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.

  • Jessie Sleeveless Midi Formal Dress

    Special Occasion

    Make major style moves in the stunning Jessie sleeveless midi formal dress. She features a cowl neckline, spaghetti straps, an empire waist seam, front ruched detailing, and a mid-length curve-hugging fit with a chic adjustable side slit. The smooth satin-knit fabric offers plenty of stretch. Complete your look with strappy heels and a sleek clutch.

    Fit & Features

    • Stretchy satin-knit fabric, lined bust
    • Sleeveless cowl neckline, spaghetti straps
    • Empire waist seam
    • Front ruching, side slit, adjustable drawstring
    • Form-fitting silhouette
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1195

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scene Stealer Halter Bodycon Midi Dress

    Step out like a diva in this halter midi dress to steal the scene! The crisscross back adds a touch of allure, while the bodycon silhouette hugs your curves in all the right places. Pair with chic heels.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Square halter neckline
    • Crisscross wide shoulder straps
    • Side ruched seams
    • Bodycon silhouette, center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000031

    Category Name: Midi Cocktail Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

  • Matilda Crepe Slit Midi Dress

    Special Occasion

    For every minimalistic-chic lover, the Matilda formal midi dress was made for you! She makes a flattering option for cocktail events, holiday parties, and dinners. Featuring a sleeveless square neckline, tank-style straps, seam detail along the bodice, and a form-hugging midi-length hem with a flirty slit. The formal midi dress is composed of a crepe fabric with a moderate stretch. Style with a sequin duster to complete your radiant look!

    Fit & Features

    • Sleeveless square neckline, tank-style straps
    • Back zipper and hook-eye closure
    • Seam detailing along the bodice
    • Form-hugging, front slit, midi-length hem
    • Crepe fabric, bust lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1459

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Exellence Mock Neck Bodycon Mesh Midi Dress

    Experience sheer excellence in this stunning mesh midi dress perfect for dinners downtown or concerts. The sheer short sleeves and mock neckline add a touch of chic, while the bodycon silhouette flatters your figure. The sheer mesh fabric and smooth knit slip provide a luxurious feel, and adjustable spaghetti straps ensure a perfect fit. Complete the look with this midi dress in block heels and a hair clip for a fashion-forward style!

    Fit & Features

    • Sheer mesh fabric
    • Includes a smooth knit slip, adjustable spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5540

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Abstract Babe Ruched Mesh Midi Dress

    Let your look do the talking in this mesh midi dress! With an eye-catching abstract print and adjustable spaghetti straps, this midi dress will show off your style while the bodycon fit and side-ruched seams enhance your curves. Complete the look in trendy mules for an art show downtown!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Abstract print, mesh fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5508

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Oh-So-Chic Floral Velvet Burnout Midi Dress

    Oh-so-chic, this curve-hugging midi dress is designed with lined mesh fabric with a gorg floral velvet burnout pattern. It features a sleeveless cowl neckline, adjustable spaghetti straps to find your customized fit, and a midi-length mermaid silhouette.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Floral velvet burnout pattern
    • Cowl neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000042

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BURGUNDY

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

  • Serving Allure Halter Cowl Neck Midi Dress

    You'll be serving allure at your next happy hour in this curve-flaunting midi dress featuring a plunging cowl neck with a bar strap accent and open back with sleek tie-back straps.

    Fit & Features

    • Smooth knit fabric, high stretch, knit lining
    • Sleeveless plunge cowl neckline, bar strap accent
    • Tie-back halter straps
    • Open back, lower tie-back spaghetti straps
    • Form-hugging fit
    • Midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000033

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Glam Upgrade Lace-Up Bodycon Glitter Midi Dress

    Get a glam upgrade in this glitter midi dress to shine at parties and celebrations! The square neckline and spaghetti straps that shape the lace-up back add sexiness. The asymmetrical front slit along the midi-length hem allows for a flirty peek of the leg, all in a glitter knit fabric that will make you sparkle! Complete the look in platform block heels.

