The 2008–09 Isle of Man League was the 100th season of Football league on the Isle of Man.
There were two tiers of men's football, consisting of 27 clubs, the Sure Mobile Premier League and the CFS Division Two. There were six senior cup competitions – the Manx FA Cup, Railway Cup, Hospital Cup, Woods Cup, Paul Henry Gold Cup and the Charity Shield. Each club had a reserve team in the Isle of Man Football Combination, and they compete in the Junior Cup. There was also the Cowell Cup, an annual under-19 tournament.
League tables Premier League
Division 2
Cups Cup results for 2008–09:RSSSF Isle of Man Football League 2009–10
FA Cup
Douglas HSOB 1–1 (3–2 on pens.) St Georges
Railway Cup Peel 0–1 Rushen United
Hospital Cup St Georges 2–1 Laxey
Woods Cup Douglas Royal 1–0 Pulrose United
Paul Henry Gold Cup Castletown Metropolitan 4–0 Marown
Cowell Cup (U19) Castletown Metropolitan 3–1 St Johns United
References
FA Full Time – IOM Football League 2008–09 Premier Division FA Full Time – IOM Football League 2008–09 Division Two