Midi Dresses
Midi dresses strike that sweet spot between chic and effortless—perfect for brunch with the girls, date night plans, or showing up wedding-guest ready. From flowy A-line silhouettes to curve-hugging bodycon styles, these fits flatter in all the right places. Discover midis with open-back halters, strapless, corset, and bustier bodices that bring the allure, while luxe fabrics like silky satin, mesh with floral prints, and buttery-soft knits keep it elevated. Modern details like ruching, cutouts, and twisted necklines make every midi post-worthy and unforgettable.
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Midi Dresses
Product Recommendations
Fall & Winter Midi Dresses You’ll Live In
Welcome your cold‑weather glow with midi dresses that bring warmth and wow. Our curated edit of mid-length dresses blends cozy knit, velvet, satin, and stretch crepe to keep you wrapped in chic style all season long. Dress them up or down—this is the collection that proves midi dresses aren’t just for sunshine.
Winter Nights, Office Days, Holiday Evenings
From formal midi dresses for gala nights to midi holiday party dresses that shine under string lights, we’ve got every vibe covered. Think long sleeves, mock necks, and rich jewel tones for upscale events. When you want a touch of edge, reach for a midi club dresses silhouette with cutouts or ruching that plays up bodycon lines while still delivering mid-length elegance.
Styles That Work Overtime
In our fall/winter midi line, expect figure-flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Cozy yet sleek ribbed knits, ponte, and sweater fabrics make daytime wear effortless—pair with a moto jacket or trench. For evening, slip into velvet or satin mid-length dresses that catch candlelight and camera flashes alike. With pockets, adjustable straps, and stretch back panels, each piece solves styling hiccups so you look composed from date to dance floor.
Layering is everything this season—add a cropped faux fur, a tailored blazer, or sheer long-sleeve mesh underneath. Pair with knee-high boots or strappy heels depending on the look. Whether you're heading to the office, a holiday soirée, or dinner with friends, our midi dresses adapt to your schedule and mood.
Fall & Winter Midi Dresses You’ll Live In
Welcome your cold‑weather glow with midi dresses that bring warmth and wow. Our curated edit of mid-length dresses blends cozy knit, velvet, satin, and stretch crepe to keep you wrapped in chic style all season long. Dress them up or down—this is the collection that proves midi dresses aren’t just for sunshine.
Winter Nights, Office Days, Holiday Evenings
From formal midi dresses for gala nights to midi holiday party dresses that shine under string lights, we’ve got every vibe covered. Think long sleeves, mock necks, and rich jewel tones for upscale events. When you want a touch of edge, reach for a midi club dresses silhouette with cutouts or ruching that plays up bodycon lines while still delivering mid-length elegance.
Styles That Work Overtime
In our fall/winter midi line, expect figure-flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Cozy yet sleek ribbed knits, ponte, and sweater fabrics make daytime wear effortless—pair with a moto jacket or trench. For evening, slip into velvet or satin mid-length dresses that catch candlelight and camera flashes alike. With pockets, adjustable straps, and stretch back panels, each piece solves styling hiccups so you look composed from date to dance floor.
Midi Dresses in Every Shade—With Holiday Styling Tips
Explore our curated midi collections in every hue, with outfit ideas that transition effortlessly from festive dinners to gift swaps and winter weddings:
- Black Midi Dresses: Pair a sleek black midi with pointed-toe pumps and a structured blazer for an office party look that turns into dinner-ready elegance.
- Blue Midi Dresses: Go bold with cobalt blue styled under a faux fur jacket and metallic heels for a festive night out with friends.
- Green Midi Dresses: Elevate your holiday presence in an emerald green midi paired with gold statement earrings and velvet ankle boots.
- Pink Midi Dresses: A blush pink midi with soft satin finish and nude heels is perfect for a winter bridal shower or holiday brunch.
- Red Midi Dresses: Command attention in a scarlet red midi, styled with a faux leather moto jacket and black booties for party-season drama.
- White Midi Dresses: For winter formals or seasonal celebrations, opt for a white midi layered with a crystal-embellished belt and silver heels.
Shop Windsor’s midi dresses online, in-store, or in-app—and fall in love all over again. From cozy daytime looks to ultra-glam formal midi dresses and midi holiday party dresses, your new go-to mid-length dresses await.
