1. Round | 06/08/1999 | Verbroedering Geel | - | KAA Gent | 1:5 | ||||
2. Round | 14/08/1999 | KAA Gent | - | KRC Genk | 0:2 | ||||
3. Round | 21/08/1999 | Standard Liège | - | KAA Gent | 0:2 | ||||
4. Round | 28/08/1999 | KAA Gent | - | RSC Charleroi | 3:2 | ||||
5. Round | 11/09/1999 | Excelsior Mouscron | - | KAA Gent | 5:3 | ||||
6. Round | 18/09/1999 | KAA Gent | - | KSK Beveren | 4:1 | ||||
7. Round | 25/09/1999 | Lierse SK | - | KAA Gent | 2:1 | ||||
8. Round | 02/10/1999 | KAA Gent | - | Lommelse SK | 6:2 | ||||
9. Round | 13/10/1999 | Club Brugge KV | - | KAA Gent | 1:3 | ||||
10. Round | 23/10/1999 | KAA Gent | - | Sint-Truidense VV | 4:2 | ||||
11. Round | 30/10/1999 | Sporting Lokeren | - | KAA Gent | 0:4 | ||||
12. Round | 06/11/1999 | KAA Gent | - | Germinal Beerschot | 1:3 | ||||
13. Round | 10/11/1999 | K.S.C. Eendracht Aalst | - | KAA Gent | 4:2 | ||||
14. Round | 19/11/1999 | KAA Gent | - | RSC Anderlecht | 0:3 | ||||
16. Round | 05/12/1999 | KAA Gent | - | KV Mechelen | 6:1 | ||||
17. Round | 11/12/1999 | KVC Westerlo | - | KAA Gent | 4:2 | ||||
34. Round | 11/05/2000 | KAA Gent | - | KVC Westerlo | 2:3 |