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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Casually Classic Long Sleeve Midi Dress
The midi-length dress is composed of a cashmere-like soft knit fabrication, features an off-the-shoulder neckline with a popover accent, and long sleeves. Complete look with knee-high boots.
Fit & Features
- Cashmere-like knit fabrication, stretchy knit lining
- Off-the-shoulder neckline
- Popover accent
- Long sleeves
- Midi length hem
- Runs true to size
Style Number/Barcode: 05102-5960
Category Name: Midi Dresses
Price: $19.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Totally Luxe Velvet Off-The-Shoulder Midi Dress
You'll look totally luxe and capture all the compliments in this chic midi dress designed with smooth velvet fabric. It features an off-the-shoulder sweetheart neckline with a fold-over design, a pleated faux wrap-front creating a high slit, and a midi-length slim-fit silhouette to flaunt your gorgeous figure.
Fit & Features
- Velvet fabric
- Off-the-shoulder sweetheart neckline, fold-over design, short sleeve cuffs
- High waist seam
- Pleated faux wrap-front design
- High front slit
- Midi-length slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05101-3877
Category Name: Midi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Isabel Strapless Slit Bodycon Midi Formal Dress
Special Occasion
Sleek and stunning! The Isabel midi formal dress delivers a chic look with a bodycon fit that hugs your curves and a front slit for movement.
Flawlessly chic and bold, this dress is a statement. If strapless styles are your go-to, explore our strapless prom dresses or embrace effortless fashion with our formal dresses.
Fit & Features
- Slinky knit lined fabric, moderate stretch
- Strapless neckline
- Back zipper and hook-eye closure
- Flexible boning
- Front slit
- Bodycon silhouette, midi-length hem
- Runs true to size
Style Number/Barcode: 05001-2773
Category Name: Midi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK, GOLD
Available Size: XS, S
Product Badge:- Sale
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Floral Enchantment Sleeveless Lace Midi Dress
Enchant with romantic florals in a midi dress featuring a sleeveless V-neckline, molded bra cups, adjustable spaghetti straps, a floral lace pattern that creates a sheer illusion, and a matching floral lace hem. Complete your date night outfit with strappy stiletto heels.
Fit & Features
- Lined mesh and lace fabrication
- Sleeveless V-neckline
- Molded bra cups
- Adjustable spaghetti straps
- Floral lace pattern
- Midi-length hem with lace trim
- Runs true to size
Style Number/Barcode: 05101-3739
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Undeniable Lace Sweetheart Velvet Midi Dress
Look undeniably chic in this velvet midi dress showcasing a partially sheer lace bodice for romance and a figure-flattering mermaid silhouette. The dress features a sleeveless sweetheart neckline with lined and padded cups, velvet adjustable spaghetti straps for a customized fit, and a secure back zipper closure.
Fit & Features
- Partially sheer floral lace bodice
- Sweetheart neckline with lined and padded cups
- Velvet adjustable spaghetti straps
- V-shaped back, zipper with hook-eye closure
- Velvet mermaid silhouette, moderate stretch
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3735
Category Name: Midi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Silvia Lace-Up Fit And Flare Midi Crepe Dress
Special Occasion
The Silvia crepe midi dress is classically beautiful for a wedding or dressy event. The sleeveless dress boasts a flattering lace-up back, side pockets to keep your hands warm, and a fit and flare silhouette perfect for dancing. Complete the look with earrings and heels.
Fit & Features
- Crepe fabric, stretchy knit lining
- Square neckline, shoulder straps
- Lace-up back, lower zipper and hook-eye closure
- Side pockets
- Fit and flare silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05001-2600
Category Name: Midi Dresses
Price: $39.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Basic Charm Crew Neck Bodycon Midi Dress
The perfect basic midi dress for any occasion! It features a classic crew neck, cap sleeves, and a bodycon silhouette that flatters your curves. Pair with sleek heels and earrings.
Fit & Features
- Smooth jersey knit fabric, double-lined
- Crew neck
- Cap sleeves
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-5661
Category Name: Midi Dresses
Price: $28.90
Availability: Out of Stock
Product Badge:- Sale
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Timelessly Chic Sleeveless Flared Midi Dress
Make a timeless impression in a midi dress that brings the flare! The textured scuba knit dress features a sleeveless square neckline, supportive tank shoulder straps, and a flared mermaid silhouette. Complete look with block heels for a date night look that wows.
