A twenty second check via Baseball Reference says it's not. Indians made the WS in 1954, losing to the NY Giants, and the Brooklyn Dodgers won the 1955 WS. And the Indians made the WS in 1920, losing to the Brooklyn Robins, and the New York Giants won the 1921 WS. The Indians have made the WS three other times (54, 95, 97) and the Yankees won in the following seasons. So New York teams always win the year after the Indians make the WS, but not necessarily the Yankees. Cleveland won the '20 WS, 5-2 They also went to the WS in 1948, beating the Boston Braves. In every year following a Cleveland appearance in the WS, the New York Yankees appeared in the World Series. 1921 lost to New York Giants 1949 defeated Brooklyn 1955 lost to Brooklyn 1996 defeated Atlanta 1998 defeated San Diego.