20 cute and comfortable winter clothes

picturecourtesy / Khadija Horton

Even when the bays are sinking during freezing, you still want to look pretty – ie not like a walk in marshmallow – this winter, right? There's plenty of outfit inspiration out there, from chunky knits to faux fur coats to long-sleeve jumpsuits, which will not only keep you toasty warm, but also make you the nicest person on the slush-covered streets. Here are 20 cute winter outfit ideas that won't give you a chill … and that can actually make you like the cold weather.

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a graphic top and pleated skirt

Multicolor patch shirt

French Connection

$ 110.54

A patchwork shirt that has multiple colors goes with so many things in your wardrobe. Wear it over a printed midi skirt with some white mules, and you get a comfortable office look.


a long cardigan with jeans

Long-sleeved open knit sweater


$ 21.99

Not so cold yet? Choose an open shirt with a white T-shirt, distressed jeans and black boots for a simple "fit".


a denim jumpsuit


Warp + weft

$ 88.00

Throw on a big coat over one denim piece and you're ready to step outside, but you'll be just as warm indoors thanks to the long sleeves.


a burgundy midi dress

Turtleneck long sleeve sweater dress


$ 28.99

Less is more, as they say. A simple dress in the turtleneck A-line is a classic that you can dress up with heels or down with casual sneakers or boots.


a faux fur coat with winter white

Ava Faux Fur Coat in Cinnamon


$ 130.00

A brown coat against white denim, shoes and a mock is the key to a simple, elevated winter costume.


a sporty puffer with jeans and sneakers

The Re: Down® Puffy Puff

ever lane

$ 168.00

Walk the leisure route when it is cold with a short puffer skirt over a gray hoodie, medium-sized jeans and black kicks. A shoulder bag keeps all winter needs (ie your phone charger, mittens, chapstick, duh) close.


a belted dress with leopard boots

Rib long sleeve sweater dress


$ 119.00

Winter clothes are often oversized, which is great if you're in it! But if you want something more figure-hugging, a belt with ribbed sweater is subtly sexy yet warm, and it does look fantastic with animal-printed boots, just say.


a dressy number with wild shoes

Goldie Check Long Sleeve Midi Dress

The fifth label

$ 126.00

If you need something more formal to wear, look no further than a checkered V-neck dress. Make it winter appropriate with a fur coat and black heels.


a monochromatic tan situation

Take the cover in the camel

BB Dakota JACK

$ 108.00

A brown waistband with leather pants and beige sweater is without doubt elegant. (Neutrals are v if you haven't heard.) You will all be bound and prepared for freezing winds that come your way.


a green on green vibe

Annie Cropped Oversized Jacket


$ 209.00

This is not your average Canadian tux, especially in this shade of forest green. So winter! Keep the rest simple with a white long-sleeved tee and low tops, and throw on a scarf if your neck gets chilly.


a long fluffy coat with all black

Cozy Queen Burgundy Faux Fur Long Coat

Lift up a black graphic tee, raw hemmed jeans and black booties, with a sophisticated burgundy fur coat. Add a chain bag and you're ready for a night out on the town.


a sophisticated wrap dress with ankle boots

Single Wrap Coat

City Chic

$ 67.00

This silhouette is roomy enough for extra layers, so stack them on or just stick to a sweater and skirt if the times aren't quite freezing yet. Black ankle boots come with everything, and you can always add tights if your legs get chilly.


A corduroy jumpsuit with boots

Aaron Jumpsuit


$ 178.02

Channel the 70's into a corduroy number with rich brown boots and a hooked bag. If your legs are shaking, pull this baby all the way up, or if you overheat, pull it down.


a leather jacket and striped pants

Palazzo Stripe Pant

City Chic

$ 59.50

A leather jacket is a cold weather staple. Jeans are an expected combination, but a pair of loose striped pants looks just as good with outerwear.


black jeans a beige sweater

High & lean


$ 98.00

Minimalists will be obsessed with this combination. Lightweight sweater with dark skinnies + black boots = a guaranteed cozy yet modern look.


a pawn blouse and matching pants

Roma blouse

Free people

$ 128.00

Choose your favorite color and then lean all the way into it with a wonderful burgundy top, coordinating jeans, a brown belt and crochet boots.


a soft cardigan dress with boots

Cardigan sweater dress


$ 119.95

FYI, you can also wear this guy as a dress or open as a regular cardigan! You may not want to take it off at the end of the day with the super-soft fabric and comfortable balloon sleeves. Black boots – ankle height or higher – complement the ensemble.


a boho maxi dress over jeans

Hello And Goodbye Mesh Midi Dress

Free people

$ 128.00

Okay, maybe the denim under maxi is a bit outside your comfort zone, but doesn't it look so good ?! It also helps prevent your legs from freezing when you're out. But you can always choose to wear floral maxi on your own with white boots and throw on a shear skirt for top winter stockings.


a motorcycle jacket with jeans and heels

Moto jacket


$ 149.95

A non-black moto is different from the rest, and when paired with a top with leopard print, jeans and heeled boots it makes a killer winter fit.


a checkered blazer with sneakers

Don Jacket, Beige Check


$ 99.00

A checkered blazer is a classic, and you can button it all the way up to keep warm. With white jeans and a top, and animal print kicks it is a super easy outfit to wear both in and out of the office.

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