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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She's The Main Rib Knit Strapless Midi Dress
Flaunt your look with ease and chicness with this midi dress this season! The knee-length dress features a strapless neckline, a flattering bodycon silhouette, and a fitted maxi-length hem on soft and stretchy rib knit fabric with a short knit lining. Style with the matching bolero and heels for weekend plans!
Shop Matching Bolero: She's The Main Rib Knit Slouchy Bolero
Fit & Features
- Strapless neckline
- Bodycon silhouette
- Fitted midi-length hem
- Soft and stretchy
- Rib knit fabric, short knit lining
- Runs true to size
Style Number/Barcode: 05102-5872
Category Name: Midi Dresses
Price: $19.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Crush Season Floral Mesh Midi Dress
Looking like a walking heart-eye emoji. This off-the-shoulder bodycon hugs every curve, with flirty ruching and a sweetheart neckline that brings serious date night energy.
Fit & Features
- Floral print, mesh fabric, sewn-in knit lining
- Off-the-shoulder sweetheart neckline
- Padded bra cups, short-sleeve cuffs
- Back zipper and hook-eye closure
- Side ruched seams
- Bodycon silhouette, midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000075
Category Name: Midi Dresses
Price: $49.90
Availability: In Stock
Available Color: PINK
Available Size: XS, S, M, L
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Luminous Allure Strapless Corset Abstract Midi Dress
Draw in all the compliments with your allure in this abstract midi dress at semi-formal parties or celebrations! The strapless neckline and boned corset bodice provide support and shape, while the ruched seams and side slit add a sultry touch. The bodycon silhouette flatters your figure along the midi-length hem. Complete the look in stiletto heels and earrings!
Fit & Features
- Abstract print, mesh fabric, sewn-in knit lining
- Strapless neckline
- Corset bodice, flexible boning
- Back zipper and hook-eye closure
- Side slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3322
Category Name: Midi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweetheart Status Strapless Midi Dress
This midi dress brings sultry elegance with a sweetheart neckline and a curve-hugging silhouette. Perfect for weddings, cocktail soirees, and date night!
Fit & Features
- Smooth knit fabric, lined, moderate stretch
- Strapless sweetheart neckline, no-slip grip lining
- Side pleated hip seam
- Side slit accent
- Form-hugging fit, midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000149
Category Name: Midi Dresses
Price: $40.90
Availability: In Stock
Available Color: DENIM, RED
Available Size: XS, S, M, L, XL
Product Badge:- Sale
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Curve Avenue Halter V-Neck Bodycon Midi Dress
A sleeveless midi dress designed to highlight your curves featuring a flattering halter V-neckline, bodycon silhouette, and a flirty center back slit for movement. Complete the look with earrings and booties.
Fit & Features
- Stretchy rib knit fabric
- Halter V-neckline
- Bodycon silhouette
- Center back slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06005-2220
Category Name: Midi Dresses
Price: $39.90
Availability: In Stock
Available Color: RED, OLIVE, WHITE, TURQUOISE, DARK, DENIM, BEIGE, YELLOW
Available Size: L, S, M
Product Badge:- Sale
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Flare For The Drama Tube Midi Dress
Make everyone stop and admire you in this tube midi dress at weddings or dressy parties. This form-hugging midi dress stuns with a strapless neckline, flirty front slit, and a flared hem that was made for movement.
Fit & Features
- Sleek knit fabric, stretchy knit lining
- Strapless tube neckline, padded bra cups
- Form-hugging fit
- Flared midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000174
Category Name: Midi Dresses
Price: $39.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L, XL
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Flirt In Full Bloom Floral Midi Dress
This bodycon midi hugs dress your curves and shows a little leg with a sultry back slit—perfect for brunch, date night, or stealing the selfie spotlight.
Fit & Features
- Floral print, mesh fabric, stretchy knit lining
- Strapless tube neckline, no-slip grip lining
- Back zipper and hook-eye closure
- Bodycon silhouette
- Center back slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000590
Category Name: Midi Dresses
Price: $45.90
Availability: In Stock
Available Color: NATURAL
Available Size: S, M, L
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Toasty Sweetheart V-Neck Bodycon Knit Midi Dress
This sleeveless ribbed knit midi dress features a striking V-neckline and bodycon fit with a front slit detail for movement. Perfect for layering with a jacket and heels.