Fit & Features
- Lined scuba knit fabrication, moderate stretch
- Sleeveless square neckline
- Tank-shoulder straps
- Flared mermaid silhouette
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3953
Category Name: Midi Dresses
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Muse Dream Abstract Print Ruched Midi Dress
The midi dress features a sleeveless square neckline, adjustable spaghetti straps for additional support, an abstract watercolor print, ruching throughout, and a high center slit at the back of the hem. Complete brunch outfit with door knocker earrings.
Fit & Features
- Lined mesh fabrication
- Sleeveless square neckline
- Adjustable spaghetti straps
- Ruching
- Abstract watercolor print
- High center slit at back of hem
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3925
Category Name: Midi Dresses
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Soft Glam Strapless Velvet Midi Dress
Arrive in glam style in this strapless velvet midi dress at parties or cocktail events. The dress boasts a flirty sweetheart neckline and center back slit while the bodycon fit accentuates your curves.
Fit & Features
- Soft velvet fabric with full-length knit lining, moderate stretch
- Strapless sweetheart neckline, no-slip strip, padded bust
- Ruched side and back seams
- Center back slit
- Bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-4069
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Alice Corset Velvet Midi Formal Dress
Special Occasion
A velvet midi formal dress features a sultry cowl neckline and corset bodice that leads to the flattering bodycon silhouette with a front wrap slit. Perfect for homecoming or banquets.
Fit & Features
- Velvet fabric, bust lining, moderate stretch
- Cowl neckline, padded bra cups
- Adjustable spaghetti straps
- Corset bodice, flexible boning
- Front wrap slit
- Bodycon midi-length silhouette
- Runs true to size
Style Number/Barcode: 05001-2403
Category Name: Midi Dresses
Price: $59.90
Availability: In Stock
Available Color: NAVY, PURPLE, RED
Available Size: S, XS, M, L
Product Badge:- Sale
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Glam Evenings Corset Rhinestone Mesh Midi Dress
Your evenings will be glam with this rhinestone mesh midi dress, featuring a hidden corset bodice that snatches your waist and a bodycon fit. Complete the look with heels.
Fit & Features
- Rhinestone embellished, mesh-lined fabric
- Square neckline
- Spaghetti straps
- Hidden corset bodice, flexible boning
- Bodycon midi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-3748
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sheryll Strapless Wrap Satin Midi Dress
Special Occasion
The Sheryll satin formal dress is sleek and chic for every event or party. The midi-length dress showcases a strapless neckline leading to the form-hugging wrap silhouette that creates a flirty slit. Complete the look with strappy heels.
Fit & Features
- Satin fabric, slight stretch
- Strapless neckline, padded bra cups
- Back zipper and hook-eye closure
- Side ruched seams
- Form-hugging wrap silhouette
- Side slit, midi-length hem
- Runs true to size
Style Number/Barcode: 05001-2710
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Always A Good Time Long Sleeve Midi Dress
A basic midi dress every fashionista needs to create bold looks. The dress features side ruched seams and a bodycon silhouette to accentuate your curves while the midi-length hem makes it perfect for styling with boots or heels.
Fit & Features
- Rib knit fabric, stretchy knit lining
- Fitted long sleeves
- Square neckline
- Side ruched seams
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-5940
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Petit Blooms Floral Eyelet Midi Dress
Dainty floral makes this eyelet midi dress the cutest spring-to-summer style!
Fit & Features
- Dainty floral print, eyelet fabric, sewn-in knit lining
- Strapless neckline
- Bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-6043
Category Name: Midi Dresses
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Basic Cutie Long Sleeve Knit Midi Dress
The perfect cute and basic midi dress for all of your styling needs! The dress is designed with a flattering square neckline that shapes the form-hugging fit and flattering midi-length hem. Pair with a dainty necklace.
