1 9 5 5 . ▁ ▁The ▁C ubs ' ▁situation ▁was ▁the ▁opposite : ▁between ▁winning ▁their ▁second ▁and ▁third ▁titles ▁( in ▁ 1 9 0 8 ▁and ▁ 2 0 1 6 ), ▁they ▁lost ▁in ▁ 1 9 1 0 , ▁ 1 9 1 8 , ▁ 1 9 2 9 , ▁ 1 9 3 2 , ▁ 1 9 3 5 , ▁ 1 9 3 8 , ▁and ▁ 1 9 4 5 . ▁The ▁Cleveland ▁Indians ▁have ▁four ▁World ▁Series ▁losses ▁( 1 9 5 4 , ▁ 1 9 9 5 , ▁ 1 9 9 7 , ▁and ▁ 2 0 1 6 ) ▁since ▁their ▁last ▁crown ▁in ▁ 1 9 4 8 , ▁more ▁than ▁any ▁other ▁team ▁in ▁the ▁American ▁League . ▁ ▁The ▁longest ▁duration ▁without ▁back - to - back ▁World ▁Series ▁champions ▁is ▁currently ▁active ▁at ▁ 1 9 ▁years , ▁from ▁after ▁the ▁ 2 0 0 0 ▁New ▁York ▁Yan ke es ▁to ▁the ▁present . ▁The ▁previous ▁record ▁of ▁ 1 4 ▁years ▁( from ▁ 1 9 7 9 ▁through ▁ 1 9 9 2 ) ▁was ▁broken ▁when ▁the ▁Toronto ▁Blue ▁J ays ▁won ▁in ▁ 1 9 9 2 ▁and ▁ 1 9 9 3 . ▁ ▁The ▁longest ▁sequence ▁of ▁World ▁Series ▁in ▁which ▁each ▁was ▁won ▁by ▁a ▁different ▁franch ise ▁is ▁ 1 0 , ▁from ▁ 1 9 7 8 ▁through ▁ 1 9 8 7