| 1. Round | 30/07/1999 | FC Metz | - | Stade Rennais | 0:0 | ||||
| 2. Round | 07/08/1999 | Stade Rennais | - | Paris Saint-Germain | 1:3 | ||||
| 6. Round | 11/09/1999 | Stade Rennais | - | AS Monaco | 2:1 | ||||
| 7. Round | 18/09/1999 | FC Nantes | - | Stade Rennais | 3:0 | ||||
| 8. Round | 25/09/1999 | Stade Rennais | - | Olympique Marseille | 1:2 | ||||
| 9. Round | 01/10/1999 | AS Nancy Lorraine | - | Stade Rennais | 3:0 | ||||
| 10. Round | 12/10/1999 | Stade Rennais | - | CS Sedan | 5:0 | ||||
| 21. Round | 11/01/2000 | Stade Rennais | - | RC Strasbourg | 2:1 | ||||
| 23. Round | 25/01/2000 | Stade Rennais | - | FC Nantes | 0:0 | ||||
| 27. Round | 25/02/2000 | Stade Rennais | - | Havre AC | 2:1 | ||||
| 28. Round | 10/03/2000 | AS Saint-Étienne | - | Stade Rennais | 1:0 |
France