4. Round | 17/08/2008 | NK Osijek | - | NK Varteks | 2:1 | ||||
6. Round | 31/08/2008 | NK Osijek | - | Hajduk Split | 1:2 | ||||
7. Round | 14/09/2008 | Slaven Belupo | - | NK Osijek | 4:2 | ||||
9. Round | 28/09/2008 | NK Osijek | - | HNK Šibenik | 1:3 | ||||
10. Round | 05/10/2008 | Dinamo Zagreb | - | NK Osijek | 1:0 | ||||
11. Round | 19/10/2008 | NK Osijek | - | NK Inter Zaprešić | 2:1 | ||||
12. Round | 26/10/2008 | NK Osijek | - | NK Croatia Sesvete | 4:2 | ||||
14. Round | 09/11/2008 | NK Osijek | - | NK Zadar | 3:0 | ||||
18. Round | 07/12/2008 | NK Osijek | - | Slaven Belupo | 0:0 | ||||
23. Round | 22/03/2009 | Dinamo Zagreb | - | NK Osijek | 0:0 | ||||
25. Round | 11/04/2009 | NK Zagreb | - | NK Osijek | 1:0 | ||||
29. Round | 03/05/2009 | NK Osijek | - | NK Zadar | 1:0 | ||||
33. Round | 31/05/2009 | NK Osijek | - | Slaven Belupo | 1:2 |