The Best Type of Cropped Jeans to Wear With Flats

Cropped jeans have officially made a comeback in 2026, so it’s time to consider how to style them, especially as the warmer months approach and our ankles want to finally see the light of day again. Within the category of cropped jeans, there are several styles, one of which Bella Hadid wore last week in Paris. And if Hadid wears something, you know it’s cool now and will be for the foreseeable future.

The fact of the matter is that not all cropped jean styles work with the same shoe styles, and flats, in particular, can be tricky when it comes to cropped jeans. For example, I steer clear of wearing them with wide-leg cropped jeans and fitted capri-style jeans. At 5’4″, I feel that those styles need a bit of a heel for me to be flattering. But Hadid’s jeans, cropped flares, always tend to look flattering with flat shoes. And she confirmed it by pairing them with classic penny loafers. To complete the chic outfit, she wore a cream sweater, fur-trimmed camel jacket, socks, and a cognac Chanel bag.

Keep scrolling to see Hadid’s look and shop cropped flare jeans and flats to wear with them.

On Bella Hadid: Tom Ford sunglasses; Susanna Chow Raegan Suede Field Jacket ($995); Isabel Marant Merida Sweater ($829); Almina Concept Funnel Wool/Cash Turtleneck ($248); Chanel bag; Freda Salvador Elba Penny Loafers ($398)

Shop Cropped Flare Jeans + Flat Shoes