| 2. Round | 06/08/1999 | AS Cannes | - | Toulouse FC | 0:2 | ||||
| 3. Round | 12/08/1999 | Toulouse FC | - | ASOA Valence | 2:0 |  |
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| 5. Round | 20/08/1999 | Toulouse FC | - | FC Gueugnon | 2:0 | ||||
| 6. Round | 27/08/1999 | FC Sochaux | - | Toulouse FC | 0:2 |  |
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| 7. Round | 02/09/1999 | Toulouse FC | - | Lille OSC | 0:2 | ||||
| 8. Round | 06/09/1999 | Amiens SC | - | Toulouse FC | 1:1 | ||||
| 9. Round | 10/09/1999 | Toulouse FC | - | EA Guingamp | 1:2 | ||||
| 10. Round | 18/09/1999 | Stade Lavallois | - | Toulouse FC | 0:3 | |
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| 11. Round | 24/09/1999 | Toulouse FC | - | Nîmes Olympique | 0:1 | |
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| 12. Round | 30/09/1999 | OGC Nice | - | Toulouse FC | 2:0 | ||||
| 13. Round | 07/10/1999 | Toulouse FC | - | AC Ajaccio | 4:1 | ||||
| 14. Round | 13/10/1999 | LB Châteauroux | - | Toulouse FC | 0:3 | ||||
| 15. Round | 22/10/1999 | Toulouse FC | - | Louhans-Cuiseaux | 2:0 | ||||
| 18. Round | 08/11/1999 | Toulouse FC | - | Chamois Niortais | 1:1 | ||||
| 21. Round | 03/12/1999 | ASOA Valence | - | Toulouse FC | 0:2 | ||||
| 25. Round | 01/02/2000 | Lille OSC | - | Toulouse FC | 2:0 | ||||
| 26. Round | 04/02/2000 | Toulouse FC | - | Amiens SC | 2:0 | ||||
| 27. Round | 16/02/2000 | EA Guingamp | - | Toulouse FC | 2:0 | ||||
| 29. Round | 10/03/2000 | Nîmes Olympique | - | Toulouse FC | 3:0 |
France