Chittum attended Elizabethtown College and signed as an amateur free agent with the Cardinals in 1956 and won 23 games in his maiden season in professional baseball in the Class C California League. He made his major league debut with the team on August 1, 1958 versus the Los Angeles Dodgers, pitching three innings and surrendering eight hits. Traded to the Red Sox the following season, he posted an 11–5 won-lost record in the Triple-A American Association before his recall to Boston. In 21 games played as a relief pitcher, he won all three of his decisions and posted a sparkling 1.19 earned run average in 30⅓ innings pitched. However, in May 1960, the Red Sox traded him to the Dodgers for veteran outfielder Rip Repulski, and Chittum returned to the Triple-A level for the remainder of his career.\n', '

After winning 106 minor league games, Chittum retired after the 1964 season.\n', '

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