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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Effortless Choice Halter Midi Dress
This casual-chic midi dress will make styling so effortless. It features a sleeveless crew neckline with halter straps, an open back with a cross-back strap design, a midi-length, curve-hugging silhouette, and an alluring high side slit. Complete the look with a classic pair of hoops.
Fit & Features
- Sleeveless crew neckline
- Halter straps
- Open back, cross-back strap design
- Bodycon silhouette, side slit accent
- Midi-length hem
- Ribbed knit fabric, lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-4588
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortless Perfection Sleeveless Midi Dress
Showcase effortless perfection in this simple yet chic midi dress. It features a sleeveless scoop neckline, spaghetti straps, an open-back design, a midi-length, curve-hugging silhouette, and a high side slit. Style this dress with heeled mules.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Open-back design
- Midi-length, form-fitting, bodycon silhouette
- Side slit
- Lined ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4485
Category Name: Midi Dresses
Price: $19.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Only View One Shoulder Sweater Dress
You're the best view around in this one-shoulder dress! It features a sleeveless bodice, a single strap, cutouts along the waist, a bodycon silhouette, and a side slit midi hem. Complete the look in hoop earrings and heels.
Fit & Features
- Sleeveless, one-shoulder, single strap
- Cutouts along the waist
- Side slit
- Bodycon silhouette
- Midi hem
- Sweater rib-knit fabric
- Fits true to size
Style Number/Barcode: 06005-1489
Category Name: Midi Dresses
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Smooth Operator Cowl Halter Midi Dress
She’s serving legs, confidence, and just enough drama. The perfect midi dress for making your entrance—and your exit—unforgettable.
Fit & Features
- Slinky knit smooth fabric, moderate stretch, knit lining
- Cowl halter neckline
- Open back
- Form-hugging silhouette
- high side slit with ruffled trim
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000266
Category Name: Midi Dresses
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS
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Destination Dinner V-Neck Midi Dress
Look fabulous in a flash wearing this sleeveless midi dress for dinner and drinks! It features a showstopping bodycon silhouette, a V-neck, tank straps, and side ruched seams that hug every curve like a glove. Complete the look with chic stiletto heels.
Fit & Features
- Sleeveless, V-neck, tank straps
- Side ruched seams
- Bodycon silhouette
- Midi-length hem
- Slinky knit fabric, knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4834
Category Name: Midi Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Night Out Ready Cutout Midi Dress
You'll be totally night out ready with this chic and alluring midi dress. It features a sleeveless asymmetrical one-shoulder neckline with a single spaghetti strap, a ruched side cutout at the waist, a midi-length, curve-hugging, bodycon silhouette, and a thigh-high side slit. Style with embellished heels.
Fit & Features
- Sleeveless asymmetrical one-shoulder neckline
- Single spaghetti strap
- Ruched side cutout at the waist
- Midi-length hem, bodycon silhouette
- High side slit
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1689
Category Name: Midi Dresses
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Simply Alluring Strapless Midi Dress
This curve-hugging strapless midi dress is simply alluring! It features a strapless straight across neckline, bold cutouts down each side at the waist, a midi-length bodycon silhouette, and a chic high slit. Style with strappy stilettos.
Fit & Features
- Strapless straight across neckline, elasticized band
- Side cutouts at the waist
- Midi-length bodycon silhouette, form-hugging fit
- High front slit
- Cotton-blend fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4561
Category Name: Midi Dresses
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Style Moves Midi Dress
Show off major sleek style moves in this gorg sleeveless midi dress! It features a scoop neckline, spaghetti straps that lead to a cross-back design, side ruched detailing leading to a thigh-high slit, and a midi-length, curve-hugging silhouette. Complete the look with clear heels.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Cross-back strap design
- Side ruching, high side slit
- Midi-length, form-fitting silhouette
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1418
Category Name: Midi Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Summer Style Knit Midi Dress
Showcase that effortless summer style this season with this ribbed knit midi dress. It features a sleeveless one-shoulder neckline with a single spaghetti strap, a ruched side cutout with an adjustable drawstring, and a midi-length, curve-hugging silhouette with a chic front slit. Complete the look with strappy sandals.
