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The Chicago Cubs are currently playing the New York Mets for a chance to compete in the World Series. If the team wins this year, as was improbably predicted in the 1989 film âBack to the Future: Part II,â it would bring to an end the longest active championship drought faced by a major U.S. sports franchise. The last time the Chicago Cubs won a World Series was 1908.
Droughts by sport. 1  In MLB, the Chicago Cubs suffered a 108 year World Series drought from 1908 until 2016, when they defeated the Cleveland Indians. In turn, the Indians inherited the longest active drought, last winning the World Series in 1948.