always shopping

18 Pairs of Wide-Leg Pants That Complete Every Holiday Outfit

Photo-Illustration: by The Cut; Photos: Retailers

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 19 of our favorite wide-leg pants for all those fussy holiday parties coming up. The vast majority are ones I use year-round from brands that are hanging in my closet, and others are pairs that my group chats swear by.

The Extra High-Waisted Pants

Complete the ’80s oversize look with the matching blazer. I own this set in black, and I want to pull the trigger on this checkered colorway, too.

The Under-$100 Wide-Leg Pants

$54

Oak + Fort pants are in my top-ten favorites. The pairs I own fit to a T and always get me so many compliments. Its NYC store sadly is no more and the brand only does exchanges, no returns. Purchase knowing that they are true to size.

The Best Wide-Leg Pants for Any Occasion

Acne Studio pants can do no wrong. They do run quite long, so if you’re a shorty like me (five-foot-three hive, stand up!), you need to get them tailored — but the fit is so nice, it’s worth it. Before buying full price, go to sites like the Outnet to see if you can get lucky. (That’s how I purchased my pants from the Stockholm-based brand.)

The Real Leather Wide-Leg Pants

Okay, it’s time to stop sleeping on Banana Republic. These lambskin leather pants will add the right amount of drama to any of your holiday looks.

More Casual Wide-Leg Pants

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. Plus, the brand has a promotion going more often than not, so you can get them even more discounted.

The Power Pants

Reformation Mason Pant
$134
$134

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.

The Luxe Choice

We 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 $2,000 pants will fix all your problems.

The Under -$50 Wide-Leg Pants

We will never not sing the Uniqlo gospel. Our very own Emilia Petrarca has declared the Japanese brand a great dupe for The Row.

The Sale Find

Leather pants that are more than 50 percent off? Done deal.

Another Discounted Option

While these might not be leather, they are discounted for under $250 and will make great work pants.

The Best Wide-Leg Pants for Work

If you’re still looking to save up some $$$, these wool-blend pants from H&M’s premium-selection category are a great option, too.

A Statement Pair of Wide-Leg Pants

The Structured Wide-Leg Pants

Ganni might be known for its puffy-sleeved dresses and knit vests, but its pants are just as good. #GanniGirls all over the interwebs approve.

The Dressed-Up PJ Pants

Okay, these are still pajama pants, but I love to wear mine out and about. Nobody is going to know.

The Relaxed Wide-Leg Pants

Live your crushed skater dreams by wearing Dickies for all your non-skating activities.

The Wide-Leg Pants in Bright Pink

Eloquii Pleat Wide Leg Pant
$55
$55

Just because we’re all collectively tired of the whole Pink PP moment doesn’t mean we can’t appreciate these vibrant pants.

The Striped Wide-Leg Pants

$97

A solid under-$150 option that will look great with a simple white tank or a color-blocked blazer. Choose your fighter!

The Best Wool Wide-Leg Pants

Oct31 Gray Wide-Leg Trousers
$323
$323

The shade of gray of these trousers is too perfect. So much so that I’m praying to the SSENSE gods that this pair will be available in its next sale. A girl can dream!

The Velvet Ones

These plush velvet pants are all work and play. Wear them to your office holiday party for a polished je ne sais quoi look.

If you buy something through our links, New York may earn an affiliate commission. 

18 Pairs of Wide-Leg Pants That Complete Every Winter Outfit