The Best and Worst Jeans to Pair with Flats in 2026

If you were to name a few pieces that are true staples in your wardrobe, there’s a strong chance jeans and flats would make the cut. They certainly would for Los Angeles–based stylist and content creator Jen Andrews-Cater, who is behind @jenknowsbestblog. “Flats are having a major main character moment again, and honestly? Our feet deserve it. The key to making flats look polished, not frumpy, always comes down to proportions, especially with denim,” she said.

Below, you’ll find five flat-shoe trends Andrews-Cater is wearing in 2026 along with the specific denim styles she’s pairing with them to look chic. She also noted the dated jeans she wouldn’t wear with the flats in question. Of course, remember that you should always wear whatever you love and what makes you feel the most comfortable. There are also shopping recommendations if you’re interested in adding a new pair of jeans or flats to your closet.