6 Winter J.Crew Outfits That'll Have Everyone Thinking "Chic!" When They See You

collage of J.Crew items
(Image credit: J.Crew)

If you're tapped into fashion even just a tiny bit, you'll know how much fashion power J.Crew currently holds. Even as someone who never really shopped at the so-called "preppy" retailer until now, I fully understand the hype it's received this year. You can always find compliment-inducing standout pieces and easy basics you'll get plenty of wear out of. I'd even argue that you don't have to spend a penny at the store to find it helpful. How? Well, a favorite pastime of mine is looking through the outfits featured in the brand's campaign imagery and on J.Crew Creative Director Olympia Gayot's Instagram feed.

When I scroll through J.Crew's site, I create multiple outfits from the latest selection of new arrivals and best sellers. While some can be loosely re-created with the basics I already own, I'm very tempted to purchase the unique It buys, including the brushed cashmere sweater our team can't stop talking about and the leather bag that could totally pass as designer.

If you're searching for fresh winter outfits, look no further. With attire for everything from the office to your winter outings, I've got it all covered. Feel free to copy each look or shop any key pieces to style them yourself. Here's to a season of stellar outfits.

jcrew-outfits-307976-1695962590145-main

(Image credit: J.Crew)

With the right layers and different textures, a neutral outfit will look anything but boring. People won't know what to compliment first—the tan suede boots, the dark wash jeans, or the leopard print scarf. It's all too good.

jcrew-outfits-307976-1695962594396-main

(Image credit: J.Crew)

Pops of burgundy or merlot are the trendy touches the fashion set has been fawning over for winter, and I approve of taking it into 2025.

jcrew-outfits-307976-1695962600130-main

(Image credit: J.Crew)

The love of sheer isn't going to end any time soon! Sport the trend for your holiday party look with a thick wool coat layered on top.

jcrew-outfits-307976-1695962605463-main

(Image credit: J.Crew)

Once you get your hands on a barn jacket like this, it's over for all the other jackets in your closet. Paired with white jeans, sleek loafers, and a striped sweater, this makes for an ideal cozy yer chic winter 'fit.

jcrew-outfits-307976-1695962613456-main

(Image credit: J.Crew)

According to the 2025 runway collections, powder pink will be the color of the new year. With the addition of a lace skirt and Mary Janes, you'll be ahead of the trend.

jcrew-outfits-307976-1695962618003-main

(Image credit: J.Crew)

Keep things cool and casual for a winter weekend outing with this look. I don't believe in the "don't wear navy and black together" rule, and this outfit is a perfect example of why.

This post was published at an earlier date and has since been updated. 

Associate Fashion Editor
Yusra Siddiqui is an editor who resides in New Jersey but bounces between the suburbs and NYC. (She's a Jersey girl at heart.) After interning at Who What Wear in 2019, she found her way to the team after graduating from LIM College in 2022 with a fashion media degree. She's also spent time writing and working for publications such as Fashionista, Coveteur, and Nylon, but she always knew that Who What Wear was where she was meant to be. When she's on the job, she's perusing runway shows, analyzing the latest thing fellow Gen Zers are up to on the internet, and sharing what she can about the modest-fashion market. You can also catch her dabbling in entertainment, talking about the costume choices of the latest Netflix series or diving deeper into how the plotline affects the viewers in a myriad of ways. Lastly, she likes to create content for Who What Wear's TikTok. Her personal time is spent doing similar but also different things—deep diving into almost every new TV show (Bridgerton, Gilmore Girls, and Stranger Things are favorites), planning her next local getaway (whenever that may be), and reading the latest Emily Henry or Sally Rooney novel in one sitting.