| 2. Round | 15/08/1999 | RSC Anderlecht | - | KSK Beveren | 5:2 | ||||
| 3. Round | 22/08/1999 | Lierse SK (old) | - | RSC Anderlecht | 0:3 |  |
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| 4. Round | 29/08/1999 | RSC Anderlecht | - | Lommelse SK | 3:3 | ||||
| 6. Round | 19/09/1999 | RSC Anderlecht | - | Sint-Truidense VV | 2:1 | ||||
| 7. Round | 25/09/1999 | Sporting Lokeren | - | RSC Anderlecht | 2:3 | ||||
| 8. Round | 03/10/1999 | RSC Anderlecht | - | Germinal Beerschot | 2:2 | |
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| 13. Round | 10/11/1999 | RSC Anderlecht | - | KVC Westerlo | 3:0 |
Belgium