Thinking about how long it has been since the Cats last won the Grey Cup in 1999, I decided to make a list of when the various teams last won the Cup. Out of the current teams in the league, only Winnipeg has had a longer drought than the Hammer and I'm guessing they're not ending it this season. I suppose since Ottawa has a conditional franchise, they are in a sense the team with the longest drought of over thirty years. Sarnia's also had a long, long drought, but I never hear any Sarnia Imperials expansion talk. Sarnia also won in 1934, so they were no one hit wonder.
2008 Calgary
2007 Saskatchewan
2006 BC
2005 Edmonton
2004 Toronto
2002 Montreal
1999 Hamilton
1995 Baltimore
1990 Winnipeg
1976 Ottawa
1936 Sarnia
Weird Grey Cup Fact: Luba was the half time entertainment for the 79th in 1991.
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