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.

  • Kiri Formal Floral Velvet Sweetheart Midi Dress

    Special Occasion

    Blossom beautifully in the Kiri formal floral velvet midi dress to showcase a gorgeous style at dressy parties! Featuring a classic sweetheart neckline, padded bust, adjustable spaghetti straps, a midi-length hem, and a flirty side slit, the midi dress is crafted from a delicate floral velvet pattern for the epitome of sophistication and exclusivity. Complete the look in a chic bolero and heels!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded bust, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Floral velvet pattern, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-2086

    Category Name: Midi Cocktail Dresses

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Glam Glitter Mesh Ruffled Midi Dress

    This gorgeous glitter mesh midi dress will have you feeling so glitzy and glam! It features a sleeveless cowl neckline, adjustable spaghetti straps with a cascading ruffled accent, an asymmetric midi-length hem with a ruffled design, and a form-hugging silhouette. The sheer glitter mesh fabric includes a short knit lining. Style this midi dress with rhinestone heels for school dances or banquets!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps, ruffled accent
    • High waist seam
    • Asymmetric midi-length ruffled hem
    • Form-hugging silhouette
    • Sheer glitter mesh fabric, short knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2705

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dressed Up In Sequins Midi Dress

    Shimmer and shine in this sequin midi dress for the next party or night out! The dress features a sleeveless scoop neck, mesh spaghetti straps that lace up along the open-back design, a bodycon fit, and a side slit hem. Complete your radiant look with a chic ring set and heels! 

    Fit & Features

    • Sleeveless scoop neck
    • Mesh spaghetti straps
    • Lace-up open-back design
    • Hidden back zipper and hook-eye closure
    • Bodycon, midi hem with side slit
    • Sequin fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2131

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Truly Chic High Slit Bodycon Midi Dress

    Create a truly chic look for dinner and drinks in this high slit bodycon midi dress! It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, ruching down the side seams, an asymmetric midi-length hem creating a thigh-high side slit, and a bodycon fit to showcase your stunning silhouette. The lined smooth knit fabric offers plenty of stretch. Style with rhinestone fringe earrings to add a touch of glam!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Ruched side seams
    • Asymmetric midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Smooth knit fabric, mini-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5521

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Time For Glitz Glitter Velvet Midi Dress

    It's time for glitz and glamour with this glitter velvet midi dress that will make a stunning entrance. Crafted from gorgeous glitter velvet fabric, this mid-length dress features a sleeveless square neckline, spaghetti straps that lead to a cross-back design, an asymmetric hem creating a thigh-high front slit with a ruffled trim, and a slim-fit silhouette. Complete your cocktail party look with stiletto heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back design
    • Asymmetric mid-length hem
    • Thigh-high front slit, ruffled front trim
    • Slim-fit silhouette
    • Glitter velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2909

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Arrival Satin Ruched Midi Dress

    This satin midi dress ensures you'll make a stunning arrival at parties and dressy occasions! Crafted from luxe satin fabric, the midi-length dress features an off-the-shoulder V-neckline, short-sleeve cuffs and spaghetti straps, a form-hugging silhouette, and a front ruched seam that leads to an asymmetrical cut hem. Complete the look in rhinestone heels.

    Fit & Features

    • Off-the-shoulder V-neckline
    • Short-sleeve cuffs, spaghetti straps
    • Form-hugging silhouette
    • Front ruched seam
    • Asymmetrical midi-length hem
    • Luxe satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2725

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Darling Crepe Marabou Midi Dress

    Unveil a sweet and darling allure in this showstopping crepe midi dress destined for cocktail parties or dressy dates! Featuring a sleeveless square neckline with a marabou feather trim, spaghetti straps, a form-hugging silhouette, and a sultry front hem slit. Complete the look in this mid-length dress with a statement choker necklace.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Marabou feather trim
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2392

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Treat Yourself Sleeveless Bow Cutout Midi Dress

    Treat yourself to something chic like this sleeveless midi dress perfect for going out! Featuring adjustable spaghetti straps, a sweetheart neckline, an adorable bow along the cutout bust, and a bodycon silhouette that flatters your figure along the midi-length hem. Complete the look with cute sandals.

