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.

  • Dinner Downtown Sleeveless Ruched Midi Dress

    The perfect chic sleeveless midi dress for grabbing dinner downtown! Crafted from smooth knit fabric, this crew neck dress boasts curve-accentuating ruched seams along the bodycon silhouette and a sleek midi-length hem. Pair with kitten heels and a clutch.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Sleeveless crew neck
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6066

    Category Name: Midi Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, BROWN

    Available Size: XS, L, S, M

    Product Badge:
    • Sale
  • Swept Away Square Neck Bodycon Ruffled Midi Dress

    Get swept away by the chicness of this bodycon midi dress perfect for rehearsal dinners or cocktail soirees!  With a flattering square neckline, delicate spaghetti straps, and bodycon fit, this dress is perfect for any occasion. The side pleated seam adds an extra touch of elegance, while the ruffled midi-length hem adds a feminine and flirty flair. Complete the look in earrings and stiletto heels.

    This dress is all about movement and flair. Want more standout designs? Discover our eye-catching ruffle prom dresses or embrace an elevated style with our wedding guest dresses.

    Fit & Features

    • Smooth knit stretchy fabric
    • Spagehtti straps
    • Square neckline
    • Bodycon fit
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-3297

    Category Name: Midi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetly Sultry Floral Bodycon Midi Dress

    So sweet and sultry in every way, this floral midi dress flaunts a sleek, flattering strapless neckline and bodycon fit perfect for shower celebrations or casual events.

    Fit & Features

    • Floral print, eyelet fabric, sewn-in knit lining
    • Strapless neckline
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000169

    Category Name: Midi Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: S

    Product Badge:
    • Sale
  • Living A Dream Marble Off-The-Shoulder Midi Dress

    This dreamy mesh midi dress is ready for you to take on any event! The stylish marble mesh fabric is sure to make a dramatic statement with its off-the-shoulder neckline, ruched fitted sheer long sleeves, flattering side ruched seams, and bodycon silhouette. Complete the look in stiletto heels for a birthday dinner or date night!

    Fit & Features

    • Off-the-shoulder neckline
    • Ruched fitted sheer long sleeves
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Marble print, mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5332

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delightful Directions V-Neck Floral Ruffled Midi Dress

    Make a charming impression in this floral midi dress showcasing a flowy ruffled silhouette and lace-up back that turns heads. Perfect for brunch, shower celebrations, and graduations!

    Fit & Features

    • Floral print, chiffon-lined fabric
    • V-neckline, spaghetti straps
    • Lace-up back
    • Flowy ruffled silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3905

    Category Name: Midi Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flawless Beauty Cutout A-Line Midi Dress

    Step out in this A-line midi dress for a flawless look all spring to summer! Designed with a sleek sweetheart neckline and underbust cutout, this dress makes a delightful impression.

    Fit & Features

    • Woven fabric
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Underbust cutout, back zipper closure
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6064

    Category Name: Midi Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Marianna Ruched Glitter Knit Formal Midi Dress

    Special Occasion

    Show up and stun like the glitzy babe you are in the Marianna ruched glitter knit formal midi dress! Crafted with a glistening glitter knit fabric, all eyes will be on you as you take the dance floor. She features a sleeveless sweetheart neckline with subtle chic draping, adjustable spaghetti straps to find your perfect fit, ruching down the side and back seams to accentuate your gorgeous curves, a thigh-high side slit to add some allure, and a bodycon silhouette. Complete your look with rhinestone heels for all the more sparkle!

    Fit & Features

    • Stretchy glitter knit fabric
    • Draped sweetheart neckline
    • Adjustable spaghetti straps, back zipper closure
    • Ruched side and back seams
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2107

    Category Name: Midi Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Sheen Strapless Ruched Satin Midi Dress

    Show off a luxe sheen in this curve-hugging midi dress designed with smooth satin-knit fabric perfect for your next cocktail party. It features a strapless straight-across neckline, ruched side and back seams to flaunt your stunning figure, and a back slit accent at the midi-length hem.