Fit & Features
- Sleeveless one-shoulder neckline, single spaghetti strap
- Ruched side cutout, adjustable drawstring
- Form-fitting silhouette, front slit
- Midi-length hem
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4674
Category Name: Midi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Moments Twist Front Midi Dress
This midi dress deserves a moment of admiration! It features a sleeveless, v-neck, tank straps, a sultry twisted bust with cutout detail, and a bodycon silhouette on stretchy rib-knit fabric. Complete the look in strappy heels for date night.
Fit & Features
- Sleeveless, v-neck, tank straps
- Sultry twisted bust, cutout detail
- Bodycon silhouette
- Midi-length hem
- Stretchy rib-knit fabric
- Fits true to size
Style Number/Barcode: 05102-4610
Category Name: Midi Dresses
Price: $6.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Always Alluring Cutout Midi Dress
Keep your night out look alluring and chic in this sleek knit midi dress. It features a sleeveless asymmetrical one-shoulder neckline with dual spaghetti straps, a ruched side cutout to add a sultry vibe, and a midi-length, curve-hugging silhouette. Style with hoop earrings and your fave mules.
Fit & Features
- Sleeveless asymmetrical one-shoulder neckline
- Dual spaghetti straps
- Ruched side cutout
- Midi-length, form-fitting, bodycon silhouette
- Smooth knit fabric, full knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4716
Category Name: Midi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Upgrade Satin Midi Dress
Turn heads wearing this satin midi dress showcasing a classy and chic silhouette that flaunts your curves and sexy hints of skin! It features a sleeveless, sweetheart neckline, spaghetti straps, a twist accent bust with a cutout, and a sultry side slit perfect for showcasing heels.
Fit & Features
- Sleeveless, sweetheart neckline, spaghetti straps
- Twist accent bust, cutout
- Side slit
- Form-hugging fit
- Midi-length hem
- Satin knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-1610
Category Name: Midi Dresses
Price: $19.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lavish And Lovely Bodycon Lace Midi Dress
Stroll into the room in this lovely lace midi dress as the bride-to-be, birthday cutie, or party guest! With a flattering sweetheart neckline and bodycon silhouette, this dress will hug your curves for a stunning look.
Fit & Features
- Lace-lined fabric
- Sweetheart neckline, padded bra cups
- Wide shoulder straps, back zipper and hook-eye closure
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-4029
Category Name: Midi Dresses
Price: $44.90
Availability: In Stock
Available Color: BURGUNDY, SAGE
Available Size: XS, S, M, L, XL
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Catch Up Crepe Slip Midi Dress
This sleek slip midi dress is perfect for bringing chic vibes when catching up with friends! It features a sleeveless V-neck bodice with bungee spaghetti straps, a form-fitting silhouette to show off your figure, and a sultry front slit on the mid-length hem. The crepe fabric offers a moderate stretch. Complete your look with classic block heels.
Fit & Features
- Sleeveless V-neckline
- Bungee spaghetti straps
- Form-fitting silhouette
- Front slit, midi-length hem
- Crepe knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5400
Category Name: Midi Dresses
Price: $5.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casey Strapless Formal Midi Dress
Special Occasion
Love the sleek and sultry look? Then the stunning Casey formal midi dress is the one for you. She features a strapless neckline, a chic wrap-front bodice with structured boning to provide support, a high waist seam, and a fitted mid-length silhouette with a stylish front slit. Complete the look with strappy stilettos.
Fit & Features
- Strapless neckline
- Wrap-front bodice, structured boning
- Back zipper, hook and eye closure
- High waist seam, mid-length silhouette, front slit
- Lined satin fabric, moderate stretch
- Sticky or strapless bra recommended
- Runs true to size
Style Number/Barcode: 05001-0999
Category Name: Midi Dresses
Price: $14.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feel The Heat V-Neck Midi Dress
Sizzle and stun in this midi dress perf to bring up the temps! It features a sleeveless plunge V-neckline with a center O-ring insert, cutout bodice, form-fitting silhouette, and a side slit accent. Complete the look in lucite mules for a night out.
Fit & Features
- Sleeveless, plunge V-neck
- Center O-ring
- Cutout bodice
- Form-fitting silhouette
- Side slit accent, midi-length hem
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1448
Category Name: Midi Dresses
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Timelessly Chic High Low Lace Dress
Create a timelessly chic moment in a dress that brings those all-too-important details! This lovely dress makes a perfect bridal shower dress, paired with silver heels and a rhinestone bracelet to complete your look. The midi dress features a sleeveless V-neckline, adjustable spaghetti straps, an embroidered floral pattern, and a gorgeous high-low hem. The dress is composed of a lined lace fabric that offers a form-hugging fit with minimal stretch.
