Hello, New Winter Outfit Ideas—We're Trying You Next

There's a strong chance you have a few winter outfit formulas you turn to on the regular. For me, it's a chunky knit, jeans, flat boots, and an oversize jacket. Well, if you're looking for a few fresh ideas to switch it up a bit this season, you've landed in the right spot. Below, I'm showcasing a range of ensembles that I'm loving at the moment. I also circulated the top looks among our team. And yes, the outfit ideas coming your way got an A+ from them, too.

Included in the curation is everything from a simple look made up of elevated basics to a gorgeous outfit featuring one of the key outerwear trends of the season. Naturally, there are also solid options to wear with your favorite jeans. Keep scrolling for the winter outfit ideas we're going to be trying over the next few months, complete with shopping inspiration.


(Image credit: @greceghanem)

A slouchy suit is no-fail. The trick here is tucking the loose trousers into taller chunky boots for a modern silhouette.


(Image credit: @nlmarilyn)

A solid puffer coat is key for winter. Consider a faux-leather or leather option teamed with very-right-now loose jeans and square-toe boots. A baseball hat finishes off the look.


(Image credit: @anoukyve)

A longline coat will make any ensemble feel all the chicer. I'm also loving the simple crew-neck sweater tucked into the relaxed jeans here.


(Image credit: @styleidealist)

Don't be afraid of bold colors for winter. A dreamy knit dress is quite on-trend with an oversize cloud coat.


(Image credit: @annelauremais)

The tailored vest is a go-to for many right now, and it looks chic over a long-sleeve top. While jeans are showcased here, you could also go for trousers or a midi skirt. Oh, and if it's chilly, simply toss on a maxi coat.


(Image credit: @basicstouch)

The tonal look up top, featuring a shacket and a coordinating sweater tied around the shoulders, is elevated. Love skinny jeans? Go for them with trendy Chelsea boots.

Next, check out easy layering tips.

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.