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.

  • Can’t Look Away Tube Midi Dress

    Drama in the best way. This tube midi dress hugs your curves with side ruching and turns up the volume with ruffled high slits made for showing off a little leg.

    Fit & Features

    • Soft knit stretchy-lined fabric
    • Tube neckline
    • Side ruched seams
    • Bodycon fit
    • High side slits with ruffled trim detail
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000308

    Category Name: Midi Cocktail Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • 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
  • 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
  • Laced With Drama Sweetheart Ruched Midi Dress

    Soft lace, snatched fit, and a neckline that knows what it’s doing. This midi dress was made for candlelit plans, chic arrivals, and unforgettable exits.

    Fit & Features

    • Lined lace fabric
    • Sweetheart neckline
    • Sheer fitted long sleeves
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000560

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

  • 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
  • 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: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Chic Affair Flocked Floral Velvet Cold-Shoulder Midi Dress

    Romantic, sultry, and made to linger in the spotlight. This floral velvet midi dress hugs every curve while the cold-shoulder detail keeps it flirty and unexpected.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Velvet flocked floral pattern
    • Sweetheart neckline, padded bust, ruching
    • Cold-shoulder design, thin tank straps, off-the-shoulder straps
    • Ruching, back zipper with hook-eye closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000561

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK

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

  • Serving Sultry Vibes Mesh Midi Dress

    This mesh bodycon dress knows how to flatter. With a ruched fit and sweetheart neckline, it’s your go-to for cocktail soirees and plus-one invites! 

    Fit & Features

    • Mesh fabric, sewn-in knit lining, high stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000793

    Category Name: Midi Cocktail Dresses

    Price: $50.90

    Availability: In Stock

    Available Color: MOCHA

    Available Size: S, M, L

  • 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
  • What A Look Velvet Marble Pattern Midi Dress

    This gorgeous midi dress flaunts a flocked velvet marble pattern with delicate mesh fabric. With its cowl neckline, adjustable spaghetti straps, bodycon silhouette, and front slit, this dress gives you a stunning look. Complete the look with a bracelet and earrings for a cocktail or birthday dinner!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit, midi-length hem
    • Flocked marble pattern
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2746

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Begging For More Low Tie-Back Midi Dress

    One go in this slinky midi dress, and everyone will be begging for more sights of you in it! Featuring a sleeveless square neckline, wide shoulder straps, a sexy low back with tie closure, a bodycon silhouette, and a side slit cutout. Complete the look with sleek hoop earrings.

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Low back with ie closure
    • Bodycon silhouette
    • Side slit cutout, midi-length hem
    • Double-lined slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2393

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tilda Formal Velvet Midi Dress

    Special Occasion

     Put your curves on display in the gorgeous Tilda formal velvet dress destined to be your plus one for a wedding or banquet! She features a sleeveless surplice v-neckline, spaghetti straps, a form-hugging silhouette, and a faux wrap midi-length hem with a slit. The formal dress is composed of luxuriously soft velvet fabric with a bust lining and plenty of stretch. Style with fringe earrings and heels to complete the look!

    Fit & Features

    • Sleeveless surplice v-neckline, bust lining
    • Spaghetti straps
    • Form-hugging, front slit
    • Faux wrap midi-length hem
    • Luxe velvet fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Fits true to size

    Style Number/Barcode: 05001-1234

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Desire Trumpet Midi Dress

    Bring on the florals babe! Designed with a v neckline, spaghetti straps that are adjustable, and a for fitting silhouette that leads to a ruffled trumpet high low hemline. Composed of a scuba material that offers moderate stretch and showcases a velvet floral pattern.  

     

     

    Style Number/Barcode: 05101-0125

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Picture Perfect Color Block Midi Dress

    For a picture-perfect look you'll be reaching for this color block midi dress for any casual plans! The strapless fitted bodice accentuates your silhouette while the flowy midi-length hem creates an elegant movement as you walk. Plus, keep your hands warm in the convenient hidden side pockets!

    Fit & Features

    • Woven cotton-blend fabric, stretchy knit lining
    • Strapless color block fitted bodice
    • Hidden side pockets
    • Back zipper and hook-eye closure
    • Flowy midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6109

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetest Soul Strapless Floral Flare Midi Dress

    A floral midi dress that'll capture your sweet essence! Designed with a strapless sweetheart neckline, this dress boasts a form-hugging fit and a trendy flare hem for effortless style.

    Fit & Features

    • Ditsy floral print lined with stretchy knit
    • Strapless sweetheart neckline, padded bra cups
    • Form-hugging fit
    • Flare midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000036

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romance Will Blossom Corset Floral Mesh Midi Dress

    Romance will blossom everywhere you go in this floral mesh midi dress!  With adjustable spaghetti straps and a square neckline, this dress perfectly accentuates your figure. The flexible boning and side ruched seams enhance your shape, while the midi-length hem adds a touch of chic. Complete the look with earrings and sleek heels.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Square neckline
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3424

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale