1. Round | 07/08/1999 | Lierse SK | - | Germinal Beerschot | 3:1 | ||||
2. Round | 14/08/1999 | Germinal Beerschot | - | Lommelse SK | 3:1 | ||||
3. Round | 22/08/1999 | Club Brugge KV | - | Germinal Beerschot | 2:0 | ||||
4. Round | 28/08/1999 | Germinal Beerschot | - | Sint-Truidense VV | 3:1 | ||||
5. Round | 11/09/1999 | Sporting Lokeren | - | Germinal Beerschot | 1:1 | ||||
6. Round | 18/09/1999 | Germinal Beerschot | - | Verbroedering Geel | 4:1 | ||||
7. Round | 25/09/1999 | Germinal Beerschot | - | K.S.C. Eendracht Aalst | 3:2 | ||||
8. Round | 03/10/1999 | RSC Anderlecht | - | Germinal Beerschot | 2:2 | ||||
9. Round | 13/10/1999 | Germinal Beerschot | - | KRC Harelbeke | 1:0 | ||||
10. Round | 23/10/1999 | KV Mechelen | - | Germinal Beerschot | 2:0 | ||||
12. Round | 06/11/1999 | KAA Gent | - | Germinal Beerschot | 1:3 |