| 6. Round | 11/09/1999 | Stade Rennais | - | AS Monaco | 2:1 |  |
|||
| 7. Round | 18/09/1999 | AS Monaco | - | FC Metz | 2:2 | |
|||
| 8. Round | 24/09/1999 | Paris Saint-Germain | - | AS Monaco | 0:3 |  |
|
||
| 9. Round | 02/10/1999 | AS Monaco | - | Olympique Lyonnais | 1:0 | |
|||
| 11. Round | 15/10/1999 | AS Monaco | - | RC Strasbourg | 3:0 | ||||
| 13. Round | 28/10/1999 | FC Nantes | - | AS Monaco | 0:3 | |
|||
| 14. Round | 06/11/1999 | AS Monaco | - | Olympique Marseille | 1:1 | ||||
| 16. Round | 19/11/1999 | AS Monaco | - | CS Sedan | 2:1 | |
|||
| 18. Round | 04/12/1999 | AS Monaco | - | RC Lens | 2:0 | ||||
| 21. Round | 11/01/2000 | ATAC Troyes | - | AS Monaco | 1:4 | ||||
| 22. Round | 18/01/2000 | AS Monaco | - | Stade Rennais | 3:1 | |
|||
| 23. Round | 24/01/2000 | FC Metz | - | AS Monaco | 1:1 | ||||
| 24. Round | 31/01/2000 | AS Monaco | - | Paris Saint-Germain | 1:0 | ||||
| 25. Round | 04/02/2000 | Olympique Lyonnais | - | AS Monaco | 2:1 | |
|||
| 28. Round | 11/03/2000 | AJ Auxerre | - | AS Monaco | 0:2 | |
|||
| 29. Round | 26/03/2000 | AS Monaco | - | FC Nantes | 2:0 | ||||
| 30. Round | 07/04/2000 | Olympique Marseille | - | AS Monaco | 4:2 |  |
|||
| 32. Round | 29/04/2000 | CS Sedan | - | AS Monaco | 2:1 | |
|||
| 33. Round | 04/05/2000 | AS Monaco | - | Havre AC | 5:2 |
Belgium