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.

  • Chic Sparkle Asymmetrical Midi Dress

    Showcase a chic sparkle in this fitted crepe midi dress. It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, a rhinestone embellished asymmetrical trim across the front, ruching, and a midi-length, form-hugging fit with an asymmetrical cut hem. Style with stilettos.

    Fit & Features

    • Sleeveless square neckline, dart seam detailing
    • Adjustable spaghetti straps
    • Back zipper closure
    • Rhinestone embellished asymmetrical trim
    • Ruching
    • Midi-length, form-fitting silhouette, asymmetrical cut hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1798

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amber One-Shoulder Midi Dress

    Special Occasion

    Sleek and stylish, the Amber midi dress is perfect for cocktail hour! She features a sleeveless one-shoulder neckline, a tank shoulder strap leading to a chic twist-back design, a lower back cutout, a sultry thigh-high side slit, and a mid-length, curve-hugging silhouette. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank shoulder strap
    • Twist-back design, lower back cutout
    • High side slit
    • Mid-length, form-fitting silhouette
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 05001-0736

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Secret Garden Backless Midi Dress

    Florals but make them sultry. With a sleek fit, tie-back detail, and velvet rose patterns, this midi dress brings a romantic allure to date nights, parties, and cocktail soirees.

    Fit & Features

    • Flocked velvet rose pattern, mesh-lined fabric
    • Cowl neckline
    • Spaghetti straps
    • Open back with tie
    • Curve-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000575

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Best Seller
  • Flirt Alert Floral Slit Midi Dress

    Leg pop approved. With a pleated waist and wrap-front slit, this floral midi dress brings the flirty vibes for any night out or dressed-up moment.

    Fit & Features

    • Stretch knit fabric with floral print
    • Square neckline, spaghetti straps
    • Side pleated seam
    • Front wrap slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000199

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • Back In Stock
  • Marcella Formal Glitter Sleeveless Midi Dress

    Special Occasion

    Radiate sparkle in the Marcella formal glitter midi dress that emulates shine! She features a cowl neckline, tank shoulder straps, and a form-hugging silhouette. The midi-length hem and back center slit complete the sophisticated silhouette with an elegant touch. The formal midi dress is crafted from a glitter fabric that shimmers with every step and has a stretchy knit lining. Complete the look in stiletto heels for a banquet or holiday dinner!

    Fit & Features

    • Sleeveless cowl neckline
    • Tank shoulder straps
    • Form-hugging silhouette
    • Center back slit, midi-length hem
    • Glitter fabric, stretchy knit lining
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1927

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Of The Party Glitter Midi Dress

    Shine like the life of the party in this mini dress that brings sparkle to your celebrations! The dress features a sleeveless V-neckline, bungee spaghetti straps, an asymmetrical high side slit for a sultry show of leg, and a midi-length silhouette. The dress is composed of a lined glitter knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties and a moto jacket.

    Fit & Features

    • Sleeveless V-neckline, adhesive bra recommended
    • Bungee spaghetti straps
    • Asymmetrical high side slit
    • Midi length silhouette
    • Glitter knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1249

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hook and Eye Mesh Ruched Midi Dress

    Get hooked to this sexy ruched dress. Make a move in this wowing dress that features a sweetheart neckline, a hook and eye fasten center closure to create a custom look and a curve-hugging ruched body throughout. Complete your night out outfit with statement heels and extra-large hoops.

    Fit & Features

    • Sweetheart neckline
    • Sleek corded straps
    • Hook and Eye fasten closure 
    • Ruched body
    • Midi length silhouette
    • High center slit
    • Form hugging fit

     

    Black: Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

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

    Style Number/Barcode: 05101-0842

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Selena Formal One Shoulder Ruched Dress
    Special Occasion 

    Stun with a little shoulder action as you channel sophistication in our Selena dress! She features a classic black hue, a one shoulder neckline with a single shoulder strap and a ruched side detail. Her slim fit bodice leads to an asymmetrical hem to show off your fab heel game! Dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6702

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Chic Ruffled Midi Dress

    Stun in a midi dress that reveals timeless elegance at your event! The midi dress features a sleeveless square neckline, spaghetti straps, and a ruffled high side slit. The slim-fit bodice leads to a midi-length silhouette. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruffled side slit
    • Midi length silhouette
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1385

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eve One-Shoulder Ruched Midi Dress

    Special Occasion

    Sultry and stunning, the Eve midi dress is perf for your next night out. She features a sleeveless one-shoulder neckline, an open back with a strappy lace-up design, ruched detailing, and a mid-length, curve-hugging silhouette with a trendy side drawstring. Style this dress with clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Open back, strappy lace-up design
    • Ruching
    • Mid-length, form-hugging fit
    • Side drawstring
    • Knit fabric, addtional mini skirt length lining
    • Runs true to size

    Style Number/Barcode: 05001-0734

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In Paradise Tropical Print Midi Dress

    You'll be ready for your paradise getaway with this tropical print midi dress! It features a sleeveless V-neck, spaghetti straps, a sultry cutout back, a bodycon silhouette, and an asymmetrical side slit cutout. Complete the look in wedges.

