1. Round | 25/07/2009 | NK Croatia Sesvete | - | HNK Šibenik | 1:2 | ||||
2. Round | 01/08/2009 | HNK Šibenik | - | NK Osijek | 2:2 | ||||
7. Round | 12/09/2009 | Lokomotiva Zagreb | - | HNK Šibenik | 0:0 | ||||
9. Round | 25/09/2009 | NK Zagreb | - | HNK Šibenik | 0:2 | ||||
10. Round | 03/10/2009 | HNK Šibenik | - | HNK Cibalia | 0:2 | ||||
12. Round | 24/10/2009 | NK Istra 1961 | - | HNK Šibenik | 1:2 | ||||
13. Round | 31/10/2009 | HNK Šibenik | - | NK Karlovac | 1:0 | ||||
14. Round | 08/11/2009 | Dinamo Zagreb | - | HNK Šibenik | 5:0 |