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.

  • Cowl Neck Front Slit Midi Dress

    This swoon-worthy dress was made for you! 

    Fits & Features

    • Spaghetti Straps With Dual Straps At Back 
    • Cowl Neckline I Square Back 
    • Midi Length Silhouette I Front Slit 
    • Zipper Not Featured
    • Smooth Jersey Knit Fabric I Fully Lined 
    • Curve Hugging Fit I Moderate Stretch 

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

      Style Number/Barcode: 05101-0413

      Category Name: Midi Dresses

      Price: $12.97 $33.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • An Instant Classic Midi Dress

      This midi will have you looking like an instant classic with its commanding high slit and button deets! Pair this beauty with sleek stilettos and a luxe clutch for a look that is ready for a night out! 

      Fit & Features 

      • Strapless Square Neckline 
      • Button Accents with Lion Engraved Design 
      • High Side Slit 
      • Lined Ribbed Knit Fabric
      • Midi Length Silhouette 
      • Form Hugging Fit 
      • Moderate Stretch 


       

      Style Number/Barcode: 06005-0544

      Category Name: Midi Dresses

      Price: $15.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Addison Formal Wrap Midi Dress

      Special Occasion 

      Stunningly timeless, Addison brings an elegant aura to your special moments! She features an off the shoulder neckline, a wrapped sweetheart bust, off the shoulder cap sleeves with ruched detailing and a midi length silhouette with an asymmetrical hem. Dress is composed of a lined crepe fabric that offers a curve hugging fit with a moderate stretch.

      Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0230

      Category Name: Midi Dresses

      Price: $19.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Button Down Tie Front Midi Dress

      A casual midi dress with chic details! Slip into some mules and you're all set for those daytime festivities with your girls! 

      Fits & Features

      • Bust Tie & Faux Button Front Design 
      • Short Sleeves I Elastic Cuffs & Shoulders 
      • Midi Length Silhouette 
      • Rib Knit Fabric 
      • Form Hugging Fit I Moderate Stretch 
      • Zipper Not Included

      Style Number/Barcode: 05102-0720

      Category Name: Midi Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sleek Style High Slit Bodycon Midi Dress

      This sleek and smooth knit midi dress features a ruched V-neckline with thin tank shoulder straps, flattering princess seams down the length of the dress, and a high-cut front slit for added movement. The bodycon silhouette will showcase your gorgeous curves. Perfect for cocktail hour, style with stilettos.

      Fit & Features

      • Smooth knit fabric with plenty of stretch
      • Ruched V-neckline
      • Tank shoulder straps
      • Princess seams
      • High front slit
      • Midi-length bodycon fit
      • Runs true to size

      Style Number/Barcode: 05101-3703

      Category Name: Midi Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: In Stock

      Available Color: HUNTER

      Available Size: XS, S

      Product Badge:
      • Sale
    • Kenzie Formal Lattice Midi Dress
      Special Occasion 


      Lace-up in luxe satin as you make a captivating entrance in our Kenzie dress! She features a sleeveless bodice, a plunging V-neckline with padded cups, princess seams, and narrow straps that lead to a lattice back detail. Her slim-fit bodice leads to a midi-length silhouette accented with a side slit. The dress is composed of a stretchy satin fabric that offers a form-hugging fit with a moderate stretch. Includes a lower back zipper closure. Complete look with heels and a clutch.

      Fit & Features

      • Sleeveless V-neckline, padded cups
      • Spaghetti straps, lattice back, lower back zipper and hook and eye closure
      • Midi-length silhouette
      • High side slit
      • Lined stretchy satin fabric
      • Form-hugging fit, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 05001-0619

      Category Name: Midi Dresses

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Petal Perfection Cowl Neck Midi Dress

      Charm them all in this pretty midi dress! Soft watercolored petals and a trendy cowl neckline make a romantic combination for this wedding guest dress! 

      Fits & Features

      • Spaghetti Straps That Cross At The Back 
      • Cowl Neckline 
      • Midi Length Silhouette
      • Stretchy Floral Knit Fabric 
      • Form Hugging Fit I Moderate Stretch 
      • Zipper Not Featured 

      Style Number/Barcode: 05101-0662

      Category Name: Midi Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Allure Them All Scoop Neck Tank Midi Dress

      Allure them in this knockout sweater midi dress! Perfect for stepping out for a casual lunch date or layer this dress for the perfect workwear outfit. The dress features a scoop neckline, tank-like straps, and a midi-length silhouette. Elevate your look with square toe strappy mules.

