Midi Dresses

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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.

  • Darling Vibe Ditsy Floral A-Line Midi Dress

    Look oh-so-darling at weekend brunch in this ditsy floral A-line midi dress! The sleeveless sweetheart neckline is detailed with a dainty lace trim and tie-front design.

    Fit & Features

    • Woven fabric
    • Ditsy floral print
    • Sleeveless sweetheart neckline, dainty lace trim, lace trim spaghetti straps
    • Tie-front detail, underbust seam
    • Midi-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5989

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Jaylene Formal Velvet Glitter Midi Dress

    Special Occasion

    For babes looking to sparkle, the Jaylene formal glitter midi dress is the one! She features a cowl neckline, sleek bungee spaghetti straps that cross in the back, a side ruched seam that accentuates your curves along the bodycon silhouette, and a flirty wrap hem. The formal dress is composed of a shimmering glitter velvet knit fabric with plenty of stretch for comfort. Complete the look in rhinestone heels for a banquet, rehearsal dinner, or fancy date!

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps, cross back
    • Side ruched seam
    • Bodycon silhouette, wrap midi-length hem
    • Glitter velvet knit fabric, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1954

    Category Name: Midi Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
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  • Amy Formal Crepe Faux Pearl Sleeve Midi Dress

    Special Occasion

    The soft romance of faux pearls meets the timeless elegance of the Amanda formal midi dress that'll charm at wedding showers, rehearsals, and beyond! Designed on sleek crepe fabric, she features sheer mesh fitted long sleeves with faux pearls and slit flare cuffs for a modern look, a square neckline, and a flattering bodycon silhouette with a side slit accent. Complete your flawless bridal or birthday look with statement block heels!

    Fit & Features

    • Square neckline
    • Sheer mesh fitted long sleeves, faux pearls, slit flare cuffs
    • Bodycon silhouette, side slit accent
    • Midi-length hem
    • Crepe fabric, sewn-in knit lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-2018

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Slip Into It Strapless Midi Dress

    Minimal effort, maximum effect. This sleek strapless dress stunner hugs every curve and makes it very clear who’s running the show tonight.

    Fit & Features

    • Stretchy knit fabric and lining
    • Strapless neckline
    • Side pleated seam
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000463

    Category Name: Midi Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: YELLOW, OLIVE

    Available Size: M, L, XL, XS, S

  • Off My Mind Cutout Long Sleeve Ribbed Knit Midi Dress

    Make an unforgettable appearance in this long-sleeved midi dress at brunch or casual parties! The midi dress is designed with an off-the-shoulder neckline, a twisted bust with a sultry cutout, and a bodycon fit on stretchy ribbed knit fabric. Complete the look in strappy heels.

    Fit & Features

    • Ribbed knit fabric with moderate stretch
    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Twisted bust, cutout
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5280

    Category Name: Midi Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Poppy High Slit Satin Formal Corset Midi Dress

    Special Occasion

    Slip into the Poppy high-slit satin formal corset midi dress for an alluring vibe at dances, parties, or weddings! Designed with a smooth satin-knit fabric, this formal dress offers plenty of stretch and a gorgeously chic sheen. She is shaped with a sleeveless sweetheart neckline with a pleated cowl neck overlay, padded bra cups for support, and features adjustable spaghetti straps so you can find your perfect fit. Her corset-style bodice has flexible boning inserts for structure and an angled high waist seam for that snatched silhouette. The asymmetric mid-length hem creates a sultry high side slit along the figure-flaunting bodycon fit. Complete the look with metallic heels for a pop of glam!

    Fit & Features

    • Satin-lined fabric with stretch
    • Sleeveless sweetheart neckline, cowl neck overlay
    • Corset bodice with flexible boning, padded bra cups
    • Adjustable spaghetti straps, back zipper closure
    • Asymmetric hem with high-side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2064

    Category Name: Midi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Blossom In Style Mesh Floral Midi Dress

    Watch your style blossom in this mesh floral midi dress perfect for dates to Galentine's and parties! This bodycon midi dress features a flattering square neckline, adjustable spaghetti straps, and ruched side seams for a perfect fit. The midi-length hem and bold floral print on a lightweight mesh fabric add a touch of fresh charm. Complete the look with dainty jewelry and strappy heels.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Side slit, midi-length hem
    • Blooming floral print
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-3090

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Leave An Impression Twist Cutout Knit Midi Dress

    Leaving an impression will be easy with this sleeveless knit midi dress! Perfect for vacation or a weekend spent at the beach, this dress features a flattering scoop neckline, spaghetti straps, a head-turning twist cutout back design, a bodycon fit, and a sultry side slit along the midi-length hem. Complete the look in strappy espadrille wedges.

