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: 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.
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Robin Formal Satin Midi Dress
Special Occasion
She's Sleek, and she's polished and we love! Designed with a strapless straight neckline, with a removable faux fur trim, a form fitting bodice and that has padded cups, and a horizontal stitching at the hem mid waist. Her bodice leads to skirt high waist and leads down to a mid calf length with a high slit feature. Dress is composed of a satin material that offers slight stretch.
Model is 5'9" with a 32" 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: 05001-0236
Category Name: Midi Cocktail Dresses
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keeping It Classy Satin Bustier Ruffle Midi Dress
Embrace timeless sophistication in this satin midi dress! Featuring a sweetheart neckline, tank shoulder straps, and a padded underwire bust, the midi dress also has flexible boning inserts and a form-hugging silhouette with a high front slit and ruffle trim for added flare. Complete the look with a gorgeous necklace for a banquet!
Fit & Features
- Sleeveless sweetheart neckline, tank shoulder straps
- Back zipper and hook-eye closure
- Padded underwire bust, flexible boning
- Form-hugging, high front slit, ruffle trim
- Midi-length hem
- Satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2914
Category Name: Midi Cocktail Dresses
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrapped In Chic Ruched Midi Dress
Wrap yourself in a chic midi dress that makes a stunning statement! The dress features a wrap V-neckline, long sleeves, ruching, an asymmetrical side slit, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with heels and a rhinestone anklet.
Fit & Features
- Wrap V-neckline
- Long sleeves
- Ruching
- Asymmetrical side slit
- Midi length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05101-1228
Category Name: Midi Cocktail Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Make It Work Sleeveless Tank Midi Dress
Make a bold statement in any setting in this sleeveless midi dress perfect for work or play! The midi dress features a sleeveless square neckline, an underbust seam, tank shoulder straps, a bodycon silhouette that flaunts your curves, and a flirty center back slit accent on smooth woven fabric. Complete the look with pumps and a posh jacket for business mixers and happy hour!
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps
- Underbust seam
- Bodycon silhouette
- Midi-length hem, center back slit
- Smooth woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2871
Category Name: Midi Cocktail Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Oh My Ruched Asymmetric Dress
Oh my gawwwwd girl! Flaunt it in this form-hugging dress! We'd love to see you layer this look with rhinestone earrings and heels!
Fits & Features
- High Neckline
- Spaghetti Straps
- Drawstring Ruching At The Side
- Asymmetric Midi Length Hemline
- Stretchy Jersey Knit Fabric I Partial, Mini Length Lining
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 05101-0516
Category Name: Midi Cocktail Dresses
Price: $14.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Enchanted Noir Lace Up Midi Dress
A dreamy blend of structure and softness, this strapless midi dress features flocked florals, a sculpted sweetheart neckline, and a lace-up back that adjusts to your perfect fit. The trumpet hem adds that subtle drama, giving every step a little movie-moment movement.
Fit & Features
- Flocked velvet, mesh-lined stretchy fabric
- Strapless sweetheart neckline, padded bra cups
- Lace-up back, zipper and hook-eye closure
- Bodycon fit, flared midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000635
Category Name: Midi Cocktail Dresses
Price: $25.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Luxe Blossoms Floral Midi Dress
Elevate your evening out with this floral midi dress everyone will be envious of from the moment you enter the room! Featuring a sleeveless V-neckline, spaghetti straps, an open lace-up back with tie closure, a form-hugging silhouette, and a sultry front slit. The lined mesh fabric features a romantic floral pattern. Layer with a chic duster trench coat to complete the look!
Fit & Features
- Sleeveless V-neckline, spaghetti straps
- Open lace-up back, tie closure
- Form-hugging silhouette
- Front slit, midi-length hem
- Floral pattern
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2104
Category Name: Midi Cocktail Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feelin' Luxe Velvet Midi Dress
You'll be feelin' luxe and chic in this elevated velvet midi dress. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, and a midi-length, fitted bodycon silhouette. Style this dress with rhinestone statement earrings and strappy stilettos.