    Fit & Features

    • Glitter knit fabric, lining, moderate stretch
    • Square neckline
    • Spaghetti straps, lace-up back
    • Asymmetrical front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3130

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Allure Off-The-Shoulder Midi Dress

    Show off classic allure in this chic midi dress designed with an off-the-shoulder sweetheart neckline and faux wrap-front creating a high-cut slit. Style with stilettos for cocktail hour.

    Fit & Features

    • Smooth knit fabric with full-length knit lining, high stretch
    • Off-the-shoulder sweetheart neckline
    • Fold-over design, short-sleeve cuffs
    • Pleated faux wrap-front design, thigh-high slit
    • Midi-length hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000050

    Category Name: Midi Cocktail Dresses

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Pearl Babe Off-The-Shoulder Midi Dress

    This faux pearl midi dress is the epitome of elegance and style. Featuring an alluring off-the-shoulder design and a figure-hugging bodycon silhouette, this dress will accentuate your curves and turn heads. 

    Fit & Features

    • Faux pearl embellished, mesh-lined fabric
    • Off-the-shoulder sweetheart neckline
    • Short-sleeve cuffs
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4093

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: SAGE

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

  • Giada Formal Ruched Midi Bodycon

    Special Occasion 

    Stun them all with a formal bodycon that makes a captivating impression! Giada features an off-the-shoulder neckline, long sleeves, a ruched body, and a midi-length silhouette. The dress is composed of a lined lurex fabric that offers a form hugging fit with a moderate stretch. Complete look with block heels and a rhinestone anklet. 

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves
    • Ruched body
    • Midi length 
    • Bodycon fit, moderate stretch 
    • Lined lurex knit 
    • Runs true to size

    Style Number/Barcode: 05001-0658

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glimmering Chic Glitter Mesh Strapless Midi Dress

    Glimmer in this chic glitter mesh strapless midi dress showcasing a bodycon silhouette that hugs your curves. Pair with heels.

    Fit & Features

    • Sheer glitter mesh fabric with knit lining, plenty of stretch
    • Strapless straight neckline, no slip-strip
    • Bodycon silhouette
    • Midi-length hem, lettuce-edge trim
    • Runs true to size

    Style Number/Barcode: 05101-3609

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Celeste Tie-Back Slit Crepe Midi Formal Dress

    Special Occasion

    The Celeste crepe midi formal dress features chic sheer chiffon long peasant sleeves and an open back with a tie-back design. The bodycon silhouette boasts a flattering slit for movement along the midi-length hem. Perfect for a school dance or banquet.

    Fit & Features

    • Crepe fabric, bust lining, moderate stretch
    • Square neckline
    • Sheer chiffon long peasant sleeves, elastic cinched hems
    • Open back, tie-back design
    • Front slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2485

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Forever Icon Strapless Satin Midi Dress

    When timeless meets trendy—you get this sleek strapless satin midi. With a smooth curve-hugging fit and luxe shine, it’s your go-to for cocktail nights or any event that calls for instant glam.

    Fit & Features

    • Crepe and satin fabric lined with stretch knit
    • Strapless neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Curve-hugging, midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000431

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

  • Something Chic V-Neck Lace Ruffle Mini Dress

    Satisfy your craving for something chic in this lace mini dress perfect for date night or rehearsal dinners! The sleeveless V-neckline adds a touch of elegance, while the bodycon fit accentuates your curves. The asymmetrical ruffled mini-length hem adds a flirty and playful vibe to this must-have dress. Complete the look with a clutch.

    Fit & Features

    • Lace fabric, stretchy knit lining
    • V-neckline
    • Bodycon fit
    • Asymmetrical ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-3313

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheila Crepe Corset Midi Formal Dress

    Special Occasion

    Romantic sparks fly in the Sheila formal dress for your next evening out! She brings classy sophistication in an off-the-shoulder drape neckline on the corset-style bodice with flexible boning to flaunt your curves. Her fitted, empire waist shapes the midi length hem with a back slit and zipper closure. The formal dress is composed of a crepe-lined fabric with a moderate stretch. Complete your look in statement earrings and satin heels.

