| 1. Round | 13/08/1999 | Chemnitzer FC | - | Bor. Mönchengladbach | 2:0 | ||||
| 2. Round | 22/08/1999 | Bor. Mönchengladbach | - | Hannover 96 | 2:3 | ||||
| 3. Round | 30/08/1999 | Karlsruher SC | - | Bor. Mönchengladbach | 3:0 | ||||
| 4. Round | 11/09/1999 | Bor. Mönchengladbach | - | Alemannia Aachen | 1:2 | ||||
| 5. Round | 17/09/1999 | FC St. Pauli | - | Bor. Mönchengladbach | 0:2 |  |
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| 7. Round | 03/10/1999 | Rot-Weiß Oberhausen | - | Bor. Mönchengladbach | 1:1 | ||||
| 11. Round | 08/11/1999 | TeBe Berlin | - | Bor. Mönchengladbach | 2:2 | ||||
| 12. Round | 20/11/1999 | Bor. Mönchengladbach | - | Energie Cottbus | 2:2 | ||||
| 13. Round | 28/11/1999 | Bor. Mönchengladbach | - | Waldhof Mannheim | 2:0 | ||||
| 18. Round | 11/02/2000 | Bor. Mönchengladbach | - | Chemnitzer FC | 1:0 | ||||
| 24. Round | 26/03/2000 | Bor. Mönchengladbach | - | Rot-Weiß Oberhausen | 4:2 | ||||
| 30. Round | 10/05/2000 | Waldhof Mannheim | - | Bor. Mönchengladbach | 2:1 | ||||
| 31. Round | 14/05/2000 | Bor. Mönchengladbach | - | Kickers Offenbach | 1:0 | ||||
| 32. Round | 18/05/2000 | Fortuna Köln | - | Bor. Mönchengladbach | 1:2 | |
Germany