| 1. Round | 13/08/1999 | Chemnitzer FC | - | Bor. Mönchengladbach | 2:0 | ||||
| 2. Round | 22/08/1999 | Bor. Mönchengladbach | - | Hannover 96 | 2:3 | ||||
| 24. Round | 26/03/2000 | Bor. Mönchengladbach | - | Rot-Weiß Oberhausen | 4:2 |  |
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| 25. Round | 02/04/2000 | SpVgg Greuther Fürth | - | Bor. Mönchengladbach | 1:1 | ||||
| 26. Round | 08/04/2000 | Bor. Mönchengladbach | - | Stuttgarter Kickers | 1:1 | ||||
| 27. Round | 17/04/2000 | VfL Bochum | - | Bor. Mönchengladbach | 2:2 | ||||
| 28. Round | 22/04/2000 | Bor. Mönchengladbach | - | TeBe Berlin | 4:2 | ||||
| 29. Round | 01/05/2000 | Energie Cottbus | - | Bor. Mönchengladbach | 2:2 | ||||
| 31. Round | 14/05/2000 | Bor. Mönchengladbach | - | Kickers Offenbach | 1:0 | |
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| 32. Round | 18/05/2000 | Fortuna Köln | - | Bor. Mönchengladbach | 1:2 | ||||
| 33. Round | 21/05/2000 | Bor. Mönchengladbach | - | 1. FSV Mainz 05 | 6:1 | |
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| 34. Round | 26/05/2000 | 1. FC Nürnberg | - | Bor. Mönchengladbach | 2:1 |
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