After the World Series, Indians owner Bill Veeck wanted to improve the pitching staff. Despite finding Tipton to be worthy of a starting job and despite Veeck considering trading Hegan instead, Tipton was traded to the Chicago White Sox for Joe Haynes. Early in the season, White Sox manager Jack Onslow accused Tipton of tipping pitches after a loss to the St. Louis Browns and fined him $500. The two then fought and Tipton threatened to leave the team, but they buried the hatchet a short time later. He played in 67 games during the season, and ended the year with a .204 batting average and three triples.