Midi Dresses
Elevate your style with elegantly chic midi dresses, perfect for brunch, date night, or attending a wedding as a guest. Choose from flowy A-line silhouettes to curve-hugging bodycon designs that effortlessly flatter your figure and highlight your best features. Explore alluring necklines like halter, strapless, corset, and bustier styles, each bringing a touch of modern sophistication to your look. Crafted from luxe fabrics like silky satin, floral lace, and buttery-soft knits, our curated collection features romantic details and timeless elegance, ensuring every outfit is truly unforgettable.
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Product Recommendations
Summer-Ready Midi Dresses for Every Sunny Scene
From poolside hangs to rooftop concerts, Windsor’s midi dresses are your go-to for effortless summer style. Whether you need casual midi dresses for daytime adventures or formal midi dresses for evening events, these mid-length must-haves balance cool comfort and head-turning flair.
Dive into satin styles with draped cowl necks and adjustable straps, or choose ruched silhouettes and curve-hugging bodycon shapes that move with you. Smocked knit options keep things easy for road trips and vacay escapes, while wrap-front and front-slit designs bring playful energy to birthday bashes and summer weddings.
Explore our curated midi collections in every hue, with outfit ideas to match your social calendar and/or always put together style:
- Black Midi Dresses: Pair a sleek black midi dress with pointed-toe pumps and a structured blazer for an effortlessly polished office-to-evening look.
- Blue Midi Dresses: Style a cobalt blue midi dress with white sneakers and a denim jacket for a playful weekend brunch ensemble.
- Green Midi Dresses: Team an emerald green midi dress with gold hoop earrings and strappy sandals for garden party flair.
- Pink Midi Dresses: Slip into a blush pink midi and finish with nude heels and delicate layered necklaces for a soft, romantic date-night vibe.
- Red Midi Dresses: Turn heads in a scarlet red midi dress worn with black ankle boots and a faux leather moto jacket for bold, city-chic energy.
- White Midi Dresses: Keep it crisp in a white midi dress paired with tan espadrille wedges and a straw tote for a sunny vacation style.
Need a bright moment? Knee-length dresses in bold cherry red or pastel lavender make a statement at bridal showers and milestone celebrations, while strapless and off-shoulder designs in breathable chiffon, lace, and crepe keep you cool under the summer sun. Elevate evening plans with a champagne satin midi dress, metallic heels, and a clutch for ultimate “always put together” glamour. From garden parties to date night, explore outfit ideas on the Windsor blog: Get Floral Midi Dress Inspo.
Layer a cropped denim jacket over cocktail-ready styles or top off casual looks with a lightweight kimono for instant “fit checks” that impress. Hidden pockets, lace-up backs, and flattering wrap waists solve real-life style struggles, so you can focus on making memories, not fussing with your outfit.
Ready to find your next fave? Explore Windsor’s full edit of midi dresses online, in-app, or at your nearest Windsor store.
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Dinner Date Off-The-Shoulder Long Sleeve Midi Dress
The perfect dinner date starts with this off-the-shoulder midi dress and ends with cocktails on the patio! The double-lined smooth knit fabric ensures a comfortable and smooth feel, while the midi-length hem adds a touch of elegance. With its fitted long sleeves and ruched side seams, it offers a flattering bodycon fit that accentuates your curves. Complete the look in mules.
Fit & Features
- Double-lined, stretchy smooth knit fabric
- Off-the-shoulder neckline
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-3551
Category Name: Midi Dresses
Price: $48.90
Availability: In Stock
Available Color: BLACK
Available Size: XXS
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Stylish Shine Glitter Satin Lace-Up Midi Dress
Unlock a stylish shine in this glitter satin midi dress boasting a lace-up strappy design and a chic faux-wrap slit perfect for pairing with heels.
Fit & Features
- Glitter satin fabric with knit bust lining, moderate stretch
- Square neckline
- Spaghetti straps, open cross-back lace-up strappy design
- High waist seam, pleating
- Faux wrap-front design, front slit
- Midi-length slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05101-3588
Category Name: Midi Dresses
Price: $40.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: S, M, L, XL
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Sleek Silhouette Ribbed Knit Off-The-Shoulder Midi Dress
Showcase a sleek silhouette in this ribbed knit midi dress featuring an off-the-shoulder neckline with a fold-over design and a mermaid silhouette to highlight your curves. Style with knee-high boots for a chic look.
Fit & Features
- Ribbed knit fabric, plenty of stretch
- Off-the-shoulder neckline
- Fold-over design, short sleeves
- Midi-length mermaid silhouette
- Runs true to size
Style Number/Barcode: 05102-5896
Category Name: Midi Dresses
Price: $14.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glimmering Chic Glitter Mesh Strapless Midi Dress
Glimmer in this chic glitter mesh strapless midi dress showcasing a bodycon silhouette that hugs your curves. Pair with heels.
