When you think of all of the history surrounding both the Dodgers and the Red Sox franchises, it's rather amazing that they haven't met in the World Series many, many times. The bad luck involved Los Angeles and Boston making the playoffs 19 and 17 times, respectively since the advent of division play yet, somehow, never getting through to the Fall Classic in the same year. During that period, the Dodgers were at their peak between the 1940s and the mid-1960s, winning 11 pennants in 26 seasons.