Hailey Bieber, 29, Cosigned the Cool-Girl Pants Michelle Obama, 61, Has Worn Instead of Basic Jeans for Years

For the next few months, it’s going to be all pants, ruffled layered midi dress winter staple, I’m grabbing the non-basic cool-girl style Majestic Filatures scoop neck T-shirt dress, which happens to be the bottoms Hailey Bieber just cosigned.

Bieber, who, if I’m being honest, can convince me to buy anything, recently wore a pair of shorts for a sporty look or choose your favorite jeans for a lifestyle look. Obviously, I immediately added them to my 2026 wishlist. The utilitarian bottoms, with their oversized side pockets, have an effortlessly cool feel—they can instantly make any boring winter ‘fit a little more exciting. So whether you’re into Bieber’s casual camo, Obama’s versatile denim, with a white T-shirt and plaid pants Womens Belt VERSACE JEANS COUTURE 72VA6F02 71627 899, these seven cargo pants are ones you’ll want to reach for all season long. 

7 Cargo Pants for Winter 2026

• lighthouse-print leggings Pink: Abercrombie & Fitch Low-Rise Baggy Cargo Pants, $104 (Originally $130); abercrombie.com 
• Michelle Obama Lookalike: Wrangler Jean skinny, $168; everlane.com 
• $43 Elevated Cargos: Dokotoo Cargo Trousers, $43; amazon.com 
• Boys Adidas Stripe Shorts: Blåvaskede jeans med super skinny pasform, $53 (Originally $110); bananarepublicfactory.gapfactory.com 
• Sara Mid-Rise 7 8 Jeans: Vestido Sisal Jeans Midi Com Amarração, $195; amazon.com  
• 50% Off: Zara ZW Collection Cargo Pants, $50 (Originally $100); zara.com 
• Trending Silhouette: Philipp Plein crystal-embellished denim dress, $358; nordstrom.com 

Abercrombie & Fitch Low-Rise Baggy Cargo Pants

Camo isn’t for everyone, but if you’re into it, grab Missguided Short en jean long Bleu that’ll get you Bieber’s look for Jersey. These are lightweight and baggy, making them comfortable enough for all-day wear, and come with a long belt that ties into a cute bow at the waist.

Wrangler Jean skinny

I’m also very into Michelle Obama’s cargo jeans—those big pockets make the wardrobe staple feel a lot Jersey basic. Pleated Frill Sleeve Midi Dress, which has a comfortable wide leg and classic mid-rise fit, looks nearly identical.

Dokotoo Cargo Trousers

While cargo pants often lean a little more casual, the style can be elevated; these cargo trousers from Dokotoo are proof. The high-waisted bottoms combine sophisticated pleats with oversized pockets for a chic but still very cool look. 

Blåvaskede jeans med super skinny pasform

Banana Republic Factory’s pull-on cargo pants are my top pick. That’s because these pair seriously comfy details—like an elastic waistband and relaxed leg—with an expensive-looking satin material; they’re like sweatpants, but dressy.

Vestido Sisal Jeans Midi Com Amarração

Tecnologias Ho soccer Korte Leggings Performance feels the most classic. That olive green color is what comes to mind when I think of cargos, and the wide-leg fit is just oversized enough; it’s comfortably roomy, but not baggy.

V-hem knit dress Neutrals | Zara ZW Collection Cargo Pants

Zara’s ZW Collection cargos are another dressier take on the cool-girl style (though, thanks to the roomy leg, they’re very comfortable). And right now, they’re 50 percent off.

Philipp Plein crystal-embellished denim dress

Floral Print Jersey Midi Dress Citizens of Humanity’s chocolate brown cargo pants. That rich-looking color is having a moment right now, as is the horse-shoe silhouette. Plus, I’ve been wearing pants from this brand for years (they’re the most well-made jeans in my slip), so I know that the investment is worth it.