| 2. Round | 10/07/1999 | FC Luzern | - | SR Delémont | 2:0 | ||||
| 3. Round | 17/07/1999 | SR Delémont | - | Lausanne Sports | 1:1 | ||||
| 4. Round | 21/07/1999 | FC Zürich | - | SR Delémont | 3:1 | ||||
| 5. Round | 24/07/1999 | SR Delémont | - | FC Aarau | 4:2 | ||||
| 6. Round | 31/07/1999 | FC Basel 1893 | - | SR Delémont | 3:0 | ||||
| 7. Round | 07/08/1999 | SR Delémont | - | Neuchâtel Xamax FC | 2:2 |  |
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| 8. Round | 14/08/1999 | Yverdon Sport FC | - | SR Delémont | 3:1 | ||||
| 9. Round | 22/08/1999 | SR Delémont | - | Grasshopper Club Zürich | 2:1 | ||||
| 10. Round | 28/08/1999 | FC St. Gallen | - | SR Delémont | 2:1 | ||||
| 13. Round | 26/09/1999 | SR Delémont | - | FC Luzern | 0:1 | ||||
| 14. Round | 11/10/1999 | Lausanne Sports | - | SR Delémont | 3:0 | ||||
| 15. Round | 17/10/1999 | SR Delémont | - | FC Zürich | 2:2 |  |
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| 16. Round | 24/10/1999 | FC Aarau | - | SR Delémont | 4:2 | ||||
| 18. Round | 06/11/1999 | Neuchâtel Xamax FC | - | SR Delémont | 2:0 | ||||
| 19. Round | 21/11/1999 | SR Delémont | - | Yverdon Sport FC | 1:3 | ||||
| 22. Round | 12/12/1999 | FC Lugano | - | SR Delémont | 1:2 |
Brazil