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Cutout bust with bow
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5701

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Pairing Tie Back Color Block Satin Midi Dress

    Nothing goes together perfectly than you in this color block satin midi dress at showers, rehearsal dinners, or date nights! The square neckline and adjustable spaghetti straps offer a flattering fit, while the tie-back design adds elegance. Made with a form-hugging fit and luxurious satin fabric, this dress is perfect for any occasion. Complete the look with hoop earrings, a bracelet, and block heels.

    Fit & Features

    • Colorblock pattern, satin fabric lined with woven
    • Adjustable spaghetti straps
    • Square neckline
    • Tie-back design, zipper and hook-eye closure
    • Form-hugging midi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3385

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Ratings Surplice V-Neck Midi Dress

    This midi dress will get you high ratings! The knee-length dress is designed with a sultry V-neckline with a surplice accent, spaghetti straps, a form-hugging silhouette, and a flirty front slit on smooth knit fabric. Complete the look with a clutch and heels for a dressy occasion!

    Fit & Features

    • Sleeveless V-neckline, surplice accent
    • Spaghetti straps
    • Form-hugging silhouette
    • Front slit
    • Midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2749

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vada Lace-Up Formal Midi Dress

    Special Occasion

    Create a polished yet sexy look for yourself in our Vada! She features a wired deep v neckline, spaghetti straps that lead to a lace up back detail and a lower back zipper closure with a hook and eye to keep her in place. Bodice is designed with a gathered pleating at the bust, and leads down to a mid length hemline and a high slit at one side. She is fully lined and composed of a crepe material that offers moderate stretch and a form fitting silhouette. 

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.  

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0259

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Charm Floral Satin A-Line Midi Dress

    The floral jacquard printed satin midi dress features adjustable spaghetti straps that offer a customized fit, leading to an open cross-back strappy design. An asymmetric seam runs down the front and back for a chic touch, and a high-cut side slit adds movement to the flowy A-line silhouette. Style with stiletto heels.

    Fit & Features

    • Floral jacquard printed satin woven fabric with woven lining, no stretch
    • V-neckline
    • Adjustable spaghetti straps, open cross-back strappy design
    • Back zipper with hook-eye closure
    • Front and back asymmetric seam, thigh-high side slit
    • Midi-length A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-2864

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Romance Floral Mesh Bodycon Midi Dress

    This mesh midi dress is detailed with a blooming floral print on airy mesh fabric, showcasing a romantic allure. The dress features a sweetheart neckline with dainty lace trim, ruched side seams to accentuate your curves, and a midi-length bodycon silhouette. Style with hoop earrings for date night.

    Fit & Features

    • Floral printed sheer mesh fabric with knit lining, plenty of stretch
    • Sweetheart neckline with lace trim, padded bra cups
    • Adjustable spaghetti straps
    • Partial open back, lace-up strappy design
    • Ruched side seams
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3522

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Admire My Moves V-Neck Ruffle Midi Dress

    Capture every heart on the dance floor in this sleeveless midi dress perfect for parties and dressy celebrations! The midi dress features a V-neckline, spaghetti straps, and a bodycon silhouette that hugs your curves down to the asymmetrical hem with a flirty ruffle trim. Complete the look in teardrop earrings and heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Asymmetrical ruffle trim
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2816

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gwen Heat Stone Midi Dress

    Special Occasion

    Bring all that sparkle and heat in our gorgeous Gwen!  

    Fits & Features 

    • Dual Spaghetti Straps
    • Plunging V Neckline I Back Zip With Hook & Eye Closure
    • Midi Length Silhouette I Side Slit
    • Ruching Along Center Back & Sides 
    • Lined Glitter Lurex Fabric With Heat Stone Embellishments 
    • Curve Hugging Fit I Plenty Of Stretch

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

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0347

      Category Name: Midi Cocktail Dresses

      Price: $39.97 $74.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sweet Spice Floral Mesh Midi Dress

      Float through your night with dreamy mesh and romantic ruching. The delicate straps and draped neckline keep it sweet with a little spice.

      Fit & Features

      • Floral print, mesh fabric, stretchy knit lining
      • Cowl neckline
      • Adjustable spaghetti straps
      • Crisscross back
      • Side ruched seams, side slit accent
      • Bodycon silhouette, midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000158

      Category Name: Midi Cocktail Dresses

      Price: $42.90

      Availability: In Stock

      Available Color: BROWN

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

    • She's A Stunner Glitter Bodycon Midi Dress

      You'll stun at every party in this glitter midi dress! The sleek bodycon silhouette will accentuate your curves, while the front slit adds a touch of sultry to your look.

