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.
HomeMidi Dresses
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.
-
Plus Arielle Heat Stone Midi Dress
Special OccasionSparkle under the lights as you make an entrance in the ever charming Arielle dress! She features a sleeveless bodice, a V neckline and supportive tank-like shoulder straps. Her relaxed fit bodice leads to a mini length silhouette. She shines from all your best angles with her heat stone accents. Dress is composed of a lined mesh fabric that offers a curve flattering fit with a moderate stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 15001-0043
Category Name: Midi Dresses
Price: $31.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- 50% Off
-
Ready For My Snap Midi Dress
Get ready to take all the snaps in this simply stunning midi! The sweater dress features a sleeveless bodice, tank-like shoulder straps, a scoop neckline, double white striped detailing and gold faux snap buttons down each side, and a mid-length fit. The black dress is composed of a ribbed knit fabric with plenty of stretch.Style Number/Barcode: 06005-0096
Category Name: Midi Dresses
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Hourglass Sleeveless Sweater Dress
An LBD that perfectly contours your curves? Yep! This sultry-yet-streamlined midi features all-over sweater-style ribbing, a tube bodice with elasticized bust, and a pencil skirt. Dress slips on, has a body con cut, and is made from a rayon and nylon blend with natural stretch.Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06005-0174
Category Name: Midi Dresses
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Floral In Love Midi Dress
Fall in love with this romantic floral midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline created by a knot front detail, a hidden back zipper and hook and eye closure, and an A-line mid-length fit with a front slit. The dress is composed of a lightweight woven fabric.Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0209
Category Name: Midi Dresses
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Venus Mesh Heat Stone Gown
Special OccasionRadiate the shine of a thousand diamonds in our dazzling mesh Venus gown. She features a twisted single-strap shoulder, and all-over round, square, and oval-shaped heat stones in a diagonal pattern at bust and though waist and in a vertical pattern from approximately below the knee to the bottom of the asymmetric hem. Venus is fully lined and made from a soft, mesh-blend material with plenty of stretch.
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: 05001-4147
Category Name: Midi Dresses
Price: $31.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Marjorie Formal Chiffon Sleeve Midi Dress
Special Occasion
Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look!
Fit & Features
- Sheer chiffon peasant long sleeves, square neckline
- Front ruched seam, slit detail
- Bodycon silhouette
- Midi-length hem
- Lined crepe fabric, moderate stretch
- Bra-friendly design
- Runs true to size
Style Number/Barcode: 05001-1518
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Plus Flow With Floral Midi Dress
Go with the flow of this pretty floral midi dress! It features a sleeveless bodice, spaghetti straps, a V neckline, a midi length and a trumpet hem. The dress is composed of a scuba knit fabric with moderate stretch and showcases a picturesque floral print with hues of blue and ivory.Model is 5'9" with a 38.5" bust, 31" waist and 52" hips. She is wearing a size 1X.
Style Number/Barcode: 15101-0095
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Alana Formal Sequin Midi Dress
Special OccasionSparkle and dazzle in our glam Alana dress! She features a plunging V neckline, adjustable spaghetti straps and light reflecting sequins adorned with pearl accents throughout. Dress is composed of a lined mesh fabric that offers a form hugging fit with a minimal stretch. Dress is lined with a form hugging smooth knit fabric. 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: 05001-0090
Category Name: Midi Dresses
Price: $36.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Plus Lace Appeal Midi Dress
Keep it flirty and charming in lace! This pretty midi dress features an elastic off the shoulder neckline, a scalloped lace pop over detail and a versatile midi length silhouette. Dress is composed of a lined scalloped lace fabric that offers a curve flattering fit with plenty of stretch.
Style Number/Barcode: 15101-0055
Category Name: Midi Dresses
Price: $14.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sweet & Saucy Midi Dress
Get a sweet look with a bit of attitude in this navy blue midi dress! It features a deep sweetheart, off the shoulder neckline with a small ruffle trim, a lightly padded bust, a V wire front for structure, a leg slit, and a body-hugging fit. Dress is composed of an unlined crepe fabric with a moderate stretch.Model is 5'7" with a 32" bust, 24" waist and 37" hips. She is wearing a size small
Style Number/Barcode: 05101-8517
Category Name: Midi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Stunner Status Body Con Dress
Make an immediate impression in this fab, curve-flattering mini! (Think future LBD hall-of-famer.) Dress features spaghetti straps, a sweetheart bodice with back zip, seamed bust with wire V detail at chest, a banded waist cutout, and a slim-line pencil skirt. Dress is made from a woven nylon and viscose blend 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: 05103-0273
Category Name: Midi Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Ruffled In Love Sleeveless Dress
Keep it lovely in ruffles in this stunning dress! It features a sleeveless square neckline, narrow shoulder straps and a midi length silhouette with an asymmetrical ruffled hem. Dress is composed of a stretchy crepe fabric that offers a form hugging fit.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0359
Category Name: Midi Dresses
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Simply Stunning LBD
Keep it sleek and stunning in this LBD! It features a sleeveless bodice, a square neckline and wide shoulder straps that lead to an open back design with multi narrow cross straps. The relaxed fit bodice leads to a curve accentuating midi length silhouette. Dress is composed of a ponte-like fabric that offers a moderate stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-3528
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
It's A Snap Ribbed Dress
Sleek and just a little slinky, this midi dress toes the perfect line between casual and casual-chic. Tank-style dress has a curve-contouring cut and features all-over slim ribbing, a V neck, a front slit, and decorative gold-tone snaps at front. Dress slips on and is made from a mid-weight Rayon blend with natural stretch.Style Number/Barcode: 06005-0173
Category Name: Midi Dresses
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Margaret Formal Satin Wrap Midi Dress
Special Occasion
Wrap yourself in a glam formal dress that captivates from the moment you enter the room! Margaret features a sleeveless cowl neckline, adjustable spaghetti straps, corset seams with flexible boning, and a ruched wrap midi silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels and rhinestone earrings.
