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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Life Of Luxury Satin Slip Midi Dress
Feel like a million bucks in this luxe satin slip midi dress featuring a sleek, sleeveless, square neck, spaghetti straps, and a draped bust that leads to a form-fitting silhouette on an asymmetrical midi hem. Complete the look in stiletto heels for a dressy evening out.
Fit & Features
- Sleeveless, square neck, spaghetti straps,
- Draped bust accent
- Form-fitting silhouette
- Asymmetrical midi hem
- Luxe satin-lined fabric with minimal stretch
- Fits true to size
Style Number/Barcode: 05101-1424
Category Name: Midi Dresses
Price: $22.97 $50.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Breezy Weekend Vibes Floral Dress
Create an effortless weekend-ready look with this breezy floral printed midi dress. It features a sweetheart neckline, a ruched bust with a tie-front, short puff sleeves, a high waist seam, and a midi-length, A-line silhouette with a chic side slit. Style this dress with cute shades and strappy sandals.
Fit & Features
- Sweetheart neckline, ruched bust, tie-front
- Short puff sleeves, cinched hems
- High waist seam, back zipper, hook and eye closure
- Midi-length, A-line silhouette, side slit
- Small floral print
- Woven fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-1598
Category Name: Midi Dresses
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Tropic Strappy Back Midi Dress
Flaunt your figure on vacay girl! This floral tropic midi dress is perfect for a dinner with a view. Featuring a sleeveless V-neckline, spaghetti straps, a strappy open-back, a bodycon silhouette, and an asymmetrical hem. Complete the look in chic wedges.
Fit & Features
- Sleeveless, V-neck, spaghetti straps
- Strappy open-back, tie closure
- Bodycon silhouette
- Asymmetrical midi-length hem
- Floral tropic print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4376
Category Name: Midi Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Effortless Style Moves Midi Dress
Make effortless style moves in this adorably-chic midi dress. It features a sleeveless square neckline with a ruffled trim, thin ruffled shoulder straps, a stretchy smocked bodice, a high waist, and a flowy, midi-length, A-line silhouette with a front slit. Complete the look with espadrille sandals.
Fit & Features
- Sleeveless square neckline, ruffled trim
- Thin ruffled shoulder straps
- Stretchy smocked bodice
- High waist seam, flowy A-line silhouette
- Midi-length hem, front slit
- Lightweight linen fabric, woven skirt lining
- Runs true to size
Style Number/Barcode: 05102-4347
Category Name: Midi Dresses
Price: $12.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Take Me Away Tube Midi Dress
Effortless but still a serve. This strapless knit midi hugs your curves with a twist-front neckline and scalloped hem—perfect for brunches, beach dates, or packing for your next getaway!
Fit & Features
- Texture knit cotton-blend fabric, moderate stretch
- Sweetheart strapless tube neckline
- Twist bust
- Bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06005-000018
Category Name: Midi Dresses
Price: $19.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: SAGE
Available Size: XS, S, M, L
Product Badge:- Sale
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Cute As A Button V-Neck Midi Dress
You're cute as can be in this v-neck midi dress perfect for a day date! It features long sleeves, a button-down front, midi length hem on a form-fitting silhouette. The rib-knit fabric offers a moderate stretch. Style with chic heels.
Fit & Features
- Long sleeves, v-neckline
- Button-down front
- Midi length hem
- Form-fitting silhouette
- Rib knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4257
Category Name: Midi Dresses
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Paisley Babe V-Neck Midi Dress
Look like a babe in this paisley midi dress to bring those retro vibes! It features a sleeveless V-neck, adjustable spaghetti straps, a bodycon silhouette, and an asymmetrical midi-hem with a trendy ruched seam. Complete the look in block heels for happy hour.
Fit & Features
- Sleeveless V-neck, adjustable spaghetti straps
- Bodycon silhouette
- Ruched side seam
- Asymmetrical midi-length hem
- Paisley pattern
- Stretchy and soft knit fabric
- Runs true to size
Style Number/Barcode: 05102-4380
Category Name: Midi Dresses
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic On Clutch Cowl Slit Midi Dress
With this midi dress, you'll have chic on clutch! Sleeveless, cowl neck shapes the bodycon silhouette with a sultry side slit and cross-back straps. Complete the look in statement earrings for a dressy fit.
