| 1. Round | 30/07/1999 | Louhans-Cuiseaux | - | AS Cannes | 0:1 | ||||
| 2. Round | 06/08/1999 | AS Cannes | - | Toulouse FC | 0:2 | ||||
| 3. Round | 12/08/1999 | ES Wasquehal | - | AS Cannes | 0:2 | ||||
| 4. Round | 16/08/1999 | AS Cannes | - | Chamois Niortais | 2:1 |  |
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| 5. Round | 20/08/1999 | Le Mans UC 72 | - | AS Cannes | 2:1 | |
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| 6. Round | 26/08/1999 | AS Cannes | - | SM Caen | 1:0 | ||||
| 7. Round | 02/09/1999 | US Créteil-Lusitanos | - | AS Cannes | 1:1 | |
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| 8. Round | 06/09/1999 | ASOA Valence | - | AS Cannes | 0:0 | ||||
| 9. Round | 10/09/1999 | AS Cannes | - | FC Lorient | 1:0 | ||||
| 10. Round | 17/09/1999 | FC Gueugnon | - | AS Cannes | 1:1 | ||||
| 13. Round | 07/10/1999 | AS Cannes | - | Amiens SC | 1:0 | ||||
| 14. Round | 15/10/1999 | EA Guingamp | - | AS Cannes | 2:1 | |
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| 15. Round | 22/10/1999 | AS Cannes | - | Stade Lavallois | 0:0 | ||||
| 16. Round | 29/10/1999 | Nîmes Olympique | - | AS Cannes | 1:1 | ||||
| 17. Round | 05/11/1999 | AS Cannes | - | OGC Nice | 0:1 | ||||
| 18. Round | 08/11/1999 | AC Ajaccio | - | AS Cannes | 1:0 |  |
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| 23. Round | 14/01/2000 | AS Cannes | - | Le Mans UC 72 | 2:1 | ||||
| 24. Round | 25/01/2000 | SM Caen | - | AS Cannes | 1:1 | |
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| 26. Round | 04/02/2000 | AS Cannes | - | ASOA Valence | 0:0 | ||||
| 27. Round | 15/02/2000 | FC Lorient | - | AS Cannes | 1:1 |
England