Montagna's 100th game for St Kilda was in round 2 of the 2009 AFL season against Adelaide at AAMI Stadium, a win by 32 points. He played in 21 of 22 matches in the 2009 home and away season where St Kilda won the minor premiership and qualified in first position for the finals series. A new club record of 19 consecutive wins between rounds 1 and 19 was set, the equal third best in league history. The club completed its best ever home and away season with 20 wins and 2 losses.