Among the oldest shoemakers in England, Loake 1880 is still run today—five generations after its founding—by the Loake family. Like its founders did in the 19th century, the company constructs each pair of shoes in its 1880 line using a Goodyear welt, which allows the shoes to be resoled. And the best-selling Pimlico chukkas are no different. Built on the medium-width Capital last, they can be done in your choice of suede or burnished calf leather. Each pair is fully leather lined with leather insoles and a rubber Dainite sole. Simple but striking, the Pimlicos go as well with jeans and a flannel as they do with trousers and tweed.