Midi Cocktail Dresses
Elevate your style with these gorgeous midi cocktail dresses. Perfect for semi-formal events like weddings, birthday soirees, or anniversary celebrations, these dresses come in chic colors like classic black, red, blue, green, and timeless white. Whether you love A-line or drop waist styles, luxe fabrics like satin, sequins, and glitter mesh, or trendy corset, strapless, off-the-shoulder, and halter necklines, these dresses are designed to wow.
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Midi Cocktail Dresses for an Elevated Party Look
Midi Cocktail Dresses bring polish to cocktail dressing with a hemline that typically falls below the knee and above the ankle. Windsor’s collection ranges from fitted bodycon styles to party, semi-formal, and more elevated designs, giving you plenty of options when you want more coverage than a mini without committing to a floor-length dress.
Find Your Midi in a Fabric & Color You Love
A fitted midi can emphasize your shape, while side, front, and back slits introduce movement and reveal a little more leg. Cowl, halter, square, and sweetheart necklines offer different ways to frame the upper body, with sleeveless and strapless silhouettes keeping the focus on the dress.
Fabric and color can take mid-length cocktail dresses in different directions. Satin offers a smooth, polished finish, mesh brings a lighter feel, knit creates a more streamlined look, and velvet adds richer texture for cooler seasons. Timeless shades sit alongside Fall and Winter 2026 colors like cherry liqueur, icy blues, and chocolate brown.
When Should I Wear a Midi Cocktail Dress?
Midi length is a versatile choice for cocktail parties, wedding receptions, semi-formal celebrations, and events where you want to look dressed up without wearing a gown. If an invitation calls for cocktail attire, a polished midi is often an easy place to start—then let the venue, time of day, and specific dress code guide the fabric and details.
For wedding celebrations, Windsor’s guide to what is cocktail attire for a wedding offers more outfit inspiration. You can also compare midi styles with Windsor's complete cocktail dresses collection when you're deciding which length works best for your event.
Midi Cocktail Party Dresses for Holiday & Winter Events
For cooler-weather celebrations, texture and finish can give midi cocktail party dresses a seasonal point of view. Velvet and knit bring more visual weight, while satin, rhinestone accessories, or other high-shine accents can make the look feel ready for holiday parties and New Year’s Eve.
Explore midi holiday party dresses when you're shopping specifically for seasonal celebrations. If you want to show more leg or prefer a shorter party silhouette, browse short cocktail dresses for another take on cocktail dressing.
What Shoes Work with a Midi Cocktail Dress?
Consider where the hem ends and how much of your lower leg and shoe will be visible. Strappy heels can keep the look open around the ankle, while pumps create a classic finish and heeled boots can give a midi more seasonal edge in cooler weather.
The dress itself can help guide the choice. A midi with a slit puts more attention on your footwear, while a sleek bodycon silhouette can work with a simpler shoe when you want the dress to remain the focus.
Find Windsor’s Midi Cocktail Dresses in polished fabrics, current colors, and figure-flattering silhouettes for cocktail parties, weddings, holidays, and other dressed-up celebrations.
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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
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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
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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
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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
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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: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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
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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
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Timeless Crush Sleeveless Ruffle Midi Dress
A crush that's timeless? Yourself in this sleeveless midi dress! It features a square neck, spaghetti straps, a flattering bodycon silhouette, and a high-low ruffled midi-length hem on smooth knit fabric. Complete the look with a chic crop jacket and heels for a party!
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Bodycon silhouette
- High-low ruffled midi-length hem
- Smooth knit fabric
- Moderat stretch
- Runs true to size
Style Number/Barcode: 05101-2756
Category Name: Midi Cocktail Dresses
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Alani Formal Off The Shoulder Dress
Special Occasion
Pair sultry and sweet in our captivating Alani dress! She features an off the shoulder neckline, a fold over accent that creates a sweetheart bust and ruched detailing. Her relaxed fit bodice leads to a curve hugging midi length silhouette to showcase an hourglass illusion. Dress is composed of a lined ultra smooth knit fabric that offers a moderate stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0228
Category Name: Midi Cocktail Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral After Dark Burnout Lace-Up Midi Dress
This midi brings that velvet-after-dark energy with a floral burnout finish that catches every bit of light. The lace-up open back and soft cowl neckline balance sultry details with a sleek, sculpted silhouette that feels effortlessly elevated.