    Fit & Features

    • Satin knit fabric, plenty of stretch
    • Strapless straight neckline
    • Ruched side and back seams
    • Back zipper closure
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3797

    Category Name: Midi Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: EMERALD, NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Good Looks Mock Neck Long Sleeve Knit Midi Dress

    This mock neck midi dress will look so good on you! The midi dress features fitted long sleeves, a flattering form-hugging fit, and a center back slit on soft and stretchy ribbed knit fabric. Complete the look with a moto jacket for day or evening plans!

    Fit & Features

    • Soft and stretchy ribbed knit fabric
    • Mock neckline
    • Fitted long sleeves
    • Form-hugging fit
    • Center back slit
    • Runs true to size

    Style Number/Barcode: 05102-5221

    Category Name: Midi Dresses

    Price: $19.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Glam Glitter Knit High Slit Midi Dress

    Classic glam will be your vibe in this glitter knit midi dress featuring a sleeveless cowl neckline, spaghetti straps that lead to a chic cross-back design, a high-cut side slit to showcase some leg, and a bodycon silhouette to hug your curves. Perfect for a cocktail party, pair with stiletto heels.

    Fit & Features

    • Glitter knit fabric, plenty of stretch
    • Cowl neckline
    • Spaghetti straps, cross-back design
    • High side slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3552

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

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

  • Sultry Silhouette Abstract Print Mesh Midi Dress

    Showcase a sultry silhouette in this sheer mesh midi dress designed with a multi-colored abstract print for a bold vibe. It features a mock neckline with long fitted sleeves, a bodycon silhouette to hug your curves, and a full-length knit lining with a scoop neckline and spaghetti straps.

    Fit & Features

    • Abstract printed sheer mesh fabric, plenty of stretch
    • Mock neckline
    • Long fitted sleeves
    • Midi-length bodycon fit
    • Full-length knit lining, scoop neckline, adjustable spaghetti straps
    • Runs true to size

    Style Number/Barcode: 05102-5879

    Category Name: Midi Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Admiring Muse Sleeveless Bodycon Floral Midi Dress

    Feel and look effortlessly cute in this watercolor floral mesh midi dress everywhere you go! This sleeveless bodycon dress features adjustable spaghetti straps and a square neckline that accentuates your curves. The ruched bodycon fit flatters your figure while the midi-length hem adds a chic touch. Complete the look in strappy block heels.

    Fit & Features

    • Watercolor floral print, mesh lined fabric, moderate stretch
    • Adjustable spaghetti straps
    • Square neckline
    • Ruched bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3123

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Days Strapless Bodycon Midi Dress

    A trendy babe like you needs this effortless strapless bodycon midi dress for easy styling! 

    Fit & Features

    • Double-lined rib knit stretchy fabric
    • Strapless neckline
    • Bodycon fit
    • Flowy midi-length hem
    • Extra glitter for maximum sparkle - may have some natural fallout
    • Runs true to size

    Style Number/Barcode: 05102-000028

    Category Name: Midi Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Abstract Babe Ruched Mesh Midi Dress

    Let your look do the talking in this mesh midi dress! With an eye-catching abstract print and adjustable spaghetti straps, this midi dress will show off your style while the bodycon fit and side-ruched seams enhance your curves. Complete the look in trendy mules for an art show downtown!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Abstract print, mesh fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5508

    Category Name: Midi Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kaleen Sleeveless Satin Wrap Midi Dress

    Special Occasion

    Bring elegance in a midi dress that features a sleeveless cowl neckline, ruching to enhance curves, and a wrap silhouette accented with a high-side slit. Complete the formal outfit with silver heels.

    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

    • Satin fabrication
    • Sleeveless cowl neckline, padded bust
    • Ruching, back zipper and hook-eye closure
    • High side slit
    • Wrap silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05001-2523

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: HUNTER, WHITE

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

  • Reese Formal Strapless Marabou Glitter Midi Dress

    Special Occasion

    Glam up your evenings with the Reese formal glitter midi dress for Homecoming or formal celebrations! She features a strapless neckline with a fabulous marabou trim, a bodycon silhouette that hugs your curves, and a front slit along her midi-length hem. The formal knee-length dress is composed of a glitter crepe knit fabric offering endless sparkle and moderate stretch. Style the midi dress with platform heels.

