17 Cool, Casual Work Outfits to Wear All Winter Long

Casual work outfits for winter


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Now that summer’s over, you don’t have to worry about sweating through your clothes during your morning commute. Yet getting dressed for the office during the winter can be just as difficult. As tempting as it is to reach for your regular sweater-and-boots combo, you might find yourself in a sartorial rut sooner than you think.

Which is why we rounded up a whole batch of easy work outfits that’ll keep you feeling fresh every day this winter. Whether you work in a more casual environment or only have a few casual Fridays here and there, having simple winter ensembles that are also work appropriate are always good to have on hand. Read on to see our favorite work outfits that anyone can put together in minutes.

You can’t go wrong with a casual blazer-and-jeans combination. Add a sweater when you need extra warmth.

Every working woman should have a check blazer.

A deep-hued sweater with a wool skirt will look so chic.

Add some color to your winter wardrobe with a royal-blue sweater.

Can’t go wrong with classic black skinnies.

Don’t be afraid to combine unexpected colors like green and orange together.

With a faux-fur coat, you’ll be sure to turn heads as you walk into the office.

Yes, you can wear over-the-knee boots to work—style them with a chunky sweater and black skinny jeans.

Ryan Roche makes some of the best knits out there.

A floral blouse will look so good with khaki corduroy pants.

Yes, you can still wear florals in the spring.

You’ll never go wrong with a long pleated skirt and a blazer.

Pleated skirts are always welcome at the office.

A turtleneck under a bright blazer will be so unexpected during the winter.

This asymmetric sweater is perfect for the chilly weather.

We can’t say no to a warm puffer coat and plaid pants.

Wear these with loafers for a more relaxed ensemble.

Easy winter work outfit with sweater


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Style a cool cropped sweater with a pair of high-waisted trousers for the office.

Yellow sweater blue skirt work outfit


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A warm, oversize sweater will look so good with a bright leather skirt.

This will brighten up anyone’s day.

Add a pop of color to your outfit with this skirt.

Neutral winter work outfit


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Wear your paperbag pants for the winter with a cool neutral colorblock sweater.

Two piece winter work outfit


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An oversize sweater with a lace midi skirt is always a good idea.

Easy winter work outfit with dress


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This shirtdress will easily catch some attention, and when it gets cooler, throw a sweater over it for cool layering.

Larger gingham prints are perfect for fall.

Casual winter work outfit with fur coat


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A faux-fur coat and flared pants will look so cool at the office.

Every fashion lover needs a chic faux-fur jacket.

Wear these with boots or heels for the office.

Easy winter work outfit with plaid blouse


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A chic plaid top will look so good with a pair of wide-leg pants for the winter.

These cool, casual work outfits will make getting ready a breeze, even in the dead of winter.