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Velvet Dream Sleeveless Midi Dress
We're dreaming of luxe velvet! This mini dress features a sleeveless bodice, a plunging V neckline with overlapping strap accents, spaghetti straps and a mini length silhouette. Dress is composed of a lined velvet fabric that offers a curve hugging fit with a moderate stretch.Style Number/Barcode: 05101-0273
Category Name: Midi Dresses
Price: $14.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Waiting For Tonight Glitter Midi Dress
We are dying to take you out tonight girl! This midi dress is designed with a v neckline, and spaghetti straps that lead to a strappy lace back detailing. Dress has a form fitting silhouette and is composed of a knit material that offers moderate stretch. Glitter reflects silver.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0409
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Yesenia Midi Dress
Special Occasion
Look like a straight boss in a midi with all the right features! Our Yesenia features a crew neckline, long sleeves, and a midi length that hits over the knee. She as a cut out detail at the back and is composed of a crepe material that offers a form fit with slight stretch.
Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0220
Category Name: Midi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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V-Neck Ruched Midi Dress
Bring some style to the basic midi with this ruched detail dress! It features long fitted sleeves, a notch front V neckline, ruching along the sides, and a mid-length, curve hugging fit. The dress is composed of a stretchy knit fabric.Style Number/Barcode: 05102-0319
Category Name: Midi Dresses
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Suede Square Neck Midi Dress
Soft and stylish, this faux suede midi is a must-have. It features an elastic banded square neck, bungee spaghetti straps, and a mid-length, curve hugging fit. The faux suede fabric offers plenty of stretch.
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0273
Category Name: Midi Dresses
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Emily Formal Embroidered Party Dress
Special Occasion
Charm them all in our wowing Emily dress! She features a sleeveless bodice, a plunging V neckline, padded cups, adjustable spaghetti straps and a pretty mesh trim. Her slim fit bodice leads to a flattering mini length silhouette. She stands out with her vintage-inspired embroidered pattern. Dress is composed of a lined mesh fabric that offers a relaxed fit with minimal stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0133
Category Name: Midi Dresses
Price: $29.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Stunner Mini Dress
You'll be a total sultry stunner in this hot mini! The dress features a sleeveless bodice, adjustable spaghetti straps, a sweetheart neckline with a wired and padded bust, a front under the bust cut out, a square back with a hidden zipper and hook and eye closure, and a mid-thigh length, curve hugging fit. The smooth satin-like fabric offers moderate stretch and a pretty sheen.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0121
Category Name: Midi Dresses
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casey Formal Mesh High Neck Ruffle Midi Dress
Special Occasion
The Casey formal mesh dress will have you looking tasteful and elegant for banquets or rehearsal dinners! She features a sleeveless high neckline, a square-cut back, side, and back ruching to accentuate your gorgeous curves, a bodycon silhouette, and a playful surplice ruffled midi-length hem. The formal dress is crafted from a sheer mesh fabric with a sewn-in knit lining and plenty of stretch. Complete the look with earrings and stiletto heels.
Fit & Features
- Sleeveless high neckline, square-cut back
- Side and back ruching, bodycon silhouette
- Back zipper and hook-eye closure
- Surplice ruffled midi-length hem
- Mesh fabric, sewn-in knit lining, moderate stretch
- Bra-friendly design
- Runs true to size
Style Number/Barcode: 05101-2751
Category Name: Midi Dresses
Price: $44.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Ellie Asymmetrical Flounce Midi Dress
Special Occasion
Make a flirty first impression in our Ellie flounce midi dress! She features a sleeveless bodice, adjustable spaghetti straps, a mutli-layered wrap front V neckline, a high waist seam, a hidden back zipper and hook and eye closure, and a form hugging skirt with an asymmetrical ruffle hem. The crepe fabric offers moderate stretch and includes a knit lining.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0279
Category Name: Midi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fashionably Fierce Midi Dress
Keep it fashionably fierce in this of the moment leopard print midi! The dress features a sleeveless bodice, adjustable spaghetti straps, a cowl neckline, a square back with a hidden back zipper and hook and eye closure, and a wrap front skirt with a mid-length, flowy fit. The lightweight satin woven fabric has no stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0384
Category Name: Midi Dresses
Price: $9.97 $50.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Only The Essentials Midi Dress
Keep is cute in basics with a flattering midi! This must have dress features a scoop neckline, corded straps and a curve hugging midi length silhouette. Dress is composed of a double lined brushed knit fabric that offers a moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0343
Category Name: Midi Dresses
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Falling For Knit Midi Dress
