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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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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Cozy Luxe Cable Knit Off-The-Shoulder Midi Dress
Show off a luxe look while still keeping it cozy in this soft cable knit midi dress is designed with an off-the-shoulder fold-over neckline, long fitted sleeves, and a high front slit to accent the midi-length form-hugging silhouette. Style with knee-high boots or strappy heels!
Fit & Features
- Ribbed cable knit fabric, plenty of stretch
- Off-the-shoulder fold-over neckline
- Long fitted sleeves
- High front slit
- Midi-length form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-2106
Category Name: Midi Dresses
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Christa Sleeveless Velvet Wrap Midi Dress
Special Occasion
Bring elegance to your formal event in a velvet dress that features a sleeveless cowl neckline accented with floral appliques, adjustable spaghetti straps, and a wrap midi-length hem with a high slit. Complete look with a rhinestone clutch.
Fit & Features
- Velvet fabrication
- Sleeveless cowl neckline
- Floral appliques at bust
- Adjustable spaghetti straps
- Wrap silhouette, high slit
- Midi length-hem
- Runs true to size
Style Number/Barcode: 05001-2484
Category Name: Midi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirt Alert Floral Slit Midi Dress
Leg pop approved. With a pleated waist and wrap-front slit, this floral midi dress brings the flirty vibes for any night out or dressed-up moment.
Fit & Features
- Stretch knit fabric with floral print
- Square neckline, spaghetti straps
- Side pleated seam
- Front wrap slit
- Bodycon silhouette, midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000199
Category Name: Midi Dresses
Price: $44.90
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Embrace Cable Knit Midi Dress
Embrace a cozy vibe in a cable knit dress that features a trendy v-neckline, fitted long sleeves, and a midi-length hem. Complete look with ankle booties!
Fit & Features
- Unlined cable knit fabrication
- V-neckline
- Fitted long sleeves
- Midi length hem
- Runs true to size
Style Number/Barcode: 06005-2097
Category Name: Midi Dresses
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Radiance High-Slit Glitter Midi Dress
Illuminate date night in a glitter dress that features a sleeveless pleated cowl neckline, spaghetti straps, a high side slit, and a midi-length hem. Complete look with platform heels.
Fit & Features
- Lined smooth knit fabrication
- Sleeveless pleated cowl neckline
- Spaghetti straps
- Glitter
- High side slit
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3734
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Regal Moment Off-The-Shoulder Velvet Midi Dress
The velvet midi dress features an off-the-shoulder neckline with off-the-shoulder sleeve accents, ruching, and a flared midi-length hem. Complete semi-formal outfit with a rhinestone necklace.
Fit & Features
- Velvet fabrication, stretchy knit lining
- Off-the-shoulder neckline
- Ruching
- Flared midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3774
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Garden Party Goals Floral Corset A-Line Midi Dress
Giving cottagecore but make it glam. With a structured corset bodice and floaty A-line skirt, this floral midi dress is ready for twirls, tea dates, and compliments.
Fit & Features
- Watercolor floral print
- Cotton woven fabric, multiple woven and tulle linings
- Sweetheart neckline, adjustable spaghetti straps
- Corset bodice, flexible boning, side zipper and hook-eye closure
- Lace-up, stretchy smocked back design
- Voluminous A-line silhouette, midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000190
Category Name: Midi Dresses
Price: $64.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S
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Sleek Vibes Long Sleeve Ruched Midi Dress
Channel sleek vibes in a midi dress that features a boat neckline, fitted long sleeves with thumb holes, and ruching that enhances curves. Complete look with strappy heels to take you from the office to happy hour!
Fit & Features
- Smooth knit fabrication, double-lined
- Boat neckline
- Long sleeves with thumb holes
- Ruching
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3954
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spot On Style Leopard Print Midi Dress
Get spotted in a chic midi dress that features a trendy leopard print, a sleeveless sweetheart neckline with lace trim, a mini bow accent at the bust, sleek bungee spaghetti straps, and a midi length hem accented with a center slit at the back of hem. Complete date night outfit with block heels.