Fit & Features
- Velvet burnout fabric
- Spaghetti straps with a soft cowl neckline
- Open lace-up back for adjustable shaping
- Body-skimming mermaid silhouette
- Midi length with subtle flare at the hem
- Runs true to size
Style Number/Barcode: 05101-000749
Category Name: Midi Cocktail Dresses
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Shine Sequin Midi Dress
Bring the shine in this sultry-chic sequin midi dress! It features a sleeveless V-neckline, dual bungee spaghetti straps, an open back with a cross-back strappy design, and a midi-length, curve-hugging silhouette with a thigh-high front slit. The lined mesh fabric features all-over sequin embroidery. Style with glitzy rhinestone earrings.
Fit & Features
- Sleeveless V-neckline
- Dual bungee spaghetti straps
- Open back, cross-back strappy design
- Midi-length hem, fitted bodycon silhouette, high front slit
- Sheer mesh fabric, full knit lining, moderate stretch
- All-over sequin embroidery
- Runs true to size
Style Number/Barcode: 05101-1652
Category Name: Midi Cocktail Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Low-Key Luxe Open Back Midi Dress
From classy neckline to tie-back surprise, this bodycon midi dress brings unexpected drama to this sleek silhouette. Perfect for weddings, date nights, or any occasion to dress up!
Fit & Features
- Slinky knit-lined fabric, moderate stretch
- Boat neckline
- Open tie-back design
- Form-hugging silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000502
Category Name: Midi Cocktail Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Act The Part Sequin Midi Dress
You're the real star of the show in this sequin midi dress featuring a sleeveless square neck, adjustable spaghetti straps, side and back cutouts, a form-hugging silhouette, and a sultry side slit. Complete your dazzling look in stiletto mules.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Back hook and eye closures
- Side and back cutouts
- Form-hugging, side slit, midi-length hem
- Sequin-knit mesh fabric, lined, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2146
Category Name: Midi Cocktail Dresses
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Defined And Divine Mesh Midi Dress
This is that dress you reach for when you want quiet confidence… with a little edge. The wired V-neckline shapes everything just right, while the double tank straps give it that effortless, modern lift. Allover ruching smooths, contours, and moves with you—zero fuss, all polish.
Fit & Features
- Mesh overlay fabric with smooth knit lining
- Sweetheart neckline with V-wire structure
- Tank-style straps
- Ruching throughout the bodice and skirt
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-000584
Category Name: Midi Cocktail Dresses
Price: $33.00 $46.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS
Product Badge:- Sale
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Rise To The Occasion Long Sleeve Slit Midi Dress
When last-minute plans arise this long sleeve midi dress rises to the occasion in chic style! The fitted long sleeves and bodycon silhouette hug your curves, while the square neckline flatters your bust. The tie-back design cinches your waist and the front slit adds a modern twist to this midi-length dress. Complete the look in stiletto heels for a dressy date night or cocktail party!
Fit & Features
- Smooth, stretchy knit fabric, top lining
- Square neck and back
- Long fitted sleeves
- Tie-back design
- Front slit
- Bodycon silhouette, midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3002
Category Name: Midi Cocktail Dresses
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dare To Be Noticed Ruffle Slit Midi Dress
Dare to be noticed in this effortless midi dress perfect for dressy soirees and dates! Capture the moment in this knee-length dress featuring a square neckline, adjustable spaghetti straps, a cascading front ruffle trim, a flattering bodycon silhouette, and a sultry side slit on slinky knit fabric. Complete the look in block heels and a clutch.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Cascading front ruffle trim
- Bodycon silhouette
- Side slit, midi-length hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2828
Category Name: Midi Cocktail Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic Silhouette Bodycon Midi Dress
This classic bodycon midi dress will create a stunning silhouette. It features a sweetheart neckline, short cap sleeves, a midi-length hem, and a curve-hugging fit. The brushed knit fabric offers plenty of stretch. Style this mid-length dress with sleek hoops and strappy heels.
