It depends on how you define a team. The Saskatchewan Roughriders, formerly Regina Roughriders, have lost 15 Grey Cup Games. The Hamilton Tiger-Cats and their predecessor teams the Tigers and Wildcats (whose victories are always counted with Hamilton's) have also lost a total of 15. Winnipeg Blue Bombers have lost the game 14 times, but if you count the two losses by the Winnipeg RCAF team during the war, that makes 16.
Never. The Oilers are a hockey team and the Grey Cup is the championship trophy for professional Canadian Football.
Nineteen: won 4 lost 15.
Yes. They have lost 6 times: 1911, 1912, 1920, 1971, 1982, 1987.
Only once, by Baltimore Stallions in 1995.
The Montreal Alouettes won the Grey Cup on Nov 30th 2009 and they won again On Nov 28th 2010. The Alouettes have now won 8 Grey Cups and Lost 11.
Edmonton Eskimos have won the Grey Cup exactly 13 times. Toronto Argonauts have won the Grey Cup more than 13 times. They have 16.
The game in 2012 was the 100th Grey Cup game.
As of 2012, Calgary Stampeders who they defeated in the 100th Grey Cup.
Toronto Argonauts have won the Grey Cup 16 times, most recently in 2012.
The Ottawa Rough Riders defeated the Edmonton Eskimos to win the 1960 Grey Cup.
They have hosted the grey cup 3 times. In 1995, 2003 and 2013.
13 times