Get those fall vibes going in this cute midi dress! It features a sleeveless bodice, a scoop neckline with tank-like straps and a midi length silhouette. Dress is composed of a cable knit fabric that offers a form hugging fit with slight stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-0103
Category Name: Midi Dresses
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classic Chic Midi Dress
Classic and chic, this midi is a total head-turner. The dress features a sleeveless bodice, tank-like shoulder straps, a square neck and back, flattering slanted seam detailing along the bust, and a mid-length, curve hugging fit. Garment is composed of a ponte knit with moderate stretch.Style Number/Barcode: 05102-0360
Category Name: Midi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Own Knit Midi Dress
Own your look with all the confidence in this knit midi dress! It features a sleeveless bodice, spaghetti straps that lead to a square back, a V neckline, a high waist band, and a mid-length, form hugging fit with a back slit. Knit fabric offers moderate stretch.Style Number/Barcode: 05101-0368
Category Name: Midi Dresses
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cut Out The Drama Midi Dress
Cut out all that drama and slay in this sultry midi dress! It features a sleeveless bodice, a square neckline, tank-like shoulder straps, a center and side waist cut out with a horizontal bar accent, and a mid-length, form hugging fit. Dress is composed of a stretchy knit fabric with a pretty sheen.Style Number/Barcode: 05101-0301
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trisha Formal Sequin Midi Dress
Special Occasion
Bring the charm in our captivating Trisha dress! She features a sleeveless bodice, a plunging V neckline, an unlined waistband and a curve hugging midi length silhouette. The all over filigree design is composed of twinkling sequins. Dress is composed of a semi-sheer mesh fabric that offers a form hugging fit with a minimal stretch. Includes a back zipper closure.
Model is 5'9" with a 32" 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: 05001-0218
Category Name: Midi Dresses
Price: $19.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Exquisite In Strapless Satin Midi Dress
Captive the room with this exquisite satin midi dress at cocktail parties or rehearsal dinners! Featuring a cowl sweetheart neckline and form-hugging fit for a sensational look. With a center-back slit and midi-length hem, this dress will make you feel elegant at any event. Complete the look with a chic clutch purse and heels.
Fit & Features
- Satin fabric, bust lining, minimal stretch
- Strapless cowl sweetheart neckline
- Form-hugging fit
- Center back slit
- Runs true to size
Style Number/Barcode: 05101-3157
Category Name: Midi Dresses
Price: $20.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Intentions Midi Dress
Sweeten up your look with this adorable midi! The dress features a sleeveless bodice, spaghetti straps, a sweetheart neckline with padded cups and bust stitching, a square back with a zipper and hook and eye closure, and a mid-length, curve hugging fit with dual vertical seam detailing down the front. Garment is composed of a stretchy knit fabric.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05103-0182
Category Name: Midi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Captivated In Floral Halter Bodycon Midi Dress
Look captivating and contoured in this floral midi dress while on vacay! The twist halter neckline adds a unique touch while the bodycon silhouette accentuates your curves along the midi-length hem.
Fit & Features
- Floral print, mesh-lined fabric
- Twist halter neckline
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000197
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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 Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cross Back Detail Midi Dress
Strappy and stunning, this cross back midi dress is not so basic. It features a sleeveless bodice, tank-like shoulder straps, a square neckline, flaterring slanted seams along the bust, a lattice back, and a mid-length, form hugging fit. The dress is composed of a ponte knit fabric with moderate stretch.Style Number/Barcode: 05103-0427
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wrap Around My Heart Dress
You're looking like hot stuff this evening, babes! This dress has a wrap bodice with a deep V neckline, spaghetti straps, and ruching on the side. A wrap skirt creates an asymmetrical hemline for a party perfect ensemble. Dress is composed of an unlined crepe fabric that offers a moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-3609
Category Name: Midi Dresses
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keepin' Knit Casual Midi Dress
This knit midi is casual yet oh so cute. It features a sleeveless bodice, adjustable spaghetti straps, a sweetheart neckline with bust stitching, and a mid-length, curve hugging fit with a back slit. The ribbed knit fabric offers plenty of stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0202
Category Name: Midi Dresses
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sparkle Chic Midi Dress
Add some chic sparkle to your look with this glitzy midi. The dress features a sleeveless bodice, bungee spaghetti straps, a square neck and back, and a mid-length, curve hugging fit. Garment is composed of a multi-hued glitter knit fabric that offers plenty of stretch.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05103-0415
Category Name: Midi Dresses
Price: $12.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free