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.

  • Babe Got Back Glitter Midi Dress

    Babe, you've got back! Showcase this sultry glitter midi dress all over town. It features a sleeveless, one-shoulder strap neckline, an open-back with lattice straps, a form-fitting silhouette, a side slit cutout, and a midi hem. Complete the look in a rhinestone bracelet and heels.

    Fit & Features

    • Sleeveless, one-shoulder strap neckline
    • Open-back, lattice straps
    • Form-fitting silhouette
    • Side cutout slit
    • Midi-length hem
    • Glitter knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1572

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cross Back Detail Midi Dress
    Strappy and stunning, this cross back midi dress is not so basic. It features a sleeveless bodice, tank-like shoulder straps, a square neckline, flaterring slanted seams along the bust, a lattice back, and a mid-length, form hugging fit. The dress is composed of a ponte knit fabric with moderate stretch.

    Style Number/Barcode: 05103-0427

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Allure Floral Burnout Midi Dress

    Low-key sultry, high-key unforgettable. This floral velvet burnout midi dress hugs in all the right places and is perfect for date nights, rooftop cocktails, or wherever you feel like being the vibe.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Floral velvet burnout pattern
    • Sleeveless plunge V-neckline, U-shaped metal accent, keyhole cutout
    • Spaghetti straps, open back, cross-back strappy design
    • Lower back zipper hook-eye closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000425

    Category Name: Midi Cocktail Dresses

    Price: $7.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Romantic Floral Mesh Midi Dress

    Serving soft girl with a sultry twist—this mesh midi stuns from every angle. The sweetheart neckline and ruched finish keep it romantic for date nights, weddings, or chic garden parties!

    Fit & Features

    • Floral print, mesh-lined fabric
    • Strapless plunge neckline
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Center back slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000640

    Category Name: Midi Cocktail Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: S, L

    Product Badge:
    • Sale
  • Savannah Glitter Cutout Midi Formal Dress

    Special Occasion

    Made for the spotlight, the Savannah formal dress stuns in a glitter knit that hugs every curve with effortless allure. Its sleek bodycon fit, sultry front slit, and open cutout back deliver the kind of detail that turns an entrance into a moment.

    Fit & Features

    • Glitter knit fabric, smooth knit lining, moderate stretch
    • Sweetheart neckline, padded bra cups
    • Wide shoulder straps
    • Cutout back, hook closure, lower zipper and hook-eye closure
    • Front slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail soirees, engagement parties, rehearsal dinners, date nights, birthdays, dinner parties, milestone celebrations, red-carpet events

    Style Number/Barcode: 05001-000363

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: PINK, BLACK, MOCHA

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

  • Ada Formal Sequin Feather Midi Dress

    Special Occasion

    Homecoming dresses like the Ada formal sequin midi dress will make you stand out from the crowd! She features a plunge V-neckline with a wire insert, a V-cut back, a padded bust, gorgeous feather trim shoulder straps, a bodycon silhouette, and a flattering front slit along her knee-length hem. The mid-length dress is composed of a shimmering sequin pattern on mesh fabric that brings radiance to your evening and has a stretchy knit lining. Complete the look for HOCO or a gala in this formal midi dress with block heels and a clutch.

    Fit & Features

    • Sleeveless plunge V-neckline, wire insert
    • V-cut back, zipper and hook-eye closure
    • Feather trim shoulder straps
    • Bodycon silhouette, front slit, midi-length hem
    • Sequin pattern, mesh fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1705

    Category Name: Midi Cocktail Dresses

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Sophistication Satin Midi Dress

    Mesmerize them all with this super gorge midi dress! It features a sleeveless bodice, a cowl neck, spaghetti straps that lead to a square back and a fitted bodice that leads to a midi length silhouette. Dress is composed of a lined satin fabric that offers a form hugging fit with a slight stretch. Zipper not included.

     

    Style Number/Barcode: 05101-0277

    Category Name: Midi Cocktail Dresses

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Glimpse Floral Tube Midi Dress

    Romantic but make it bodycon. This floral mesh midi dress is the perfect mix of dreamy and daring—made for slow dances, date nights, and second glances. 

