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 You’ll Love
Step into your glow with midi dresses that bring effortless style and a fresh kind of wow. Our curated edit of mid-length dresses blends soft knits, breezy satin, airy chiffon, and stretch crepe for a look that feels as light as it looks. Easy to dress up or down, these midi dresses move with you from day to night with polished ease.
Brunch Dates, Office Days, Evening Plans
From formal midi dresses for weddings and special events to sleek midi dresses for dinners and nights out, every moment is covered. Think sleeveless silhouettes, open backs, subtle cutouts, and bodycon fits that highlight your shape while keeping that refined mid-length feel. Whether you're headed to brunch, a rooftop party, or a romantic date night, these styles bring just the right amount of statement.
Styles That Work Overtime
Expect flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Lightweight ribbed knits and soft stretch fabrics make daytime styling simple—just add sandals or low heels. For evenings, slip into satin or chiffon mid-length dresses that catch the light with every step. With adjustable straps, stretch panels, and easy silhouettes, each piece is designed to keep you feeling confident and put-together from first plans to last call.
Layer lightly when needed—think a cropped jacket, a tailored blazer, or a soft wrap. Pair with strappy heels, sleek mules, or chic flats, depending on your mood. Whether you're heading to the office, a weekend getaway, or dinner with friends, these midi dresses adapt with ease.
Midi Dresses You’ll Live In
Refresh your wardrobe with midi dresses that feel easy, elevated, and endlessly wearable. Designed in breathable fabrics and flattering cuts, these mid-length dresses bring a balance of comfort and style you’ll reach for again and again. Dress them up, dress them down—your go-to midi moment starts here.
Styles for Every Occasion
From polished work looks to vacation-ready outfits and special celebrations, these midi dresses are made to keep up. Think flowing silhouettes, sleek bodycon fits, and modern details that make every outfit feel styled without the effort. Perfect for weddings, weekend plans, and everything in between.
Midi Dresses in Every Shade
Explore midi dresses in every color, with styling ideas that carry you from daytime plans to evening moments:
Black Midi Dresses: Keep it sleek with a black midi styled with strappy heels and a light blazer for a look that moves from office to dinner.
Blue Midi Dresses: Make a statement in bold blue, paired with metallic accents for nights out or sunset plans.
Green Midi Dresses: Go fresh in soft or vibrant green tones, styled with gold jewelry and minimal heels for an elevated finish.
Pink Midi Dresses: A soft pink midi in satin or chiffon brings a romantic feel to brunch, showers, or daytime events.
Red Midi Dresses: Stand out in a red midi dress styled with sleek heels for date nights and special occasions.
White Midi Dresses: Keep it light and polished with a white midi, perfect for celebrations, getaways, or all-white moments.
Shop Windsor’s midi dresses online, in-store, or in-app—and find the styles you’ll reach for again and again. From casual daytime looks to elevated formal midi dresses, your perfect mid-length dress is waiting.
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Soft Intentions Off-Shoulder Midi Dress
Soft, sculpted, and quietly confident. This faux cashmere midi dress drapes off the shoulders with a foldover neckline and body-hugging fit that accentuates your curves.
Fit & Features
- Faux cashmere knit with a smooth, knit lining
- Foldover off-the-shoulder neckline
- Fitted long sleeves
- Bodycon midi silhouette
- Runs true to size
Style Number/Barcode: 05102-000526
Category Name: Midi Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Late Dinner Plans Halter Slit Midi Dress
Sleek, confident, and zero hesitation required. This rib knit halter midi dress hugs in all the right places with a bodycon silhouette that’s made for plans that deserve a little drama.
Fit & Features
- Stretch rib knit fabric
- Halter neckline with open back finish
- Bodycon midi dress silhouette
- Side slit detail
- Runs true to size
Style Number/Barcode: 06005-000267
Category Name: Midi Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK, RED, PINK, YELLOW, LIGHT, BLUE, WHITE, MUSTARD
Available Size: XS, S, M, L
Product Badge:- Back In Stock
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Grace In Motion Floral Open Back Midi Dress
Quietly romantic with a little sway when you walk. This floral mesh midi dress drapes effortlessly with a cowl neckline and an open back that makes every exit feel intentional. Perfect for celebrations, dressy brunches, and cocktail soirees.
