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.
-
Lissi Formal Lace And Sequin Dress
Bring the sparkle as you shine in our Lissie dress! She features a dazzling sequin embellished lace bodice, a round neckline, a plunging sweetheart neckline and fitted unlined long sleeves. Her slim fit bodice leads to a midi length silhouette accented with a side slit. Dress is composed of a combination crepe and lace fabric that offers a curve hugging fit with a moderate stretch. Includes a knit lining and back zipper closure.
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: 05001-0234
Category Name: Midi Dresses
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Into The Florals Dress
Immerse yourself in all the floral print you can take! This flower bomb features a cowl neck, adjustable narrow straps that create an X back, and a slim fit. Dress is composed of a casual knit fabric with a lightweight feel that offers plenty of stretch. Dress is unlined.Style Number/Barcode: 05102-3105
Category Name: Midi Dresses
Price: $9.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Zest Lace-Up Midi Dress
Fresh and sweet, this satin midi slip dress will make you shine. Dress features a cowl neck, crisscross spaghetti straps with lace-up ties, and a slim skirt with back zip. Dress is made from a smooth, satin-like material with a touch of stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0288
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
So Chic Midi Dress
Turn heads in this off the moment chic midi! The dress features a sleeveless bodice, a deep V neckline, tank like shoulder straps that lead to a cross back followed by a cut out, a vertical seam running down the front and back, and a mid-length, form hugging fit with a small slit at the back hem. The dress is composed of a thick nylon ponte knit fabric that offers moderate stretch.
Model is 5'7" with 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0185
Category Name: Midi Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Sultry And Spotted Midi Dress
Spotted! You in a sleek and sultry midi dress!
Fits & Features
- Adjustable Spaghetti Straps
- Square Back I Structured Sweetheart Neckline With Padding
- Midi Length Silhouette
- Velvet-Like Fabric I Leopard Print Design
- Curve Hugging Fit I Plenty Of Stretch
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0254
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Take Over Cut Out Midi Dress
Take control of the room in a midi dress that says it all! Featuring a square neckline, spaghetti straps, and a curve hugging fit. Dress is one piece, with a cut out detail below the chest. Skirt of the dress features a high slit at one side and a hem that hits right above the knee.
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0184
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Muriel Illusion Lace Crepe Dress
Special Occasion
Strategic paneling and ever-sultry lace make our Muriel dress a sophisticated standout for evening. She features long lace sleeves, a back zip, a sweetheart bodice with lightly padded, contrast-paneled bust and lace-trimmed waist, and a body con, midi-length slim skirt. Muriel is made from a woven crepe material with a touch of stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0225
Category Name: Midi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Ingrid Formal Satin Halter Dress
Special Occasion
Reveal your minimalistic charm in the Ingrid formal satin midi dress to make a remarkable impression! This dress embodies beauty and grace in a classic halter neckline and curve-hugging silhouette, while the low back flaunts your sultriness!
Fit & Features
- Premium satin fabric, no stretch
- Sleeveless halter neckline
- Tie-back neck closure
- Low cowl back design
- Curve-hugging silhouette, front slit, midi-length hem
- Runs true to size
Where to Wear:
Weddings, rehearsal dinners, engagement parties, bridal showers, bachelorettes, date nights, black tie galas, birthdays, fancy dinner parties, anniversaries
Style Number/Barcode: 05001-000421
Category Name: Midi Dresses
Price: $49.90
Availability: In Stock
Available Color: MOCHA, HUNTER
Available Size: XS, S, M, L
-
Strappy Styles Midi Dress
Strappy and stylish, this midi dress will freshen up your wardrobe. It features a sleeveless bodice, spaghetti straps, a wrap front V neckline, an open back with bar strap details, and a mid-length, form hugging fit. The dress is composed of a crepe fabric, offering moderate stretch, and includes a knit lining.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05103-0278
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Simple And Stunning Midi Dress
Simply stunning is what you are in this trendy knit midi dress.
Fits & Features
- Bungee Spaghetti Straps
- Square Neckline
- Curve-Hugging Fit
- Midi Length Silhouette
- Soft Brushed Knit Composition | Fully Lined
- Offers Plenty Of Stretch
Hunter & Mauve: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Black: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0175
Category Name: Midi Dresses
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Over You Sleeveless Midi Dress
Show us who is boss in sleek midi! This mid length dress features a crew neckline, and a sleeveless bodice. Hem is tailored to a mid calf length, and dress is composed of a ponte material that offers moderate stretch. Throw on some heels and walk the walk!
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0189
Category Name: Midi Dresses
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Spark A Convo Midi Dress
Be bold and daring in this off the moment midi dress. It features a sleeveless bodice, spaghetti straps that lead to a cross back, a wired notch V neckline with vertical seam detailing, a high waist seam, a ruched side detail, and a wrap front, asymmetrical hem. The dress is composed of a crepe fabric that offers moderate stretch.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05103-0299
Category Name: Midi Dresses
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Forever Beauty Puff Sleeve Floral Chiffon Midi Dress
This breezy floral chiffon midi dress will forever be a beautiful style for bridal showers, parties, and brunches! The airy sheer chiffon fabric is accented with a dainty floral print for a soft feminine vibe and includes a knit lining for coverage. The mid-length dress features a ruched square neckline detailed with a keyhole cutout and tie-front design, adorable short puff sleeves with elastic cinched hems, fitted high waist seams, and a chic high front slit for added movement on the flowy A-line silhouette. Complete the look with heels.