Fit & Features
- Stretchy ribbed knit fabric
- V-neckline
- Spaghetti straps
- Front slit
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 06005-000036
Category Name: Midi Dresses
Price: $15.97 $38.90
On Sale: Yes
Availability: In Stock
Available Color: ORANGE, CHARTREUSE, BLUE
Available Size: L, XS, S, M
Product Badge:- Sale
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Chic Cutie Ribbed Knit Halter Midi Dress
Show up to happy hour looking like a chic cutie in this halter midi dress designed with hacci ribbed knit fabric for plenty of stretch. The tie-back halter straps lead to an alluring open back, while the curve-hugging fit flaunts your gorgeous figure.
Fit & Features
- Hacci ribbed knit fabric, high stretch, sewn-in knit lining
- Sleeveless V-neckline
- Tie-back halter straps
- Open back, lower ruched seam
- Midi-length form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05102-000149
Category Name: Midi Dresses
Price: $39.90
Availability: In Stock
Available Color: IVORY, BURGUNDY, BLACK, MOCHA
Available Size: XS, S, L, M
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Chic Night Out Abstract Print Mesh Midi Dress
Create a chic vibe to grab drinks with the girls in this airy mesh midi dress designed with a bold abstract print pattern. The dress features a sleeveless mock neckline, tank shoulder straps, ruching at the waist, and a bodycon silhouette to flaunt your curves.
Fit & Features
- Sheer mesh fabric with brushed knit lining, plenty of stretch
- Abstract print
- Mock neckline
- Tank shoulder straps
- Ruched waist
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5929
Category Name: Midi Dresses
Price: $19.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fabulous Allure Strapless Bodycon Midi Dress
Give off a fabulous allure in this strapless midi dress that'll boast your confidence in the stunning bodycon silhouette!
Fit & Features
- Smooth knit stretchy fabric with stretch knit lining
- Strapless neckline, padded bra cups
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3928
Category Name: Midi Dresses
Price: $35.90
Availability: In Stock
Available Color: RAISIN, BLACK, ROYAL, ROSE
Available Size: XS, S, M, L, XL
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Sleek Essential Ribbed Knit High Slit Midi Dress
Accessorize a ribbed knit midi dress for the perfect fall outfit. The dress features a plunging V-neckline, long fitted sleeves, and a bold high slit. Complete your outfit with thigh-high boots.
Fit & Features
- Ribbed knit fabric with plenty of stretch
- V-neckline
- Long fitted sleeves
- High side slit
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-2079
Category Name: Midi Dresses
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep Knit It Sleek Midi Dress
The midi dress features a sleeveless square neckline, ruching, and a pleated mermaid silhouette that adds flair to your look! Complete the outfit with a sleek clutch.
Fit & Features
- Lined smooth knit fabrication, moderate stretch
- Sleeveless square neckline
- Ruching
- Pleated mermaid silhouette
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-000009
Category Name: Midi Dresses
Price: $36.90
Availability: In Stock
Available Color: MAUVE, BLACK, RED, BROWN
Available Size: XS, S, M, L, XL
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Sweetheart Status Tube Midi Dress
She’s sculpted, strapless, and made to serve. This textured midi dress brings the heat with a sweetheart neckline, front cutout, and curve-hugging fit—perfect for date nights, rooftop vibes, or that one party everyone’s posting about.
Fit & Features
- Texture knit fabric, smooth knit stretchy lining
- Strapless sweetheart tube neckline with notch cutout
- Mini bust cutout
- Back zipper and hook-eye closure
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000047
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M
Product Badge:- Sale
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Sleek And Smooth High Slit Midi Dress
Simple and sleek, this smooth knit midi dress is a perfect choice. It features a sleeveless cowl neckline, spaghetti straps, a high waist seam, a form-hugging silhouette, and a chic high front slit to showcase some leg.
Fit & Features
- Sleek knit fabric, stretchy knit lining
- Cowl neckline
- Spaghetti straps
- High waist seam
- Form-hugging silhouette
- High front slit
- Runs true to size
Style Number/Barcode: 05101-1666
Category Name: Midi Dresses
Price: $42.90
Availability: In Stock
Available Color: NAVY, BLACK, YELLOW
Available Size: XS, S, M, L, XL
Product Badge:- Best Seller
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Best Behavior Sleeveless Midi Dress
Classy yet sultry, this sleeveless midi dress is designed to hug your curves in a form-hugging silhouette while the flared hem gives a touch of flirtiness. Perfect for weddings or date nights!
