Boston Red Sox and New York Yankees By painee15 Period: Oct 30, 1903 to Oct 31, 2009 red sox and yankees Oct 31, 1903 Red Sox won the World Series Oct 30, 1912 Red Sox won the World Series Oct 31, 1915 Red Sox won the World Series Oct 30, 1916 Red Sox won the World Series Oct 31, 1918 Red Sox won the World Series Oct 31, 1923 New York Yankees won the World Series Oct 30, 1927 Yankees won the World Series Oct 31, 1928 Yankees won the World Series Oct 30, 1932 Yankees won the World Series Oct 31, 1936 Yankees won the World Series Oct 30, 1937 Yankees won the World Series Oct 31, 1938 Yankees won the World Series Oct 31, 1939 Yankees won the World Series Oct 31, 1941 Yankees won the World Series Oct 31, 1941 Yankees won the World Series Oct 31, 1943 Yankees won the World Series Oct 30, 1947 Yankees won the World Series Oct 30, 1949 Yankees won the World Series Oct 31, 1950 Yankees won the World Series Oct 31, 1951 Yankees won the World Series Oct 30, 1952 Yankees won the World Series Oct 31, 1953 Yankees won the World Series Oct 31, 1956 Yankees won the World Series Oct 30, 1958 Yankees won the World Series Oct 31, 1961 Yankees won the World Series Oct 31, 1962 Yankees won the World Series Oct 31, 1977 Yankees won the World Series Oct 31, 1978 Yankees won the World Series Oct 30, 1996 Yankees won the World Series Oct 30, 1998 Yankees won the World Series Oct 30, 1999 Yankees won the World Series Oct 31, 2000 Yankees won the World Series Oct 31, 2004 Red Sox won the World Series Oct 30, 2007 Red Sox won the World series Oct 31, 2009 Yankees won the World Series