Fit & Features
- Floral print
- Sheer chiffon fabric with stretchy knit lining
- Ruched square neckline, keyhole cutout with tie-front
- Short puff sleeves, back zipper with hook and eye closure
- High front slit
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3033
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Miss Flirtatious Maxi Dress
Feeling flirty? We see you Miss flirtatious! This piece features a square neckline and thin straps that lead to a square back. The maxi dress has a cut out detailing under the chest area, cup lining, as well as a knot front at the hip. The high side slit shows off a little leg but not too much with the skirt style hem underneath! This gorgeous dress is composed of a ribbed soft knit material that offers moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0210
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Stylish Stunner Faux Suede Dress
Lead your squad with this stylish stunner of a dress! It features a sleeveless bodice, spaghetti straps, a V neckline, a square back with a hidden zipper closure, and a mid-length, form hugging fit. The dress is composed of a smooth faux suede fabric that offers moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0199
Category Name: Midi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Charming And Chic Midi Dress
This charming and chic midi dress will turn your look into a classic. It features a sleeveless bodice, a high round neckline, a back zipper closure, flattering vertical seam detailing along the bust, and a mid-length, curve hugging fit. The dress is composed of a ponte knit fabric that offers moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0190
Category Name: Midi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Stunner In Lace Midi Dress
Make a stunning entrance in this gorg lace midi dress! It features an off the shoulder popover neckline, a slim fit and a midi length. The dress is composed of a sheer lace fabric with a full knit lining and offers moderate stretch.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0113
Category Name: Midi Dresses
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Courtney Formal Glitter Wrap Midi Dress
Special Occasion
Get ready to strike a pose in the dazzling Courtney formal glitter dress at rehearsal dinners, weddings, or dressy birthdays! She features a sleeveless square neckline, tank shoulder straps, a form-hugging silhouette, and a side pleated seam that creates the chic wrap hem with a flirty slit. The formal dress is composed of a crepe glitter knit fabric with a moderate stretch. Complete the look with statement fringe earrings.
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps
- Form-hugging silhouette, side pleated seam
- Slit, wrap midi-length hem
- Crepe glitter knit fabric, moderate stretch
- Bra-friendly design
- Runs true to size
Style Number/Barcode: 05001-1728
Category Name: Midi Dresses
Price: $54.90
Availability: In Stock
Available Color: BLACK, RED, WHITE-2
Available Size: XS, S, M, L, XL
-
Dreamlover Colorblock Dress
You're looking like someone's dreamlover tonight, bb! This sleeveless bodycon dress features a V neckline, spaghetti straps and an elasticized back for slip-on styling. It's designed with panels throughout for a contemporary look. Constructed of partially lined crepe fabric with moderate stretch.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0221
Category Name: Midi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Such A Classic Midi Dress
You love a classic look, and this chic and sophisticated midi dress is a definite must for your wardrobe!
Fits & Features
- Spaghetti Straps
- V Neckline
- Square Back
- Mid-Length
- Form Hugging Fit With High-Low Trumpet Hem
- Crepe Composition
- Moderate Stretch
Style Number/Barcode: 05101-0128
Category Name: Midi Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Botanical Beauty Midi Dress
This botanical print dress features a square ruffled neckline, elastic ruffle straps and a straight bodice. The backing of the dress has a hidden zipper and stretch smock detailing.This piece has a dark toned floral print and is mid-length with a smooth inner lining and a side slit.It is composed of a sheer chiffon-like material that offers a relaxed fit with minimal stretch. On a stroll through the park or a gals brunch date, this dress is bound to have heads turning!Model is 5'9" with a 32" bust, a 24" waist, and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0210
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Miss Midi Striped Dress
Hey there miss midi, we see you! and we are on the same page too, filling our closet with midi dresses this season. This piece features a v-neckline, attached dark neutral marbled buttons, and adjustable spaghetti straps that lead to a square back. This toned midi dress has a skinny stripe pattern and is composed of a soft knit material that offers maximum stretch.
Style Number/Barcode: 05102-3992
Category Name: Midi Dresses
Price: $8.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Meet Me In Midi Dress
Elevate your going-out attire with a Little Midi! Dress features a curve-hugging cut, all-over ribbing, spaghetti straps, and a V neck with cutout rectangular detail at center bust. Dress slips on and is made from a soft woven material with moderate stretch.Model is 5'6.5" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0227
Category Name: Midi Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Keepin' Knit Stylish Sweater Dress
Keep your adorable 'fit sassy and stylish with this perfect sweater dress! It features an off the shoulder square neckline, short sleeves, and a curve hugging, mid-length fit. The dress is composed of a ribbed sweater knit fabric that offers plenty of stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06005-0004
Category Name: Midi Dresses
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance