| 1. Round | 29/07/1989 | Hertha BSC | - | Preußen Münster | 2:0 | ||||
| 2. Round | 06/08/1989 | SV Darmstadt 98 | - | Hertha BSC | 0:0 | ||||
| 3. Round | 12/08/1989 | Hertha BSC | - | SpVgg Bayreuth | 1:0 | ||||
| 4. Round | 16/08/1989 | Stuttgarter Kickers | - | Hertha BSC | 4:2 |  |
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| 7. Round | 02/09/1989 | Hertha BSC | - | FC Schalke 04 | 2:2 | |
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| 8. Round | 09/09/1989 | SV Meppen | - | Hertha BSC | 0:0 | ||||
| 9. Round | 17/09/1989 | Hertha BSC | - | SpVgg Unterhaching | 1:1 | ||||
| 11. Round | 30/09/1989 | Hertha BSC | - | SC Freiburg | 1:0 | ||||
| 13. Round | 14/10/1989 | Hertha BSC | - | Rot-Weiss Essen | 2:1 | ||||
| 14. Round | 22/10/1989 | Eintracht Braunschweig | - | Hertha BSC | 1:2 | ||||
| 17. Round | 11/11/1989 | Hertha BSC | - | SG Wattenscheid 09 | 1:1 | ||||
| 18. Round | 14/11/1989 | Fortuna Köln | - | Hertha BSC | 3:0 |
Finland