1. Round | 07/08/1999 | Standard Liège | - | KV Mechelen | 2:1 | ||||
3. Round | 21/08/1999 | Excelsior Mouscron | - | KV Mechelen | 2:0 | ||||
4. Round | 28/08/1999 | KV Mechelen | - | KSK Beveren | 3:1 | ||||
5. Round | 11/09/1999 | Lierse SK | - | KV Mechelen | 5:1 | ||||
6. Round | 18/09/1999 | KV Mechelen | - | Lommelse SK | 1:0 | ||||
7. Round | 26/09/1999 | Club Brugge KV | - | KV Mechelen | 6:0 | ||||
8. Round | 02/10/1999 | KV Mechelen | - | Sint-Truidense VV | 3:2 | ||||
9. Round | 13/10/1999 | Sporting Lokeren | - | KV Mechelen | 0:2 | ||||
10. Round | 23/10/1999 | KV Mechelen | - | Germinal Beerschot | 2:0 | ||||
11. Round | 31/10/1999 | K.S.C. Eendracht Aalst | - | KV Mechelen | 2:0 | ||||
12. Round | 06/11/1999 | KV Mechelen | - | RSC Anderlecht | 2:5 | ||||
13. Round | 10/11/1999 | KRC Harelbeke | - | KV Mechelen | 5:2 | ||||
14. Round | 20/11/1999 | KV Mechelen | - | Verbroedering Geel | 1:1 | ||||
16. Round | 05/12/1999 | KAA Gent | - | KV Mechelen | 6:1 |