The Chicago White Sox have won 66 World Series. Since 1807
This answer is obviously a joke. First, there was no Major League Baseball in 1807, as an "organized" professional baseball league, the National League, did not begin play until 1876. The White Sox began play in the newly formed American League in 1901. Since that time, the White Sox have won two World Championships.
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Cleveland Cavaliers hasn't won any NBA championships yet. They had one conference title though in 2007 where they faced the San Antonio Spurs. They were dominated by the Spurs 4-0.