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Cutout back
    • Bodycon silhouette
    • Asymmetrical side slit cutout
    • Midi-length hem
    • Tropical print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4987

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rhianna Formal Iridescent Sequin Midi Dress

    Special Occasion

    Shine bright like a diamond in the Rhianna formal dress covered in iridescent sequins to wow from head to toe at banquets or bachelorettes! She features a sleeveless V-neckline, adjustable spaghetti straps, a padded bust, a flattering bodycon silhouette, back slit accent, and a midi-length hem. The formal knee-length dress is composed of iridescent sequin-embellished mesh fabric that causes a rainbow-like color effect under lights and is designed with a smooth knit stretchy lining. Complete the look in a rhinestone bracelet, earrings, and ring set for extra glam!

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, back slit accent, midi-length hem
    • Iridescent sequin-embellished mesh fabric, stretch knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1353

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destiny Formal Bustier Midi Dress

    Special Occasion

    The prettiest rhinestone embellishments make the Destiny formal midi dress stand out! Envoke sassy and sultry vibes at every dinner party or celebration you enter. She features a sheer mesh sleeveless bodice, a sweetheart neck, adjustable spaghetti straps for a customizable fit, and a built-in padded bust with underwire and pipe trim. Her form-hugging silhouette flaunts your curves along the midi-length hem with a flirty front slit. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with sleek stiletto heels to complete the look!

    Fit & Features

    • Sleeveless sheer mesh rhinestone bodice
    • Sweetheart neck, adjustable spaghetti straps
    • Built-in padded bust, underwire, pipe trim
    • Back zipper and hook-eye closure
    • Form-hugging fit, front slit, midi-length hem
    • Crepe fabric, smooth knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1417

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Iconic Textured Knit Midi Dress

    Step out in this chic and iconic midi dress for your bridal shower or birthday party! It features a sleeveless sweetheart neckline with a structured and padded bust, adjustable spaghetti straps, a corset-designed bodice with piping details and a high waist seam, a midi-length hem with a back slit accent, and a curve-hugging fit. The lined knit fabric features an all-over horizontal textured pattern. Style with a rhinestone jewelry set and clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, bust outline, structured and padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Corset-designed bodice, piping details, high waist seam
    • Midi-length hem, back slit
    • Curve-hugging silhouette
    • Textured knit fabric, smooth knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2403

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve Views V-Neck Ruffled Crepe Midi Dress

    This crepe midi dress flaunts your curves from every angle! Perfect for Valentine's, rehearsal dinners, or parties this V-Neck midi dress features a bodycon silhouette to accentuate your curves like an hourglass and a flirty asymmetrical ruffle trim while the front slit adds a touch of chic. Pair this luxe crepe midi dress with fringe earrings, a bracelet, and sleek stiletto heels for a flawless evening look!

    Fit & Features

    • Crepe fabric with stretch
    • Spaghetti straps
    • Asymmetrical ruffle trim
    • Front slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3260

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brea Satin Halter Bodycon Midi Dress

    Special Occasion

    Made to catch the light and every gaze, the Brea formal midi dress stuns with its sleek satin finish, sculpted halter neckline, and sultry open back. A curve-tracing bodycon fit and leg-baring slit seal the unforgettable vibe.

    Fit & Features

    • Stretch satin fabric, full-length knit lining
    • Sleeveless square neckline
    • Tank halter shoulder straps
    • Open back, cross-back strappy design, lower back zipper with hook-eye closure
    • Pleating, thigh-high front slit
    • Midi-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Wedding guests, bridesmaids, cocktail parties, dressed-up dinners, and romantic date nights.

    Style Number/Barcode: 05001-000295

    Category Name: Midi Cocktail Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: SAGE, PINK, BROWN

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

  • Petal Perfection Floral Ruched Midi Dress

    Make a charming impression in a midi dress that features a sleeveless cowl neckline with a bralette-like lace trim, adjustable spaghetti straps, a floral print, and ruching throughout. Complete the date night outfit with stiletto heels. 