    Fit & Features:

    • Sheer floral mesh fabric, stretchy knit lining
    • Strapless tube neckline
    • Curve-hugging bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000206

    Category Name: Midi Cocktail Dresses

    Price: $7.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • One For The Books Cold Shoulder Mesh Midi Dress

    You in this mesh midi dress for a GNO will be one for the books! This figure-hugging bodycon dress features trendy cold shoulder cutouts and delicate mesh detailing, creating a perfect allure.

    Fit & Features

    • Mesh-lined fabric
    • Cold shoulder, adjustable spaghetti straps
    • Back zipper closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4132

    Category Name: Midi Cocktail Dresses

    Price: $7.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tropical Fun Chain Strap Midi Dress

    Perfect for your next getaway, this tropical midi dress is a must to pack in your carry-on! It features a sleeveless square neck, half chain and adjustable spaghetti straps, a bodycon silhouette, and a flirty side slit. the dress is composed of a tropical print slinky-knit fabric with a sewn-in knit lining. Complete the look in heeled sandals.

    Fit & Features

    • Sleeveless square neck
    • Half chain, adjustable spaghetti straps
    • Bodycon silhouette
    • Side slit, midi-length hem
    • Tropical print
    • Slinky knit fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5070

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dinner Date Lace-Up Midi Dress

    It’s giving sultry, sculpted, and so worth the stare. With a lace-up back, side slit, and body-hugging ruching, this midi is your go-to for date nights, drinks, and feeling unstoppable.

    Fit & Features

    • Slinky knit lined fabric, moderate stretch
    • V-neckline
    • Spaghetti straps
    • Lace-up open back
    • Ruched bodycon silhouette
    • Side slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000349

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ava Cowl Neck Bodycon Mesh Lace Midi Formal Dress

    Special Occasion

    Romantic lace mesh and a bodycon fit come together to create the gorgeous Ava midi formal dress! 

    Fit & Features

    • Lace mesh lined fabric
    • Adjustable spaghetti straps
    • Cowl neckline
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal showers, bachelorettes, rehearsal dinners, engagement parties, cocktail soirees

    Style Number/Barcode: 05001-000033

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, XL

    Product Badge:
    • Sale
  • Chic Trendsetter Knit Chiffon Drop Waist Midi Dress

    This trendy midi dress features a sleeveless mock neckline, tank shoulder straps, and a V-shaped drop waist design. The midi-length A-line silhouette is accented with a shirred sheer chiffon overlay for an effortlessly chic look.

    Fit & Features

    • Smooth knit lined fabric
    • Mock neckline, tank shoulder straps
    • Back zipper closure
    • V-shaped drop waist
    • Sheer chiffon overlay with shirring
    • Midi-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3691

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Pretty In Floral Chiffon Midi Dress

    Pretty yourself up in this floral chiffon midi dress for date night or cocktail party! Featuring a trendy cowl neckline and adjustable spaghetti straps while the form-hugging fit flatters your curves down to the midi-length hem. Complete the look in strappy heels.

    Fit & Features

    • Floral print, chiffon fabric lined with stretchy knit
    • Cowl neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3383

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Pleats Midi Dress
    Wrap yourself in pretty pleats to make a gorgeous appearance! The mini dress features a sage green color, a wrap V neckline, narrow shoulder straps and an asymmetrical wrap silhouette. Dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Includes a back zipper closure.

    Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8615

    Category Name: Midi Cocktail Dresses

    Price: $10.00 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Starlit Sweetheart Sparkle Midi Dress

    A little glam, a little flirty, this glitter-kissed midi was made for nights that deserve a glow-up moment. The sweetheart neckline and sleek spaghetti straps create an effortlessly sculpted fit perfect for dinner dates, parties, and any excuse to shine.

