Sweater Midi Dresses

Sweater midi dresses are your ticket to cozy chic vibes that turn heads and break hearts. Whether you're strutting down city streets or owning the room at brunch, these versatile beauties have got you covered from day to night. Slip into one of these fabulous finds, and you'll be serving looks that scream effortless elegance with a side of sass. With sweater midi dresses in your wardrobe, every moment becomes a runway moment—so go ahead, make it unforgettable!

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Sculpted Chic Ribbed Knit Midi Dress in Grey

$44.90

A grey ribbed knit midi dress featuring a sweetheart neckline with a twist accent and long sleeves.

Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in White

$38.90

A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.

Windsor Keep It Sleek Midi Dress in Black

$36.90

A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.

Sophisticated Enchantment Velvet Midi Dress in Navy Blue

$42.90

A navy blue velvet midi dress featuring a sleeveless sweetheart neckline and pleated bodice.

Sweet Talk Cutout Midi Dress in Pink

$49.90

A pink knit midi dress featuring a pleated sweetheart neckline, cutout back, and form-hugging silhouette.

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Classy Chic Strapless Knit Midi Dress in Green

$19.97 $42.90 53% off

A sleek green knit midi dress featuring a strapless sweetheart neckline, pleated overlay, and back slit.

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Looking Fab Cold-Shoulder Ruched Bodycon Midi Dress in Pink

$49.90

(17)

You'll be lookin' oh-so-fab in this ruched bodycon midi dress designed to hug your stunning curves. The cold-shoulder neckline adds a sweet touch to the alluring silhouette. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Sweetheart neckline, bust seam outline, padded bra cups, Cold-shoulder design, thin tank shoulder straps, off-the-shoulder straps, Back zipper hook-eye closure, Ruching, Midi-length bodycon silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Looking Fab Cold-Shoulder Ruched Bodycon Midi Dress in Pink | Size: S | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Can't Help It Mesh Off-The-Shoulder Midi Dress in Black

$39.90

(16)

A girl like you can't help but show up in this midi dress and slay! The midi-length dress features a sultry off-the-shoulder sweetheart neckline, short-sleeve cuffs, a ruched and padded bust, a flattering side slit, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in strappy heels for a dinner party or wedding! Fit & FeaturesOff-the-shoulder sweetheart neckline, Short-sleeve cuffs, Ruched and padded bust, Side slit, ruched seams, Bodycon silhouette, midi-length hem, Mesh fabric, stretchy knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Can't Help It Mesh Off-The-Shoulder Midi Dress in Black | Size: M | Knit Fabric/Mesh Fabric

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Flowy Chic Chiffon Cold-Shoulder Skater Dress in Wine

$19.97 $44.90
56% off

(15)

Flowy and chic, this breezy chiffon skater dress is perfect for the brides, graduates, and birthday girls! The sweetheart neckline features a cold-shoulder design for a soft, feminine vibe. Fit & FeaturesSheer chiffon fabric, woven lining, Cold-shoulder design, tank straps, off-the-shoulder straps, Sweetheart neckline, ruched bust and bodice, High waist, smocked back, Mini-length skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flowy Chic Chiffon Cold-Shoulder Skater Dress in Wine | Size: XS

Sweet Talk Cutout Midi Dress in Navy Blue

$49.90

(9)

Smooth, snatched, and straight-up stunning. This midi dress brings all the glam with a pleated sweetheart neckline, cutout back, and a form-hugging fit made to own the spotlight. Fit & FeaturesSmooth knit fabric with subtle sheen, stretchy knit lining, Pleated sweetheart neckline, padded bra cups, Wide shoulder straps, Cutout back with bar clasp closure strap, Form-hugging silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Talk Cutout Midi Dress in Navy Blue | Size: XS | Knit Fabric

Windsor Sophisticated Enchantment Velvet Midi Dress in Navy Blue

$42.90

(8)

The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit. Fit & FeaturesVelvet fabrication, Sleeveless sweetheart neckline, Pleated bodice, Midi length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sophisticated Enchantment Velvet Midi Dress in Navy Blue | Size: XL | Rhinestone/Velvet Fabric

Andie Velvet Drop Waist Skater Dress in Burgundy

$64.90

(6)

Elevate your formal outfit in a luxe velvet short dress featuring an off-the-shoulder collared sweetheart neckline, adjustable spaghetti straps, a drop-waist design, and a pleated skater silhouette. Complete the outfit with glitter mesh heels. Fit & FeaturesLined velvet fabrication, Off-the-shoulder neckline, Collared sweetheart bust, adjustable spaghetti straps, Back zipper and hook-eye closure, Drop-waist design, Pleated skater silhouette, Short length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Andie Velvet Drop Waist Skater Dress in Burgundy | Size: XS | Velvet Fabric/Mesh Fabric

