Midi Dresses

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Midi Dresses You’ll Love

Step into your glow with midi dresses that bring effortless style and a fresh kind of wow. Our curated edit of mid-length dresses blends soft knits, breezy satin, airy chiffon, and stretch crepe for a look that feels as light as it looks. Easy to dress up or down, these midi dresses move with you from day to night with polished ease.

Brunch Dates, Office Days, Evening Plans

From formal midi dresses for weddings and special events to sleek midi dresses for dinners and nights out, every moment is covered. Think sleeveless silhouettes, open backs, subtle cutouts, and bodycon fits that highlight your shape while keeping that refined mid-length feel. Whether you're headed to brunch, a rooftop party, or a romantic date night, these styles bring just the right amount of statement.

Styles That Work Overtime

Expect flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Lightweight ribbed knits and soft stretch fabrics make daytime styling simple—just add sandals or low heels. For evenings, slip into satin or chiffon mid-length dresses that catch the light with every step. With adjustable straps, stretch panels, and easy silhouettes, each piece is designed to keep you feeling confident and put-together from first plans to last call.

Layer lightly when needed—think a cropped jacket, a tailored blazer, or a soft wrap. Pair with strappy heels, sleek mules, or chic flats, depending on your mood. Whether you're heading to the office, a weekend getaway, or dinner with friends, these midi dresses adapt with ease.

Midi Dresses You’ll Live In

Refresh your wardrobe with midi dresses that feel easy, elevated, and endlessly wearable. Designed in breathable fabrics and flattering cuts, these mid-length dresses bring a balance of comfort and style you’ll reach for again and again. Dress them up, dress them down—your go-to midi moment starts here.

Styles for Every Occasion

From polished work looks to vacation-ready outfits and special celebrations, these midi dresses are made to keep up. Think flowing silhouettes, sleek bodycon fits, and modern details that make every outfit feel styled without the effort. Perfect for weddings, weekend plans, and everything in between.

Midi Dresses in Every Shade

Explore midi dresses in every color, with styling ideas that carry you from daytime plans to evening moments:

Black Midi Dresses: Keep it sleek with a black midi styled with strappy heels and a light blazer for a look that moves from office to dinner.

Blue Midi Dresses: Make a statement in bold blue, paired with metallic accents for nights out or sunset plans.

Green Midi Dresses: Go fresh in soft or vibrant green tones, styled with gold jewelry and minimal heels for an elevated finish.

Pink Midi Dresses: A soft pink midi in satin or chiffon brings a romantic feel to brunch, showers, or daytime events.

Red Midi Dresses: Stand out in a red midi dress styled with sleek heels for date nights and special occasions.

White Midi Dresses: Keep it light and polished with a white midi, perfect for celebrations, getaways, or all-white moments.

Shop Windsor’s midi dresses online, in-store, or in-app—and find the styles you’ll reach for again and again. From casual daytime looks to elevated formal midi dresses, your perfect mid-length dress is waiting.

  • Sun Chasing Ribbed Knit Halter Midi Dress

    Hot plans? Found the dress. This ribbed knit halter bodycon midi dress hugs in all the right places with a ruched bust and flirty keyhole cutout—aka your go-to for birthday dinners, rooftop nights, and every RSVP in between.

    Fit & Features

    • Ribbed sweater knit fabric, high stretch
    • Sleeveless sweetheart neckline
    • Tie-back halter spaghetti straps
    • Ruched bust, keyhole cutout
    • Midi-length hem, high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000286

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BANANA

    Available Size: S, M, L

  • Dramatic Flare Mesh Midi Dress

    When the invite says dress up, you understand the assignment. This strapless ruched mesh midi dress hugs in all the right places and finishes with an uneven ruffle hem that moves every time you do.

    Fit & Features

    • Stretch mesh fabric with lining
    • Strapless tube neckline
    • Allover ruched detailing
    • Uneven ruffle hem with sheer midi overlay
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000693

    Category Name: Midi Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: PLUM

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

  • Karol Off-The-Shoulder Midi Formal Dress

    Special Occasion

    Made for candlelit entrances and champagne toasts, the Karol dress brings quiet drama in the chicest way. Crafted from smooth knit in a form-hugging midi silhouette, it features an off-the-shoulder wrap overlay neckline and a front wrap slit that moves beautifully from ceremony to after-party.

    Fit & Features

    • Smooth knit-lined stretch fabric
    • Off-the-shoulder wrap overlay
    • Form-hugging midi silhouette
    • Front wrap slit accent
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, cocktail receptions, galas, rehearsal dinners, engagement parties, milestone celebrations, anniversary dinners

    Style Number/Barcode: 05001-000731

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK, WINE

    Available Size: S, XS

  • Gallery After Hours Cowl Neck Midi Dress

    It’s giving art opening energy, but make it wearable. This artsy abstract print midi dress features a draped cowl neckline, delicate spaghetti straps, and a front slit on a form-hugging silhouette that feels equal parts effortless and elevated.

