1. Round | 20/07/2008 | NK Maribor | - | FC Koper | 3:2 | ||||
2. Round | 26/07/2008 | Rudar Velenje | - | NK Maribor | 1:2 | ||||
3. Round | 02/08/2008 | NK Maribor | - | NK Drava (old) | 1:1 | ||||
12. Round | 04/10/2008 | NK Drava (old) | - | NK Maribor | 0:4 | ||||
34. Round | 17/05/2009 | NK Primorje | - | NK Maribor | 1:1 |