| 4. Round | 16/08/1999 | Lille OSC | - | AC Ajaccio | 4:2 | ||||
| 6. Round | 26/08/1999 | Lille OSC | - | Louhans-Cuiseaux | 1:0 | ||||
| 12. Round | 30/09/1999 | Lille OSC | - | AS Cannes | 2:0 |  |
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| 13. Round | 07/10/1999 | ASOA Valence | - | Lille OSC | 2:2 | ||||
| 14. Round | 15/10/1999 | Lille OSC | - | FC Lorient | 1:0 | ||||
| 15. Round | 22/10/1999 | FC Gueugnon | - | Lille OSC | 0:1 | ||||
| 16. Round | 29/10/1999 | Lille OSC | - | FC Sochaux | 0:1 | ||||
| 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 | ||||
| 20. Round | 20/11/1999 | Nîmes Olympique | - | Lille OSC | 3:3 | ||||
| 21. Round | 01/12/1999 | Lille OSC | - | OGC Nice | 1:0 | ||||
| 22. Round | 10/12/1999 | AC Ajaccio | - | Lille OSC | 0:1 | ||||
| 29. Round | 09/03/2000 | Lille OSC | - | SM Caen | 3:2 | ||||
| 34. Round | 20/04/2000 | FC Sochaux | - | Lille OSC | 2:0 | ||||
| 35. Round | 28/04/2000 | Lille OSC | - | US Créteil-Lusitanos | 5:0 | ||||
| 36. Round | 05/05/2000 | Lille OSC | - | Amiens SC | 1:0 | ||||
| 38. Round | 19/05/2000 | Lille OSC | - | Stade Lavallois | 1:0 |
France