Longest time between baseball World Series wins According to Official Guinness Records,
The longest time between baseball World Series wins is 108 years 19 days, achieved by the Chicago Cubs (USA) from 14 October 1908 to 2 November 2016. Before the Cubs's 4-3 win over the Cleveland Indians their last World Series win was in 1908 against the Detroit Tigers which was a 4-1 victory. For a complete list of 1908 records, please visit 1908 Guinness Records in United States .
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