John McGraw with 11, all with the New York Giants between 1902-1932.
Casey Stengel is second with 10 pennants, won with the New York Yankees between 1949-1960.
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That would be the New York Yankees with 5 straight between 1949-1953 and 1960-1964. The Yankees have also won four straight pennants 3 times (1936-1939, 1955-1958, 1998-2001). The only other MLB team to have won four consecutive pennants is the New York Giants (1921-1924).
The Oakland A's have won 15 American League Pennants in their history.
Since 1950, the Yankees have won 24 American League pennants.
The Yankees have won 40 A.L. Pennants. They also won 17 A.L. East Division titles.
40 PennantsThe New York Yankees have won 40 American League Pennants. and won 27 World Series Championships. They have more championships than any other North American franchise in professional sports history. The New York Yankees were named the century's greatest team in 1999, with 25 World Series Championships at the time. That is 1 world series championship every 4 years.