    Fit & Features

    • Abstract print, knit-lined stretch fabric
    • Cowl neckline, Adjustable spaghetti straps
    • Front slit
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000661

    Category Name: Midi Dresses

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Invite Floral Strapless Midi Dress

    Booked, busy, and looking stunning. This floral strapless midi dress hugs in all the right places with a ruched wrap waist and flirty ruffle detail made for weddings, date nights, and any RSVP that says “dress cute.”

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Floral print
    • Strapless straight-across neckline
    • Ruched wrapped design at the waist, ruffled side detail
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001174

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • RSVP Ready Lace Asymmetric Ruffle Midi Dress

    This is the dress that gets the “where did you get that?” texts before you even sit down. This lace asymmetric ruffle midi dress hugs in all the right places with a flirty high slit and draped cowl neckline made for date nights, weddings, and every after-hours plan on your calendar.

    Fit & Features

    • Sheer floral lace fabric with knit lining, high stretch
    • Sleeveless V-neckline with cowl neck draped overlay
    • Adjustable spaghetti straps
    • Asymmetric midi-length hem, high-cut side slit
    • Ruffled trim
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001315

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: NAVY

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

  • Garden Party Plans Floral Lace-Up Midi Dress

    RSVP: yes, obviously. This square neck lace-up midi dress brings soft romance with a fitted bodice, button trim detail, and flowy skirt that’s ready for weddings, showers, and every dressed-up daytime plan. 

    Fit & Features

    • Woven knit fabrication
    • Square neckline with adjustable straps
    • Fitted corset-bodice with button detail
    • Lace-up back detail
    • Floral pattern
    • Midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000778

    Category Name: Midi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Confidence Halter Bodycon Midi Dress

    Clean lines, cool confidence. This halter bodycon midi dress hugs in all the right places with a textured knit feel that moves with you from dressy daytime moments to dinner plans.

    Fit & Features

    • Textured knit fabric, high stretch
    • Sleeveless V-neckline
    • Halter strap, partially open back
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000297

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: LIGHT, BLUE, TEAL, RED

    Available Size: XS, S, M, L

  • Classy Icon Open Back Midi Dress

    Minimal effort, maximum double takes. This sleeveless crew neck midi dress keeps it clean in the front and steals the scene with an open back and tie, perfect for everything on your spring calendar.

    Fit & Features

    • Rib knit fabric, soft lining
    • Sleeveless crew neckline
    • Open back with tie
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000458

    Category Name: Midi Dresses

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Garden RSVP Floral Midi Dress

    Invite secured. This floral midi dress floats with an A-line flowy silhouette, high halter neckline, and open back that feels equal parts polished and playful for every spring occasion on your calendar.

    Fit & Features

    • Floral printed linen-like fabric, woven lining
    • High halter neckline with tie
    • Open back design, hidden zipper and hook-eye closure
    • High waist seam, hidden side pockets
    • Flowy A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000872

    Category Name: Midi Dresses

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Bare It Beautiful Floral Tube Midi Dress

    No straps, no stress, just compliments. This floral printed midi dress sculpts in a smooth, strapless tube silhouette with a sleek bar back detail that keeps it secure while you own every spring RSVP.

    Fit & Features

    • Floral printed stretch-lined fabric
    • Strapless tube silhouette
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001188

    Category Name: Midi Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Plans Ribbed Knit Bodycon Midi Dress

    One of those dresses that somehow does all the styling for you. This ribbed knit bodycon midi dress hugs just right with a notched V-neckline and sleek silhouette that works from casual plans to dressed-up moments.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Sleeveless scoop neckline, notched V-neckline
    • Thin tank shoulder straps
    • Back slit accent
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000552

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: L

  • Bold Bloom Floral Knit Midi Tube Dress

    Big blooms, bold plans. This floral knit midi tube dress hugs in all the right places with a sleek bodycon fit and effortless strapless neckline—perfect for brunch dates, rooftop drinks, or any moment that deserves a standout look.

    Fit & Features

    • Ribbed knit fabric, moderate stretch
    • Large floral print
    • Strapless neckline
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000344

    Category Name: Midi Dresses

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Extra Confident Strappy Back Bodycon Midi Dress

    Your go-to when the night calls for something a little extra. This strappy back bodycon midi dress hugs in all the right places with sleek stretch knit fabric, ruched detailing, and a high slit that keeps every step feeling confident and a little daring.

