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 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.
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Too Dot To Handle Polka Dot Midi Dress
Bb girl, you're sizzling in this dress! Add a pair of cute booties and a faux leather jacket to complement this 'fit!
Fits & Features
- Adjustable Spaghetti Straps
- Surplice V Neckline
- Side Zipper WIth Hook & Eye Closure
- Midi Length Silhouette With Front Slit
- Textured Knit Fabric I Polka Dot Design I Unlined
- Relax Fit I Minimal Stretch
- Zipper Not Featured
Style Number/Barcode: 05101-0761
Category Name: Midi Dresses
Price: $14.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ruched Mesh Bandage Dress
Dare to show a little skin in this sultry bandage dress! Style it up with a pair of rhinestone earrings and heels to match!
Fits & Features
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Sweetheart Neckline
- Back Zipper Wth Hook & Eye Closure
- Sheer Ruched Long Sleeves
- Bandage-Style Bodice
- Mini Length Silhouette I Built-In Bodysuit
- Ruched, Sheer Mesh Skirt
- Form Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 06005-0635
Category Name: Midi Dresses
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweetheart Neckline
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Modern Romance Off-The-Shoulder Sheer Midi Dress
The sheer midi dress features an off-the-shoulder neckline, a plunging wired v-neck bust, sheer short sleeves, ruching, and a fitted sheer hem accented with a high-side slit. Complete date night outfit with rhinestone heels.
Fit & Features
- Partially lined mesh fabrication
- Off-the-shoulder neckline
- Plunging wired v-neck, padded bra cups
- Sheer short sleeves
- Ruching
- High side slit
- Sheer midi length hem
- Runs true to size
Style Number/Barcode: 05101-3906
Category Name: Midi Dresses
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold In Blooms Deep V Midi Dress
Girl, you are so fab in florals! You'll love sauntering around in the Bold In Blooms mini dress!
Fits & Features
- Dual Spaghetti Straps | Cross At Back
- Plunging V Neckline | Padded Bust
- Back Zipper With Hook & Eye Closue
- Midi Length Silhouette | Slit At Center Back
- Smooth Scuba Fabric | Floral Prints Throughout
- Curve Hugging Fit
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0193
Category Name: Midi Dresses
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lace Darling Midi Dress
Keep it darling in captivating lace in this elegant midi! Pair this sleek dress with pretty pumps to complete your look!
Fit & Features
- V-Neckline
- Lace Shoulder Straps
- Sheer Floral Lace Back
- Floral Lace Hem | Back Center Slit
- Lined Crepe Fabric
- Form Hugging Fit | Moderate Stretch
Style Number/Barcode: 05101-0733
Category Name: Midi Dresses
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Vibes Scuba Midi Dress
Wow everybody in the Floral Vibes midi dress! We envision you wearing this at that outdoor wedding you got invited to or that winery date with your girls

Fits & Features
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Spaghetti Straps Cross At The Back
- V Neckline
- Midi Length Silhouette
- Smooth Scuba Fabric I Floral Prints
- Form Hugging Fit I Plenty Of Stretch
- Zipper Not Featured
Style Number/Barcode: 05101-0176
Category Name: Midi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spaghetti Straps Cross At The Back
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Brook High Slit Midi Dress
Special Occasion
Make it a formal affair in our cocktail ready Brook midi dress! Her high slit brings the drama, perfectly pairs with sleek stilettos and rhinestone accents!
Fit & Features
- Off The Shoulder Neckline | Fold Over Accent
- Slim Fit Bodice
- Lined Smooth Knit Fabric
- High Side Slit
- Midi Length Silhouette
- Form Hugging Fit
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0372
Category Name: Midi Dresses
Price: $22.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tamra Cross Neck Midi Formal Dress
Special Occasion
Try out a little soft glam in our Tamra formal midi dress! She is sexy, sultry and gives you that soft touch of glam!
