dress perfect for birthdays or wedding guests. She features a sleeveless one-shoulder, cowl neck, adjustable spaghetti strap, built-in padded bust, and bodycon silhouette with a slit along the midi-length hem. The formal dress is composed of a sequin fabric with a knit lining and plenty of stretch. Style with lace-up heels and earrings to complete the look!

    Fit & Features

    • Sleeveless one-shoulder, cowl neck, adjustable spaghetti strap
    • Back zipper and hook-eye closure
    • Built-in padded bust
    • Bodycon, front slit, midi-length hem
    • Sequin fabric, knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1335

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Something About Her Strappy Back Bodycon Midi Dress

    Eyes will linger as you stroll away in this sleeveless midi dress at cocktail parties!  Featuring a square neckline and spaghetti strap ties for a chic look. The strappy open back and lower ruched seam add alluring details to the bodycon fit. Complete the look with a clutch and heels.

    Fit & Features

    • Smooth knit stretchy fabric
    • Square neckline
    • Spaghetti strap ties
    • Strappy open back, lower ruched seam
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3298

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lynn Strappy Back Glitter Midi Formal Dress

    Special Occasion

    Captivating glitter defines the Lynn midi formal dress with sexy details you want to show off at banquets or dressy celebrations! Crafted from a glitter crepe fabric, she dazzles from head to toe. Her flattering V-neckline and padded bra cups offer comfort and highlight your bust while the sleek bungee spaghetti straps and strappy back add a touch of sophistication to the bodycon midi-length silhouette. Complete the look in elegant stiletto heels.

    Fit & Features

    • Glitter crepe woven fabric lined with stretchy knit
    • Bungee spaghetti straps
    • Padded bra cups
    • Strappy back
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2034

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Budding Radiance Floral Velvet Midi Dress

    Unlock your radiance in this floral velvet midi dress for a dressy dinner party! It features a sleeveless square neck, adjustable spaghetti straps, a sexy bodycon silhouette, and a side slit. The mid-length dress is designed with a flocked velvet floral pattern on mesh fabric with a stretchy knit lining. Complete the look with earrings.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Side slit, midi-length hem
    • Flocked floral velvet pattern
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2555

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cathy Formal Crepe Slit Midi Dress

    Special Occasion

    An effortless silhouette meets its match on the Cathy formal dress you'll adore for cocktail parties and celebrations! She stuns in a captivating sleeveless, one-shoulder sweetheart neckline with a wire insert, tank-style strap, and a form-hugging midi-length silhouette with a sultry side slit. The formal dress is composed of a crepe knit fabric with a moderate stretch. Style with a sparkly bracelet and heels.

    Fit & Features

    • Sleeveless one-shoulder, sweetheart neckline
    • Wire insert, tank-style strap
    • Form-hugging silhouette
    • Midi-length hem
    • Crepe knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Fits true to size

    Style Number/Barcode: 05001-1404

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sarah Off-The-Shoulder Sequin Midi Dress

    Special Occasion

    Gorgeous and glam, the Sarah sequin midi dress will create a dazzling formal night-out look. She features an off-the-shoulder sweetheart neckline with built-in padded cups for all-night dancing support. Her high waist seam hugs your curves on the mid-length, fitted silhouette, and a flirty trumpet wrap hem. The sheer mesh fabric includes a full knit lining and a chic all-over sequin embroidered design. Style this dress with rhinestone statement earrings.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, built-in padded cups
    • Short fitted sleeves, back zipper closure
    • High waist seam, mid-length, fitted silhouette
    • Trumpet hem, wrap-front design
    • Sheer mesh fabric, full knit lining, minimal stretch
    • Sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05001-0666

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Luxe Velvet Off-The-Shoulder Midi Dress

    You'll look totally luxe and capture all the compliments in this chic midi dress designed with smooth velvet fabric. It features an off-the-shoulder sweetheart neckline with a fold-over design, a pleated faux wrap-front creating a high slit, and a midi-length slim-fit silhouette to flaunt your gorgeous figure.

    Fit & Features

    • Velvet fabric
    • Off-the-shoulder sweetheart neckline, fold-over design, short sleeve cuffs
    • High waist seam
    • Pleated faux wrap-front design
    • High front slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3877

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowl Neck Velvet Midi Dress

    Make a statement in this velvety piece. It features fixed spaghetti straps dropping down to a trendy cowl neckline and leads right into a midi length silhouette. The garment is composed of a rib knit lining and offers a curve-hugging fit with moderate stretch.  

     

    Style Number/Barcode: 05101-0076

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brook High Slit Midi Dress

    Special Occasion 

    Make it a formal affair in our cocktail ready Brook midi dress! Her high slit brings the drama, perfectly pairs with sleek stilettos and rhinestone accents!