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
- Sleeveless cowl neckline, adjustable spaghetti straps
- Built-in padded bust
- Corset seams, flexible boning
- Ruching, wrap midi skirt
- Buttery soft silk fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05001-0672
Category Name: Midi Dresses
Price: $59.90
Availability: In Stock
Available Color: NAVY, BLACK
Available Size: XS, S, M, L, XL
-
Such A Queen Midi Dress
You are the queen in this midi dress. This dress features a high cowl neckline and thin tie-your-self adjustable spaghetti straps. The dress has a straight bodice detailed with ruching at the sides which allows you to have the option of making the dress shorter or longer with the adjustable strings attached. The hemline has a scooping effect and the fabric is satin-like, which offers a relaxed fit with no stretch.
Style Number/Barcode: 05101-0152
Category Name: Midi Dresses
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Casual Fave Flowy V-Neck Midi Dress
This breezy lightweight midi dress will be your new casual fave for weekend plans. Designed with a sleeveless V-neck, low back, and mid-length flowy fit, style with a layered necklace and strappy sandals.
Fit & Features
- Gauze woven fabric, mini-length stretchy knit lining
- Sleeveless V-neckline
- Adjustable spaghetti straps, low back
- Hidden side pockets
- High side slit
- Midi-length flowy silhouette
- Runs true to size
Style Number/Barcode: 05102-000185
Category Name: Midi Dresses
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sound The Horn Trumpet Dress
Make an eye-catching style statement in this chic, curve-hugging midi dress. It features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, a flattering empire waist, and a high-low trumpet hem with a form-hugging silhouette. The dress is composed of a smooth knit fabric with a pretty sheer crochet overlay. Complete the look with cute heels.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Hidden back zipper, hook and eye closure
- Empire waist, slim-fit, high-low trumpet hem
- Sheer crochet overlay, knit fabric lining
- Curve-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-0153
Category Name: Midi Dresses
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Let Slip Ruched Maxi Dress
Rendered in a soft-to-the-touch brushed satin, this slip-style lilac maxi is made for summer. Dress features adjustable cross-back spaghetti straps, a seamed bodice with side zip, and a straight, curve-hugging skirt with adjustable ruched tie at side. Dress is lined and made from a smooth, lightweight woven material with little to no stretch.
Style Number/Barcode: 05101-0194
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Foxy Lady Slinky Dress
Hey there foxy lady we like your style! This slinky midi dress features a cowl neckline, adjustable spaghetti straps, and a square back with a hidden zipper. The dress slightly cinches at one hip and also offers a sexy side slit. The dress is composed of a smooth satin-like material that offers no stretch yet a relaxed fit. Sexy yet elegant!
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0151
Category Name: Midi Dresses
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Fab And Flared Midi Dress
Keep it fab in this twirl-worthy must have! The black dress features a V neckline, spaghetti straps and a midi length silhouette with flared hem. Dress is composed of an unlined ribbed sweater knit fabric that offers a form hugging fit with a moderate stretch.Style Number/Barcode: 06005-0113
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Emilia Sequin Midi Formal Dress
Special OccasionShine the night away wearing our Emilia Sequin dress! She offers a slanted neckline with one long sleeve shoulder and a cut out detail across the chest area. She has a zip back and a sexy side slit. She is covered in sequins down to the mid-length hemline and includes a smooth inner lining. Her wine toned sequin material offers minimal stretch but maximum sparkle!
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-4127
Category Name: Midi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Alicia Formal Sleeveless Midi Dress
Special OccasionRadiate elegance in our sleek Alicia dress! She features a sleeveless bodice, a plunging V neckline, a bar strap accent and a midi length silhouette. She is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-4128
Category Name: Midi Dresses
Price: $29.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Simple And Sleek Midi Dress
This simple and sleek midi dress will have you looking perfectly put together for any occasion! It features a subtle V neckline, a padded bust, spaghetti straps, a body-hugging silhouette, and all over silver glitter. Dress is composed of an unlined, smooth knit fabric with a moderate stretch.
Style Number/Barcode: 05101-8441
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance