1. Round | 25/07/2009 | NK Osijek | - | Hajduk Split | 1:1 | ||||
2. Round | 01/08/2009 | HNK Šibenik | - | NK Osijek | 2:2 | ||||
3. Round | 08/08/2009 | NK Osijek | - | NK Karlovac | 0:1 | ||||
4. Round | 16/08/2009 | Dinamo Zagreb | - | NK Osijek | 5:0 | ||||
5. Round | 22/08/2009 | NK Osijek | - | NK Međimurje | 3:1 | ||||
6. Round | 29/08/2009 | NK Croatia Sesvete | - | NK Osijek | 1:2 | ||||
8. Round | 19/09/2009 | NK Osijek | - | NK Zadar | 3:0 | ||||
10. Round | 03/10/2009 | NK Osijek | - | NK Inter Zaprešić | 4:2 | ||||
11. Round | 17/10/2009 | HNK Rijeka | - | NK Osijek | 1:1 | ||||
12. Round | 24/10/2009 | NK Osijek | - | Lokomotiva Zagreb | 3:0 | ||||
13. Round | 31/10/2009 | NK Varteks | - | NK Osijek | 1:2 | ||||
14. Round | 07/11/2009 | NK Osijek | - | NK Zagreb | 5:3 | ||||
15. Round | 21/11/2009 | HNK Cibalia | - | NK Osijek | 1:1 | ||||
17. Round | 05/12/2009 | NK Osijek | - | HNK Šibenik | 3:0 | ||||
18. Round | 27/02/2010 | NK Karlovac | - | NK Osijek | 1:0 |