Coppa Titano 2008–09 was the forty-ninth season of San Marino's oldest football competition.
It began on 2 October 2008 with the first games of the Group Stage and ended on 4 May 2009 with the Final held at Stadio Olimpico, Serravalle.
The winners of the competition earned a place in the second qualifying round of the UEFA Europa League 2009–10.
Games in the Elimination Rounds were decided by extra time and, if necessary, a penalty shootout.
Because Murata and La Fiorita had the same number of points and identical goal difference, they played a deciding match in order to determine the second quarterfinal participant from Group A.