    Fit & Features

    • Knit fabric, moderate stretch
    • Scoop neckline
    • Spaghetti straps
    • Twist back cutout
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-1950

    Category Name: Midi Dresses

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Gal Flocked Floral Velvet Midi Dress

    Class it up in this chic midi dress for upcoming cocktail soirees! It features a sleeveless square neckline, adjustable spaghetti straps, a bodycon silhouette, and a front slit accent on mesh fabric with a lovely flocked floral velvet pattern.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit accent, midi-length hem
    • Flocked floral velvet pattern
    • Mesh fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2569

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Perfection Off-The-Shoulder Pearl Midi Dress

    Class it up in this picture-perfect off-the-shoulder midi dress adorned with faux pearl embellishments along a flattering bodycon silhouette. 

    Fit & Features

    • Faux pearl embellishments
    • Mesh fabric lined with stretchy knit
    • Off-the-shoulder sweetheart neckline
    • Padded bra cups
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4092

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: WHITE, LIGHT, BLUE

    Available Size: XS, S, M, L, XL

  • Cute And Casual Everyday Ribbed Knit Midi Dress

    This ribbed knit midi dress is cute, casual, and perf for everyday styling! It features a sleeveless V-neckline, spaghetti straps, a midi-length hem with a side slit accent, and a form-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Pair with a cropped denim jacket and strappy mules.

    Fit & Features

    • Stretchy ribbed knit fabric
    • V-neckline
    • Spaghetti straps
    • Side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-4934

    Category Name: Midi Dresses

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Emmy Formal Corset Bodycon Midi Dress

    Special Occasion

    Chic with a stylish allure, the Emmy formal corset bodycon midi dress will put your gorgeous curves on display! She features a sleeveless sweetheart neckline, a corset-style bodice with a padded bust and structured underwire, adjustable spaghetti straps for a customized fit, a midi-length hem with a back slit accent for a sultry flair, and a bodycon silhouette to flaunt your figure. The lined crepe fabric offers a moderate stretch. Pair this mid-length dress with strappy stilettos for a cocktail party!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Corset-style bodice, padded bust, structured underwire, high waist seam
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Midi-length hem, back slit, bodycon silhouette
    • Crepe fabric, knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-2059

    Category Name: Midi Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • So Enchanted Floral Slit A-Line Midi Dress

    Turn heads in this enchanting floral midi dress boasting a flattering A-line silhouette and a front slit for effortless sashays all day! 

    Fit & Features

    • Ditsy floral print, knit fabric lined with stretchy knit
    • V-neckline, bust tie
    • Spaghetti straps
    • Front slit
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6048

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Evening Of Bliss Ruched Bodycon Midi Dress

    Experience an evening of bliss in this chic midi dress! Featuring a folded square neckline and spaghetti straps, and a bodycon silhouette that flatters your figure while the side ruched seam accentuates your curves. The asymmetrical midi length hem adds a stylish touch to this midi dress, perfect for any dressy occasion! Complete the look in block heels.

    Fit & Features

    • Sleeveless folded square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Asymmetrical midi-length hem
    • Smooth knit fabric, subtle sheen, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2757

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesmerizing Glam Abstract Ruched Midi Dress

    Step out and mesmerize in a midi dress that features a sleeveless square neckline, ruching throughout to enhance curves, and an abstract marble print. Complete look with strappy heels for a look that's ready for date night!

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless square neckline
    • Ruching
    • Abstract marble print
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5937

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Chantel Formal Satin Corset Lace-Up Midi Dress

    Special Occasion

    The Chantel formal satin midi dress is the showstopper you're after to make a memorable entrance at fancy soirees! She features a sultry sweetheart neckline, a corset-style bodice with a padded bust and flexible boning, adjustable spaghetti straps, an open lace-up back with a lower ruched seam, and a flattering bodycon midi-length silhouette that’s tailor-made for elegant occasions. The formal knee-length dress is crafted from a silky smooth satin knit fabric with a luxe sheen. Complete the look with a statement rhinestone necklace for a banquet dinner or dressy celebration!

