7 Easy and Chic Winter Outfits You Can Comfortably Wear to Work

Nailing what to wear to work is tough any time of year, but come winter it's especially difficult. When temperatures drop, it's hard to focus on much more than just staying warm—let alone trying to build a polished, office-friendly outfit.

If you've been battling with your workwear lately, torn between whether your priority is comfort or professionalism, you've come to the right place. And we have news for you: You don't have to choose. With just a few cosy layers (spoiler: a wool coat is key) and some smart styling tricks (always keep a spare pair of socks on hand), you can tick all the right boxes for a sleek and cold-weather-ready work rotation.

Armed with a fresh batch of inspiring street style outfits, power dressing in the cold has never been quite so easy. Below you'll find seven outfit combinations that are simple to nail come Monday morning. 

1. Ribbed Knit + Midi Skirt + Suede Flats

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(Image credit: Style du Monde)

Style Notes: All black doesn't have to be boring. A textured skirt and fitted top feel extra cool and add some interest to the outfit. 

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2. Relaxed Suiting + Loafers

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(Image credit: The Style Stalker For Who What Wear)

Style Notes: Suiting is a fail-safe option for the office. In more laid-back work environments, opt for loafers over heels.

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3. Check Coat + Jeans + Low Heels

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(Image credit: Getty Images)

Style Notes: For a sleek work-to-weekend ensemble, reach for a checked coat, straight jeans (if your office allows denim—otherwise switch in cigarette trousers) and white slingbacks. Just add socks if you're feeling the chill.

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4. Grey Jumper + Wool Skirt + Metallic Court Shoes

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(Image credit: The Style Stalker For Who What Wear)

Style Notes: A wool skirt will keep you warm without needing a bulky coat. Match a jumper in the same tone, and if you're feeling confident, finish the look with a fun shoe.

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5. Herringbone Coat + Tailored Trousers + Ankle Boots

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(Image credit: The Style Stalker For Who What Wear)

Style Notes: Herringbone coats always feel polished, but most importantly, they will keep you snug on your commute. Layer over a simple top and tailored trousers combo.

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6. Blazer + Printed Dress + Tall Boots

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(Image credit: The Style Stalker For Who What Wear)

Style Notes: Throw on a printed midi dress, a wool blazer and some boots, and you've got yourself a chic look for the office and beyond.

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7. Camel Coat + Leather Belt + Slingbacks

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(Image credit: The Style Stalker For Who What Wear)

Style Notes: This outfit is proof that the simplest details can totally transform an ensemble. Cinching in your coat with a thin leather belt is easy but oh-so effective.

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Next Up: The Spring/Summer 2024 Fashion Trends That Really Matter

Freelance Fashion Editor

Bébhinn Campbell is an Edinburgh-based fashion and lifestyle writer. After receiving an Audrey Hepburn box set for her 10th birthday and subsequently swooning over the actor’s wardrobe, Bébhinn felt pretty confident she wanted a career that involved clothes. She started her first blog at age 14—the title was a pun, but we’ll leave it at that—and went on to intern at print and digital publications in Berlin and London, including Dazed & Confused and Indie magazine


A job at a fashion startup took Bébhinn from Ireland to Scotland in 2019, where she now works as a freelance journalist and copywriter covering everything from travel and interiors to styling advice. As a contributor for Who What Wear, Bébhinn always keeps her eyes peeled for emerging trends and looks worth writing about. She prides herself on her ability to cut through the noise and identify solid investment buys, exciting new brands and updated takes on classic designs. 


While she still loves Audrey Hepburn films, these days, Bébhinn’s sartorial taste sits closer to Annie Hall’s and Alexa Chung’s. In her spare time, she’s likely cooing over cute dogs on rescue websites, playing folk songs on her guitar and browsing bookshops for new additions to her already-overpacked shelves.