Electric Vibe Cutout Tube Midi Dress in Red

$39.90

(6)

Sexy—ideal for turning heads at your next night out, this tube midi dress delivers electric vibes! This bodycon dress features sultry cutouts that flatter your curves while the tube design offers a sleek, modern look. Fit & FeaturesSmooth knit fabric, sewn-in knit lining, moderate stretch, Strapless tube sweetheart neckline, Twist bust, cutout accent, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Electric Vibe Cutout Tube Midi Dress in Red | Size: L | Knit Fabric

Windsor Spiral Into Style Cutout Bodycon Midi Dress in Burgundy

$39.90

(5)

Spicy, sculpted, and impossible to ignore. This bodycon midi dress brings all the drama with edgy hardware and a cutout bodice that serves all night long. Fit & FeaturesSmooth knit stretchy fabric, Strapless sweetheart neckline, Padded bra cups, twist metal hardware trim, Cutout bodice and twist accent, Bodycon midi-length silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spiral Into Style Cutout Bodycon Midi Dress in Burgundy | Size: XS | Knit Fabric/Stretchy Fabric

Sweet but Sculpted Off Shoulder Midi Dress in Denim

$39.90

(5)

Romantic with a sultry flair? Say less. This off-shoulder midi dress stuns with a sweetheart neckline, curve-hugging bodice, and flared hem that brings the drama to date nights and dressy occasions. Fit & FeaturesSmooth knit fabric with subtle sheen, stretchy knit lining, Off shoulder sweetheart neckline, Mini bust ruched seam, Short-sleeve cuffs, Form-hugging bodice, Flared midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet but Sculpted Off Shoulder Midi Dress in Denim | Size: L | Knit Fabric

Soft Glam Strapless Velvet Midi Dress in Hunter-2

$39.90

(5)

Arrive in glam style in this strapless velvet midi dress at parties or cocktail events. The dress boasts a flirty sweetheart neckline and center back slit while the bodycon fit accentuates your curves. Fit & FeaturesSoft velvet fabric with full-length knit lining, moderate stretch, Strapless sweetheart neckline, no-slip strip, padded bust, Ruched side and back seams, Center back slit, Bodycon fit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Soft Glam Strapless Velvet Midi Dress in Hunter-2 | Size: XL | Knit Fabric/Velvet Fabric

Sweater Midi Dresses

Let’s talk about the unsung hero of winter wardrobes: the sweater midi dress. If you’ve ever stared down the February chill and thought, “I want to look put-together, but I also want to feel like I never left my blanket,” you’re in the right place. Sweater midi dresses are that rare breed—effortless, cozy, and somehow always pulled-together, even on days when you’re running out the door with coffee in hand. The midi length hits that sweet spot: long enough to keep you warm, short enough to show off your favorite boots, and versatile enough to work for brunch, office days, or last-minute dinner plans. Whether you’re pairing yours with chunky sneakers for a casual coffee run or dressing it up with heeled boots and a statement belt for date night, a midi sweater dress adapts to your vibe, not the other way around. It’s the piece you reach for when you want to look like you tried (even if you totally didn’t).

Sweater midi dresses are also the ultimate gift for anyone who loves a little luxury with their loungewear. Think of your best friend who’s always cold, your sister who’s mastered the art of layering, or your mom who wants something chic but practical for winter gatherings. Gifting a windsor sweater dress says, “I see your style—and I know you want to stay warm without sacrificing an ounce of cool.” When you’re shopping for yourself, consider the details that make a sweater dress midi really work for your life: ribbed knits for a bit of structure, side slits for easy movement, or a tie waist for that just-right silhouette. Don’t be afraid to play with color, either—neutrals are classic, but a pop of winter brights can completely change your mood (and your Instagram feed). If you’re layering up, a midi dress with sweater texture pairs perfectly with everything from leather jackets to oversized scarves. And if you’re someone who lives for that “throw on and go” energy, you’ll appreciate how a simple change of shoes can take your look from errands to evening without missing a beat.

The beauty of sweater midi dresses is how seamlessly they fit into real, everyday life. Picture this: it’s a gray February morning, you’ve got a packed schedule, and you still want to feel like your best self. You pull on a sweater dress midi, add a pair of boots, and suddenly it’s like you’ve unlocked a cheat code for winter style—one that’s as comfortable as it is chic. These dresses aren’t just about surviving the cold—they’re about celebrating it, turning dreary days into an excuse to show off your favorite textures, layers, and accessories. If you’re ready to expand your knitwear collection, check out the full range of Sweater Knit Dresses for even more ways to stay cozy and stylish all season long.

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