    Fit & Features

    • Strapless neckline, marabou trim
    • Bodycon silhouette
    • Front slit
    • Midi-length hem
    • Glitter crepe knit fabric, moderate stretch
    • Sticky or strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1945

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Smiles Floral Puff Sleeve A-Line Midi Dress

    Your new favorite wear-everywhere floral midi dress from lunches to shower celebrations! The V-neck and puff sleeves create a flattering silhouette, while the A-line silhouette flatters every figure.

    Fit & Features

    • Floral print, cotton woven fabric, cotton woven lining
    • Short puff sleeves with ties
    • V-neckline with bust tie
    • Smocked elastic trim waist
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000164

    Category Name: Midi Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: S

    Product Badge:
    • Sale
  • Mingle Sensation Crepe One-Shoulder Midi Dress

    Mix and mingle in this crepe midi dress looking like a chic sensation! The sleeveless dress features a one-shoulder neckline, a form-hugging fit, and an asymmetric midi-length hem creating a flirty high side slit with a ruffle trim. Complete the look in rhinestone heels for a dressy occasion!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Form-hugging fit
    • Asymmetric midi-length hem
    • Thigh-high side slit, ruffle trim
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2846

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easily Stunning Cutout Striped Midi Dress

    This cutout striped midi dress was made for a laidback babe like you! With a bodycon fit and dual side slits for effortless allure, this dress is perfect for vacation or strolling the beach.

    Fit & Features

    • Striped print, stretchy knit fabric
    • V-neckline with cutout
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Dual side slits
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2290

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Reign The Night Satin Midi Dress

    Reign the night in this satin midi dress featuring a sleeveless cowl neckline, spaghetti straps, and a form-hugging midi silhouette accented with an asymmetrical high slit.

    With a sleek finish and effortless shine, this dress is pure luxe. Want more? Browse our stunning satin prom dresses or find a celebration-ready style in our party dresses.

    Fit & Features

    • Satin fabric, moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Form-hugging midi silhouette
    • Asymmetrical high slit for an alluring look
    • Style runs small

    Style Number/Barcode: 05101-1531

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Events Strappy Back Floral Midi Dress

    For the girl who's a socialite, this watercolor floral midi dress will take you from event to event! With its cowl neckline, bungee spaghetti straps, and strappy back, this dress exudes femininity. The bodycon fit and side ruched seams flatter your curves, while the side slit and midi length hem add a touch of allure to the mesh fabric. Complete the look with luxe earrings and heels.

    Fit & Features

    • Watercolor floral print, mesh fabric lined with stretchy knit
    • Bungee spaghetti straps, strappy back
    • Side slit
    • Bodycon fit
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3198

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS

    Product Badge:
    • Sale
  • Chic Flirt High Slit Bodycon Midi Dress

    Create a flirty chic look for your next cocktail party in this smooth knit midi dress with a sweetheart neckline, high-cut front slit, and bodycon silhouette to flaunt your curves.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless sweetheart neckline, padded bra cups
    • Spaghetti straps
    • Ruched front seam, thigh-high slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000053

    Category Name: Midi Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Add Some Flair Ruffle Detail Midi Dress

    Add some flirty flair to your look with this gorgeous ruffle detail midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back strap design, a sultry ruffled front slit to show some leg, and a midi-length, sleek, curve-hugging silhouette. The dress is composed of a crepe fabric that offers a moderate stretch. Style the look with eye-catching strappy heels for the perfect date night outfit.

    Shop Long Crepe Version: Tiffany Sleeveless High Slit Formal Dress

    Shop Satin Midi Version: Ravishing Ruffles High Slit Midi Dress

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Cross-back strap design, front slit, ruffled hem
    • Midi-length silhouette
    • Crepe fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0885

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aubrey Lace-Up Slit Satin Midi Formal Dress

    Special Occasion

    Cause a scene when you're seen in the Aubrey satin midi formal dress at celebrations and banquets! The formal dress is designed with a sleek square halter neckline with spaghetti straps that shapes the lace-up open back while the bodycon silhouette boasts a flirty side slit. Pair with earrings.

    Fit & Features

    • Stretch satin fabric with full-length knit lining
    • Sleeveless square halter neckline, padded bra cups, under bust seam
    • Adjustable spaghetti straps, open lace-up back
    • Ruched lower back, zipper with hook-eye closure
    • High waist seam, front ruched seam, high slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2611

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: ROYAL, IVORY

    Available Size: L, XL