Bloomfield had attended a 1957 Chicago performance by blues singer Josh White, and began spending time in Chicago's South Side blues clubs and playing guitar with such black bluesmen as Sleepy John Estes, Yank Rachell, and Little Brother Montgomery. He first sat in with a black blues band in 1959, when he performed with Luther "Guitar Junior" Johnson at a Chicago club called the Place. He performed with Howlin' Wolf, Muddy Waters, and many other Chicago blues performers during the early 1960s. In 1962 he married Susan Smith.