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.

  • Dance Floor Diva Ruffled High-Low Midi Dress

    Be the center of attention in this midi dress out on the dance floor! The stretchy sleek knit fabric will give off a subtle sheen that will shine in the light beautifully. The mid-length dress is shaped with a sleeveless cowl neckline and spaghetti straps, and features a form-hugging silhouette to showcase your stunning curves with a high-low ruffled hem that adds drama. Complete the look with fringe hoop earrings and heels for a wedding!

    Fit & Features

    • Sleek knit fabric with subtle sheen, moderate stretch
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Ruffled high-low hem
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2898

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moments Like This Strapless Ruffled Midi Dress

    Take on timeless style in this strapless midi dress for enchanting moments at every soiree! The knee-length dress features a strapless neckline, a bodycon silhouette, dual front slits, and cascading ruffle trim down to the hem to create a voluminous effect. The smooth knit fabric offers plenty of stretch. Complete the look in strappy heels.

    Fit & Features

    • Strapless neckline
    • Bodycon silhouette
    • Dual front slits, cascading ruffle trim
    • Midi-length hem
    • Smooth knit fabric, top lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2853

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annabella Formal Satin A-Line Midi Dress

    Special Occasion

    You have plans and the Annabella formal satin midi dress is the style you need for looking sultry-chic at upcoming soirees! She features a classy sleeveless cowl neckline, adjustable spaghetti straps, and a slim and flattering A-line silhouette with a front curved seam atop her flirty slit midi-length hem. The formal dress is composed of a matte woven satin-lined fabric with a subtle sheen effect. Complete your breathtaking look in faux pearl duster earrings and block heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Slim A-line silhouette
    • Front curved seam, front slit
    • Midi-length hem
    • Lined matte woven satin fabric, no stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1491

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Charm Crepe One Shoulder Dress

    Bring major charm in this one-shoulder midi dress showcasing a sleek and sultry silhouette perfect for flaunting curves! It features a sleeveless bodice with a single spaghetti strap, a tie-front waist belt, and a front-side slit accent on crepe fabric. Complete the look in simple nubuck block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single spaghetti strap
    • TIe-front waist belt
    • Bodycon silhouette
    • Front side slit. midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1699

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Beauty Mesh Midi Dress

    Showcase floral beauty with a midi dress that brings the charm! The dress features a sleeveless square neckline, spaghetti straps, a floral print, and a midi length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Floral print
    • Midi length silhouette
    • Lined mesh fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1007

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    Turn heads in the glamorous Rhonda formal velvet dress for your next holiday party or celebration! She stuns in a sleeveless V-neckline, spaghetti straps, padded cups, and side ruched seams to accentuate your curves along her form-fitting, midi-length hem. The formal dress is composed of luxurious velvet fabric. Complete your dressy look in lattice cutout booties and earrings!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Padded cups
    • Side ruched seams
    • Form-fitting silhouette
    • Midi-length hem
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1235

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Crush Worthy Floral Mesh Halter Midi Dress

    Serving chic romance with a side of flirt. This dreamy floral midi dress hugs in all the right places with a halter V-neck, bold open back, and ruffled trim made for date nights and love notes.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Floral print
    • Sleeveless V-neckline, tie-back halter straps
    • Open back with tie-back spaghetti straps, lower back ruching
    • Midi-length form-hugging fit
    • Front slit, ruffled trim
    • Runs true to size

    Style Number/Barcode: 05101-000241

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Forever Chic Satin Midi Dress

    Sleek and chic, this satin midi dress will be your new go-to! It features a sleeveless cowl neckline, dual spaghetti straps that lead to a cross-back design, and a mid-length fitted silhouette with a subtle flared hem. Style this dress with clear heels and a trendy shoulder bag.

