| 7. Round | 02/09/1999 | Toulouse FC | - | Lille OSC | 0:2 | ||||
| 8. Round | 06/09/1999 | Lille OSC | - | ES Wasquehal | 1:0 | ||||
| 9. Round | 10/09/1999 | Chamois Niortais | - | Lille OSC | 0:3 | ||||
| 10. Round | 17/09/1999 | Lille OSC | - | Le Mans UC 72 | 2:0 | ||||
| 11. Round | 23/09/1999 | SM Caen | - | Lille OSC | 1:0 | ||||
| 13. Round | 07/10/1999 | ASOA Valence | - | Lille OSC | 2:2 | ||||
| 17. Round | 05/11/1999 | US Créteil-Lusitanos | - | Lille OSC | 1:0 | ||||
| 18. Round | 08/11/1999 | Amiens SC | - | Lille OSC | 0:1 | ||||
| 19. Round | 11/11/1999 | Lille OSC | - | EA Guingamp | 2:0 | ||||
| 21. Round | 01/12/1999 | Lille OSC | - | OGC Nice | 1:0 |  |
France