You mean like the Blue Jays who have the longest playoff drought in sports right now?
No, not quite like the Blue Jays.
Orioles 90-loss seasons since 1980: 12 (1987, 1988, 1991, 2001, 2002, 2003, 2006, 2007, 2008, 2009, 2010, 2011)
Jays 90-loss seasons since 1980: 1 (2004)
Last time Orioles won a championship: 1983
Last time Jays won a championship: 1993
Orioles most recent run of "success" (2012, 2014): 1 Wild Card, 1 Division Title, 0 Pennants, 0 World Series, 2,283,357 average fan attendance
Jays most recent run of success (1992, 1993): 2 Division Titles, 2 Pennants, 2 World Series, 4,043,133 average fan attendance