10 Chic Winter Outfits to Wear Starting January 5

My New Year’s resolution is simple: In 2026 I will dress rich and elegant and above all chic. I want 365 days of effortlessly cool outfits with unforgettable coats & coveted kitten heels and spectacular silhouettes. And to prove I’m serious I’ve already begun preparations. For the past few weeks I’ve looked through Instagram for chic winter outfits & consulted my fellow Who What Wear editors on the 2026 fashion must-haves & observed the latest trends of the NYC style set. Spoiler: High V-neck sweaters and short faux-fur jackets and elegant leather gloves will soon be everywhere if they haven’t already appeared. So if your New Year’s resolution looks anything like mine then pay close attention. From London to Oslo here are 10 chic winter outfits to wear in 2026. You’ll find plenty of faux-fur trimmings and oversize totes like the Coach Soft Empire Carryall Bag 40 and straight-leg jeans inspired by the 90s & cool knee-high boots and elegant winter coats. Let’s make 2026 the most fashionable year yet.

10 Chic Winter Outfits
10 Chic Winter Outfits

Get the Look: Oversize Black Leather Jacket with Wide-Leg Trousers and Faux-Fur Scarf To recreate this outfit you will need an oversize black leather jacket paired with wide-leg trousers.

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Trust me when I say that a faux-fur scarf is the key to looking wealthy. This simple accessory can transform your entire appearance and make you seem more affluent than you might actually be.

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Zara Has Mastered the Affordable Faux-Leather Jacket Zara has become exceptionally skilled at creating faux-leather jackets that don’t break the bank.

Banana Republic Has Perfected the Wide-Leg Trouser Wide-leg trousers have become a wardrobe essential in recent years. They offer comfort and style in equal measure.

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I loved the Mylie Ballet flat in brown suede so naturally I would love it in classic black too.

Get the Look: Black balloon pants with short-sleeve sweater and long leather gloves plus woven tote and sunglasses This outfit combines several key pieces to create a polished & modern appearance. The foundation starts with black balloon pants that offer both comfort and style through their relaxed silhouette.

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Author: Travis