Of course, the game was different in 1908. Nonetheless, on its third consecutive World Series appearance, Chicago completed the four-game sweep of Detroit en route to claiming its second straight title.
Times have changed. The game evolved and the Cubs were left in the dust, still clinging to their early triumphs.
Since winning back-to-back titles in 1907-08, the Cubs appeared in the World Series seven times over the next 37 years, losing all of them. In 1910, the Cubs lost 4-1 to the then-Philadelphia Athletics. In 1918, the Cubs fell to the Boston Red Sox 4-1. Philadelphia got the best of Chicago a second time in the 1929 World Series, winning 4-1. In 1932, the New York Yankees swept the Cubs, 4-0. Three years later, Detroit got revenge, winning 4-2. In the 1938 series, the Yankees triumphed again with another four-game sweep of the Cubs. And in 1945, the Cubs lost to the Tigers in seven games.
Since that stretch, the Cubs have been the laughingstock of Major League Baseball. You can blame it on the curse of the billy goat, or the unimaginable collapse in the 1984 National League Championship Series against San Diego, where the Cubs held a 2-0 lead and failed to win another game. Better yet, you could blame Steve Bartman for extending his glove to catch a fly ball during the 2003 NLCS with the Cubs five outs away from going to the Fall Classic.
Any way you put it, the Cubs have a rich history of failure.
Their last appearance in the postseason was in 2008, when they won the NL Central Division with the best record in the league, 97-64. But the Cubs’ notable regular season proved misleading when the Los Angeles Dodgers swept them 3-0 in the NLDS.
Since 2008, the Cubs have had one winning season while racking up a hideous 290-357 record. They’ve gone four straight seasons without making the playoffs, including three consecutive losing seasons.
All bad things eventually come to an end, however, and the Cubs' trend of bad luck will finally dissolve in the next five years for multiple reasons.