      Shop More Sweater Dresses: Sweater Dress Collection

      Fit & Features

      • Tank shoulder straps
      • Scoop neckline and back
      • Midi-length hem
      • Ribbed sweater-knit fabric
      • Plenty of stretch
      • Form-hugging fit
      • Runs true to size

      Style Number/Barcode: 06005-0604

      Category Name: Midi Dresses

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Flaunt Those Florals Waist Tie Dress

      Work that springtime magic in this pretty and sweet maxi dress! Add a woven bag and wedges for a completed look! 

      Fits & Features

      • Plunging V Neckline 
      • Waist Tie Design 
      • Sleeveless Bodice
      • Maxi Length Silhouette 
      • Woven Fabric I Ditsy Floral Print Design 
      • Relax Fit I Minimal Stretch 

      Style Number/Barcode: 05102-0739

      Category Name: Midi Dresses

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • You're The One Bodycon Midi Dress

      There's truly no one like you bb girl! With a statement single strap and a figure-hugging fit, you'll be feeling fierce in this basic ribbed dress! 

      Fits & Features

      • One Shoulder Strap 
      • Slanted Neckline
      • Midi Length Hem 
      • Ribbed Knit Fabric 
      • Figure Hugging I Moderate Stretch

      Style Number/Barcode: 05102-0685

      Category Name: Midi Dresses

      Price: $13.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Oh My Ruched Asymmetric Dress

      Oh my gawwwwd girl! Flaunt it in this form-hugging dress! We'd love to see you layer this look with rhinestone earrings and heels!

      Fits & Features

      • High Neckline 
      • Spaghetti Straps
      • Drawstring Ruching At The Side 
      • Asymmetric Midi Length Hemline 
      • Stretchy Jersey Knit Fabric I Partial, Mini Length Lining 
      • Form Hugging Fit I Moderate Stretch 

      Style Number/Barcode: 05101-0516

      Category Name: Midi Dresses

      Price: $14.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Pop Of Color Block Ditsy Floral Midi Dress

      Give them a pop of color this season in this flowy dress! Add a pair of block heels and cute mini purse for an OOTD! 

      Fits & Features

      • Tank Shoulder Straps
      • Plunging V Neckline & Back 
      • Back Zipper With Hook & Eye Closure
      • Midi Length I Overlapping Ruffle Trim Hem 
      • Woven Fabric With Ditsy Floral Print & Color Block Design I Partial, Mini Length Lining
      • Relax Fit I Minimal Stretch 

      Style Number/Barcode: 05101-0809

      Category Name: Midi Dresses

      Price: $16.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Dreamy Petals Off Shoulder Midi Dress

      A picture-perf dress for that girls brunch! Wave your hair out and add some gold-tone jewelry for a spring-ready look! 

      Fits & Features

      • Off Shoulder Neckline & Sleeves
      • Midi Length Silhouette 
      • Smooth Scuba Knit Fabric I Watercolored Florals
      • Form Hugging Fit 
      • Moderate Stretch 

      Style Number/Barcode: 05101-0661

      Category Name: Midi Dresses

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Cut It Out Babe Midi Dress

      Effortless, but make it extra. With a bold cutout bodice and sleek side slit, this midi dress hugs in all the right places for dates, brunch, or casual plans.

      Fit & Features

      • Stretchy rib knit fabric, contrast trim
      • Square neck, tank shoulder straps
      • Cutout bodice
      • Side slit
      • Bodycon silhouette
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 06005-000045

      Category Name: Midi Dresses

      Price: $18.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sweet & Smocked Ditsy Ruffle Midi Dress

      Get into the spring vibe with this midi dress on! Easily style it up or down by switching out your white sneakers to heels! 

      Fits & Features

      • Adjustable Spaghetti Straps
      • Square Neckline 
      • Tiered Ruffle Detail 
      • Midi Length Silhouette 
      • Ditsy Woven Print 
      • Form Hugging Fit I Plenty Of Stretch 

      Style Number/Barcode: 05101-0501

      Category Name: Midi Dresses

      Price: $18.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Vanessa Formal Crepe Midi Dress

      Special Occasion

      Keep it classically chic in our elegant Vanessa midi dress! Her off the shoulder neckline is perfect for pairing with a statement necklace and midi length showcases glowing gams! 

      Fit & Features 

      • Off The Shoulder Neckline 
      • Wrap Sweetheart Bust 
      • Princess Seams 
      • Midi Length Silhouette | Wrap Style
      • Lined Crepe Fabric 
      • Form Hugging Fit 
      • Moderate Stretch 


      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0397

      Category Name: Midi Dresses

      Price: $19.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Tortoise O-Ring Ribbed Knit Midi Dress

      Casual and cute, you'll be loving the O-ring belt around this chic midi dress! We love to see you rockin' this with some white sneakers and a faux leather jacket! 