Fit & Features
- Stretchy rib knit fabric
- Fitted long sleeves
- Square neckline
- Form-hugging fit
- Relaxed midi-length hem
- Runs true to size
Style Number/Barcode: 05102-5933
Category Name: Midi Dresses
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cute As A Button Mock Neck Knit Midi Dress
A cute midi dress that elevates your everyday style! The rib knit dress is designed with a chic mock neck and fitted long sleeves adorned with front button accents and a flattering bodycon silhouette. Pair with a handbag and heels.
Fit & Features
- Rib knit fabric, moderate stretch
- Mock neck
- Fitted long sleeves
- Front button accents
- Center back slit
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06005-2172
Category Name: Midi Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rooftop Vibe Strapless Faux Leather Midi Dress
Enjoy a martini in this strapless faux leather midi dress for a chic look at your fave rooftop bar! Crafted from sleek faux leather fabric, this midi-length dress is designed with a flirty cutout back and a bodycon silhouette with a center back slit for movement. Pair with stilettos.
Fit & Features
- Faux leather fabric, stretchy knit lining
- Strapless neckline
- Cutout back, multiple hook and eye closures
- Back zipper and hook-eye closure
- Bodycon silhouette
- Center back slit, midi-length hem
- Runs true to size
Style Number/Barcode: 05103-6046
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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In For Romance Lace Mesh Bodycon Midi Dress
This lace mesh midi dress was made for romantic nights! It features a flattering ruched bodycon silhouette with mesh and lace panels and a center back slit for movement. Pair with heels.
Fit & Features
- Lace and mesh fabric, knit lining, moderate stretch
- Sweetheart neckline, ruched bust seam, padded bra cups
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Ruched bodycon silhouette
- Center back slit, midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3531
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Kiley Cowl Neck Wrap Satin Midi Formal Dress
Special Occasion
Create a timeless look that exudes chic in the Kiley satin midi formal dress perfect for bridesmaids, wedding guests, or banquets. Made from a silky satin fabric, the formal dress features a flattering cowl neckline, a form-hugging faux wrap silhouette that accentuates your curves, and a front slit design. Pair with strappy heels.
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
- Silky satin-lined fabric, minimal stretch
- Cowl neckline, spaghetti straps
- Padded bra cups
- Back zipper and hook-eye closure
- Form-hugging faux wrap silhouette
- Front slit design, midi-length hem
- Runs true to size
Style Number/Barcode: 05001-2627
Category Name: Midi Dresses
Price: $19.97 $54.90
On Sale: Yes
Availability: In Stock
Available Color: RED, SAGE
Available Size: XS, S, M
Product Badge:- Sale
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Divine Nature Floral Lace Corset Midi Dress
A floral lace midi dress that'll stand out from every crowd! The dress boasts a sweetheart neckline atop a corset bodice that snatches your waist while the bodycon silhouette flaunts your curves. Pair with heels.
Fit & Features
- Floral print, lace lined fabric
- Sweetheart neckline, padded bra cups
- Adjustable spaghetti straps
- Corset bodice, back zipper and hook-eye closure
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3975
Category Name: Midi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Show Me Romance Off-The-Shoulder Lace Midi Dress
A lace midi dress perfect for a date night with bae! Crafted from lace fabric, this off-the-shoulder dress flaunts your figure in a bodycon silhouette and a side slit accent. Pair with earrings and heels.
Fit & Features
- Lace fabric lined with stretchy knit
- Off-the-shoulder neckline, short sleeve cuffs
- Padded bra cups
- Bodycon silhouette
- Back zipper and hook-eye closure
- Side slit, midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3765
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lacey Affair Strapless Bodycon Midi Dress
Indulge in this lace midi dress's romantic allure that offers a sleek strapless neckline and a stunning bodycon silhouette. Pair with heels.
Fit & Features
- Lace fabric, sewn-in knit lining
- Strapless neckline
- Back zipper and hook-eye closure
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3702
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All Ruffled Up Bodycon Ruffle Midi Dress
Bring the flirtiness to the dance floor in this sleeveless midi dress to make an impression! The dress is crafted from smooth knit fabric that hugs your curves in a bodycon silhouette while the front ruffled trim adds dramatic flair. Pair with a necklace.
Fit & Features
- Smooth lined knit fabric, plenty of stretch
- Square neckline
- Spaghetti straps
- Front ruffled trim
- Asymmetric midi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-4065
Category Name: Midi Dresses
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free