Fit & Features
- Sleeveless V-neckline, wrap-front
- Spaghetti straps
- Midi-length, curve-hugging fit
- Velvet fabric
- Runs true to size
Style Number/Barcode: 05101-1196
Category Name: Midi Cocktail Dresses
Price: $19.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Sophistication Halter Bodycon Midi Dress
Effortless glam never looked so good—this halter bodycon midi dress brings sleek sophistication with a hint of allure. Designed to sculpt and flatter, it’s your go-to for nights that call for chic style.
Fit & Features
- Smooth knit fabric, high stretch
- Sleeveless square neckline
- Tie-back halter straps, partially open back
- Ruching
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-000637
Category Name: Midi Cocktail Dresses
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flare For The Drama Tube Midi Dress
Make everyone stop and admire you in this tube midi dress at weddings or dressy parties. This form-hugging midi dress stuns with a strapless neckline, flirty front slit, and a flared hem that was made for movement.
Fit & Features
- Sleek knit fabric, stretchy knit lining
- Strapless tube neckline, padded bra cups
- Form-hugging fit
- Flared midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000174
Category Name: Midi Cocktail Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Kathryn Formal Satin Corset Midi Dress
Special Occasion
Kathryn photographs beautifully on red carpets and is stunning for bridesmaids! She embodies grace and class with a touch of sultriness. Featuring an off-the-shoulder, cowl pleated neckline, a lightly padded bust, a corset bodice with flexible boning, and a bodycon, midi-length silhouette with a flirty slit. The formal dress is composed of smooth satin fabric with lining and minimal stretch. Style with rhinestone platform heels to add some shine!
Fit & Features
- Off-the-shoulder, cowl pleated neck, lightly padded bust
- Back zipper and hook-eye closure
- Corset bodice, flexible boning
- Bodycon, midi-length hem, front slit
- Lined smooth satin, minimal stretch
- No bra required
- Runs true to size
Style Number/Barcode: 05001-1350
Category Name: Midi Cocktail Dresses
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitter Girl Mesh Midi Dress
Girl, you've got a stand out personality, so you need a dress to match! This glitter mesh midi features a sleeveless bodice, adjustable spaghetti straps, a square neck and back, ruched detailing down the sides, and a mid-length, curve hugging fit. The sheer glitter mesh fabric offers moderate stretch and includes a knit lining.
Model is 5'9" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0387
Category Name: Midi Cocktail Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classy Icon Open Back Midi Dress
Minimal effort, maximum double takes. This sleeveless crew neck midi dress keeps it clean in the front and steals the scene with an open back and tie, perfect for everything on your spring calendar.
Fit & Features
- Rib knit fabric, soft lining
- Sleeveless crew neckline
- Open back with tie
- Form-hugging fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000458
Category Name: Midi Cocktail Dresses
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Blushing Bloom Mesh Midi Dress
Romantic by nature. This mesh midi dress stuns with a soft floral print, cowl neckline, and ruched silhouette that flatters every curve while keeping the vibe effortlessly feminine.
Fit & Features
- Floral print, mesh-lined stretchy fabric
- Cowl neckline, lace padded bra cups
- Adjustable spaghetti straps
- Ruched bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000484
Category Name: Midi Cocktail Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek and Stunning Satin Midi Dress
Sleek and stunning, this satin midi dress features a one-shoulder neckline and a ruched slim-fit silhouette perfect for pairing with stilettos.
Fit & Features
- Satin-knit fabric with knit bust lining, moderate stretch
- One shoulder neckline, tank-like strap
- Ruching
- Midi-length slim-fit silhouette
- Back center slit at hem
- Runs true to size
Style Number/Barcode: 05101-3593
Category Name: Midi Cocktail Dresses
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flaunt It Strapless Bodycon Mesh Midi Dress
Flaunt what you got in this strapless midi dress on a hot night on the town! With a sleek and sexy strapless neckline, ruched seams that flatter your curves, and a sultry side slit, this bodycon dress will have all eyes on you. Complete the look with rhinestone earrings and stiletto heels.
