| 1. Round | 07/08/1999 | Lommelse SK | - | Sporting Lokeren | 1:0 |  |
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| 3. Round | 21/08/1999 | Sint-Truidense VV | - | Sporting Lokeren | 1:1 | |
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| 4. Round | 28/08/1999 | Sporting Lokeren | - | Verbroedering Geel | 0:0 | ||||
| 7. Round | 25/09/1999 | Sporting Lokeren | - | RSC Anderlecht | 2:3 |  |
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| 8. Round | 03/10/1999 | KRC Harelbeke | - | Sporting Lokeren | 2:3 | |
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| 10. Round | 23/10/1999 | KVC Westerlo | - | Sporting Lokeren | 3:3 | ||||
| 11. Round | 30/10/1999 | Sporting Lokeren | - | KAA Gent | 0:4 | ||||
| 14. Round | 20/11/1999 | RSC Charleroi | - | Sporting Lokeren | 2:4 | ||||
| 15. Round | 27/11/1999 | Sporting Lokeren | - | Excelsior Mouscron | 3:2 | ||||
| 16. Round | 04/12/1999 | KSK Beveren | - | Sporting Lokeren | 2:1 | ||||
| 17. Round | 11/12/1999 | Sporting Lokeren | - | Lierse SK (old) | 5:1 | |
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| 18. Round | 12/01/2000 | Sporting Lokeren | - | Lommelse SK | 2:1 | ||||
| 19. Round | 16/01/2000 | Club Brugge KV | - | Sporting Lokeren | 6:1 | |
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| 20. Round | 22/01/2000 | Sporting Lokeren | - | Sint-Truidense VV | 3:0 | ||||
| 21. Round | 29/01/2000 | Verbroedering Geel | - | Sporting Lokeren | 3:0 |
Czech Republic