Fit & Features
- Sleeveless, cowl neck, spaghetti straps
- Cross-back straps
- Bodycon silhouette
- Side slit accent
- Midi-length hem
- Fits true to size
Style Number/Barcode: 05101-1358
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty Blooms Mesh Floral Midi Dress
This floral midi dress has some pretty blooms! Featuring a sleeveless, surplice v-neck, adjustable spaghetti straps to customize the fit, and an asymmetrical bodycon silhouette with ruched seams and slit accent. Composed of mesh-lined fabric with a moderate stretch. Perfect for styling with statement earrings and heels.
Fit & Features
- Surplice v-neck | Adjustable spaghetti straps
- Bra friendly
- Back zipper closure | Ruched seams
- Asymmetrical bodycon silhouette
- Slit midi hem
- Floral mesh-lined fabric
- Fits true to size | Moderate stretch
Style Number/Barcode: 05101-1477
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adisson Formal Satin Heat Stone Midi Dress
Special Occasion
You'll be the best-dressed girl at the Prom! Adisson radiates the room in a sultry display of satin. She features adjustable spaghetti straps, a sleeveless V-neck with heat stone insets, and a cowl draping that leads to her fitted bodice. Create a lasting impression in her form-fitting, midi silhouette with a front slit perfect for flaunting some skin! Complete the look in stiletto heels and a sleek clutch.
Fit & Features
- Sleeveless V-neck, adjustable spaghetti straps
- Built-in padded bust, heat stone insets, cowl draping
- Fitted bodice, back zipper closure
- Form-fitting, midi-length hem
- Front slit accent
- Luxe satin-lined fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 05001-0982
Category Name: Midi Dresses
Price: $14.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Retreat Chiffon Sweetheart Midi Dress
Ready for a floral retreat? Feel the sunshine on your shoulders in this floral chiffon midi dress featuring dainty spaghetti straps, a sweetheart neckline with a bust tie, a fitted bodice, and a side slit accent. Complete the look in simple heels.
Fit & Features
- Sleeveless sweetheart neckline, bust tie accent
- Spaghetti straps
- Fitted bodice, back zipper, hook and eye closure
- Midi-length hem, side slit
- Ditsy floral pattern
- Sheer chiffon fabric, knit lining
- A-line silhouette, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-4356
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All About Floral Cowl Midi Dress
If you're all about floral this midi dress is perfect for you! It features a sleeveless cowl neck, sleek spaghetti straps, and a form-fitting silhouette with a side slit accent. Composed of stretchy knit fabric. Finish the look in strappy block heels.
Fit & Features
- Sleeveless, cowl neck, spaghetti straps
- Form-fitting silhouette
- Side slit accent
- Midi-length hem
- Floral pattern
- Stretchy knit fabric
- Runs true to to size
Style Number/Barcode: 05101-1508
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Colette Formal Ruched Midi Dress
Special Occasion
Create a stunning impression with a formal bodycon that is the perfect choice for your cocktail affair! Colette features a sleeveless wired sweetheart neckline, ruching throughout to enhance curves, a sexy cutout at the midriff for a hint of skin, and a midi-length silhouette accented with a high center slit. The dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a sphere clutch and rhinestone earrings.
Fit & Features
- Sleeveless wired sweetheart neckline
- Adhesive bra friendly
- Ruching, cutout at the midriff
- High waist
- Bodycon
- Midi length silhouette
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05001-0960
Category Name: Midi Dresses
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Can’t Stop Staring Bodycon Midi Dress
This sleek knit midi dress is giving heartbreaker energy! The ruched bodycon fit hugs in all the right places—perfect for date nights, girls’ nights, and spotlight-stealing entrances.
Fit & Features
- Smooth, stretchy knit fabric, knit lining
- Sleeveless V-neckline, padded bra cups
- Adjustable spaghetti straps
- Ruching
- Midi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000153
Category Name: Midi Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
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Spring Knits Halter Midi Dress
The cooler spring days call for your best knits! Set the tone in this halter midi sweater dress featuring a sleeveless high neck, adjustable spaghetti straps, space-dye knit pattern, bodycon silhouette, and a side slit accent to showcase some leg. Complete the look in cute mules.
Shop More Sweater Dresses: Sweater Dress Collection
Fit & Features
- Sleeveless high neck, halter design
- Adjustable spaghetti straps
- Bodycon silhouette
- Side slit, midi-length hem
- Space-dye knit pattern
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1257
Category Name: Midi Dresses
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Callie Sleeveless Satin Midi Dress
Special Occasion
The Callie satin midi dress will keep your formal looks sleek and oh-so-chic! She features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, front ruching at the waist, and a mid-length, wrap-front fitted silhouette creating a front slit. Style this dress with pretty hoops and clear heels.