Fit & Features
- Sleeveless V-neckline
- Adhesive bra recommended, adjustable spaghetti straps
- Embroidered floral lace pattern
- High-low hem
- Lined lace fabric
- Back zipper closure
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-1604
Category Name: Midi Dresses
Price: $26.97 $58.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Take Me On A Getaway Midi Dress
You'll be ready for a fab weekend getaway in this curve-hugging midi dress! It features a sleeveless sweetheart neckline with halter straps, chic waist cutouts, and a midi-length, form-fitting silhouette with a thigh-high side slit. Complete the look with sleek hoop earrings.
Fit & Features
- Sleeveless sweetheart neckline
- Halter spaghetti straps, tie at the back of the neck
- Waist cutouts
- Midi-length, form-fitting silhouette, high side slit
- Textured ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4687
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Palm Perfect Tropical Midi Dress
Look perfect in paradise wearing this palm print midi dress featuring a sleeveless, v-neck, spaghetti straps, a form-fitting silhouette, and a front slit accent on stretchy knit fabric. Complete your vacation look in wedges.
Fit & Features
- Sleeveless, v-neck, spaghetti straps
- Form-fitting silhouette
- Front slit accent
- Midi-length hem
- Palm print, knit fabric with moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4542
Category Name: Midi Dresses
Price: $6.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hannah Glitter Knit Ruched Midi Dress
Special Occasion
Amp up your formal night out look in the sultry Hannah glitter knit midi dress! She features a sleeveless one-shoulder neckline with a single spaghetti strap, an open back with a strappy design, front and back ruched detailing, and a midi-length, curve-hugging silhouette with a thigh-high front slit. Style this dress with clear lucite heels.
Fit & Features
- Sleeveless one-shoulder neckline, single spaghetti strap
- Adhesive bra recommended
- Open back, asymmetrical strap, bar straps
- Front and back ruched detailing
- Midi-length, form-fitting silhouette, front slit
- Glitter knit fabric, short knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-1003
Category Name: Midi Dresses
Price: $14.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Marble Muse Mesh V-Neck Midi Dress
Be your own muse! This marble mesh dress will become your new fave for cocktail soirees and evening dinner parties. It features a sleeveless, v-neck, adjustable criss-cross spaghetti straps, a bodycon silhouette, side ruched seam atop an asymmetrical hem. Complete the look with dangly earrings and heels.
Fit & Features
- Sleeveless, v-neck
- Adjustable criss-cross spaghetti straps
- Bodycon silhouette
- Side ruched seam
- Asymmetrical midi hem
- Marble print, mesh-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4515
Category Name: Midi Dresses
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sheer Confidence Halter Bodycon Midi Dress
This dress doesn’t whisper—it speaks. With bold mesh panels and a sculpted halter neckline, it’s made for your unapologetic era.
Fit & Features
- Crepe fabric
- Halter cowl neckline
- Sheer mesh panel trims
- Center back slit
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05103-000511
Category Name: Midi Dresses
Price: $52.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
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Nikki Formal Satin Slit Midi Dress
Special Occasion
Nikki brings the perfect dose of sleek and bold style to your formal event! She features a sleeveless, square neck, spaghetti straps, and a bodice with flexible boning inserts for a structured fit. Her form-fitting silhouette flaunts your femme figure with a sultry front slit along a midi-length hem. She's composed of a stretch-satin luxe fabric with lining. Complete the look in glitzy heels and a clutch.
Fit & Features
- Sleeveless, square neck, spaghetti straps
- Bra-friendly design
- The bodice has flexible boning inserts
- Form-fitting silhouette
- Front slit, midi-length hem
- Luxe satin fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05001-1019
Category Name: Midi Dresses
Price: $14.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Nothing But Sultry V-Neck Midi Dress
You'll be nothing but sultry in this midi dress for a party! It features a sleeveless, v-neck, bungee spaghetti straps, cutout bodice, open-back with tie closure, form-fitting silhouette, and a side slit accent along the hem. Complete the look with a sparkly bracelet and heels.
Fit & Features
- Sleeveless, v-neck, bungee spaghetti straps
- Open-back, tie closure
- Cutout bodice
- Form-fitting
- Side slit, midi-length hem
- Slinky knit lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4724
Category Name: Midi Dresses
Price: $19.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale