| 1. Round | 07/08/1999 | Lierse SK (old) | - | Germinal Beerschot | 3:1 | ||||
| 8. Round | 03/10/1999 | RSC Anderlecht | - | Germinal Beerschot | 2:2 | ||||
| 9. Round | 13/10/1999 | Germinal Beerschot | - | KRC Harelbeke | 1:0 | ||||
| 12. Round | 06/11/1999 | KAA Gent | - | Germinal Beerschot | 1:3 | ||||
| 13. Round | 10/11/1999 | KRC Genk | - | Germinal Beerschot | 4:0 | ||||
| 15. Round | 28/11/1999 | Germinal Beerschot | - | RSC Charleroi | 3:0 |
Belgium