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The Chicago Cubs have the longest streak with out a championship they won their last one in 1908 so that's 101 yrs. the next team is the Cleveland Indians who haven't won since 1948 or 61 yrs

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Q: Which MLB has the most years without a championship win?
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Which MLB players have the most championship rings?

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If you are talking about the NFL, NHL, NBA and MLB then the answer is the Chicago Cubs who have not won a championship since 1908.There are a number of teams that have never won a championship, but the Cubs 101 years without a title is the longest drought.Coincidentally, MLB has been around the longest.Longest championship drought in NBA: Sacramento Kings(1951, when the team was the Rochester Royals)Longest championship drought in NHL: Chicago Blackhawks(1960-1961)Longest championship drought in NFL: Arizona Cardinals(1947, then located in Chicago)

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