Fit & Features
- Smooth knit, stretchy fabric
- Square neckline
- Spaghetti straps
- Side pleated hip seam
- Form-hugging silhouette
- Flared midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000036
Category Name: Midi Dresses
Price: $36.90
Availability: In Stock
Available Color: HUNTER, RED, BROWN
Available Size: XS, S, M, L, XL
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Chic Arrival Cutout Bodycon Midi Dress
Fit & Features
- Smooth knit fabric with plenty of stretch
- Sweetheart neckline, draped pleated cowl neck overlay
- Spaghetti straps
- Front cutout at waist
- Midi-length mermaid silhouette
- Runs true to size
Style Number/Barcode: 05101-3592
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Smooth Talker Strapless Bodycon Midi Dress
Show off your smooth moves in this strapless bodycon midi dress perfect for dressing up or down for any occasion!
Fit & Features
- Rib knit fabric, sewn-in knit lining, moderate stretch
- Strapless neckline
- Side slit
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000179
Category Name: Midi Dresses
Price: $33.90
Availability: In Stock
Available Color: LIGHT, BLUE, MOCHA
Available Size: XS, S, M, L
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Sarah Strapless Slit Midi Formal Dress
Special Occasion
Slip into the unforgettable Sara midi formal dress! This strapless midi stuns with a sweetheart neckline, flattering ruching, and a high side slit for effortless allure.
Fit & Features
- Smooth knit fabric with subtle sheen
- Strapless sweetheart neckline, padded bra cups
- Ruching detail
- Form-hugging fit
- Side slit, midi-length hem
- Runs true to size
Where to Wear:
Weddings, cocktail soirees, engagement parties, rehearsal dinners, date nights, formal events
Style Number/Barcode: 05001-000008
Category Name: Midi Dresses
Price: $54.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L, XL
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Sensational Fate Lace-Up Bodycon Satin Midi Dress
A sleeveless satin midi dress features a flattering square neckline and spaghetti straps that form the lace-up back. The bodycon silhouette and asymmetrical midi-length hem highlight your curves perfect for a cocktail party.
Fit & Features
- Silky satin material, bust lining, minimal stretch
- Square neckline
- Spaghetti straps
- Lace-up back
- Bodycon asymmetrical midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3237
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pearl Babe Off-The-Shoulder Midi Dress
This faux pearl midi dress is the epitome of elegance and style. Featuring an alluring off-the-shoulder design and a figure-hugging bodycon silhouette, this dress will accentuate your curves and turn heads.
Fit & Features
- Faux pearl embellished, mesh-lined fabric
- Off-the-shoulder sweetheart neckline
- Short-sleeve cuffs
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-4093
Category Name: Midi Dresses
Price: $54.90
Availability: In Stock
Available Color: SAGE
Available Size: XS, S, M, L, XL
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Classic And Sleek Knit Off-Shoulder Long Sleeve Midi Dress
Classic and sleek, this stretchy knit midi dress features an asymmetric off-shoulder neckline with long fitted sleeves, ruching at the waist to accentuate your curves, and a bodycon silhouette. Style with stiletto heels for a chic outing!
Fit & Features
- Jersey knit fabric with plenty of stretch
- Asymmetric off-shoulder neckline
- Long fitted sleeves
- Ruched waist
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5977
Category Name: Midi Dresses
Price: $19.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dreamy Energy Sleeveless Bodycon Midi Dress
Step out looking like a dream in this sleeveless midi dress in a flattering bodycon fit perfect for dressing up.
Fit & Features
- Stretchy knit fabric, knit lining
- Square neckline
- Spaghetti straps
- Bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3932
Category Name: Midi Dresses
Price: $35.90
Availability: In Stock
Available Color: PINK, SAGE, HUNTER
Available Size: XS, S, M, L, XL
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Oh-So-Chic Floral Velvet Burnout Midi Dress
Oh-so-chic, this curve-hugging midi dress is designed with lined mesh fabric with a gorg floral velvet burnout pattern. It features a sleeveless cowl neckline, adjustable spaghetti straps to find your customized fit, and a midi-length mermaid silhouette.
Fit & Features
- Sheer mesh fabric with knit lining
- Floral velvet burnout pattern
- Cowl neckline
- Adjustable spaghetti straps
- Back zipper closure
- Midi-length mermaid silhouette
- Runs true to size
Style Number/Barcode: 05101-000041
Category Name: Midi Dresses
Price: $49.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L, XL