    Fit & Features

    • Sweetheart neckline, adjustable spaghetti straps
    • Corset bodice, padded bust, flexible boning
    • Lace-up, open back, lower ruched seam
    • Bodycon silhouette
    • Midi-length hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1976

    Category Name: Midi Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Era Ruffled Slit Ruched Glitter Midi Dress

    This stunning ruffled slit ruched glitter midi dress will have you in your glitzy era! Designed with a stretchy lined glitter knit fabric, this mid-length dress features a sleeveless V-neckline, spaghetti straps, a ruched side seam to accentuate your gorgeous curves, and an asymmetric ruffled hem creating a stylish side slit on the bodycon silhouette. Complete your dressy party look with rhinestone heels!

    Fit & Features

    • Stretchy lined glitter knit fabric
    • Sleeveless V-neckline, dart seams
    • Spaghetti straps
    • High waist seam, ruched side seam
    • Asymmetric ruffled hem, side slit
    • Bodycon fit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2964

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Casual Allure Strapless High Slit Midi Dress

    Show off casual allure in this curve-flaunting midi dress featuring a strapless sweetheart neckline, keyhole cutout below the bust, and high-cut side slit.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Strapless sweetheart neckline, metal U-ring insert
    • Keyhole cutout below the bust
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000110

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: S, M, L

  • Truly Chic High Slit Bodycon Midi Dress

    Create a truly chic look for dinner and drinks in this high slit bodycon midi dress! It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, ruching down the side seams, an asymmetric midi-length hem creating a thigh-high side slit, and a bodycon fit to showcase your stunning silhouette. The lined smooth knit fabric offers plenty of stretch. Style with rhinestone fringe earrings to add a touch of glam!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Ruched side seams
    • Asymmetric midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Smooth knit fabric, mini-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5521

    Category Name: Midi Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Heidi Corset Slit Satin Midi Dress

    Special Occasion

    The Heidi satin midi dress flaunts your figure with an alluring corset bodice, form-hugging fit, and a flirty slit detail. Complete the look with block heels and earrings.

    Dripping in satin and pure sophistication, this dress turns heads effortlessly. Love that silky shine? Browse our luxe satin prom dresses or opt for a sleek silhouette with our formal dresses.>

    Fit & Features

    • Silky satin fabric, sewn-in knit lining
    • Pleated V-neckline
    • Spaghetti straps
    • Lace-up back, lower zipper and hook-eye closure
    • Corset bodice, flexible boning
    • Form-hugging fit, front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2713

    Category Name: Midi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wine And Dine Glitter Knit Midi Dress

    This glitzy glitter midi dress is the perfect elevated style for a wedding or cocktail party! It features a sleeveless sweetheart neckline with a ruched bust, spaghetti straps, a ruched side seam leading to a chic thigh-high side slit, an asymmetric midi-length hem, and a slim-fit silhouette. The glitter knit fabric offers plenty of stretch. Style this mid-length dress with rhinestone heels.

    Fit & Features

    • Sleeveless sweetheart neckline, ruched bust
    • Spaghetti straps
    • Ruched side seam, high side slit
    • Asymmetric midi-length hem
    • Slim-fit silhouette
    • Textured glitter knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-3101

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Gorgeous Glitter Knit Midi Dress

    This glitzy glitter knit midi dress will catch the lights gorgeously! It features a sleeveless square neckline, spaghetti straps, a pleated side seam, a midi-length hem with a chic thigh-high side slit, and a bodycon silhouette. The glitter knit fabric offers plenty of stretch. Style this midi dress with lace-up heels for a glam party look.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Pleated side seam
    • Midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Glitter knit fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2422

    Category Name: Midi Dresses

    Price: $5.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Romance Lace Off-The-Shoulder Midi Dress

    Showcase a romantic aura in this effortlessly pretty midi dress designed with floral lace fabric for that soft feminine look. It features an off-the-shoulder straight-across neckline with a ruched popover design, an open lower back for an alluring detail, and a midi-length column silhouette with a form-hugging fit.

    Fit & Features

    • Sheer floral lace fabric with knit lining
    • Off-the-shoulder straight neckline, ruched popover design
    • Open lower back
    • Midi-length column silhouette
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3789

    Category Name: Midi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Many Admirers Open Back Bodycon Midi Dress

    Crafted in a smooth knit fabric that hugs every curve, this cap sleeve midi dress will leave your admirers speechless! The dress boasts a showstopping open back while the bodycon silhouette flaunts your figure along the slit midi-length hem. Pair with stiletto heels.

    Fit & Features

    • Smooth knit stretchy fabric
    • Cap sleeves
    • Scoop neckline
    • Open back
    • Bodycon silhouette
    • Midi-length hem, side slit
    • Runs true to size

    Style Number/Barcode: 05102-5984

    Category Name: Midi Dresses

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
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