    Fit & Features 

    • Off The Shoulder Neckline | Fold Over Accent
    • Slim Fit Bodice
    • Lined Smooth Knit Fabric
    • High Side Slit
    • Midi Length Silhouette 
    • Form Hugging Fit 
    • Moderate Stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0372

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

  • Majorly Stunning Sleeveless Bodycon Midi Dress

    A sleeveless midi dress features side ruched seams that accentuate your curves along the bodycon fit. Perfect for a banquet or dressy date. 

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Square neckline
    • Shoulder straps
    • Side ruched seams
    • Bodycon midi-length fit
    • Runs true to size

    Style Number/Barcode: 05101-3621

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night Out Ready Cutout Midi Dress

    You'll be totally night out ready with this chic and alluring midi dress. It features a sleeveless asymmetrical one-shoulder neckline with a single spaghetti strap, a ruched side cutout at the waist, a midi-length, curve-hugging, bodycon silhouette, and a thigh-high side slit. Style with embellished heels.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Single spaghetti strap
    • Ruched side cutout at the waist
    • Midi-length hem, bodycon silhouette
    • High side slit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1689

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spark A Convo Midi Dress

    Be bold and daring in this off the moment midi dress. It features a sleeveless bodice, spaghetti straps that lead to a cross back, a wired notch V neckline with vertical seam detailing, a high waist seam, a ruched side detail, and a wrap front, asymmetrical hem. The dress is composed of a crepe fabric that offers moderate stretch.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

    Style Number/Barcode: 05103-0299

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shonda Formal Sequin Marabou Strap Midi Dress

    Special Occasion

    Step out for a timeless evening in the Shonda formal midi dress! Crafted with a luxurious sequin-patterned mesh fabric, she features a V-cut plunge wired neckline, a padded bust, marabou trim shoulder straps, a bodycon silhouette, and a front slit, this midi-length dress is designed to show off your curves and add an understated glamour to any special night. Complete the look in stiletto pumps for a banquet or red carpet event!

    Fit & Features

    • Sleeveless plunge-wired V-neckline, V-cut back
    • Marabou trim shoulder straps, padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Sequin-pattern, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1704

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Over You Sleeveless Midi Dress

    Show us who is boss in sleek midi! This mid length dress features a crew neckline, and a sleeveless bodice. Hem is tailored to a mid calf length, and dress is composed of a ponte material that offers moderate stretch. Throw on some heels and walk the walk!

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.  

    Style Number/Barcode: 05102-0189

    Category Name: Midi Cocktail Dresses

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back Of My Mind Crepe Slip Dress

    You'll be unforgettable once they see you in this crepe slip dress perfect for casual parties and celebrations! It features a sleeveless V-neck, spaghetti straps, a form-hugging silhouette, and a sultry front slit along the midi-length hem. Style with simple hoop earrings to complete the look!

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Crepe fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4826

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timelessly Chic Sleeveless Flared Midi Dress

    Make a timeless impression in a midi dress that brings the flare! The textured scuba knit dress features a sleeveless square neckline, supportive tank shoulder straps, and a flared mermaid silhouette. Complete look with block heels for a date night look that wows. 

    Fit & Features

    • Lined scuba knit fabrication, moderate stretch
    • Sleeveless square neckline
    • Tank-shoulder straps
    • Flared mermaid silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3953

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Your Needs Met Sleeveless Slit Midi Dress

    A sleeveless midi dress that meets all of your style needs! This knee-length dress features a square neckline, wide shoulder straps, a flattering bodycon silhouette, and a front slit on woven fabric. Style this midi dress with sleek stiletto heels for a cocktail party or rehearsal dinner!

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Back zipper closure
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2884

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nadine Formal Sequin Midi Dress

    Special Occasion

    Stand out in sequins as you wow them all in our Nadine sequin dress! 

    Fit & Features

    • V-Neckline I Padded Cups
    • Spaghetti Straps 
    • Midi Length Silhouette With Split At Center Back
    • Lined Mesh Fabric With Sequins Throughout 
    • Form-Hugging Fit 
    • Moderate Stretch 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0265

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Living Diva Glitter Rosette Mesh Midi Dress

    This glamorous glitter midi dress will make you feel like a living diva! The beautiful glitter mesh dress is complemented by spaghetti straps, a v-neckline with a rosette flower applique, a bodycon silhouette with a high side slit and ruched seams, and an asymmetrical midi-length hem that will have you looking and feeling fabulous. Complete the look in fringe earrings for a dressy evening out!

    Fit & Features

    • Sleeveless V-neckline
    • Rosette flower applique
    • Spaghetti straps
    • Bodycon silhouette, side ruched seams
    • High side slit, asymmetrical midi-length hem
    • Glitter mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2707

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale