| 18. Round | 13/02/2000 | Fortuna Köln | - | Energie Cottbus | 2:0 | ||||
| 19. Round | 21/02/2000 | Energie Cottbus | - | Rot-Weiß Oberhausen | 0:1 | ||||
| 20. Round | 26/02/2000 | 1. FSV Mainz 05 | - | Energie Cottbus | 1:0 | ||||
| 21. Round | 03/03/2000 | Energie Cottbus | - | SpVgg Greuther Fürth | 4:2 | ||||
| 22. Round | 10/03/2000 | 1. FC Nürnberg | - | Energie Cottbus | 1:1 |  |
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| 23. Round | 19/03/2000 | Energie Cottbus | - | Stuttgarter Kickers | 1:0 | ||||
| 24. Round | 27/03/2000 | Chemnitzer FC | - | Energie Cottbus | 1:2 | |
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| 25. Round | 03/04/2000 | Energie Cottbus | - | VfL Bochum | 1:1 | ||||
| 26. Round | 07/04/2000 | Hannover 96 | - | Energie Cottbus | 3:2 | |
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| 27. Round | 15/04/2000 | Energie Cottbus | - | TeBe Berlin | 2:0 | |
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| 28. Round | 23/04/2000 | Karlsruher SC | - | Energie Cottbus | 1:0 | ||||
| 31. Round | 14/05/2000 | Energie Cottbus | - | Waldhof Mannheim | 3:2 | ||||
| 33. Round | 21/05/2000 | Kickers Offenbach | - | Energie Cottbus | 1:2 | |
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| 34. Round | 26/05/2000 | Energie Cottbus | - | 1. FC Köln | 2:0 |
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