| 5. Round | 11/09/1999 | Lommelse SK | - | KRC Harelbeke | 0:2 | ||||
| 12. Round | 07/11/1999 | KRC Harelbeke | - | Verbroedering Geel | 3:0 | ||||
| 13. Round | 10/11/1999 | KRC Harelbeke | - | KV Mechelen | 5:2 | ||||
| 14. Round | 21/11/1999 | KVC Westerlo | - | KRC Harelbeke | 4:1 | ||||
| 15. Round | 28/11/1999 | KRC Harelbeke | - | KAA Gent | 1:2 | ||||
| 16. Round | 05/12/1999 | KRC Genk | - | KRC Harelbeke | 4:3 | ||||
| 17. Round | 12/12/1999 | KRC Harelbeke | - | Standard Liège | 3:4 |  |
Lithuania