| 6. Round | 02/09/2000 | 1. FC Union Berlin | - | TeBe Berlin | 3:1 | ||||
| 7. Round | 09/09/2000 | Sachsen Leipzig | - | 1. FC Union Berlin | 2:0 |  |
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| 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 | ||||
| 10. Round | 30/09/2000 | 1. FC Union Berlin | - | SV Babelsberg 03 | 3:0 | |
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| 11. Round | 08/10/2000 | Preußen Münster | - | 1. FC Union Berlin | 1:1 | ||||
| 12. Round | 14/10/2000 | 1. FC Union Berlin | - | Fortuna Düsseldorf | 2:1 | ||||
| 13. Round | 22/10/2000 | Werder Bremen II | - | 1. FC Union Berlin | 0:1 | |
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| 14. Round | 28/10/2000 | 1. FC Union Berlin | - | Borussia Dortmund II | 1:1 | ||||
| 21. Round | 05/12/2000 | 1. FC Union Berlin | - | Lüneburger SK | 1:2 |
Germany