I'm dating this from 1965 because that's when the Conn Smythe trophy was first awarded: winning team, losing team, how many games and playoff MVP.
1964-65: Chicago Blackhawks d Montreal Canadiens 4-3, Pierre Pilote
1965-66:
1966-67:
1967-68:
1968-69:
1969-70:
1970-71:
1971-72:
1972-73:
1973-74:
1974-75:
1975-76
1976-77:
1977-78:
1978-79:
1979-80:
1980-81:
1981-82:
1982-83:
1983-84:
1984-85:
1985-86:
1986-87:
1987-88:
1988-89:
1989-90:
1990-91:
1991-92:
1992-93:
1993-94:
1994-95:
1995-96:
1996-97:
1997-98:
1998-99:
1999-00:
2000-01:
2001-02:
2002-03:
2003-04:
2004-05:
2005-06:
2006-07:
2007-08:
2008-09:
2009-10:
2010-11:
1964-65: Chicago Blackhawks d Montreal Canadiens 4-3, Pierre Pilote
1965-66:
1966-67:
1967-68:
1968-69:
1969-70:
1970-71:
1971-72:
1972-73:
1973-74:
1974-75:
1975-76
1976-77:
1977-78:
1978-79:
1979-80:
1980-81:
1981-82:
1982-83:
1983-84:
1984-85:
1985-86:
1986-87:
1987-88:
1988-89:
1989-90:
1990-91:
1991-92:
1992-93:
1993-94:
1994-95:
1995-96:
1996-97:
1997-98:
1998-99:
1999-00:
2000-01:
2001-02:
2002-03:
2003-04:
2004-05:
2005-06:
2006-07:
2007-08:
2008-09:
2009-10:
2010-11: