If there’s one thing that working in fashion has taught me over the years, it’s this: Winter-weather dressing is a true art form. Sure, you can pull on your favorite pair of leggings and throw on your favorite oversized parka and call it a day-but where’s the fun in that? Instead, I found the coolest-ever winter outfits that feature both style and function, and they’re all so easy to emulate at home.
The key to pulling together a winter outfit for winter 2022 is to pair the pieces you know and love with a few fresh updates for the new year. A new oversized blazer looks great layered over your favorite colorful turtleneck, for instance. Or, grab your classic chunky black cardigan and wear it with your denim jacket and a pair of matching jeans for a denim-on-denim look that just works without having to put in too much effort. It’s not about buying an entirely new wardrobe. Rather, you can dig out the areas in your closet that could use some updating and replace them with something that feels more in line with your current style.
Keep reading to check out eight of the best cute winter outfits that rely on articles of clothing that you probably already own. Feel free to use these outfits as inspiration on those mornings when you have no clue what to wear, or in those moments when you’re simply sick of wearing the same exact chunky knit cardigan over (and over) again.
1. Cool Prepster
This look is all about playing with color and proportion. Style an oversized blazer over a classic V-neck sweater, but layer them both on top of a brightly-colored turtleneck top to make your outfit feel special.
Filippa-K Davina Blazer
Topshop V-Neck Cable Sweater
UNIQLO Heatech Turtleneck
COS Wide-Leg Wool Flared Pants
2. Texture Play
Wearing all black doesn’t need to feel boring. Style different textures together to added interest, like a faux fur black jacket over a longer blouse. Black Skinny jeans or your favorite straight-leg trouser keep everything looking put-together, while a classic black pump makes your outfit feel a little more formal. A black belt bag that comes in a textured leather material breaks up the look.
UGG Kianna Faux Fur Jacket
LYSSÉ Schiffer Shirt
Senreve Aria Belt Bag
Sam Edelman Hazel Pump
3. Not Your Typical Suit
Suits are always a good idea. Opting for one that has a bit more going for it-this checkered blazer and pants set actually includes a matching vest that you can layer under it and comes in a chic checkered print-will instantly upgrade your workwear.
ELOQUII Plaid Blazer
ELOQUII Crop Plaid Trouser
Fifth & Ninth Catalina 54mm Oval Sunglasses
Franco Sarto Stevie Bootie
While I’m normally drawn to wearing neutrals in the wintertime, some days call for a little-or a lot-of color. A bright blue coat is a show-stopper on its own, but wearing it over a printed dress and with some cool white ankle boots seals the deal. Add in even more color by way of a mini bag.
River Island Blue Borg Oversized Coat
Another Girl Printed Midi Dress
Steve Madden Vivy Pointed Toe Boot
Brandon Blackwood Kuei Convertible Tote
5. Chic Neutrals
Like I said before-I really love wearing neutrals. Brown has become one of my favorite hues over the last few months and I’ve found that it looks best when styled with other similar tones. If you’ve got a classic pair of khakis, this is the time to pull them out. Style it with a brown sweater-I’m really into quarter- and half-zips these days-for a sporty touch.
& Other Stories Half Zip Sweater
J.Crew Slouchy Boyfriend Chino Pant
Aster Lug Sole Chelsea Boots
Coach Swinger Glovetanned Leather Shoulder Bag
6. Daytime Leather
PSA: Leather can and should be styled in the office! It just depends on the silhouettes that you choose. Those skin tight leather leggings? Swap them out for a leather dress that has a boxier silhouette instead. Your favorite black turtleneck adds warmth without adding bulk, and a bright contrasting bag adds a touch of color.
Who What Wear Collection Laura Vegan Leather Dress
KOTN Fitted Turtleneck
JW PEI Gabbi Bag
ASOS DESIGN Square Bevelled Sunglasses
Canadian Tuxedos are cool, people! Find a shade that you like best and pick a denim jacket and pair of matching jeans (preferably from the same brand, for continuity) and wear them together. For added warmth, throw on an oversized suede coat. It keeps with the country-western theme without going overboard.
Levi’s Original Trucker Jacket
Levi’s Wedgie High Waist Straight Leg Jeans
Bernardo NY Faux Shearling Jacket
Nike Daybreak Sneaker
8. Super Puffed
If you must wear a puffer this season, make it an oversized one that comes in classic color. Now your entire body can be bundled in one easy step. And when wearing all black, why not opt for a fun printed boot?
APPARIS Mina Coat
H&M Knit Sweater
Good American Good Legs High Rise Skinny Jeans
Jeffrey Campbell Arsen Genuine Calf Hair Knee High Boot
9. Just the Classics
It doesn’t get better than the basics: A good pair of jeans, your favorite tailored leather jacket, and a cozy cropped cardigan. The 2022 touch comes by way of the multicolored cowboy boots, although they could be easily swapped out for a pair of loafers.