It started on 2 August 2008 and ended on 30 May 2009 with the final.
The defending champions were Interblock, who successfully defended the title by defeating Koper 2–1 in the final.
In this round entered 19 teams from Slovenian second and third division.
Since Izola withdrew from the competition before the beginning, Adria received a bye to the Second Round.
They got relegated to the second division at the end of the last year's PrvaLiga.