I usually don't wear capris with flats, but Kendall's The Row pair has changed my perspective.

I usually don't wear capris with flats, but Kendall's The Row pair has changed my perspective.

      There’s an unspoken guideline among fashion enthusiasts regarding the capri-pants trend for 2026: to achieve the desired look, one should pair them with heels, even if it's only a small kitten heel. I adhere to this principle, as do my colleagues at Who What Wear, but I've recently encountered an alternative that has made me reconsider my reluctance to wear capri pants with flats. Of course, it's Kendall Jenner who has initiated this new perspective, showcasing a stylish daytime outfit in L.A. that I couldn't ignore, despite it conflicting with my strict no-flats policy for this popular style.

      This week, Jenner, who has since headed to New York City for the Met Gala, shared a series of photos on Instagram featuring her alongside one of her many vintage cars—specifically, a silver Ferrari 512 TR—while dressed in a layered white T-shirt, Adanola capri leggings, and black Eva flats from The Row. The outfit had a distinctive '90s feel, complementing the car given its production years from 1991 to 1996, and exuded a clean, chic vibe that instantly inspired me to replicate it. Typically, I'd swap her flats for a thong sandal or mule with a two-inch heel, but something about Jenner’s images made me reconsider her approach.

      To successfully sport a capri-pants-and-flats ensemble, it’s essential to choose a sleek, slightly square or pointed-toe pair rather than rounded-toe shoes, which can make your feet appear smaller. Longer toe styles elongate your foot shape, creating a more lifted effect. While Jenner’s outfit consists of stylish workout attire—very elegant ones at that—it looks much more refined and polished than typical gym wear. This is largely due to her square-toe The Row flats, which elevate the casual leggings and fitness tees she’s wearing. It’s a smart choice and is sure to work if you try it out, and I’m personally glad I did. Follow her style by shopping for the capri pants and flats below.

      **Shop square-toe flats and capri pants:**

      **Nordstrom**

      Maddox Ballet Flat

      A great $80 alternative to Jenner’s sold-out The Row pair.

      **Norma Kamali**

      Capri Legging

      Norma Kamali is known for excellent basics.

      **Jeffrey Campbell**

      Fathom Flat

      **Commando**

      Neoprene Capri Leggings

      Fashion insiders swear by Commando's leggings.

      **Old Navy**

      High-Waisted Fashion Layering Capri Legging

      **Old Navy**

      V-Cut Ballet Flats

      Jennifer Lawrence's go-to basic brand.

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I usually don't wear capris with flats, but Kendall's The Row pair has changed my perspective.

I used to be strongly opposed to wearing capri pants with flats until I saw the pair from The Row that Kendall Jenner paired with hers.