    Fit & Features

    • Sleek knit fabric, high stretch
    • Sleeveless V-neckline
    • Dual spaghetti straps, open back with halter and lower tie-back straps
    • Ruched detailing
    • Curved seam, high-cut front slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001345

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: IVORY

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

  • Chic Invite Bodycon Midi Dress

    This dress understood the assignment. A sleek bodycon midi dress with a sweetheart neckline and soft draped pleating that hugs your shape while keeping the vibe chic for every invite on your calendar.

    Fit & Features

    • Sleek stretch knit fabric, lined
    • Sleeveless sweetheart neckline, padded bra cups
    • Pleated draped overlay
    • Spaghetti straps
    • Midi-length hem
    • Form-hugging fit, flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000566

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: L

  • Garden Daydream Floral Midi Dress

    This floral midi dress is straight out of a daydream. It features a structured square neckline and a softly flowy skirt perfect for brunch plans, tea parties, and shower celebrations.

    Fit & Features

    • Floral print, cotton fabric, smooth woven lining
    • Square neckline
    • Adjustable spaghetti straps
    • Back hidden zipper and hook-eye closure
    • Lace trim panel details
    • A-line silhouette, tea-length midi hem
    • Runs true to size

    Style Number/Barcode: 05101-000960

    Category Name: Midi Dresses

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bloom Mood Floral Midi Dress

    Soft, romantic, and ready for compliments. This floral midi dress features a strapless neckline and textured knit eyelet fabric that hugs your shape while keeping the vibe perfect for brunch dates, showers, or sunny day plans.

    Fit & Features

    • Ditsy floral print, eyelet mesh-lined fabric
    • Strapless neckline
    • Bodycon fit
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000436

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M

  • Sunkissed Curve Knit Midi Dress

    This striped midi dress was made to highlight every curve with a sculpting rib texture, front cutout detail, and side slit. Dress it up with heels for a night out or keep it elevated with sandals for a chic daytime moment.

    Fit & Features

    • Striped print, rib knit fabric
    • Sweetheart neckline, cutout bust accent
    • Adjustable spaghetti straps
    • Bodycon fit
    • Dual side slits
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000084

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Minimal Muse Bodycon Midi Dress

    Your new go-to dress when the vibe is effortlessly polished. This bodycon midi dress hugs in all the right places while the side slit offers effortless allure for brunch plans, vacations, or sunset cocktails.

    Fit & Features

    • Sweater knit fabric
    • Scoop neckline
    • Adjustable spaghetti straps
    • Side slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000349

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: TAUPE, ORANGE, MAGENTA

    Available Size: S, M, L

  • Sunny Day Cutie Gingham Midi Dress

    Brunch plans, farmer’s marketand cute coffee dates—this midi dress is ready for all of it. This gingham tube midi dress features a flattering strapless neckline and an A-line fit that keeps your look effortlessly sweet.

    Fit & Features

    • Gingham print, woven fabric, knit lining
    • Strapless tube neckline
    • Stretchy smocked back
    • Side zipper and hook-eye closure
    • Drop waist seam
    • A-line fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000503

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: SAGE

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Brunch Bloom Floral Butterfly Midi Dress

    This is your “say yes to the plans” dress. This floral midi dress brings the romance with a plunging halter neckline, lace-up back, and floaty skirt that moves with you to brunch, showers, and dressy soirees.

    Fit & Features

    • Delicate floral print, butterfly embroidery
    • Chiffon fabric lined with tulle and woven linings
    • Halter V-neckline with tie, underwire bust
    • Corset-inspired bodice, flexible boning
    • Lace-up back design, zipper and hook-eye closure
    • A-line midi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000841

    Category Name: Midi Dresses

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleekly Stunning Tie-Back Midi Dress

    This sleek bodycon midi hugs in all the right places while the open tie-back detail adds that unexpected edge. It’s the kind of dress you can wear for brunch, date night, or any dressy occasion.

    Fit & Features

    • Crepe fabric
    • Square neckline, tank shoulder straps
    • Tie-back cutout design
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001066

    Category Name: Midi Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Weekend Crush Striped Halter Midi Dress

    This is your “I didn’t overthink it, I just look this good” dress. The halter neckline and bodycon fit do all the work, while the soft stripes keep it flirty but low-key. Brunch, date night, or last-minute plans—she’s already ready.

    Fit & Features

    • Halter neckline
    • Bodycon silhouette
    • Midi length
    • Soft stretch fabrication
    • Allover stripe pattern
    • Runs true to size

    Style Number/Barcode: 05102-000523

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sunset Stunner Mesh Strapless Midi Dress

    Hot plans, zero overthinking—this dress just gets it. A sleek strapless mesh midi that hugs in all the right places and shows up ready for every RSVP on your calendar.

    Fit & Features

    • Lightweight mesh fabric with stretch lining
    • Bodycon midi silhouette
    • Strapless straight neckline
    • Abstract print with contouring effect
    • Runs true to size

    Style Number/Barcode: 05102-000611

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L