Fit & Features
- Floral mesh-lined fabric with stretch
- Cowl neckline with spaghetti straps
- Open back with ruched detail
- Midi length with subtle back train
- Body-skimming fit
- Runs true to size
Style Number/Barcode: 05101-000819
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Misha Leopard Corset Midi Formal Dress
Special Occasion
Playful elegance meets polished drama in the Misha formal dress, a silhouette designed to feel memorable from every angle. Crafted in leopard organza printed fabric, this tea-length midi features a sweetheart corset bodice and a drop waist seam that creates graceful movement with every step.
Fit & Features
- Leopard print, organza fabric
- Sweetheart neckline with spaghetti straps
- Corset-structured bodice
- Drop waist seam design
- Tea-length midi-silhouette
- Runs true to size
Where to Wear:
Fashion-forward events, weddings, dressy cocktail parties, outdoor receptions, engagement parties, rehearsal dinners, gallery openings, art events, cultural soirees, special date nights, milestone birthdays
Style Number/Barcode: 05001-000645
Category Name: Midi Dresses
Price: $49.97 $99.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S
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Soft Spoken Drama Floral Mesh Midi Dress
Soft florals, but bringing the subtle drama. This floral print mesh midi dress hugs just right with ruched details that do the most—perfect for dinners and drinks.
Fit & Features
- Sheer mesh fabric with full-length knit lining, high stretch
- Floral print
- Square neckline
- Spaghetti straps
- Ruched detailing
- Midi-length mermaid silhouette
- Runs true to size
Style Number/Barcode: 05101-000771
Category Name: Midi Dresses
Price: $44.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Flirt Floral Mesh Ruffle Midi Dress
Soft, flirty, and impossible to ignore—this midi dress gets compliments before you even say hi. The floral mesh hugs just right with a ruffled hem that moves with you from dinner plans to party invites.
Fit & Features
- Sheer mesh fabric with full-length knit lining, high stretch
- Floral print
- Square neckline
- Spaghetti straps
- Body-skimming midi silhouette with flared ruffled hem
- Runs true to size
Style Number/Barcode: 05101-000825
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Alluring Off-The-Shoulder Cutout Midi Dress
Dinner plans, last call, encore moment—this dress says yes to all of it. The off-the-shoulder neckline and front cutout keep things confident, elevated, and unforgettable.
Fit & Features
- Textured ribbed knit fabric, high stretch
- Off-the-shoulder neckline
- Long fitted sleeves
- Front cutout with hardware button details
- Bodycon silhouette
- Midi-length hem, high-cut side slit
- Runs true to size
Style Number/Barcode: 06005-000279
Category Name: Midi Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Textured ribbed knit fabric, high stretch
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Quietly Captivating Floral Midi Dress
Flowy, flattering, and quietly captivating. This abstract floral midi dress drapes just right with an asymmetrical ruffle hem that moves with you—easy elegance for dinners, weddings, or any moment that calls for something special.
Fit & Features
- Lined mesh fabric with abstract floral print
- Cowl neckline
- Adjustable spaghetti straps
- Asymmetrical midi hem
- Ruffled slit design
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000487
Category Name: Midi Dresses
Price: $23.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Lined mesh fabric with abstract floral print
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Just Enough Drama Tube Midi Dress
Understated at first, unforgettable after. This strapless abstract mesh midi dress hugs in all the right places with soft ruching and a fluid finish that feels confident, not overdone.
Fit & Features
- Abstract mesh-lined stretch fabric
- Strapless neckline with a hardware insert
- Cutout underbust design
- Ruched bodycon midi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-000703
Category Name: Midi Dresses
Price: $45.90
Availability: In Stock
Available Color: MAUVE
Available Size: XS, S, M, L
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Written In Roses Strapless Midi Dress
This one doesn’t rush—it lingers. A strapless silhouette with a fluid floral print and front slit that moves easily, feels confident, and looks unforgettable from every angle.
Fit & Features
- Floral print, mesh-lined stretchy fabric
- Strapless neckline
- Front slit for movement
- Curve-hugging midi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000433
Category Name: Midi Dresses
Price: $34.90
Availability: Out of Stock
Product Badge:- Ships Free
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Petals And Plans Halter Lace-Up Midi Dress
Soft florals and a flattering halter neckline give this midi dress an effortlessly romantic feel, finished with a breezy skirt that gives you a chic, ethereal moment. Perfect for shower celebrations, brunch, and garden parties.