Fit & Features
- Sheer glitter mesh fabric with knit lining, plenty of stretch
- Strapless straight neckline, no slip-strip
- Bodycon silhouette
- Midi-length hem, lettuce-edge trim
- Runs true to size
Style Number/Barcode: 05101-3609
Category Name: Midi Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Chic Girl Flocked Mesh Mock Neck Midi Dress
Create a chic look for a rooftop party in this sheer mesh midi dress designed with a floral velvet flocked pattern that will turn heads. It features a sleeveless mock neckline, tank shoulder straps, and ruched side seams to accentuate your curves along the bodycon silhouette.
Fit & Features
- Sheer mesh fabric with floral velvet flocked pattern, knit lining
- Mock neckline
- Tank shoulder straps
- Back zipper closure
- Ruched side seams
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-3567
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Date Night Chic Floral Mesh Midi Dress
Create a chic look for date night in this lightweight mesh midi dress accented with a gorgeous big floral print pattern. It features a crew neckline, tank shoulder straps, and a slim-fit silhouette to showcase your curves.
Fit & Features
- Sheer mesh fabric with brushed knit lining, plenty of stretch
- Big floral print
- Crew neckline
- Tank shoulder straps
- Midi-length hem
- Slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05101-3821
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Standout Staple Crew Neck Cutout Midi Dress
This midi dress may just become that special staple piece in your lineup! It features fitted long sleeves, a crew neck with a button-back closure and keyhole accent, a flattering bodycon silhouette and front slit, and a flirty cutout back design. Complete the look with statement earrings for a cocktail hour.
Fit & Features
- Fitted long sleeves
- Crew neck, back button closure, keyhole
- Bodycon silhouette, front slit
- Cutout back design
- Soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5335
Category Name: Midi Dresses
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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One More Moment Sweater Dress
Make a lasting impression leaving the pool party in this chic cover-up sweater dress! It features a sleeveless square neck, spaghetti straps that lead to an open back with lace-up closure, a form-fitting silhouette, and a high side slit atop the midi-length hem. Complete the look with sandals and sunglasses.
Fit & Features
- Sleeveless square neck, spaghetti straps
- Open back, lace-up closure
- Form-fitting silhouette
- Side slit, midi-length hem
- Sweater knit fabric, slightly sheer, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1688
Category Name: Midi Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chicly Femme Bodycon Abstract Mesh Midi Dress
A sleeveless midi dress features a square neckline and a bodycon silhouette that flaunts your curves. The abstract print mesh fabric offers an artsy look. Perfect for styling with stilettos.
Fit & Features
- Abstract print, mesh fabric
- Square neckline
- Spaghetti straps
- Bodycon midi-length fit
- Runs true to size
Style Number/Barcode: 05102-5580
Category Name: Midi Dresses
Price: $19.97 $34.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Sale
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Endlessly Effortless Crew Neck Abstract Midi Dress
You'll always look and feel perfect in this sleeveless midi dress for parties or going out! Crafted from an abstract print mesh fabric, this dress boasts a crew neckline, a flattering bodycon silhouette, and a midi-length hem. Complete the look in stiletto heels and a purse!
Fit & Features
- Abstract print, mesh fabric, soft knit lining
- Crew neckline
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-5819
Category Name: Midi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Whimsical Beauty Abstract Print Midi Mesh Corset Dress
Make a mesmerizing impression with a ruched mesh midi dress that features a gorge abstract watercolor print, a sleeveless square neckline with adjustable straps, and a hidden corset with boning for additional structure. Complete your date night outfit with heels.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Abstract watercolor print
- Sleeveless square neckline, hidden corset bodice and boning
- Adjustable spaghetti straps, back zipper with hook-eye closure
- Ruching, side slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3348
Category Name: Midi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Sophistication Sleeveless Ruched Midi Dress
A sophisticated mesh midi dress perfect for cocktail hour! It features a strapless sweetheart neckline, chic cowl overlay, and bodycon fit. Pair with heels and a clutch.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Strapless surplice sweetheart neckline, V-wired accent, no-slip strip
- Draped cowl neck overlay
- Back zipper with hook-eye closure
- Ruched side and back seams
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3589
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Carefree Chic Long Sleeve Ribbed Knit Midi Dress
An off-the-shoulder midi dress perfect for those carefree days! It features fitted long sleeves and a bodycon fit that shows off your curves. Pair with sneakers.
Fit & Features
- Ribbed knit fabrication, stretchy knit lining
- Off-the-shoulder neckline
- Fitted long sleeves
- Midi length hem
- Runs true to size
Style Number/Barcode: 05102-5924
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: In Stock
Available Color: DARK, MARSALA
Available Size: L
Product Badge:- Sale
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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, RED
Available Size: XS, S, M, L, XL
Product Badge:- Sale
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A Glam Affair Sleeveless Ruched Midi Dress
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Sleeveless sweetheart neckline with padded bust
- Adjustable spaghetti straps
- Ruched side seams
- Midi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-3160
Category Name: Midi Dresses
Price: $48.90
Availability: Out of Stock
Product Badge:- Sale
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One To Remember Strapless Pleated Satin Midi Dress
You'll be the girl they'll never forget in this satin midi dress as a stunning bridesmaid, wedding guest, or attending a dressy soiree! Featuring a strapless sweetheart neckline with pleating, this midi dress exudes elegance. The form-hugging silhouette accentuates your curves while the center back slit adds a touch of allure. Complete the look with dainty earrings and heels.
