What professional sports team has gone the longest without winning a championship?

What professional sports team has gone the longest without winning a championship? Cleveland reached the World Series multiple times (1954, ’95, ’97 and 2016). Ironically, the 2016 World Series loss to the Chicago Cubs snapped the longest championship drought ever, with the Cubs going 107 years without a title.

Cleveland reached the World Series multiple times (1954, ’95, ’97 and 2016). Ironically, the 2016 World Series loss to the Chicago Cubs snapped the longest championship drought ever, with the Cubs going 107 years without a title.