Chukka boots are timeless and will be in style every fall through spring. It’s a lace-up ankle boot with two or three eyelets and a round toe box. Also, the original chukka boots had leather soles. Later, crepe rubber soles became the standard for the desert boot, a version of the chukka boot. Aside from the key features, it’s an essential boot. It’s durable, stylish, and comfortable. You’ll look dapper, rugged, and sophisticated all at once.