    Fit & Features

    • Sleeveless cowl neckline
    • Dual spaghetti straps
    • Cross-back design
    • Mid-length fitted silhouette
    • Satin fabric
    • Runs true to size

    Style Number/Barcode: 05101-0942

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Katelyn Ruched Midi Dress

    Chic and fab, the Katelyn ruched midi dress is a new go-to. She features a sleeveless bodice, a Y neck with halter straps, a knot detail, and a front keyhole cut out, and a square back with a zipper closure. Her high waist band leads to a curve hugging skirt with ruched side details and a mid-length hem. The dress is composed of a stretchy knit fabric with a pretty sheen.

    Model is 5'8" with a 34" 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: 05001-0238

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Foxy Lady Slinky Dress

    Hey there foxy lady we like your style! This slinky midi dress features a cowl neckline, adjustable spaghetti straps, and a square back with a hidden zipper. The dress slightly cinches at one hip and also offers a sexy side slit. The dress is composed of a smooth satin-like material that offers no stretch yet a relaxed fit. Sexy yet elegant!

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

    Style Number/Barcode: 05101-0151

    Category Name: Midi Cocktail Dresses

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Aya Formal Midi-Length Bandage Dress

    Special Occasion

    Achieve a sexy silhouette that will showcase your natural curves in the stunning and chic Aya formal midi-length bandage dress. She features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, and a hidden back zipper closure. Her vertical seam detailing continues down the length of the dress meeting with a high waist seam and a midi-length seam with a ruffled hem. The bandage knit fabric offers a bodycon silhouette for a smooth and sculpted look with plenty of stretch. Complete your outfit with lace-up heels for your next cocktail party.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Vertical seam detailing down the length of the dress, high waist seam, midi-length seam
    • Ruffled midi-length hem, bodycon silhouette
    • Bandage knit fabric, sculpted look, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1690

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Pretty Silky Knit Midi Dress

    You'll be feeling pretty and chic in this silky knit midi dress! It features a sleeveless V-neckline with a twist-front design, a small keyhole cutout under the bust, spaghetti straps, a midi-length hem with a sultry high front slit, and a curve-hugging silhouette. Style with clear mules for date night.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Small keyhole cutout under the bust
    • Spaghetti straps
    • Midi-length hem, high front slit
    • Form-hugging fit
    • Silky knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2278

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bust My Luck Satin Slit Midi Dress

    You're in luck. This satin midi dress is just your style! It features a sleeveless one-shoulder neckline with an asymmetrical wide strap, a bust cutout, a form-hugging silhouette, and a sultry side slit. Complete the look in basic block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Non-slip grip lining
    • Asymmetrical wide strap, bust cutout
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Silky satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1989

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Uma Heat-Stone Midi Dress

    Special Occasion 

    Slay today and everyday after! Our Uma midi dress features a form fitting silhouette, a v neckline, and spaghetti straps that lead to a square back. She is composed of a knit material with a mesh overlay adorned in heat stones, and has a side slit detail. Mesh material offers moderate stretch.

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0196

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leona Satin Lace-Up High Slit Midi Dress

    Special Occasion

    Showcase your gorgeous silhouette in the Leona satin bodycon midi dress featuring a sleeveless sweetheart neckline accented with a pleated cowl overlay, and spaghetti straps leading to an open lace-up strappy design for a customized fit. The sultry side cutouts at the waist and the high-cut side slit add a bold allure. Complete your stunning cocktail party look with stiletto 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

    • Satin-knit fabric with knit bust lining, moderate stretch
    • Sweetheart neckline with pleated draped cowl overlay, padded bust
    • Spaghetti straps, open back with cross-back lace-up strappy design
    • Asymmetric side cutouts
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2525

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Impress Cowl Neck Tie-Dye Satin Midi Dress

    Your aesthetic will always impress in this tie-dye satin midi dress perfect for sunset cocktails on vacation or at a rooftop bar! Made from a silky satin fabric with a beautiful tie-dye print, this dress brings a unique style. It features a cowl neckline, adjustable spaghetti straps that crisscross in the back, and a form-hugging midi silhouette. Complete the look in stiletto heels.

