5. Grand Slam! – 2008 NLDS
Going into their 2008 NLDS against the Chicago Cubs there seemed to be little chance that the Dodgers would end their 20-year playoff series drought. Up until then, the Dodgers had. It won a playoff series since their upset win in the 1988 World Series. Not only had the Dodgers failed to get out today the NLDS they hadn’t been very competitive in their series losses, going 1-12 against their competition.
In 2008 the Boys in Blue squeaked into the playoffs winning 84 games; winning the very weak NL West division in the process. Meanwhile, the Cubs had the best record in the National League with 97 wins and home field.
In game one, Los Angeles found themselves down 2-0 in the top of the fifth inning, with two outs Cubs starter Ryan Dempster walked the bases loaded and found himself facing Dodgers first baseman James Loney. Facing Dempster down two strikes Loney swung at a pitch sending a fly ball to center field, it carried right into the bleachers stunning the Cubs fans into silence.
The Dodgers would never trail in the series again sweeping the Cubs 3-0 for their first playoff series win in 20 years.