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 You’ll Love

Step into your glow with midi dresses that bring effortless style and a fresh kind of wow. Our curated edit of mid-length dresses blends soft knits, breezy satin, airy chiffon, and stretch crepe for a look that feels as light as it looks. Easy to dress up or down, these midi dresses move with you from day to night with polished ease.

Brunch Dates, Office Days, Evening Plans

From formal midi dresses for weddings and special events to sleek midi dresses for dinners and nights out, every moment is covered. Think sleeveless silhouettes, open backs, subtle cutouts, and bodycon fits that highlight your shape while keeping that refined mid-length feel. Whether you're headed to brunch, a rooftop party, or a romantic date night, these styles bring just the right amount of statement.

Styles That Work Overtime

Expect flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Lightweight ribbed knits and soft stretch fabrics make daytime styling simple—just add sandals or low heels. For evenings, slip into satin or chiffon mid-length dresses that catch the light with every step. With adjustable straps, stretch panels, and easy silhouettes, each piece is designed to keep you feeling confident and put-together from first plans to last call.

Layer lightly when needed—think a cropped jacket, a tailored blazer, or a soft wrap. Pair with strappy heels, sleek mules, or chic flats, depending on your mood. Whether you're heading to the office, a weekend getaway, or dinner with friends, these midi dresses adapt with ease.

Midi Dresses You’ll Live In

Refresh your wardrobe with midi dresses that feel easy, elevated, and endlessly wearable. Designed in breathable fabrics and flattering cuts, these mid-length dresses bring a balance of comfort and style you’ll reach for again and again. Dress them up, dress them down—your go-to midi moment starts here.

Styles for Every Occasion

From polished work looks to vacation-ready outfits and special celebrations, these midi dresses are made to keep up. Think flowing silhouettes, sleek bodycon fits, and modern details that make every outfit feel styled without the effort. Perfect for weddings, weekend plans, and everything in between.

Midi Dresses in Every Shade

Explore midi dresses in every color, with styling ideas that carry you from daytime plans to evening moments:

Black Midi Dresses: Keep it sleek with a black midi styled with strappy heels and a light blazer for a look that moves from office to dinner.

Blue Midi Dresses: Make a statement in bold blue, paired with metallic accents for nights out or sunset plans.

Green Midi Dresses: Go fresh in soft or vibrant green tones, styled with gold jewelry and minimal heels for an elevated finish.

Pink Midi Dresses: A soft pink midi in satin or chiffon brings a romantic feel to brunch, showers, or daytime events.

Red Midi Dresses: Stand out in a red midi dress styled with sleek heels for date nights and special occasions.

White Midi Dresses: Keep it light and polished with a white midi, perfect for celebrations, getaways, or all-white moments.

Shop Windsor’s midi dresses online, in-store, or in-app—and find the styles you’ll reach for again and again. From casual daytime looks to elevated formal midi dresses, your perfect mid-length dress is waiting.

Button Down In Style Dress
Button down in style in this cute midi dress! The white dress features a square neckline, wide shoulder straps, a button down front, a tie waist belt, side pockets and a center high slit. Dress is composed of an unlined denim-like fabric that offers a form hugging fit with minimal stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

Style Number/Barcode: 05102-0059

Category Name: Midi Dresses

Price: $31.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
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Button Up In Ruffles Midi Dress
Button yourself up in pretty ruffles! This must have black dress features a sleeveless bodice, a plunging V neck with a tie front accent, ruffled shoulder straps and a multi button front with tortoise shell hued buttons. The midi length lets you show off your favorite heels! Dress us composed of a lined linen fabric that offers a relaxed fit with minimal stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

Style Number/Barcode: 05102-0026

Category Name: Midi Dresses

Price: $10.00 $43.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
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Own The Room Striped Knit Midi Tube Dress
Hot girl summer just got a little hotter. This striped midi tube dress hugs you in all the right places with a soft, textured knit that moves with you.

Fit & Features
- Striped textured cotton-blend knit fabric, lightweight knit lining
- Moderate stretch
- Strapless straight-across neckline
- Midi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000019

Category Name: Midi Dresses

Price: $9.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Flirty In Ruffles Midi Dress
Keep it flirty and frilly in ruffles! This mauve dress features a sleeveless bodice, a plunging wrap V neckline with a ruffled trim, adjustable spaghetti straps, a cinching tie waist belt and an A-line midi length silhouette. Dress is composed of a lined woven fabric with no stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

Style Number/Barcode: 05102-0030

Category Name: Midi Dresses

Price: $10.00 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Stunner In Lace Midi Dress
Make a stunning entrance in this gorgeous lace midi dress! It features a flattering off-the-shoulder neckline with a sheer lace overlay, a high waist, and a mid-length, curve-hugging silhouette. Style this dress with pretty earrings and new heels for the perf bridal shower look!