    Fit & Features

    • Tie-dye print, satin woven fabric, no stretch
    • Cowl neckline
    • Back zipper and hook-eye closure
    • Adjustable spaghetti straps, crisscross back
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3202

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Off Shoulder Sweater Dress

    We're such softies for soft sweaters. Cuddle up to this cozy and sweet sweater dress!

    Fits & Features

    • Off Shoulder Neckline 
    • Fitted Long Sleeves
    • Midi Length Silhouette
    • Ribbed Knit Fabric
    • Form-Hugging Fit 
    • Ample Stretch

    Style Number/Barcode: 06005-0275

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shimmering Allure Glitter Tube Midi Dress

    This strapless stunner hugs you in all the right places with ruching, glitter mesh, and a leggy side slit made for entrances on date night or dressy events!

    Fit & Features

    • Glitter mesh-lined fabric
    • Strapless tube neckline
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4113

    Category Name: Midi Cocktail Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S

  • Vision In Satin Corset Midi Dress

    You'll be looking like a vision in this satin midi dress to make a flawless entrance at the club! Featuring a sleeveless sweetheart neckline, adjustable spaghetti straps, padded bust, flexible boning bodice, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit. The mid-length dress is composed of a lined silky satin fabric with a slight stretch. Complete the look with an envelope clutch.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Padded bust, flexible boning bodice
    • Bodycon silhouette
    • Front ruched seam, slit, midi-length hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4811

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Vibes Knit Midi Dress

    Get those casual cute vibes in this adorable knit midi! The dress features a V neckline, short sleeves, and a mid-length, curve hugging fit. The ribbed knit fabric offers plenty of stretch.

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

    Style Number/Barcode: 05102-0315

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Divine Nature Floral Lace Corset Midi Dress

    A floral lace midi dress that'll stand out from every crowd! The dress boasts a sweetheart neckline atop a corset bodice that snatches your waist while the bodycon silhouette flaunts your curves. Pair with heels.

    Fit & Features

    • Floral print, lace lined fabric
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Corset bodice, back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3975

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Audrina Formal Ponte Square Neck Midi Dress

    Special Occasion

    Dressy bridal shower? Casual-chic wedding? Or any event that needs a little white dress. The Audrina formal ponte midi dress evokes sophistication and style to help you look and feel your absolute best! She features a sleeveless square neckline with a wired underbust trim, tank shoulder straps, a form-hugging silhouette, and a back slit accent along her fitted midi-length hem. The formal dress is composed of a smooth ponte-blend fabric designed to fit your body like a glove and has a stretchy knit lining. Complete the look with a beaded clutch and statement heels.

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Wired underbust trim, back zipper and hook-eye closure
    • Form-hugging silhouette
    • Back slit accent, fitted midi-length hem
    • Ponte-blend knit fabric, stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1624

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Sequins Midi Dress

    This jaw-dropping midi dress is just what you need for your holiday outings! 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Sweetheart Neckline With Padded Cups
    • Zipper With Hook & Eye Closure At Back
    • Midi Length Silhouette
    • Lined, Sheer Mesh Fabric With Diamond & Scroll Print Pattern Sequins 
    • Curve Hugging Fit I Moderate Stretch 

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

    Style Number/Barcode: 05101-0603

    Category Name: Midi Cocktail Dresses

    Price: $24.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Promise Floral Midi Dress

    Alluring yet understated—the kind of dress that will have all eyes on you. This burnout velvet floral midi dress features a chic cowl neckline, figure-hugging silhouette, and delicate straps that cross at the back for an effortlessly romantic finish.

    Fit & Features

    • Floral burnout velvet pattern, mesh-lined fabric with stretch
    • Cowl neckline
    • Adjustable spaghetti straps
    • Crisscross back
    • Side slit accent
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000370

    Category Name: Midi Cocktail Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: PLUM

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

    Product Badge:
    • Best Seller