Fit & Features
- Sweetheart neckline
- Short cap sleeves
- Midi-length hem
- Form-hugging silhouette
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2230
Category Name: Midi Cocktail Dresses
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Colorful Expressions Two-Tone Glitter Midi Dress
Elevate your look with this glitzy hued midi! With an array of colors glistening throughout, brighten the room at every angle.
Fits & Features
- Spaghetti Straps
- Cross & Lattice Back I Zipper & Hook And Eye Closure
- Deep V-Neckline With Padded Cups
- Two-Tone Glitter Knit Composition I Fully Lined
- Midi Length Silhouette
- Curve Hugging Fit I Moderate Stretch
- Glitter May Transfer
Style Number/Barcode: 05103-0279
Category Name: Midi Cocktail Dresses
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Style High Slit Bodycon Midi Dress
This sleek and smooth knit midi dress features a ruched V-neckline with thin tank shoulder straps, flattering princess seams down the length of the dress, and a high-cut front slit for added movement. The bodycon silhouette will showcase your gorgeous curves. Perfect for cocktail hour, style with stilettos.
Fit & Features
- Smooth knit fabric with plenty of stretch
- Ruched V-neckline
- Tank shoulder straps
- Princess seams
- High front slit
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3703
Category Name: Midi Cocktail Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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In Bloom Floral Slit Midi Dress
Soft florals meet a sultry silhouette—this midi dress is your date night fave. The body-hugging fit and flirty slit bring serious heart-eye energy.
Fit & Features
- Floral print, stretchy knit fabric with lining
- Sweetheart cowl neckline
- Spaghetti straps
- Bodycon fit
- Front slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000214
Category Name: Midi Cocktail Dresses
Price: $7.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Feminine Chic Satin Cowl Neck Midi Dress
For every babe who has upcoming events or plans. Keep your look chic in this satin midi dress featuring a sleeveless cowl pleated neckline with a wired insert, spaghetti straps, a bodycon silhouette, a side slit accent, and a midi-length hem. Style with a glitter clutch and heels to show your sparkle!
Fit & Features
- Sleeveless cowl pleated neckline, wired insert
- Spaghetti straps
- Bodycon silhouette
- Side slit
- Midi-length hem
- Silky satin fabric, bust lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2692
Category Name: Midi Cocktail Dresses
Price: $5.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sophisticated Hour Crepe Asymmetrical Midi Dress
Unlock sophistication in this sultry crepe midi dress for a cocktail hour or date night! The dress features a sleeveless square neckline, tank shoulder straps, a bodycon silhouette, and a side ruched seam atop a flirty side slit and asymmetrical hem. Complete the look in rhinestone strap block heels.
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps
- Bodycon silhouette
- Side ruched seam, slit
- Asymmetrical midi-length hem
- Crepe knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2371
Category Name: Midi Cocktail Dresses
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cocktail Glam Satin Midi Dress
Look glam for cocktail hour in this smooth satin midi dress designed to give you the perfect hourglass appearance! It features a sleeveless square neck, spaghetti straps, a princess seam bodice, a high-waist seam with side pleating, and a bodycon, wrap- asymmetrical hem. Complete your dressy look in glitter heels and a clutch.
Fit & Features
- Sleeveless, square neck, spaghetti straps
- Princess seam bodice
- High-waist seam, side pleating
- Bodycon silhouette
- Midi, wrap-asymmetrical hem
- Smooth satin fabric, lined, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1621
Category Name: Midi Cocktail Dresses
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Styled To Stun Mesh Midi Dress
A dress with quiet-but-deadly allure, this mesh sleeve midi dress blends sleek structure with sheer drama. Its ruched body and sculpted square neckline make it the perfect pick for nights when you want subtle sophistication with a little edge.
Fit & Features
- Stretch mesh fabric, knit lining
- Square neckline with sheer mesh long sleeves
- Back keyhole with zipper closure
- Bodycon silhouette
- Ruched midi skirt with back slit for movement
- Runs true to size
Style Number/Barcode: 05101-000781
Category Name: Midi Cocktail Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale