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.

  • 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
  • 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

  • Crush Worthy Floral Mesh Halter Midi Dress

    Serving chic romance with a side of flirt. This dreamy floral midi dress hugs in all the right places with a halter V-neck, bold open back, and ruffled trim made for date nights and love notes.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Floral print
    • Sleeveless V-neckline, tie-back halter straps
    • Open back with tie-back spaghetti straps, lower back ruching
    • Midi-length form-hugging fit
    • Front slit, ruffled trim
    • Runs true to size

    Style Number/Barcode: 05101-000241

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: NATURAL

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

    Product Badge:
    • New Arrival
  • 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

    Available Size: XS, S, M, L

  • 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
  • Vibrant Side Geometric Print Bodycon Midi Dress

    Unleash your vibrant side in this stunning geometric midi dress on vacation, during weekend getaways, or at pool parties! Designed with a smooth knit fabric that effortlessly hugs your curves, it features a halter V-neck, open back, and center front slit for a trendy allure.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Geometric tropical print
    • Sleeveless halter surplice V-neckline, open back
    • Ruching
    • Center front slit accent
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3929

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

  • 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, M, L

  • 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

  • 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

  • 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
  • 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

  • Sparkle Plans Glitter Knit Midi Tube Dress

    She’s sparkly, she’s sleek, and she didn’t come to play. This glitter knit midi tube dress serves major bombshell vibes—perfect for nights when subtle just won’t cut it.

    Fit & Features

    • Glitter knit fabric, high stretch, knit lining
    • Strapless straight-across neckline
    • High-cut side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000133

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY

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

    Product Badge:
    • New Arrival
  • 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
  • Can’t Stop Staring Bodycon Midi Dress

    This sleek knit midi dress is giving heartbreaker energy! The ruched bodycon fit hugs in all the right places—perfect for date nights, girls’ nights, and spotlight-stealing entrances.

    Fit & Features

    • Smooth, stretchy knit fabric, knit lining
    • Sleeveless V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Ruching
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000153

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

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

  • 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

  • Take Me Away Tube Midi Dress

    Effortless but still a serve. This strapless knit midi hugs your curves with a twist-front neckline and scalloped hem—perfect for brunches, beach dates, or packing for your next getaway!

    Fit & Features

    • Texture knit cotton-blend fabric, moderate stretch
    • Sweetheart strapless tube neckline
    • Twist bust
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000018

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: SAGE

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Shimmering Allure Glitter Tube Midi Dress

    This strapless stunner hugs you in all the right places with ruching, glitter mesh, and a leggy side slit made for entrances on date night or dressy events!

    Fit & Features

    • Glitter mesh-lined fabric
    • Strapless tube neckline
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4113

    Category Name: Midi Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: WINE

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

    Product Badge:
    • New Arrival
  • 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

  • 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

  • Cut To The Chase Strapless Cutout Midi Dress

    A little cutout never hurt anybody. This strapless midi hugs your curves with a sleek silhouette and underbust cutout made to turn heads at every RSVP.

    Fit & Features

    • Stretch knit fabric
    • Bodycon silhouette
    • Sweetheart strapless neckline
    • Twist-front bodice with an underbust cutout
    • Midi length
    • Runs true to size

    Style Number/Barcode: 05101-000275

    Category Name: Midi Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • New Arrival
  • 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

  • Own The Room Striped Knit Midi Tube Dress

    Hot girl summer just got a little hotter. This striped midi tube dress hugs you in all the right places with a soft, textured knit that moves with you.

    Fit & Features

    • Striped textured cotton-blend knit fabric, lightweight knit lining
    • Moderate stretch
    • Strapless straight-across neckline
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000019

    Category Name: Midi Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • 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

  • 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, XL