    Fit & Features

    • Glitter stretch fabric, knit lining
    • Sweetheart neckline with spaghetti straps
    • Smooth fitted bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000416

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L, XL

  • Classy Chic Strapless Knit Midi Dress

    Classy and chic, this sleek knit midi dress features a strapless sweetheart neckline with a pleated draped overlay and a back slit accent for effortless movement. Style with stilettos for a cocktail party.

    Fit & Features

    • Smooth knit fabric with full-length knit lining, high stretch
    • Strapless sweetheart neckline, no-slip strip
    • Pleated cowl neck draped overlay
    • Back slit
    • Midi-length hem
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000014

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER

    Available Size: M, L, XL

    Product Badge:
    • Sale
  • Sparkly Beauty Glitter Velvet Strapless Midi Dress

    Sparkle up the night with your beauty in this luxe midi dress designed with glitter velvet fabric for the prettiest shine. It features a strapless straight-across neckline with a chic satin-knit fold-over design, pleating at the waist, and a midi-length bodycon silhouette accented with a back slit.

    Fit & Features

    • Glitter velvet fabric with knit lining at the bust, moderate stretch
    • Strapless straight neckline with satin-knit fold-over design
    • Pleated waist
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3731

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanted Allure Velvet Corset Midi Dress

    The velvet dress features a sweetheart neckline with lace trim, a corset bodice with flexible boning, fitted long sleeves, and a midi-length hem accented with a high side slit. Complete the semi-formal outfit with strappy stiletto heels.  

    Fit & Features

    • Lined velvet fabrication
    • Sweetheart neckline with lace trim
    • Corset bodice with flexible boning
    • Long sleeves
    • High side slit
    • Midi length hem
    • Runs true to hem

    Style Number/Barcode: 05101-3848

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Destiny Asymmetrical Slit Bodycon Midi Dress

    It's your destiny to look this stunning in this mesh bodycon midi dress on nights out! With its flattering sweetheart neckline, halter spaghetti straps, and bodycon silhouette, this midi dress is designed to show off your curves. And the striking asymmetrical side slit and elegant mesh fabric add an alluring touch. Complete the look in rhinestone strap heels.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Halter spaghetti straps
    • Built-in padded underwire bust
    • Asymmetrical side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5486

    Category Name: Midi Cocktail Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Darling Midi Dress

    Keep it darling in captivating lace in this elegant midi! Pair this sleek dress with pretty pumps to complete your look! 

    Fit & Features 

    • V-Neckline 
    • Lace Shoulder Straps
    • Sheer Floral Lace Back 
    • Floral Lace Hem | Back Center Slit
    • Lined Crepe Fabric 
    • Form Hugging Fit | Moderate Stretch 

    Style Number/Barcode: 05101-0733

    Category Name: Midi Cocktail Dresses

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Swept Away Sweetheart Midi Dress

    Get swept away in stunning satin! The midi dress features a sleeveless bodice, a sweetheart neckline, wide shoulder straps and a curve hugging midi length silhouette that creates an hourglass illusion. Dress is composed of a lined satin fabric that offers a slight stretch.  

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

     

     

    Style Number/Barcode: 05101-0331

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Silhouette Sleeveless Bodycon Midi Dress

    Flaunt your gorgeous figure in this midi dress designed with smooth nylon fabric offering plenty of stretch. It features a sleeveless scoop neck and back design, tank straps, and a midi-length bodycon silhouette to showcase your curves.

    Fit & Features

    • Smooth nylon fabric with plenty of stretch
    • Scoop neck and back
    • Tank shoulder straps
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5931

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stay Radiant V-Neck Surplice Glitter Midi Dress

    Stay radiant in this glitter midi dress to shimmer with perfection at parties and semi-formal events. Crafted from glittery knit fabric, this surplice V-neck midi dress exudes sparkle on a bodycon silhouette that shines from every angle and has an asymmetrical hem that adds a trendy detail. Complete the look in stiletto heels and a clutch for a dressy vibe!

    Fit & Features

    • Glitter knit fabric with stretch
    • Spagehtti straps
    • Surplice V-neckline
    • Asymmetrical midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-2958

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free