Fit & Features
- Floral cotton fabric lined with tulle and woven linings
- Halter neckline with square front, side zipper and hook-eye closure
- Fitted flexible boning bodice with smocked lace-up back
- Defined waist with flowy tea-length skirt
- Midi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-000766
Category Name: Midi Dresses
Price: $65.90
Availability: Out of Stock
Product Badge:- Ships Free
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Whispered Elegance Lace Trim Satin Midi Dress
A sleek satin midi dress with lace trim detailing that feels effortlessly sultry without trying too hard. It’s the kind of piece that turns quiet entrances into chic moments. Perfect for making heads turn at weddings, cocktail soirees, and candlelit dates.
Fit & Features
- Silky satin woven fabric
- Lace trim sweetheart neckline
- Spaghetti straps
- Cutout back with strap accent
- Curve-hugging silhouette
- Flowy midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000645
Category Name: Midi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Elevated Edge Denim Corset Midi Dress
Effortlessly sculpted with just the right edge. This denim corset midi dress defines your shape with a structured bodice and a sleek strapless neckline that feels elevated, confident, and ready for plans that don’t end early.
Fit & Features
- Strapless sweetheart neckline
- Corset-inspired bodice with seamed detailing
- Back zipper and hook-eye closure
- Back slit for ease of movement
- Midi-length silhouette, bodycon silhouette
- Denim fabric with moderate stretch
- Runs true to size
Style Number/Barcode: 05102-000250
Category Name: Midi Dresses
Price: $23.97 $52.90
On Sale: Yes
Availability: In Stock
Available Color: DENIM
Available Size: XS, S
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After Hours Sultry Satin Lace-Up Midi Dress
Soft shine, sharp details—this one knows exactly what it’s doing. A fluid satin midi dress with a draped cowl neck and statement hardware that turns quiet confidence into a full look. Perfect for date nights, cocktail receptions, and any dressy celebration.
Fit & Features
- Silky satin woven fabric, lined
- Draped cowl neckline
- Spaghetti straps with hardware inset
- Open lace-up back
- Front slit for movement
- Curve-hugging midi silhouette
- Runs true to size
Style Number/Barcode: 05101-000726
Category Name: Midi Dresses
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: XXS, XS, S, L
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Dinner Plans Locked Mock Neck Wrap Midi Dress
Clean lines, subtle drama, zero hesitation. This ribbed midi dress hugs in all the right places with a sleek wrap detail that does the talking from reservations to late plans.
Fit & Features
- Ribbed knit fabric with stretch
- Mock neckline with long sleeves
- Wrap-style skirt with hardware detail
- Front slit at hem
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000544
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Quietly Captivating Floral Midi Dress
Soft florals, sleek lines, and just enough drama. This floral midi dress skims the body with delicate straps and a front slit that moves with you, making it an easy pick for date nights, weddings, or shower celebrations.
Fit & Features
- Floral pattern on smooth, knit stretchy fabric
- Square neckline with spaghetti straps
- Front slit accent
- Form-hugging midi silhouette
- Runs true to size
Style Number/Barcode: 05102-000505
Category Name: Midi Dresses
Price: $44.90
Availability: In Stock
Available Color: PLUM
Available Size: XS, S, M, L, XL
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Effortless Poise Tube Midi Dress
Quietly striking with a flawless fit. This ruched tube midi hugs just right, featuring a clean neckline and a side slit that adds confidence, making it perfect for date nights or dressy celebrations.
Fit & Features
- Sleek knit stretch fabric
- Strapless neckline
- Side slit design
- Bodycon midi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-001084
Category Name: Midi Dresses
Price: $39.90
Availability: In Stock
Available Color: SAGE, BURGUNDY
Available Size: XS, S, M, L, XL
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Soft Launch Lace Cowl Midi Dress
Soft plans, strong impression—this lace midi dress knows how to make an impression. With a draped cowl neckline and a high ruffled slit, it hugs in all the right places and moves effortlessly from brunch to evening celebrations.
