4. Round | 11/09/1999 | Hamburger SV | - | Hertha BSC | 5:1 | ||||
6. Round | 25/09/1999 | SpVgg Unterhaching | - | Hertha BSC | 1:1 | ||||
7. Round | 02/10/1999 | Hertha BSC | - | MSV Duisburg | 2:1 | ||||
8. Round | 16/10/1999 | Bayern München | - | Hertha BSC | 3:1 | ||||
9. Round | 23/10/1999 | Hertha BSC | - | VfB Stuttgart | 1:1 |