Prior to 2014, The Orioles were last in the playoffs in 1997. They lost to the Cleveland Indians in the ALCS, 4 games to 2, after defeating Seattle in the ALDS 3 games to 1.
This answer is wrong. The Baltimore Orioles were in the playoffs in 2012, when they beat the Texas Rangers in the Wild Card game, and then lost to the Yankees in the ALDS.
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Through the 2008 season, that was 1992 when they lost to the Atlanta Braves in the NLCS 4 games to 3.
Through games played on June 5, 2012 that was July 25, 2011 when the Pirates were 53-47 and tied for first place in the NL Central with the St. Louis Cardinals.