Fit & Features
- Mesh fabric, sewn-in knit lining, moderate stretch
- Strapless neckline
- Side slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3355
Category Name: Midi Cocktail Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vampy Vibes Faux Leather Midi Dress
This sleek faux leather midi dress will bring the vampy vibes to your going-out look. It features a strapless straight-across neckline, ruching at the waist, a midi-length hem with a chic back slit accent, and a bodycon silhouette to flaunt your figure. The faux leather fabric offers a moderate stretch. Style this midi dress with lace-up stilettos for an edgy night-out 'fit.
Fit & Features
- Strapless straight-across neckline
- Back zipper, hook and eye closure
- Dart seams, high waist seam, ruching at the waist
- Midi-length hem, back slit
- Bodycon silhouette
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5282
Category Name: Midi Cocktail Dresses
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spring Muse Floral Midi Dress
Soft florals and a sleek silhouette make this one an instant favorite. This strapless floral eyelet bodycon midi dress hugs your curves and adds a polished look for brunch, garden parties, and getaways.
Fit & Features
- Ditsy floral print, eyelet knit fabric, soft lining
- Strapless tube neckline
- Bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000570
Category Name: Midi Cocktail Dresses
Price: $35.90
Availability: Out of Stock
Product Badge:- Ships Free
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Femme Fatale Floral Velvet Midi Dress
A little sheer, a lot stunning. This velvet floral bodycon midi dress hugs every curve in the best way possible, featuring a delicate floral overlay and barely-there straps for that effortlessly sultry vibe. Pair it with strappy heels for any dressy occasion.
Fit & Features
- Flocked velvet floral pattern, mesh-lined fabric
- V-neckline, padded bra cups
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000576
Category Name: Midi Cocktail Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Feeling Artsy In Floral Slit Midi Dress
Walk like a work of art in this floral midi dress with a strapless neckline and front slit perfect for showing off your shoes!
Fit & Features
- Floral print, knit fabric
- Strapless neckline
- Front slit
- Hip-hugging fit
- Flowy midi-length hem
- Runs true to size
Style Number/Barcode: 05101-4073
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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Sleek Look Ruched Knit Bodycon Midi Dress
Sleek and stunning, flaunt your figure in this smooth knit bodycon midi dress with ruched detailing to highlight your gorgeous curves.
Fit & Features
- Lined smooth knit fabric, high stretch
- Sleeveless sweetheart neckline, padded bust
- Cross-front design at the bust
- Thin tank straps, cross-back design
- Ruching
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-3997
Category Name: Midi Cocktail Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Remi Sequin Wrap Dress
Special Occasion
You'll be illuminating every room you walk into in our stunning Remi!
Fits & Features
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Dual Spaghetti Straps I Surplice V Neckline
- Back Zip With Hook & Eye Closure
- Midi Length Silhouette With Wrap Design I Mini Length Lining
- Mesh Lined Fabric With Sequins Throughout
- Curve Hugging Fit I Ample Stretch
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0339
Category Name: Midi Cocktail Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dual Spaghetti Straps I Surplice V Neckline
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Glam Obsessed Glitter Off-The-Shoulder Midi Dress
This is the dress you reach for when you want the room to feel a tiny bit obsessed. The glitter knit hugs just right, the off-the-shoulder neckline adds that soft-but-sultry vibe, and the midi length keeps it effortlessly elevated.
Fit & Features
- Glitter knit fabric with moderate stretch, sewn-in knit lining
- Sweetheart neckline with off-the-shoulder sleeves
- Padded bra cups for support and shaping
- All-over ruched detailing defines the figure
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-000543
Category Name: Midi Cocktail Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Petal Imprint Floral Bodycon Midi Dress
This is the dress you reach for when you want to look effortlessly magnetic. The flocked floral velvet melts over your curves, while the crisscross open back brings the kind of quiet confidence that doesn’t need an intro.
Fit & Features
- Stretch velvet with flocked floral detailing
- Tank-style bodice with V neckline
- Crisscross strap design with open back
- Bodycon silhouette with midi length
- Runs true to size
Style Number/Barcode: 05101-000708
Category Name: Midi Cocktail Dresses
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M