      Fit & Features

      • Glitter knit-lined fabric, moderate stretch
      • Cowl neckline, padded bra cups
      • Spaghetti straps
      • Bodycon silhouette
      • Front slit, midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-3744

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Classy Evening V-Neck Knotted Midi Dress

      You're in for a classy evening in this chic midi dress! It features flowy short sleeves, a V-neck, a front knot accent, and a slit on a bodycon silhouette. The slinky knit fabric offers a moderate stretch. Complete the look in strappy heels. 

      Fit & Features

      • Flowy short sleeves
      • V-neckline
      • Front knot accent
      • Slit midi-length hem
      • Slinky knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-1376

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Nova Ruched Sides Midi Dress

      Special Occasion 

      Dress to impress with our Nova! Classically elegant, she features ruching for a curve-flattering fit. 

      Fits & Features

      • High Neckline
      • Fitted Long Sleeves
      • Ties At The Open Back
      • Midi Length Silhouette With Ruching 
      • Smooth Tricot Knit Fabric I Fully Lined 
      • Body-Hugging Fit I Moderate Stretch 

       

      Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0321

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Allure Defined Midi Dress

      Sleek, sculpted, and made to impress. This bodycon midi dress features a square neckline and sultry side slit that perfectly balance sophistication with allure. Perfect for dressy celebrations, cocktail soirees, or date nights.

      Fit & Features

      • Smooth knit-lined stretchy fabric
      • Square neckline, wide shoulder straps
      • High side slit
      • Bodycon fit
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000597

      Category Name: Midi Cocktail Dresses

      Price: $36.90

      Availability: In Stock

      Available Color: BURGUNDY

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

      Product Badge:
      • Best Seller
    • All Ruffled Up Bodycon Ruffle Midi Dress

      Bring the flirtiness to the dance floor in this sleeveless midi dress to make an impression! The dress is crafted from smooth knit fabric that hugs your curves in a bodycon silhouette while the front ruffled trim adds dramatic flair. Pair with a necklace.

      Fit & Features

      • Smooth lined knit fabric, plenty of stretch
      • Square neckline
      • Spaghetti straps
      • Front ruffled trim
      • Asymmetric midi-length hem
      • Bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-4065

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Invite Accepted Keyhole Slit Midi Dress

      With this midi dress, you'll accept every invite just to show it off! Featuring a sleeveless scoop neckline, a spaghetti strap that cross in the back, a front keyhole bust cutout, a bodycon silhouette, and a flirty slit along the hem on smooth knit fabric. Complete the look in stiletto mules for a dinner date.

      Fit & Features

      • Sleeveless scoop neckline
      • Spaghetti straps, cross back
      • Front keyhole bust cutout
      • Bodycon silhouette
      • Front slit, midi-length hem
      • Smooth knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-5215

      Category Name: Midi Cocktail Dresses

      Price: $5.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Date Night Allure Side Slit Midi Dress

      Give off an enticing allure on your next date night in this sleek knit midi dress! It features a sleeveless square neckline, thin tank shoulder straps, an asymmetric midi-length hem creating a thigh-high side slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Complete the look with strappy stilettos.

      Fit & Features

      • Sleeveless square neckline
      • Thin tank shoulder straps
      • Asymmetric midi-length hem, high side slit
      • Curve-hugging fit
      • Knit fabric, full lining, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 05102-5057

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Simple Yet Elevated High Slit Midi Dress

      Simple yet elevated, this high slit midi dress is perfectly chic for your next cocktail party. It features a sleeveless square neckline, thin tank shoulder straps, an empire waist seam along with princess seams, a midi-length hem with a high front slit for a stylish flair, and a slim-fit silhouette. The lined crepe fabric has a moderate stretch. Complete your look with strappy stilettos.

      Fit & Features

      • Sleeveless square neckline, thin tank shoulder straps
      • Empire waist seam, princess seams
      • Back zipper, hook and eye closure
      • Midi-length hem, high front slit
      • Slim-fit silhouette
      • Crepe fabric, full knit lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-1973

      Category Name: Midi Cocktail Dresses

      Price: $38.90

      Availability: Out of Stock

      Product Badge:
      • Sale