| 1. Round | 28/02/1999 | FC Lugano | - | SR Delémont | 2:1 | ||||
| 2. Round | 07/03/1999 | SR Delémont | - | Yverdon Sport FC | 0:0 | ||||
| 3. Round | 14/03/1999 | FC Wil 1900 | - | SR Delémont | 1:4 |  |
|||
| 4. Round | 21/03/1999 | SR Delémont | - | FC Sion | 1:0 | ||||
| 5. Round | 05/04/1999 | FC Aarau | - | SR Delémont | 1:3 | ||||
| 6. Round | 11/04/1999 | SR Delémont | - | BSC Young Boys | 5:3 | |
|||
| 7. Round | 17/04/1999 | Etoile Carouge FC | - | SR Delémont | 1:2 |  |
|||
| 8. Round | 25/04/1999 | SR Delémont | - | Etoile Carouge FC | 1:1 | |
|||
| 9. Round | 01/05/1999 | BSC Young Boys | - | SR Delémont | 0:1 | ||||
| 10. Round | 09/05/1999 | SR Delémont | - | FC Aarau | 2:1 | |
|||
| 11. Round | 15/05/1999 | FC Sion | - | SR Delémont | 3:0 | ||||
| 12. Round | 22/05/1999 | SR Delémont | - | FC Wil 1900 | 1:2 | ||||
| 13. Round | 29/05/1999 | Yverdon Sport FC | - | SR Delémont | 3:1 |
Zimbabwe