18 Cute Winter Work Outfits 2021-2022

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Has the cold got you uninspired to dress up? Can’t be bothered to piece together four different layers and somehow make it look stylish? We get it (although we DO have a great guide on how to layer like a pro). With the days becoming shorter, the work hours seem longer, and as a result, your overall passion for throwing a cute outfit together is probably in a downward spiral. Plus, for those of us who have been fortunate enough to be able to work from home, it’s been a couple years since you’ve been back to an office! We don’t blame you if all your old work attire wear is just not doing it for you anymore. So, for those of you getting called back into your workplace, we’re here to make the transition a lot more chic.

While it’s not going to be the same as working out of your comfy pajamas (sad), there are still PLENTY of ways to feel comfortable as you make the commute back to your office desk. And while you should definitely stock up on some cozy sweaters, we’re here to tell you that there is much more to winter fashion than a chunky knit! So strap on your snow boots and let’s get to marchin’ through those double doors in these 18 cute winter work outfits.

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this crewneck and shorts combo

The Texture Cotton Crew

Layering a button-down shirt underneath a knit crewneck sweater is a simple recipe for a sophisticated look. Match it with some black tailored trousers (short or long) and some loafers, and you got yourself a power outfit for the office.


this cardi and pants sitch

Long Sleeve Blazer Casual Open Front Cardigan

An open-front cardigan over a simple tank or T-shirt looks great with dark pants, ankle boots, and a black purse. Add some gold hoop earrings and some necklaces for a touch of glam. 


this button-down and jeans

Oversized Boyfriend NK Shirt

Everyone should have at least one quality button-down in their closet. You can easily layer them underneath a sweater, or wear as is over your favorite jeans for a classic office outfit. 


this sweater and boot look

Ribcage Straight Ankle Jeans

Opt for Levi’s dark jeans when you want something a little more casual and comfortable, but still look perfectly put together; plus, these are just the right length so you can show off your cute lug-sole winter boots!


this coat with sneakers

Bristol Jacket, Charcoal Camel

The right coat can make or break an outfit. This unique two-toned coat balances the line between playful and sophisticated perfectly. 


this leather pant look

Classic Fit Faux Leather Trouser With Folded Waist

Leather Pants are a MUST-have for your office outfits. They go seamlessly with almost any top, shoe, or jewelry you pair it with. On top of that, they can be surprisingly comfortable! Win.


this vest and trouser pairing

Gold Button Tweed Vest

Vests are an adorable way to add a little flare to a simple look. If you ask me, this piece with the gold buttons completes the entire outfit. 


this shirtdress

Epiphany Shirtdress

A shirtdress with contrast stitching is elevated, but will also help keep you warm. Pair it with knee-high boots to pull it all together. 


this dress and turtleneck

The Ellie Nap Dress

A comfy Hill House Home Nap Dress over a long-sleeve turtleneck takes it from loungewear to workwear. Add some boots and statement jewelry and you’ll absolutely nail that important meeting. 


this monochromatic ‘fit

Signature T-Shirt Charcoal

I’m a real simp for well-tailored trousers. Lucky for me, they are the perfect office pants to stun in. Keep the look simple with a matching shirt, and you can wear this look with chunky dad sneakers or heels depending on your work setting. 


this jacket and jeans

Flynn Houndstooth Jacket

Casual Fridays, anyone? Whether your office is pretty low-key all the time or just at the end of the week, a knit sweater with split-front jeans, white boots, and a chic houndstooth jacket strikes the perfect compromise of casual yet stylish. 


this festive outfit

Asymmetric Long Top With Waist Tie

Not only is this a killer office outfit, but it also serves double-duty for the holiday season! Save this look for when you’ve got a post-work function to attend. 


This Go-To sweater dress

V-Neck Wool Midi Dress

The perfect winter office dress doesnt exis… oh wait. It’s right here. This dress is for those days when you’re too tired to piece together a whole outfit but still want to look elegant. Picture this number with a slim belt around the waist and a long coat draped over the shoulders.


this printed top and leather pants

Gaia Top Green

Let your personality show with this funky and trendy long-sleeve top with leather pants and heels. If your office doesn’t have a strict dress code, you shouldn’t be afraid to show off your style with fun colors and patterns!


this chic sweater and boots

Quinn Robe

Does your office seem like a giant refrigerator in the winter months? Does the unbearable cold make you wish you had a blanket to wrap yourself in? Well, this stylish knit sweater-robe is the next best thing for you. 


this maxi skirt and sweater

Carnation Asymmetric Drape Skirt

Wrap skirts never fail to look absolutely stunning. You can wear tights underneath for a little added warmth and top it off with some cute winter boots. 


this neutral moment

Distressed Bouclé Cardigan


Combine beige, cream, and black together for that effortless look. Accessorize with a chic work bag, and you’ll get so many compliments from your coworkers. 


this green theme

X Revolve Dreamer Pullover

An olive-green sweater with mint pants is the color combo we never knew we needed. A bright white belt and boots add an extra pop and then a gold necklace will finish the look off. 

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