There’s something about chunky loafers that just screams confidence. They’re bold, a bit quirky, and somehow manage to elevate any outfit with a laid-back, effortlessly cool steeze. This winter, chunky loafers are a must-have but the secret to pulling them off lies in how you style them. Gone are the days when loafers were limited to preppy or classic looks. These chunky beauties can be surprisingly cozy and versatile, seamlessly fitting into everything from casual street style to more polished, fashion-forward ensembles. Whether paired with oversized sweaters, tailored trousers, or a chic midi skirt, chunky loafers are the winter footwear that can make any outfit feel fresh and exciting.
As loafers continue to reinvent themselves in an effort to stay relevant, style enthusiasts are at the forefront, embracing and reveling in their chunky appeal. It’s easy to see why chunky loafers are making waves this season–they offer both warmth and undeniable style. You can even stomp through the snow, arriving at your destination looking effortlessly chic. A win is a win when you get practicality and fashion in one stylish package. To master the loafer trend, it’s all about understanding how to style them with a fresh twist, leaning into their latest renditions for a contemporary, bold look.
Check out modish tips on how to style chunky loafers like a pro…
#1. Go big with oversized outerwear
Chunky loafers thrive on a good balancing act, and oversized coats are the perfect partner in crime. Imagine pairing them with a big, cozy trench coat or a long puffer that feels like a wearable blanket–both stylish and practical for chilly days. The loafers add a structured, slightly edgy vibe that beautifully contrasts with the softer silhouette of the oversized coat. Stick to neutral tones or classic plaids to let the loafers take center stage, all while maintaining an effortlessly put-together look. It’s the ideal combination of comfort, style, and unexpected flair.
#2. Wide-leg pants for the win
Skinny jeans? Maybe not this time. Wide-leg pants are making a strong case for giving your chunky loafers the space they need to shine. The extra width at the ankle balances the heft of the loafers, creating a look that feels intentional and well-proportioned. Opt for high-waisted wide-leg pants that stop just above the loafers for a casual-cool vibe, perfect for brunch or city strolls. Tuck in a simple sweater or coat, and you’ve got an effortlessly chic outfit that’s as comfortable as it is stylish.
#3. Tights and socks
Winter gives us the perfect excuse to get cozy, so let’s talk about socks and tights! Chunky loafers are an ideal canvas for adding a pop of personality with patterned socks or warm tights. Imagine sleek black tights for a refined, elegant vibe paired with skirts, or go bold with funky patterned socks that peek out just enough. Layering here isn’t just about staying warm—it’s an opportunity to play with your style, whether you’re feeling preppy, quirky, or a mix of both. It’s a small detail that can take your winter outfit from functional to fashion-forward.
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#4. Oversized pants
If there’s one way to elevate chunky loafers to new levels, it’s with a great pair of pants. Picture office-ready trousers paired with a crisp blazer and glossy loafers in classic black or dark brown for a polished look. Alternatively, pair breezy pants with an embellished leather jacket for a more casual yet edgy vibe. The loafers act as the perfect grounding piece, adding a bit of toughness to your ensemble while maintaining its elegance.
5. Try short skirts
This one’s for the days when you’re feeling a little more daring. Pairing short skirts with chunky loafers creates a playful, slightly rebellious vibe. Opt for a mini skirt with tights to keep warm, and let the loafers add an edgy touch to the look. It’s the perfect mix of schoolgirl charm and modern-day cool, whether you’re heading out for a night on the town or simply elevating your everyday style. Go for a leather mini if you’re feeling bold, or a classic plaid skirt for a softer, timeless appeal.
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#6. Get cozy with layers
Layers are a winter essential, and chunky loafers are the perfect companion. Their versatility makes them easy to dress up or down, so try pairing them with cozy layers like a thick knit sweater over a collared shirt or an oversized cardigan. The loafers add interest to the outfit, preventing it from feeling too bulky and ensuring the look feels intentional. Opt for a monochrome palette to keep things sleek and coordinated, or mix in some color for a playful touch. This combo is ideal for those laid-back days when you want to stay warm and still look stylish.
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#7. The dressy girlie
Last but definitely not least, the flare dress. There’s something effortlessly cool about pairing chunky loafers with a flowy, lightweight frock. The combination is both feminine and relaxed, adding just the right amount of softness to an otherwise bold and structured look. Consider topping it off with a fitted sweater or turtleneck, and perhaps add a belt for some definition at the waist.
Shop editor’s edit
When people wonder how to style loafers, just point them to this guide. Case closed.
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