Fit & Features
- Off-the-shoulder neckline, sheer lace overlay
- High waist
- Mid-length, form-hugging fit
- Sheer lace fabric, full knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-8850

Category Name: Midi Dresses

Price: $9.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Floral Day Dream Midi Dress
You'll be too good to be true in this gorgeous light blue midi dress. It features a V neckline, spaghetti straps that lead to a cowl back, a knit lining, a form hugging silhouette and a below the knee length. Knit fabric features a pink hued floral print, and 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: 05101-8667

Category Name: Midi Dresses

Price: $10.00 $37.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
In Your Pipe Dreams Midi Dress
You're the ultimate dream girl in this flattering midi dress! It has a deep V neckline, spaghetti straps leading to a square back and exposed zipper and hook and eye closure, and perfectly placed piping throughout to create a shape that complements this dress' body-hugging silhouette. Midi dress is composed of a natural-colored knit fabric and offers moderate stretch.
Model is 5'9" with a 31.5" bust, 24.5" waist and 35.5" hips. She is wearing a size small.

Style Number/Barcode: 05101-8666

Category Name: Midi Dresses

Price: $15.97 $37.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Spring Beauty Midi Dress
Showcase your beauty with this gorgeous spring ready dress! It features a sleeveless bodice, spaghetti straps, a scalloped V neckline with padded cups, and a mid-length, form hugging fit with a matching scalloped hem. The ivory hued dress is composed of a sheer lace fabric with an embroidered floral print and includes a full nude hued lining.
Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

Style Number/Barcode: 05101-8651

Category Name: Midi Dresses

Price: $10.00 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Wrapped In Pleats Midi Dress
Wrap yourself in pretty pleats to make a gorgeous appearance! The mini dress features a sage green color, a wrap V neckline, narrow shoulder straps and an asymmetrical wrap silhouette. Dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Includes a back zipper closure.
Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

Style Number/Barcode: 05101-8615

Category Name: Midi Dresses

Price: $10.00 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
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Ready And Ruffled Midi Dress
She's ready to work it. Cause a commotion in this midi dress!

Fits & Features
- Elastic Off Shoulder Neckline
- Ruffled Popover Detail
- Form Hugging Silhouette
- Midi Length Ruffled Trumpet Hemline
- Fully Lined & Composed Of Crepe Fabric
- Moderate Stretch
- Zipper Not Included
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-8114

Category Name: Midi Dresses

Price: $5.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Chasing Dreams Ruffle Dress
Chase your dreams in this flowy blue ruffle dress! It features an off the shoulder neckline with a ruffle pop over, a fitted bodice with a high waist seam and tie belt detail, a hidden side zipper closure, and a flowy skirt with a double-tiered, high-low hem. Dress is composed of a woven fabric with no stretch.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

Style Number/Barcode: 05101-8202

Category Name: Midi Dresses

Price: $15.97 $38.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Picture Perfect Color Block Midi Dress
For a picture-perfect look you'll be reaching for this color block midi dress for any casual plans! The strapless fitted bodice accentuates your silhouette while the flowy midi-length hem creates an elegant movement as you walk. Plus, keep your hands warm in the convenient hidden side pockets!

Fit & Features
- Woven cotton-blend fabric, stretchy knit lining
- Strapless color block fitted bodice
- Hidden side pockets
- Back zipper and hook-eye closure
- Flowy midi-length hem
- Runs true to size
Style Number/Barcode: 05102-6109

Category Name: Midi Dresses

Price: $9.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Painted In Florals Midi Dress
Radiate a romantic aura in soft water colored florals! This midi length dress has an off the shoulder neckline with an elastic hem and short sleeves. Paint yourself in the gorgeous blue and mauve colored blossoms that are complimented with green foliage. Dress is composed of a soft the touch sturdy knit fabric that offers a curve hugging fit with moderate stretch.

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

Style Number/Barcode: 05101-7384

Category Name: Midi Dresses

Price: $19.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Nights In Satin Flare Midi Dress
Channel your inner siren in this slinky-elegant midi dress. Best paired with a seamless body-shaper for a sleek and flawless finish.

