The Flames last made the Finals in 2004 when they lost to the Hurricances. It marked the last time the franchise had a playoff series win, and although they made the postseason in each of the first 4 seasons after the 2004-05 lockout, they were first round fodder each time.
Enter the era of Sean Monahan and as of right now, not a whole lot else.
The Flames are not even close to being a Stanley Cup contender, and if they are going to be the ones to break the drought it will easily reach at least the 26 year mark, because they are at least 5 years and a lot of changes away.
ODDS OF BREAKING THE DROUGHT: 5%