The last time the cubs were in the World Series was 1945. the last time they won was 1907-1908
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The Cubs last won the World Series in 1908. Since then, the Yankees have won 26 World Series.
The Chicago Cubs won two World Series titles in 1907 and 1908.
The Chicago White Sox beat the Chicago Cubs in the 1906 World Series.
The Chicago Cubs won the 1908 World Series at the Detroit Tigers home field, Bennett Park.
The White Sox won their first World Series in 1906, beating the Cubs. The Cubs won their first the next year, 1907, by beating Detroit.