If only the Canucks had won in 1994.There's thirty two teams in the NHL, and seven of those teams are in Canada. So in terms of numbers the odds are stacked against Canada.
The Flames in 2004, the Oilers in 2006, and Canucks in 2011 did go close to winning it though. Personally myself, i think they need to bring the Quebec Nordiques back.
*signed bitter Isles fan