High-waisted, wide-leg pants are having quite the moment. One that I don’t want to ever end — for my limbs to be draped in excess fabric makes my heart flutter and makes dressing up (whether for work or for play) so much easier. Never overdesigned and often actually comfortable (hard pants can also be soft, go figure), they’ll make you look put-together without feeling too fussy. Pair them with your sweaters and oversize coats, and you’re instantly cosplaying a The Row model without the price tag — unless you can actually afford the Olsen-owned brand, which I commend.
Regardless of your style inspiration, I’ve rounded up 16 of my favorite wide-leg pants for fall and winter weather. From high-waisted, wide-leg trousers that feature a relaxed drape, a flattering inseam, and a comfortable waistband to tailored selects that are effortless and easy to wear, I made sure to include the best.
I’ve spent a lot of time in stores and fitting rooms testing the fit and quality of high-waisted pants from your favorite brands. The winners are the pieces I wear year-round that are hanging in my closet, shared in the group chat and on this list. Madewell, Everlane, and Uniqlo make some of my favorite and most-worn pants for work and even on the weekends. Read on to shop the favorites from my closet.
Sizes: 0 to 14 | Materials: Polyester, rayon, spandex
Oak + Fort pants are in my top-ten favorites. The pairs I own fit to a T and always get me so many compliments. Luckily, the brand’s NYC brick and mortar is back on Spring Street, so you can try them on before purchasing. Mine run true to size, but you never know.
I’ve been drinking the A&F juice and I’m not ashamed to say it. Its tailored wide-leg pants fit true to size, are available in multiple colorways, and are under $100. Mine have been in heavy rotation this year because they work well with kitten heels, ballet flats, and every sneaker in my closet.
Sizes: 00 to 16 | Materials: Tencel Lyocell, cotton, linen
These are my favorites for work and weekends. The lightweight material looks sophisticated enough for the office but still pairs just as well with Sambas and a T-shirt on the weekend. Madewell also offers tall, petite, and plus-size options if you want a perfect fit.
Similar to the brand’s dresses, you need to read the fabric-and-care section to make the most of these pants, but for under $200, they are a great option to have in rotation.
I can’t mention The Row in the intro and not include it in the roundup. Go ahead, click the link, and fantasize how these almost-$1,500 pants will fix all your problems.
I can always count on Anine Bing for stylish workwear that transitions well to happy hour or date night. These trousers are the perfect example. With the extra wide-leg silhouette, they look great with a peek of a pointy stiletto or your work heels.
Who knew denim could be so chic? Christophe Lemaire and Sarah Linh-Tran, of course. The designing pair’s latest collab with Uniqlo is filled with easy layering pieces like pleated denim with a subtle wide leg and loose fit. Getting the Lemaire look at a Uniqlo price point is a win to me.
These super-wide-leg jeans are unisex and cinch at the waist so you can really emphasize the dramatic fit. I love how oversize these are and the range of neutral, office-appropriate shades.
Sizes: XS to L | Materials: Polyester, viscose, wool
If there’s one thing the Frankie Shop does really well (besides everything), it’s wide-leg pants. They’re always the perfect shape with the right amount of drape, including these pinstripe pants you can really dress up.
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