The Best Winter Boots to Wear With Jeans

As I’ve written about before, I wear jeans constantly. I live in Los Angeles, where denim is widely accepted for almost any occasion, so my collection is quite large. Because I spend much of my time in jeans, I also spend much of my time thinking about chic ways to style them, and in my opinion, the shoe choice makes all the difference. The right shoes can instantly elevate denim, and boots are one of my favorite pairings. Chic leather knee-high boots or suede ankle boots provide a polished touch to an otherwise casual outfit.

Whether you gravitate toward flat boots or stiletto silhouettes, there are a ton of chic options that pair perfectly with jeans. Some people prefer ankle boots, but I think tall boots can also marry nicely with the right denim silhouette—either a straight-leg style tucked into taller boots or a baggy pair worn over fitted knee-high boots. Since we’re just at the start of the season and I know boots will be on heavy rotation for months to come, I went searching for the best options and am happy to report I succeeded. Below, I’m highlighting the 32 best winter boots to wear with jeans, from leather riding boots to chocolate ankle boots and chic suede options.