| Competition: | Campionato Sammarinese di Calcio |
| Season: | 2008–09 |
| Winners: | S.P. Tre Fiori 5th Sammarinese title |
| Continentalcup1: | UEFA Champions League |
| Continentalcup1 Qualifiers: | S.P. Tre Fiori |
| Continentalcup2: | UEFA Europa League |
| Continentalcup2 Qualifiers: | A.C. Juvenes/Dogana (via domestic cup) |
| Biggest Home Win: | Tre Fiori 7–0 San Giovanni[1] |
| Biggest Away Win: | Fiorentino 2–8 Virtus |
| Highest Scoring: | San Giovanni 4–8 Cosmos |
| Total Goals: | 512[2] |
| Average Goals: | 3.12 |
| Prevseason: | 2007–08 |
| Nextseason: | 2009–10 |
The 2008–09 Campionato Sammarinese di Calcio season was the twenty-fourth since its establishment. The season began with the first regular season games on 12 September 2008 and ended with the play-off final on 29 May 2009.
The teams do not have grounds of their own due to restricted space in San Marino. Each match was randomly assigned to one of the following grounds:
All teams play twice against the teams within their own group and once against the teams from the other group.
The playoff was held in a double-eliminination format. Both group winners earned a bye in the first and second round.
The matches were played on 7 May 2009.[3]
The matches were played on 12 May 2009.[3]
The matches were played on 15 and 16 May 2009.[3]
The matches were played on 19 and 20 May 2009.[3]
The match was played on 25 May 2009 at Stadio Olimpico, Serravalle.[3]
The final was played on 29 May 2009 at Stadio Olimpico, Serravalle.[3] The winners qualified for the first qualifying round of the UEFA Champions League 2009–10.