| 1. Round | 29/07/2000 | 1. FC Union Berlin | - | VfB Lübeck | 1:0 | ||||
| 4. Round | 20/08/2000 | 1. FC Union Berlin | - | SG Wattenscheid 09 | 3:0 | ||||
| 7. Round | 09/09/2000 | Sachsen Leipzig | - | 1. FC Union Berlin | 2:0 | ||||
| 8. Round | 16/09/2000 | 1. FC Union Berlin | - | Erzgebirge Aue | 1:2 | ||||
| 9. Round | 22/09/2000 | Fortuna Köln | - | 1. FC Union Berlin | 0:0 | ||||
| 15. Round | 04/11/2000 | SV Wilhelmshaven | - | 1. FC Union Berlin | 2:2 | ||||
| 16. Round | 11/11/2000 | 1. FC Union Berlin | - | Dresdner SC | 2:0 | ||||
| 17. Round | 17/11/2000 | Rot-Weiss Essen | - | 1. FC Union Berlin | 0:0 | ||||
| 21. Round | 05/12/2000 | 1. FC Union Berlin | - | Lüneburger SK | 1:2 |
Lithuania