Fits & Features
- Adjustable Spaghetti Straps
- Back Zip Closure
- Cowl Neckline
- Slightly Flared Hem
- Unlined, Satin-Like Fabric
- Minimal Stretch
Light Gold: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

Navy & Rust: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0341

Category Name: Midi Dresses

Price: $19.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Sweetly Chic Midi Dress
Have a sweetly chic look with this gray houndstooth print midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a hidden back zipper and hook and eye closure, a high waist seam, a front slit with a drawstring, and an asymmetrical hem. The dress is composed of a sheer lightweight woven fabric with a short white knit lining.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

Style Number/Barcode: 05101-0040

Category Name: Midi Dresses

Price: $17.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Maureen Formal One Shoulder Dress
Special Occasion
Draw all eyes on you the moment you enter the room in our wowing Maureen black dress! She features a one shoulder neckline, a fitted long sleeve, a ruched side seam and an asymmetrical hem. Dress is composed of a sheer mesh fabric that is complemented with a beige hued lining to create a flattering two-tone effect. Garment offers a form hugging fit with a moderate stretch.
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: 05002-6774

Category Name: Midi Dresses

Price: $19.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Selena Formal One Shoulder Ruched Dress
Special Occasion
Stun with a little shoulder action as you channel sophistication in our Selena dress! She features a classic black hue, a one shoulder neckline with a single shoulder strap and a ruched side detail. Her slim fit bodice leads to an asymmetrical hem to show off your fab heel game! Dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch.
Special Occasion products cannot be returned to any retail locations.

Style Number/Barcode: 05002-6702

Category Name: Midi Dresses

Price: $19.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Faith Formal Midi Lace Dress
Special Occasion
Make a graceful entrance in captivating lace! Faith features an ivory hue, an off the shoulder neckline with a scalloped lace trim, padded cups, a cinching ribbon belt and a midi length. Dress is composed of a lined fabric that offers a relaxed fit with a minimal 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: 05001-4131

Category Name: Midi Dresses

Price: $19.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Alanna Formal Sequin Midi Dress
Special Occasion
Shimmer and shine as you make a glam statement in the diva approved Alanna dress! She features a luxe gold hue, a plunging V neckline, padded cups, princess seams and narrow shoulder straps. Her slim fit bodice leads to a flattering midi length silhouette. Dress is composed of a lined mesh fabric adorned with sequins. Garment offers a form hugging fit with a minimal stretch. Includes a back zipper closure.
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: 05001-4116

Category Name: Midi Dresses

Price: $19.97 $54.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Nayla Formal Sequin Fringe Dress
Special Occasion
Bring the glam and luxe in our sparkling Nayla dress! She features a rose gold color, a V neckline with padded cups, adjustable straps and a midi length silhouette with a fringe hem. Dress is composed of a lined mesh fabric adorned with dazzling sequins throughout. Dress offers a form hugging fit with a slight 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: 05001-4109

Category Name: Midi Dresses

Price: $29.97 $59.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Flawless Beauty Cutout A-Line Midi Dress
Step out in this A-line midi dress for a flawless look all spring to summer! Designed with a sleek sweetheart neckline and underbust cutout, this dress makes a delightful impression.

Fit & Features
- Woven fabric
- Sweetheart neckline
- Adjustable spaghetti straps
- Underbust cutout, back zipper closure
- A-line silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-6064

Category Name: Midi Dresses

Price: $9.97 $52.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Kenia Formal Velvet Midi Dress
Special Occasion
Wrap yourself in luxe velvet as you allure them all in our Kenia dress! She features an all over black hue, an off the shoulder neckline, a sweetheart bust, fitted long sleeves and a midi length silhouette with a high side slit. Dress is composed of a black hued velvet fabric.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small ,
,*Also available in Plus.

Special Occasion products cannot be returned to any retail locations.

Style Number/Barcode: 05001-4091

Category Name: Midi Dresses

Price: $19.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Leslie High Slit Midi Lace Dress
Special Occasion
Keep it simply elegant as you make an impression in lace! Leslie features an ivory hue, an off the shoulder neckline, unlined short sleeves and a high side slit. Dress is composed of a lined lace fabric that offers a form hugging fit with a moderate stretch. Includes a back zipper closure.
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: 05001-4087

Category Name: Midi Dresses

Price: $19.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Kiara Formal Plunging Midi Dress
Special Occasion

Bring the charm in our lovely Kiara dress! She features an ivory hue, a plunging V neckline, padded cups, princess seam and adjustable narrow straps. Her slim fit bodice features a narrow waist band accent and leads to a flounced midi silhouette skirt with a ruffled hem. Dress is composed of a slightly sheer crepe fabric with a full knit lining and offers a curve hugging fit with a moderate stretch. The back features a lower back zipper closure with a ruched detailing.
Model is 5'9" 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: 05001-4052

Category Name: Midi Dresses

Price: $29.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance

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Midi Dresses