Seven: 1949, 1970, 1974, 1977, 2002, 2009, 2010.
6
Anthony Calvillo played for the Montreal Alouettes from 1998 until 2003. During that time, the Alouettes won three Grey Cups, in 2002, 2008, and 2009.
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.
The Montreal Canadiens (Correct Spelling) Have Won 24 stanley cups
Type your answer here... the riders won 6 cups
MONTREAL SUCKS ! TORONTO ROCKS !
Three: 2002, 2009 and 2010
Montréal won two Grey Cups in a row in 2009-2010. They appeared in three Grey Cups in a row in 1954-56, 1977-79 and again in 2008-2010 and played in successive Grey Cup games in 1974-5, 2002-3 and 2005-6. Of the nine years between 2002 and 2010, Montréal only missed playing in the Grey Cup twice.
Winnipeg Blue Bombers have never even played in a Grey Cup in Winnipeg, never mind having won there.
Scott Niedermayer has won four Stanley Cups. He won one of them playing with the Montreal Canadians and the other three playing with the Detroit Red Wings.
Eleven: 1964, 1955, 1956, 1974, 1975, 1977, 1978, 1979, 2002, 2003, 2005. Montréal won in 1974, 1977, and 2002. Edmonton won the other 8.
The Montreal Canadiens won 24 Stanley Cups from 1909 to 2010