Fit & Features
- Sleeveless cowl neckline, adjustable spaghetti straps
- Strapless or adhesive bra recommended
- Ruching at the waist
- Mid-length, wrap front skirt
- Back zipper, hook and eye closure
- Satin fabric, woven lining
- Fitted silhouette, no stretch
- Runs true to size
Style Number/Barcode: 05001-0759
Category Name: Midi Dresses
Price: $29.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rare Sight Basic Crew Midi Dress
What a rare sight you'll be in this figure-flaunting basic midi dress featuring sleek, short sleeves, a crew neck, and a bodycon silhouette on stretchy, ribbed knit fabric. Complete the look in a trendy denim jacket and sneakers.
Fit & Features
- Short sleeves
- Crew neck
- Bodycon silhouette
- Midi-length hem
- Stretchy rib-knit fabric
- Fits true to size
Style Number/Barcode: 05102-4352
Category Name: Midi Dresses
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Endless Sun Crepe Knit Midi Dress
Bare your shoulders in this floral midi dress for brunch with the girls! Featuring spaghetti straps, a sweetheart neckline, and a front slit accent on crepe knit fabric with a moderate stretch. Complete the look in heeled mules and hoops.
Fit & Features
- Sleeveless, spaghetti straps
- Sweetheart neckline, slit accent
- Floral print
- Midi hem
- Crepe knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4305
Category Name: Midi Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Instinct Satin Midi Dress
Showcase your chic instinct in this satin snake midi dress featuring a classy, sleeveless, cowl neck, dual adjustable strappy design, and a flared hem. Complete the look in sleek stiletto heels for a dinner date.
Fit & Features
- Sleeveless, cowl neck
- Dual adjustable strappy design
- Flared midi hem
- Snake pattern
- Satin fabric, no stretch, fits true to size
Style Number/Barcode: 05102-4655
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bohemian Oasis Scoop Neck Midi Dress
Take the cutest pics in the desert in this boho-chic midi dress! Featuring a sleeveless, ruched scoop neck with front tie, spaghetti straps, and slim-fit silhouette. Complete the look in a trendy panama hat.
Fit & Features
- Sleeveless, ruched scoop neck, spaghetti straps
- Front tie accent
- Slim-fit silhouette
- Midi-length hem
- Geometric print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 05102-4652
Category Name: Midi Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Total Flirt Floral Off-The-Shoulder Dress
Make a lasting impression in this floral mesh midi dress featuring a flirty, off-the-shoulder neckline with ruffled trim, a curve-hugging bodycon silhouette, and a sultry side slit. Complete the look in chic mules for a birthday brunch.
Fit & Features
- Off-the-shoulder neckline, ruffled trim
- Padded bust, no bra required
- Short fitted sleeves, back zipper, hook and eye closure
- Midi-length hem, bodycon silhouette
- Side slit
- Floral pattern
- Sheer mesh fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1503
Category Name: Midi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pearl Babe Off-The-Shoulder Midi Dress
This faux pearl midi dress is the epitome of elegance and style. Featuring an alluring off-the-shoulder design and a figure-hugging bodycon silhouette, this dress will accentuate your curves and turn heads.
Fit & Features
- Faux pearl embellished, mesh-lined fabric
- Off-the-shoulder sweetheart neckline
- Short-sleeve cuffs
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-4093
Category Name: Midi Dresses
Price: $54.90
Availability: In Stock
Available Color: SAGE
Available Size: XS, S, M, L, XL
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Mayva Formal Sleek Midi Dress
Special Occasion
You're in for an unforgettable night in the Mayva formal midi dress at your next evening affair! She embodies class and elegance in her sleeveless, one-shoulder design atop a fitted bodice. Flaunt your curves in her bodycon silhouette with a front ruched seam and sultry slit to showcase some skin. The formal dress is composed of sleek knit stretchy fabric. Complete the look in a rhinestone necklace set.
Fit & Features
- Sleeveless, one-shoulder design
- Strapless or adhesive bra recommended
- Fitted bodice
- Bodycon silhouette
- Front ruched seam, slit accent
- Midi-length hem
- Sleek knit stretchy fabric
- Runs true to size
Style Number/Barcode: 05001-0978
Category Name: Midi Dresses
Price: $14.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Jungle Cat Leopard Cowl Midi Dress
You're the queen of the jungle in this leopard midi dress featuring a sleeveless, cowl neck, spaghetti straps, slim-fit silhouette, and a sultry front slit. Complete the look in heels.
Fit & Features
- Sleeveless, cowl neck, spaghetti straps
- Slim-fit silhouette
- Midi-length hem
- Front slit accent
- Leopard print
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4462
Category Name: Midi Dresses
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free