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless cowl neckline, lace trim
    • Adjustable spaghetti straps
    • Floral print
    • Ruching
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3794

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mary Off-The-Shoulder Velvet Midi Dress

    Special Occasion

    Every girl needs a chic and stunning velvet midi dress for weddings, banquets, or soirees! The Mary velvet formal dress features an off-the-shoulder, foldover asymmetrical neckline, a fitted bodice with a wrap-front design, short sleeves, and a curve-hugging, midi-length silhouette with a stylish side slit. The luxe velvet fabric will elevate your look all the more! Complete your outfit with a rhinestone jewelry set.

    Fit & Features

    • Off-the-shoulder, foldover asymmetrical neckline
    • Fitted bodice, wrap-front design
    • Short sleeves, back zipper closure
    • Curve-hugging fit, midi-length silhouette, high-side slit
    • Lined velvet fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1402

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Iconic Glimmer Glitter High Slit Midi Dress

    Glitzy with a hint of sultry style, this glitter knit midi dress features a V-neckline and halter tie-back straps leading to a bold open back. The asymmetric hem creates a chic side slit, and the bodycon silhouette will showcase your gorgeous curves. Complete your glam icon look with metallic heels.

    Fit & Features

    • Glitter knit fabric with plenty of stretch
    • V-neckline, halter tie-back straps
    • Open back
    • Shirring at the waist
    • Asymmetric midi-length hem, side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3604

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Fantasy Chiffon V-Neck Midi Dress

    You'll be a chic fantasy come true in this breezy chiffon midi dress at rehearsal dinners, cocktail parties, and celebrations! The dress features a sleeveless V-neck with a wire insert, adjustable spaghetti straps, a pleated bust, hidden side pockets, and an A-line silhouette with a flirty slit hem. Complete the look in fringe earrings and sandals.

    Fit & Features

    • Sleeveless V-neck, wire insert, pleated bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Hidden side pockets
    • A-line silhouette, front slit, midi-length hem
    • Airy chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2229

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Impression Lace-Up Midi Dress

    Make a chic first impression in this sleek curve-hugging midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back, lace-up strappy design, a midi-length hem, and a fitted bodycon silhouette that will accentuate your gorgeous figure. The smooth knit fabric offers plenty of stretch. Style with hoop earrings.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back, lace-up strappy design, tie closure
    • High waist seam, midi-length hem
    • Fitted bodycon silhouette
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1939

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Royal Crepe Mesh Long Sleeve Mini Dress

    Luxurious and chic, this midi dress is perfect for any special occasion. It features a sweetheart neckline, padded and underwire bust, sheer peasant long sleeves with flocked floral velvet pattern, bodycon silhouette, and front slit. Crafted from crepe fabric, it has a midi-length hem that will have you feeling like royalty. Ready to turn heads? This dress is the perfect choice and style with chic block heels.

    Fit & Features

    • Sweetheart neckline
    • Padded and underwire bust
    • Back zipper and hook-eye closure
    • Sheer peasant long sleeves, floral velvet pattern
    • Bodycon silhouette, front slit, midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2517

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step Up The Romance Flocked Mesh Midi Dress

    Step up the romance for your next date night with your special someone in this chic flocked mesh midi dress that brings the allure. It features an off-the-shoulder sweetheart neckline with a dainty ruffled trim, sheer short fitted sleeves, a padded bust, a bust seam outline with ruching, ruched side and back seams, a midi-length hem with a side slit, and a bodycon silhouette to flaunt your figure. The sheer mesh fabric features a floral velvet flocked pattern and includes a nude-tone knit lining. Style with stilettos and a sleek clutch.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, sheer mesh ruffled trim
    • Sheer short fitted sleeves, padded bust, bust seam outline, ruching
    • Back zipper, hook and eye closure
    • Ruched side and back seams
    • Midi-length hem, side slit, bodycon fit
    • Sheer mesh fabric, floral velvet flocked pattern, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2559

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Attract Attention Crepe Ruffle Midi Dress

    Turn heads in this stunning midi dress! Crafted with crepe fabric, the bodycon silhouette features a flattering square neckline, spaghetti straps, and playful ruffle trim atop a front slit and midi-length hem. Complete the look in stiletto heels for a dressy party or date!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruffle trim, front slit
    • Midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2829

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free