A midfielder, Madonna made his professional debut in 1981 for Atalanta; he then spent five seasons with Piacenza before to return to Bergamo in 1988.
He spent a total of nine consecutive seasons with Alzano, being protagonist of the team's rise into the highest ranks of Italian football, including a historical promotion to Serie B in 1998–99.
On 26 May 2008 he was surprisingly appointed as new head coach of the seriani, following the dismissal of Elio Gustinetti, with only one game left before of the end of the regular season.
[2] He also led Albinoleffe to the promotion playoffs, defeating Brescia in the semi-finals, but losing 2–1 on aggregate to U.S. Lecce in the finals.
He was recently confirmed as AlbinoLeffe boss for the 2008–09 season but removed after a few months due to poor results, and replaced by veteran coach Emiliano Mondonico.