J.Crew’s Winter Fashion Sale Is Up to 81% Off

If you’re complimenting my outfit, nine out of ten times I’m replying, “J.Crew, on sale.” I’ve been shopping the brand’s markdowns for so long I’ve kind of become a pro at it—just a few weeks ago I managed to get a pair of $158-pants for just $38 (which, somehow, is not even my most impressive J.Crew score of 2025).

And since the brand just launched a major double-discount sale—up to an extra 60 percent off sale with the code SHOPSALE—I decided to do the nice thing and not gatekeep my best finds. Below, shop the seven winter deals I’m adding to cart, from just $28.

7 Best J.Crew Winter Fashion Deals

Popover Crepe de Chine Top

This easy-but-elegant blouse is now 81 percent off—it’s a deal so I good I had to triple-check my math. But it’s not just that low price I’m obsessed with, I also love how the bright red flowers pop against the black and the very romantic shirred neckline with a keyhole cutout. 

Mid-Rise Kickout Jeans

Flare jeans are having a moment, but I totally understand if you find them intimidating. I personally prefer something a little more subtle, like this low-key pair. They still expand out, giving you longer looking legs, but the flare isn’t so dramatic that they’re hard to style. And at just $40, it’s a pretty affordable way to try the trending silhouette.

Relaxed Crewneck Sweater

I’ve been patiently waiting for this sweater to go on sale for less than $50, so while select colors are now just $40, I am finally snagging it. I mean, it’s just the perfect winter knit: oversized, thick but not too heavy, and simple enough that I’ll wear it for years. But despite being a classic, it doesn’t read as basic: Those flecks of blue give it a one-of-a-kind feel.

Gwyneth Flounce-Hem Slip Skirt

I get tired of wearing the same pants over and over in the winter, which is why I’m thinking of grabbing this fluttery slip skirt. The style is elegant but fun, and I can pair it with some knee-high boots so that it’s cold weather-ready. And in spring, I’ll swap out the boots for kitten heels. 

Milano-Stitch Cinched-Waist Cardigan

This Milano-stitch cardigan is cozy and chic, a.k.a. the perfect winter combo. The collar and cinched waist elevated the classic winter style. And while this is available in six colors, it’s this trending chocolate that I’m immediately adding to cart. 

Luster Charmeuse Cosmo Pants

I already own a pair of silky pull-on pants from J.Crew, but I wear them so often, I might grab this style, too. That drapey, lustrous material looks really luxe, but the loose leg and elastic waistband makes these feel like sweatpants. And while the pink color is certainly bold, I think it’s the perfect match for a simple (boring) white or gray top. 

Bridgette Tweed Lady Jacket

The Bridgette Tweed Lady Jacket is so classy; you can add this to any outfit and it instantly looks more expensive. I’d do Chanel on a budget by wearing this with a pair of straight-leg jeans and cap-toe ballet flats.