Fit & Features
- Lined mesh fabrication
- Sleeveless sweetheart neckline
- Lace trim and mini bow accent at the bust
- Bungee spaghetti straps
- Leopard print
- Midi length hem, center slit at back of hem
- Runs true to size
Style Number/Barcode: 05101-3884
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sharp Lines Asymmetrical Long Sleeve Midi Dress
Strike a fierce impression in a ribbed knit dress with an asymmetrical off-the-shoulder neckline, a pleated popover accent, fitted long sleeves, and a midi-length hem. Complete the look with strappy heels for the perfect work-to-happy hour look!
Fit & Features
- Ribbed knit fabrication
- Asymmetrical off-the-shoulder neckline
- Pleated popover accent at the neckline
- Long sleeves
- Midi length hem
- Runs true to size
Style Number/Barcode: 05102-5947
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romantic Glam Abstract Floral Ruched Midi Dress
Bring a romantic aura with a sweet midi dress that features a sleeveless sweetheart neckline, ruching, and an abstract floral print. Complete date night outfit with a sleek clutch.
Fit & Features
- Mesh fabrication, stretchy knit lining
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Ruching
- Abstract floral print
- Midi length hem
Style Number/Barcode: 05101-3777
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Iconic Silhouette Off-Shoulder High Slit Midi Dress
Show off an iconic silhouette and flaunt your stunning curves in this midi dress designed with sleek and smooth knit fabric. It features an asymmetric off-shoulder neckline with a draped cowl design at the bust, ruched detailing, and a high-cut side slit.
Fit & Features
- Smooth and stretchy knit fabric
- Asymmetric off-shoulder cowl neckline
- Ruched detailing
- High side slit
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-3595
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Love Story Loading Lace-Up Midi Dress
Write your own love story. This curve-hugging midi dress keeps it flirty with a form-hugging fit and lace-up back made to turn heads.
Fit & Features
- Smooth knit fabric, subtle sheen, stretchy knit lining
- Square neckline
- Spaghetti straps
- Lace-up back
- Form-hugging fit
- Flared midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000152
Category Name: Midi Dresses
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: S, L
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Stylish Moment Drop Waist A-Line Midi Dress
Showcase chic style in this flowy midi dress designed with a ponte knit bodice with a strapless straight neckline and flexible boning for structure. The V-shaped drop waist leads to a lined chiffon midi-length A-line silhouette with pleated detailing.
Fit & Features
- Ponte knit bodice
- Strapless straight neckline
- Flexible boning, back zipper closure
- V-shaped drop waist
- Sheer chiffon midi-length A-line silhouette, knit lining
- Pleated detailing
- Runs true to size
Style Number/Barcode: 05101-3835
Category Name: Midi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fierce Style Zebra Print Mesh Halter Midi Dress
Serve fierce style in this curve-hugging midi dress designed with lined mesh fabric with a bold zebra print pattern. It features a sleeveless halter V-neckline, an alluring open back, ruched side seams, and a midi-length bodycon silhouette to flaunt your stunning figure.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Zebra print
- V-neckline with halter strap
- Open back
- Ruched side seams
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5919
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Timeless Beauty Flocked Floral Mesh Strapless Midi Dress
Showcase timeless beauty in this midi dress designed with lined mesh fabric and a gorgeous flocked velvet floral pattern. It features a strapless sweetheart neckline with a structured bust, ruched detailing to accentuate your stunning curves, and a high-cut side slit accented on the mid-length bodycon silhouette.
Fit & Features
- Sheer mesh fabric with knit lining, flocked velvet floral pattern
- Strapless sweetheart neckline, structured padded bust
- Back zipper closure
- Ruching
- High side slit
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-3907
Category Name: Midi Dresses
Price: $11.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Vibes Off The Shoulder Knit Midi Dress
Keep it sleek and stylish in a ribbed knit dress that features a v-neckline that can be worn off-the-shoulder, fitted long sleeves, and a midi-length hem. Complete the look with sneakers to add a casual touch!
