<P> The Cubs have appeared in a total of eleven World Series . The 1906 Cubs won 116 games , finishing 116 -- 36 and posting a modern - era record winning percentage of . 763 , before losing the World Series to the Chicago White Sox ( `` The Hitless Wonders '' ) by four games to two . The Cubs won back - to - back World Series championships in 1907 and 1908 , becoming the first major league team to play in three consecutive World Series , and the first to win it twice . Most recently , the Cubs won the 2016 National League Championship Series and 2016 World Series , which ended a 71 - year National League pennant drought and a 108 - year World Series championship drought , both of which are record droughts in Major League Baseball . The 108 - year drought was also the longest such occurrence in all major North American sports . Since the start of divisional play in 1969 , the Cubs have appeared in the postseason nine times through the 2017 season . </P>
<P> The Cubs have appeared in a total of eleven World Series . The 1906 Cubs won 116 games , finishing 116 -- 36 and posting a modern - era record winning percentage of . 763 , before losing the World Series to the Chicago White Sox ( `` The Hitless Wonders '' ) by four games to two . The Cubs won back - to - back World Series championships in 1907 and 1908 , becoming the first major league team to play in three consecutive World Series , and the first to win it twice . Most recently , the Cubs won the 2016 National League Championship Series and 2016 World Series , which ended a 71 - year National League pennant drought and a 108 - year World Series championship drought , both of which are record droughts in Major League Baseball . The 108 - year drought was also the longest such occurrence in all major North American sports . Since the start of divisional play in 1969 , the Cubs have appeared in the postseason nine times through the 2017 season . </P>
when was the last time the chicago cubs won the world series
when was the last time the chicago cubs won the world series
2016
2016