Fit & Features
- Satin fabric, bust knit lining, minimal stretch
- Strapless sweetheart neckline with pleating
- Center back slit
- Form-hugging silhouette
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05101-3120
Category Name: Midi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Trendsetter Knit Chiffon Drop Waist Midi Dress
This trendy midi dress features a sleeveless mock neckline, tank shoulder straps, and a V-shaped drop waist design. The midi-length A-line silhouette is accented with a shirred sheer chiffon overlay for an effortlessly chic look.
Fit & Features
- Smooth knit lined fabric
- Mock neckline, tank shoulder straps
- Back zipper closure
- V-shaped drop waist
- Sheer chiffon overlay with shirring
- Midi-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3691
Category Name: Midi Dresses
Price: $11.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Strike A Pose Long Sleeve Halter Midi Dress
Strike a pose in this long sleeve midi dress at dinners or events. The dress boasts a unique off-the-shoulder halter V-neckline for a trendy allure while the bodycon fit accentuates your figure. Complete the look in sleek stiletto heels.
Fit & Features
- Smooth knit fabric with partial knit lining, plenty of stretch
- Off-the-shoulder halter V-neckline, surplice design
- Adjustable halter neck ties
- Long fitted sleeves
- Ruching
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3751
Category Name: Midi Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS
Product Badge:- Sale
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Raise The Bar Ribbed Knit High Slit Midi Dress
Raise the bar in this knit high slit midi dress boasting a sultry off-the-shoulder neckline and a form-hugging fit. Pair with boots.
Fit & Features
- Ribbed knit fabric, plenty of stretch
- Off-the-shoulder neckline
- Fold over accent at bust
- High side slit
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-2081
Category Name: Midi Dresses
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Allure Abstract Print Mesh Midi Dress
Show up and stun in this airy mesh midi dress accented with a trendy abstract print for a bold allure. The dress features a crew neckline, short cap sleeves, and a form-hugging silhouette to highlight your curves.
Fit & Features
- Abstract printed sheer mesh fabric with partial knit lining, plenty of stretch
- Lettuce edge hems
- Crew neckline
- Short cap sleeves
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05102-5628
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Impress Me Long Sleeve Ruffled Mesh Midi Dress
Create a chic impression in this long sleeve ruffled mesh midi dress, perfect for a formal party. Designed with an airy sheer mesh fabric with plenty of stretch, the mid-length dress has a partial knit lining for coverage. It features a classic boat neckline leading to unlined long fitted sleeves, and a stylish square-shaped back with a zipper closure. The ruched seams will accentuate your stunning curves on the bodycon silhouette. The asymmetric ruffled hem adds that flirty flair. Complete your look with strappy stilettos and a sleek clutch.
Fit & Features
- Stretchy sheer mesh fabric, partial knit lining
- Boat neckline, long fitted sleeves
- Square back, zipper with hook and eye closure
- Ruching
- Asymmetric ruffled hem
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3276
Category Name: Midi Dresses
Price: $20.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dazzling Aurora Glitter Sleeveless Midi Dress
Be dazzling in this glitter midi dress for a stylish season! The glitter fabric is eye-catching and the square neckline and spaghetti straps add a touch of elegance. The side pleated seam, form-hugging silhouette, and wrap slit midi length hem create beautiful movement as you walk. Complete the look with sleek stiletto heels for a holiday occasion or cocktail party!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Side pleated seams
- Form-hugging silhouette
- Wrap slit midi-length hem
- Glitter fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2876
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Elevated Vibe Foiled Floral Mesh Midi Dress
Elevate your formal vibe for your next cocktail party in this mesh midi dress accented with a foiled floral print for a gorgeously chic look. It features a sleeveless sweetheart neckline with a dainty eyelash lace trim, adjustable spaghetti straps for a customized fit, and a mid-length hem with a slim-fit silhouette.
Fit & Features
- Sheer mesh fabric with knit lining
- Foiled floral print
- Sweetheart neckline, eyelash lace trim, padded bust
- Adjustable spaghetti straps
- Back zipper closure
- Mid-length hem, slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05101-3493
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S
Product Badge:- Sale
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Chic Glamour Cold-Shoulder Glitter Midi Dress
The glitter knit midi dress features a chic cold-shoulder design with spaghetti straps and off-the-shoulder cuffs for a romantic vibe. The bodycon fit will hug your curves, showcasing your gorgeous silhouette. Complete your glam look with stiletto heels.
Fit & Features
- Glitter knit fabric, stretchy knit lining, moderate stretch
- Cowl neckline
- Cold-shoulder design
- Spaghetti straps, off-the-shoulder cuffs
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5522
Category Name: Midi Dresses
Price: $49.90
Availability: Out of Stock
Product Badge:- Sale