Since moving to Los Angeles in 1958, the Dodgers have had some very good seasons, some bad ones, some simply good, and one God awful season. 1992. What happened to this team to make it lose 99 games? That is by far, the most in LA Dodger history. The Los Angeles Dodgers have lost 90 games or more twice, 92, and 2005. Brooklyn lost 100 or more twice. LA also lost 89 a few times. But for a majority of their existence, they have been above .500. And in doing so, they have been to the playoffs 25 times, won 12 NL Pennants and 6 World Series.