The Chicago Cubs won the 1908 World Series at the Detroit Tigers home field, Bennett Park.
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The Chicago Cubs won two World Series titles in 1907 and 1908.
Short Answer: White SoxThe Chicago White Sox won three world series ... 1906, 1917, and 2005, while the Chicago Cubs have only won two ... 1907 and 1908.
The Chicago Cubs defeated the Detroit Tigers 4 games to 1. Click on the '1908 World Series' link on this page to see a game by game breakdown.
Chicago cubs. Have not won since 1908
The Chicago Cubs have played in ten World Series, winning two.Won (1907, 1908)Lost (1906, 1910, 1918, 1929, 1932, 1935, 1938, 1945)