| 1. Round | 07/08/1999 | Standard Liège | - | KV Mechelen | 2:1 |  |
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| 2. Round | 14/08/1999 | KVC Westerlo | - | Standard Liège | 2:1 | |
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| 3. Round | 21/08/1999 | Standard Liège | - | KAA Gent | 0:2 | ||||
| 4. Round | 29/08/1999 | KRC Genk | - | Standard Liège | 4:0 | ||||
| 5. Round | 11/09/1999 | Verbroedering Geel | - | Standard Liège | 0:0 | ||||
| 6. Round | 17/09/1999 | Standard Liège | - | RSC Charleroi | 1:3 | |
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| 7. Round | 24/09/1999 | Excelsior Mouscron | - | Standard Liège | 1:3 | |
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| 8. Round | 02/10/1999 | Standard Liège | - | KSK Beveren | 3:1 | |
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| 9. Round | 13/10/1999 | Lierse SK (old) | - | Standard Liège | 1:0 | ||||
| 10. Round | 23/10/1999 | Standard Liège | - | Lommelse SK | 4:1 | ||||
| 11. Round | 30/10/1999 | Club Brugge KV | - | Standard Liège | 5:2 | ||||
| 12. Round | 06/11/1999 | Standard Liège | - | Sint-Truidense VV | 2:1 | ||||
| 13. Round | 10/11/1999 | Sporting Lokeren | - | Standard Liège | 5:3 | ||||
| 14. Round | 20/11/1999 | Standard Liège | - | Germinal Beerschot | 1:0 | ||||
| 15. Round | 28/11/1999 | K.S.C. Eendracht Aalst | - | Standard Liège | 1:2 | ||||
| 16. Round | 05/12/1999 | Standard Liège | - | RSC Anderlecht | 0:0 | ||||
| 17. Round | 12/12/1999 | KRC Harelbeke | - | Standard Liège | 3:4 | |
Congo DR