Fit & Features
- Delicate lace fabric lined with brushed knit
- Cowl neckline
- Adjustable spaghetti straps
- Tiered ruffled trim slit
- Asymmetrical midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-000919
Category Name: Midi Dresses
Price: $49.90
Availability: Out of Stock
Product Badge:- Ships Free
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Avari Satin Corset Lace-Up Midi Formal Dress
Special Occasion
Sleek and confidence-forward, the Avari dress is made for occasions that feel effortlessly elevated. Designed in satin knit with a sculpting corset bodice, lace-up back, and wrap slit, its bodycon midi silhouette strikes the perfect balance of polish and allure.
Fit & Features
- Stretch satin fabric with lining
- Sweetheart pleated neckline with padded bra cups
- Structured corset bodice, flexible boning
- Adjustable lace-up back and zipper with hook-eye closure
- Bodycon silhouette with wrap front slit
- Midi-length hem
- Runs true to size
Where to Wear:
Weddings, cocktail parties, upscale celebrations, milestone birthday dinners, fashion-forward social events, special date nights, engagement parties, rehearsal dinners, prom, formal dances
Style Number/Barcode: 05001-000602
Category Name: Midi Dresses
Price: $69.90
Availability: In Stock
Available Color: PINK, LIGHT, BLUE
Available Size: S, M, L, XL, XS
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Easy Romance Strapless Floral Midi Dress
Light, flowy, and quietly striking. This strapless floral mesh midi dress features a body-skimming fit with an asymmetrical ruffle hem that adds movement and charm to bridal celebrations, birthday brunches, or dates!
Fit & Features
- Floral print, mesh-lined fabric
- Strapless neckline
- Form-hugging silhouette
- Asymmetrical ruffle trim midi hem
- Runs true to size
Style Number/Barcode: 05101-001077
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Second Look Open Back Midi Dress
Simple from the front, unforgettable from the back. This ribbed halter midi dress features a plunging neckline and open back with subtle ruching that hugs your shape and keeps the look smooth, polished, and confidently put together.
Fit & Features
- Soft rib knit stretch fabric
- Plunge halter neckline
- Open back design with subtle ruching
- Bodycon midi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000482
Category Name: Midi Dresses
Price: $39.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L
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Modern Romance Floral Midi Dress
Floaty, flattering, and quietly stunning. This floral midi dress features a V-neckline, slim straps, and a front slit that adds just enough movement for dinners, weddings, and everything in between.
Fit & Features
- Garden floral print, knit-lined fabric
- V-neckline
- Spaghetti straps
- Front slit accent
- Form-hugging midi silhouette
- Runs true to size
Style Number/Barcode: 05101-001028
Category Name: Midi Dresses
Price: $44.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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London Satin Slit Midi Formal Dress
Special Occasion
For the invite that calls for something sleek and undeniably chic, the London satin midi dress delivers effortless polish. Designed with a strapless neckline, artful ruching, and a side slit along its form-hugging silhouette, it’s a refined statement made for cocktail hours and candlelit celebrations.
Fit & Features
- Stretch satin fabric lined with knit
- Strapless straight neckline, back zipper and hook-eye closure
- Form-hugging silhouette
- Ruched detailing through bodice and hips
- Side slit accent
- Midi-length hem
- Runs true to size
Where to Wear:
Prom, weddings, cocktail parties, rehearsal dinners, engagement parties, date nights, formal celebrations, graduations, bachelorettes, birthday dinners, fashion-forward events
Style Number/Barcode: 05001-000715
Category Name: Midi Dresses
Price: $69.90
Availability: In Stock
Available Color: NAVY, GOLD
Available Size: XS, S, M, L, XL
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Flirty Agenda Floral Mesh Off-The-Shoulder Midi Dress
If the group chat says “dress up,” this is the one you’re sending a mirror pic in. This floral mesh midi dress smooths and sculpts with ruched detailing, while the off-the-shoulder sweetheart neckline keeps it flirty enough for weddings, cocktail plans, and every “dress cute” invite on your calendar.
Fit & Features
- Sheer mesh fabric with full-length knit lining, high stretch
- Floral print
- Sweetheart neckline, off-the-shoulder straps
- Ruched detailing
- Back zipper closure
- Midi-length flared hem, form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000774
Category Name: Midi Dresses
Price: $52.90
Availability: In Stock
Available Color: MAUVE
Available Size: XS, S