Fit & Features
- Lined ribbed knit fabrication
- V-neckline and off-the-shoulder
- Long sleeves
- Midi length hem
- Runs true to size
Style Number/Barcode: 05102-5942
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Brea Satin Halter Bodycon Midi Dress
Special Occasion
Made to catch the light and every gaze, the Brea formal midi dress stuns with its sleek satin finish, sculpted halter neckline, and sultry open back. A curve-tracing bodycon fit and leg-baring slit seal the unforgettable vibe.
Fit & Features
- Stretch satin fabric, full-length knit lining
- Sleeveless square neckline
- Tank halter shoulder straps
- Open back, cross-back strappy design, lower back zipper with hook-eye closure
- Pleating, thigh-high front slit
- Midi-length bodycon silhouette
- Runs true to size
Where to Wear:
Wedding guests, bridesmaids, cocktail parties, dressed-up dinners, and romantic date nights.
Style Number/Barcode: 05001-000294
Category Name: Midi Dresses
Price: $64.90
Availability: In Stock
Available Color: PINK, BROWN
Available Size: XS, S, M, L, XL
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All Things Cozy High Slit Knit Midi Dress
Oh-so-cute and cozy, this knit midi dress is a seasonal staple. It features a mock neckline, long fitted sleeves, an asymmetric mid-length hem creating a thigh-high side slit, and a form-hugging silhouette. The ribbed hacci knit fabric has an ultra-soft feel with plenty of stretch. Style this midi dress with knee-high boots for a latte date.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Asymmetric mid-length hem
- Thigh-high side slit
- Form-hugging fit
- Ribbed hacci knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5333
Category Name: Midi Dresses
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dare To Allure Abstract Print High Slit Midi Dress
Dare to allure with your chic style in this mesh midi dress designed with a bold abstract swirl print. It features a sleeveless cowl neckline with pleated detailing, adjustable spaghetti straps for a customized fit, and a high-cut side slit on the slim-fit silhouette.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Abstract swirl print
- Pleated cowl neckline
- Adjustable spaghetti straps
- High side slit
- Midi-length slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05101-3704
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitz And Glimmer Glitter Mesh Wrap-Front Midi Dress
Glitz up the night in this gorgeous midi dress designed with sheer glitter mesh fabric and a knit lining for coverage. It features a sleeveless sweetheart neckline with spaghetti straps, pleated detailing at the bodice and waist, and a faux wrap-front design creating a high slit on the slim-fit silhouette.
Fit & Features
- Sheer glitter mesh fabric with knit lining, plenty of stretch
- Sweetheart neckline, spaghetti straps, padded bra cups
- Pleated bodice and waist
- Faux wrap-front design, high slit
- Asymmetric midi-length hem
- Slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05101-3078
Category Name: Midi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Perfect Curves Ribbed Knit Off-The-Shoulder Midi Dress
Showcase your perfect curves in this midi dress designed with soft ribbed knit fabric. It features an off-the-shoulder neckline with a chic fold-over design, long fitted sleeves, and a midi-length bodycon silhouette.
Fit & Features
- Ribbed knit fabric with plenty of stretch
- Off-the-shoulder neckline, fold-over design
- Long fitted sleeves
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5894
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dazzle Nights Glitter Rhinestone Velvet Midi Dress
Dazzle in a velvet dress that features a sleeveless cowl neckline, a criss-cross strap design at the back, a shimmering rhinestone snowflake pattern, a high side slit, and a midi length hem. Complete cocktail outfit with rhinestone heels.
Fit & Features
- Velvet knit fabrication
- Sleeveless cowl neckline
- Criss-cross back strap design
- High side slit
- Glitter and rhinestone snowflake pattern
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3827
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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, S, L