5. Round | 24/08/2008 | NK Zagreb | - | NK Osijek | 2:1 | ||||
7. Round | 14/09/2008 | Slaven Belupo | - | NK Osijek | 4:2 | ||||
19. Round | 22/02/2009 | NK Osijek | - | HNK Rijeka | 2:2 | ||||
21. Round | 08/03/2009 | NK Osijek | - | Dinamo Zagreb | 0:2 | ||||
30. Round | 10/05/2009 | NK Varteks | - | NK Osijek | 2:3 | ||||
31. Round | 17/05/2009 | NK Osijek | - | HNK Rijeka | 1:2 | ||||
32. Round | 24/05/2009 | HNK Šibenik | - | NK Osijek | 2:1 | ||||
33. Round | 31/05/2009 | NK Osijek | - | Slaven Belupo | 1:2 |