      Fits & Features

      • Spaghetti Straps
      • Scoop Neckline I Square Back
      • Tortoise O-Ring Waist Belt  
      • Midi Length Silhouette 
      • Ribbed Knit Fabric I Fully Lined 
      • Form Hugging Fit I Plenty Of Stretch 
      • Zipper Not Featured

      Style Number/Barcode: 05102-0673

      Category Name: Midi Dresses

      Price: $13.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • You Go Girl Midi Dress

      You go babe! This strapless midi dress will leave 'em speechless! Pair with some espadrille wedges for the perf spring time vibe.

      Fit & Features

      • Strapless sweetheart neckline
      • Padded bust
      • Back zipper
      • High waist seam
      • Mid-length form hugging fit
      • Asymmetric hem | Front slit
      • Textured knit fabric | Moderate stretch | Knit lining

      Style Number/Barcode: 05101-0758

      Category Name: Midi Dresses

      Price: $14.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Petra Crepe Off Shoulder Midi Dress

      Special Occasion

      With a fold-over, off-shoulder neckline and fitted long sleeves, our Petra exudes class and elegance. Her midi-length hem features a back center slit for you to glide around with ease. Accessorize her with a gorge envelope clutch and a fab pair of heels! 

      Fits & Features

      • Off Shoulder Fold-Over Neckline 
      • Back Zipper Closure
      • Fitted Long Sleeves
      • Midi Length Hemline | Fitted Skirt 
      • Center Back Slit 
      • Crepe Fabric | Fully Lined
      • Form Hugging Fit | Plenty Of Stretch 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0398

      Category Name: Midi Dresses

      Price: $31.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Get A Move On Crepe Midi Dress

      You need to get a move on with making those GNO plans with your girlfriends! Make sure you pick up this party-ready dress and elevate your style with some bold earrings!

      Fits & Features

      • Spaghetti Straps 
      • Scoop Neckline 
      • Midi Length Silhouette I Front Slit 
      • Crepe Fabric 
      • Form Hugging Fit I Plenty Of Stretch 
      • Zipper Not Featured

      Style Number/Barcode: 05103-0851

      Category Name: Midi Dresses

      Price: $13.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Turn On The Charm Square Neck Midi Dress

      Slip into this midi dress and watch that confidence skyrocket! Pair this dress with some fab heels and layer on the dainty deets. 

      Fits & Features

      • Bungee Spaghetti Straps
      • Square Neckline 
      • Midi Length Hemline
      • Smooth, Double-Layered Jersey Knit Fabric 
      • Form Hugging Fit I Moderate Stretch

      Style Number/Barcode: 05102-0561

      Category Name: Midi Dresses

      Price: $13.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sleeveless Ruched Midi Dress

      Yessssss girl! She's classy and curvy. Up your midi game with this form-hugging dress! Pair it with your fav block heels.

      Fits & Features

      • Crew Neckline
      • Dual Button Closure At Nape I Keyhole Opening
      • Midi Length Silhouette
      • Ruching Throughout 
      • Smooth Jersey Knit Fabric I Fully LIned
      • Form Hugging Fit I Moderate Stretch 
      • Zipper Not Featured

      Style Number/Barcode: 05102-0699

      Category Name: Midi Dresses

      Price: $13.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Clarabelle Sweetheart A-Line Midi Formal Dress

      Special Occasion

      Romantic and structured, the Clarabelle midi formal dress sculpts and flatters your figure with a sweetheart-fitted bodice and a drop waist seam that perfectly accentuates your waistline along the A-line silhouette.

      Fit & Features

      • Floral and fruit garden print
      • Organza fabric, multiple woven and tulle linings
      • Sweetheart neckline, padded bra cups
      • Adjustable spaghetti straps, back zipper and hook-eye closure
      • Fitted bodice, drop waist seam
      • A-line silhouette, midi-length hem
      • Runs true to size

       

      Where to Wear:

      Prom, weddings, garden parties, fancy parties, milestone celebrations, spring galas

      Style Number/Barcode: 05001-2725

      Category Name: Midi Dresses

      Price: $49.97 $99.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Casually Sultry Strapless Bodycon Midi Dress

      Strut looking casually sultry in this strapless midi dress that accentuates your curves and can easily be dressed up or down!

      Fit & Features

      • Brushed knit double-lined stretchy knit fabric
      • Strapless neckline
      • Side ruched seams
      • Bodycon silhouette
      • Midi-length hem, side slit
      • Runs true to size

      Style Number/Barcode: 05102-000034

      Category Name: Midi Dresses

      Price: $49.90

      Availability: Out of Stock

      Product Badge:
      • Sale