    Fit & Features

    • Off-the-shoulder, short-sleeve cuffs
    • Corset-bodice, flexible boning, adhesive bra recommended
    • Fitted, empire waist
    • Midi hem, slit accent
    • Back zipper, hook-eye closure
    • Crepe-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0861

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Violette Formal Velvet Midi Dress

    Special Occasion

    Wrap yourself in a luxe velvet dress that elevates your special occasion outfit. Violette features a sleeveless cowl neckline, adjustable spaghetti straps, a corset-like bodice with flexible boning, a midi length silhouette with wrap hem. The dress is composed of a lined velvet fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a sphere clutch. 

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Corset bodice with flexible boning
    • Midi length silhouette, wrap hem 
    • Lined velvet fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 05001-0646

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet but Sculpted Off Shoulder Midi Dress

    Romantic with a sultry flair? Say less. This off-shoulder midi dress stuns with a sweetheart neckline, curve-hugging bodice, and flared hem that brings the drama to date nights and dressy occasions.

    Fit & Features

    • Smooth knit fabric with subtle sheen, stretchy knit lining
    • Off shoulder sweetheart neckline
    • Mini bust ruched seam
    • Short-sleeve cuffs
    • Form-hugging bodice
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000356

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: DENIM

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

  • Adrienne Formal Satin Midi Dress

    Special Occasion

    Stay sleek, and sexy in our Adrienne midi dress! She features off shoulder sleeves, and a sweetheart neckline with a wired v notch at the center. She has padded cups and straight princess seams at the cup area that offer flattering bust area. She offers a form fitting silhouette and her bodice meets skirt high waist with a horizontal seam detail. She has a zipper closure located mid back, as well as an additional hook and eye closure to make sure she stays in place all night. Her hem is mid length an hits mid calf, and she features a sexy side slit. She is composed of a satin material that offers a form fit with moderate stretch.

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.  

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0244

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's Effortless Crepe Midi Dress

    Be the talk of the party in this effortlessly gorgeous crepe midi dress featuring a sleeveless surplice V-neckline with spaghetti straps, a bodycon silhouette, and an asymmetrical midi-length hem. Includes a smooth knit lining and offers a moderate stretch. Complete the look with eye-catching chandelier earrings.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Asymmetrical midi-length hem
    • Crepe fabric, smooth knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1762

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adisson Formal Satin Heat Stone Midi Dress

    Special Occasion

    You'll be the best-dressed girl at the Prom! Adisson radiates the room in a sultry display of satin. She features adjustable spaghetti straps, a sleeveless V-neck with heat stone insets, and a cowl draping that leads to her fitted bodice. Create a lasting impression in her form-fitting, midi silhouette with a front slit perfect for flaunting some skin! Complete the look in stiletto heels and a sleek clutch.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Built-in padded bust, heat stone insets, cowl draping
    • Fitted bodice, back zipper closure
    • Form-fitting, midi-length hem
    • Front slit accent
    • Luxe satin-lined fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-0982

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pleats Forgive Me Satin Midi Dress

    No need to apologize for stealing the spotlight in this satin midi dress perfect for your next dressy night out! Designed with a lined satin fabric, this dress features a sleeveless square neckline, spaghetti straps, a side pleated seam leading to the asymmetric side cutout slit hem, and a bodycon silhouette to flaunt your gorgeous figure. Complete the look in lucite heels.

    Fit & Features

    • Lined satin fabric, minimal stretch
    • Sleeveless square neckline
    • Spaghetti straps
    • Side pleated seam, side cutout slit
    • Asymmetric midi hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-1898

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Such A Classic Midi Dress

    You love a classic look, and this chic and sophisticated midi dress is a definite must for your wardrobe!

    Fits & Features

    • Spaghetti Straps
    • V Neckline
    • Square Back
    • Mid-Length 
    • Form Hugging Fit With High-Low Trumpet Hem
    • Crepe Composition
    • Moderate Stretch

    Style Number/Barcode: 05101-0128

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lavish And Lovely Bodycon Lace Midi Dress

    Stroll into the room in this lovely lace midi dress as the bride-to-be, birthday cutie, or party guest! With a flattering sweetheart neckline and bodycon silhouette, this dress will hug your curves for a stunning look. 

    Fit & Features

    • Lace-lined fabric
    • Sweetheart neckline, padded bra cups
    • Wide shoulder straps, back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000254

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: SAGE, BLACK

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