Fit & Features
- Cross neckline
- Sleeveless
- Form fitting silhouette
- Mid-length hem that hits mid-calf
- Small slit center front
- Zipper located center back
- Moderate stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0325
Category Name: Midi Dresses
Price: $29.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Asymmetric Ruched Midi Dress
Add some flower power to your look with this bold and beautiful midi dress! Goes amazing with some strappy heels

Fits & Features
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Adjustable Spaghetti Straps That Cross At The Back
- V Neckline | Lined At The Bust
- Midi Length Asymmetric Hemline
- Side Ruching
- Woven Fabric With Floral Prints
- Plenty Of Stretch | Form Hugging Fit
- Zipper Not Featured
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0333
Category Name: Midi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps That Cross At The Back
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Clarice Applique Bodycon Satin Midi Formal Dress
Special Occasion
Dressing up is always fun with the Clarice satin midi formal dress! This elegant dress boasts a pretty beaded applique bust, sleek bodycon fit, and a flirty front slit for effortless movement.
Fit & Features
- Stretch satin fabric, sewn-in knit lining
- Beaded applique bust, sweetheart pleated neckline
- Padded bra cups
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Bodycon silhouette, front slit, midi-length hem
- Runs true to size
Where to Wear:
Prom, weddings, garden parties, engagement parties, rehearsal dinners, fancy date nights, cocktail soirees
Style Number/Barcode: 05001-000006
Category Name: Midi Dresses
Price: $19.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Brush It Off Shoulder Crepe Midi Dress
Brush away those negative vibes, throw on this poppin' midi, and hit the town with your girls! Accessorize with some sparkling gems to really amp up your look.
Fits & Features
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Elastic, Off Shoulder Neckline & Short Sleeves
- Midi Length Silhouette
- Crepe Composition
- Form Hugging Fit I Plenty Of Stretch
- Zipper Not Featured
Style Number/Barcode: 05101-0664
Category Name: Midi Dresses
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Elastic, Off Shoulder Neckline & Short Sleeves
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Garden Parties Pleated Midi Dress
Get ready for garden parties, backyard brunches, bridal showers, and spring weddings with this spring staple! Pair with wrap heels, or strappy mules!
Fit & Features
- Tie halter neckline
- Pleated bodice with keyhole cut out
- Smocked stretchy waist line
- Pleated flowy skirt
- Mid-length hemline
- Lightweight sheen polyester material
- Unlined | Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0724
Category Name: Midi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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One Of A Kind One Shoulder Knit Midi Dress
Look at you strut with that one of a kind style! A knit midi dress with a little sass is all you need! Style with sneaks and a ball cap for a sexy casual look, or dress up with heels!
Fit & Features
- Off shoulder slanted neckline
- One long sleeve
- Double cut out mid waist with self tie hip
- Form fitting silhouette
- Mid length hemline
- Ribbed knit material with moderate stretch
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06005-0431
Category Name: Midi Dresses
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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What's The Ruche Midi Dress
A look we honestly can't get enough of! Slip into this form-hugging midi dress and show off those never-ending curves!
Fits & Features
- Spaghetti Straps
- Square Neckline
- Midi Length Silhouette
- Woven Fabric I Fully Lined
- Ruching Throughout
- Form Hugging Fit I Curve Hugging Fit
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-0463
Category Name: Midi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Button Down Knit Midi Dress
For the modest yet trendy babe! This midi is a closet staple, whether it's work wear or a casual date night, just throw on some heels and you are lookin' gooood bb!
Fit & Features
- V- neckline | Long sleeves
- Oil slick buttons down the center
- Mid-length hemline
- Ribbed knit material
- Moderate stretch
- Form fitting silhouette
Style Number/Barcode: 06005-0516
Category Name: Midi Dresses
Price: $20.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Meet Your Match Midi Dress
You've met your match in this stunning and sultry midi dress! Its color block pattern highlights and flatters your curves.
