| 1. Round | 22/08/1998 | RSC Anderlecht | - | RSC Charleroi | 1:1 | ||||
| 2. Round | 29/08/1998 | KSK Beveren | - | RSC Anderlecht | 2:1 | ||||
| 3. Round | 01/09/1998 | RSC Anderlecht | - | Excelsior Mouscron | 1:1 |  |
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| 4. Round | 05/09/1998 | KVC Westerlo | - | RSC Anderlecht | 6:0 |  |
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| 6. Round | 12/09/1998 | KFC Germinal Ekeren | - | RSC Anderlecht | 0:3 | ||||
| 8. Round | 26/09/1998 | Lommelse SK | - | RSC Anderlecht | 2:2 | ||||
| 10. Round | 10/10/1998 | RSC Anderlecht | - | KRC Harelbeke | 3:1 | ||||
| 11. Round | 23/10/1998 | Sporting Lokeren | - | RSC Anderlecht | 2:3 | |
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| 12. Round | 31/10/1998 | RSC Anderlecht | - | Lierse SK (old) | 2:0 | ||||
| 13. Round | 07/11/1998 | KV Oostende | - | RSC Anderlecht | 0:2 | ||||
| 14. Round | 15/11/1998 | RSC Anderlecht | - | Standard Liège | 0:1 | ||||
| 16. Round | 28/11/1998 | RSC Anderlecht | - | KRC Genk | 3:2 | ||||
| 19. Round | 19/12/1998 | RSC Anderlecht | - | KSK Beveren | 3:1 | ||||
| 20. Round | 15/01/1999 | Excelsior Mouscron | - | RSC Anderlecht | 2:3 | ||||
| 24. Round | 27/02/1999 | Sint-Truidense VV | - | RSC Anderlecht | 1:4 |
Belgium