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.

  • 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
  • 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: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Dreamy Luxe Satin Strappy Back Midi Dress

    Soft, sleek, and endlessly romantic—this satin midi dress drapes with a cowl neckline and delicate strappy open back. Perfect for weddings, date nights, or any occasion that calls for subtle elegance with a flirty allure.

    Fit & Features

    • Silky woven satin fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Strappy tie-back design
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000586

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    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
  • Dramatic Exit Off-Shoulder Midi Dress

    Sleek, chic, and a little mysterious—this off-shoulder midi dress was made for statement entrances (and unforgettable exits) at dressy events or parties. The draped sash detail elevates the timeless bodycon silhouette into pure evening elegance.

    Fit & Features

    • Smooth stretch knit fabric
    • Off shoulder neckline with draped sash detail
    • Fitted bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000596

    Category Name: Midi Cocktail Dresses

    Price: $12.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night Garden Floral Midi Dress

    A statement without saying a word—this floral print midi dress stuns with a sleek cowl neckline, curve-hugging fit, and striking oversized blooms. Equal parts romantic and dramatic, it’s perfect for dinner dates or semi-formal events.

    Fit & Features

    • Floral print, mesh knit-lined stretch fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000552

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Laylin Velvet Lace-Up Midi Formal Dress

    Special Occasion

    Designed for evenings that call for confidence and quiet drama, the Laylin velvet bodycon midi dress moves with intention and allure. A square neckline, wrap front slit, and lace-up open back create a silhouette that feels sculpted, modern, and unmistakably polished.

    Fit & Features

    • Velvet-lined fabric with soft stretch
    • Square neckline with wide tank straps
    • Ruched wrap-style skirt with front slit
    • Midi-length silhouette
    • Lace-up back detail
    • Runs true to size

     

    Where to Wear:

    Weddings, formal holiday parties, rehearsal dinners, evening cocktail receptions, romantic dates, engagement parties, birthdays, cultural events, fancy occasions

    Style Number/Barcode: 05001-000597

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS

  • Sweetly Sculpted Floral Mesh Midi Dress

    A dress that knows how to flirt back—soft mesh, blooming prints, and a cowl neckline that moves with a little drama. The wrap detail and curve-hugging skirt follow your shape just right, making this your go-to for nights when you want a look that feels effortless yet unforgettable.

    Fit & Features

    • Floral print, mesh-lined fabric, moderate stretch
    • Cowl neckline, padded bra cups
    • Spaghetti straps
    • Wrap cinched bodice accent
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000770

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist Of Noir Velvet Midi Dress

    Classic with a sultry twist. This flocked velvet strapless midi features a ruched sweetheart neckline and front slit for an elegant yet daring finish that’s made to turn heads.

    Fit & Features

    • Flocked velvet fabric with stretch
    • Strapless neckline with twisted bust detail
    • Bodycon silhouette
    • Front slit accent
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000716

    Category Name: Midi Cocktail Dresses

    Price: $21.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Delicate Drama Ruched Midi Dress

    This dress is all about subtle drama done right. With sheer sleeves, a draped neckline, and ruching that moves with you, it gives that effortlessly pulled-together feel from every angle.

    Fit & Features

    • Sheer mesh fabric with high stretch
    • Cowl neckline with halter-style spaghetti straps
    • Long sheer sleeves
    • Ruched detailing throughout the body
    • Midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000782

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Affair Plunge Halter Midi Dress

    Moody, rich, and perfect for the season, this halter midi dress is the definition of fall elegance. The ruched fit and dramatic plunge bring warmth and sophistication to every night out.

    Fit & Features

    • Smooth, stretchy knit fabric
    • Plunge cut halter neckline
    • Front sash detail
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000550

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kiley Cowl Neck Wrap Satin Midi Formal Dress

    Special Occasion

    Create a timeless look that exudes chic in the Kiley satin midi formal dress perfect for bridesmaids, wedding guests, or banquets. Made from a silky satin fabric, the formal dress features a flattering cowl neckline, a form-hugging faux wrap silhouette that accentuates your curves, and a front slit design. Pair with strappy heels.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Silky satin-lined fabric, minimal stretch
    • Cowl neckline, spaghetti straps
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Form-hugging faux wrap silhouette
    • Front slit design, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2627

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Soft Spoken Drama Floral Mesh Midi Dress

    Soft florals, but bringing the subtle drama. This floral print mesh midi dress hugs just right with ruched details that do the most—perfect for dinners and drinks.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Floral print
    • Square neckline
    • Spaghetti straps
    • Ruched detailing
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000771

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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