Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 24.08.1999 |  | Matchday 2 | Hrvatski Dragovoljac - HNK Rijeka | - RIJ | 0:4 | 1.500 |
| 07.09.1999 | | Matchday 4 | Hrvatski Dragovoljac - Vukovar | - Vuk | 1:1 | 800 |
| 18.09.1999 | | Matchday 6 | Hrvatski Dragovoljac - Slaven | - Sla | 2:2 | 400 |
| 12.10.1999 | | Matchday 9 | Hrvatski Dragovoljac - Hajduk | - HAJ | 0:5 | 1.500 |