Fit & Features
- Spaghetti straps
- Wired deep sweetheart neckline
- Exposed back zipper | Hook and eye closure
- High waist
- Mid-length, form hugging fit | Small back slit
- Color block pattern
- Ponte knit fabric | Moderate stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0720
Category Name: Midi Dresses
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sprung On Florals Chiffon Midi Dress
Get sprung over florals this spring! This midi dress is the perfect all occasion piece, whether your going to a shower, a bbq, or brunch, this dress is perf!
Fit & Features
- Scoop drawstring neckline
- Adjustable spaghetti straps
- Milkmaid style bodice
- Fully lined
- Chiffon | Minimal stretch
- Ditsy floral print
- Bust tie detailing | Hidden zipper closure at side
- Mini length
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0467
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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A Classic Ribbed Midi Dress
Look like an instant classic with this curve-hugging sweater dress! The ribbed fabric creates an instant hour-glass illusion!
Fit & Features
- Off The Shoulder Neckline
- Long Sleeves
- Ribbed Knit Fabric
- Midi Silhouette
- Form Hugging Fit
- Moderate Stretch
Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06005-0417
Category Name: Midi Dresses
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simply A Statement Cutout Bodycon Midi Dress
Simplicity can be a statement! Flaunt your figure in this bodycon midi dress perfect for date nights, brides, and graduation girlies.
Fit & Features
- Mesh-lined fabric
- V-neckline with metal insert, spaghetti straps
- Underbust cutout
- Bodycon silhouette
- Center back slit, midi-length hem
- Runs true to size
Style Number/Barcode: 05101-4151
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Mesh-lined fabric
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Crepe Off Shoulder Fold Over Midi Dress
You'll be wowing everyone with this timeless dress! Add a pair of accent duster earrings to really elevate your ensemble.
Fits & Features
- Off Shoulder Neckline
- Fold Over Design
- Midi Length Silhouette
- Crepe Fabric
- Curve Hugging Fit | Ample Stretch
- Zipper Not Featured
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0474
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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V In The Midi Dress
You'll want to slip right into this cozy and sexy midi dress! Pair with some cute heels and a leather jacket for the perf finishing touches.
Fits & Features
- V Neckline & Back
- Long Fitted Sleeves
- Midi Length Silhouette
- Ribbed Knit Fabric
- Curve Hugging Fit
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06005-0394
Category Name: Midi Dresses
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Color Block Knit Mini Dress
Keep it chic in stand out color block! This mini dress is perf to pair with your fav booties or strappy heels to easily dress up or down!
Fit & Features
- Mock Neck
- Sleeveless
- Color Block Design
- Ribbed Knit Fabric
- Mini Length Silhouette
- Form Hugging Fit
- Moderate Stretch
Model is 5'4" with 32" bust, 23" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06005-0432
Category Name: Midi Dresses
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffle Square Neck Smocked Midi Dress
Show off your figure in this body-lovin' midi dress! Add a cute pair of heels to level up your 'fit.
Fits & Features
- Short Sleeves I Elastic Shoulders & Cuffs
- Square Neckline
- Tiered Ruffle Trim Along The Bodice & Skirt
- Midi Length Silhouette I Ruffle Hem
- Smocking All Over
- Woven Fabric
- Form Hugging Fit I Plenty Of Stretch
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 05102-0597
Category Name: Midi Dresses
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Miley Asymmetric Sequin Midi Dress
Special Occasion
Glisten from top to bottom with our shining Miley!
Fits & Features
- Adjustable Spaghetti Straps
- Surplice V Neckline I Square Back
- Back Zipper With Hook & Eye Closure
- Asymmetric Midi Length Silhouette I Mini Length Lining
- Mesh Lined Fabric I Vertical Sequin Pattern
- Curve Hugging Fit I Plenty Of 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: 05002-0620
Category Name: Midi Dresses
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free