| 3. Jornada | 17.07.1999 | Grasshopper Club Zürich | - | FC Aarau | 4:0 | ||||
| 4. Jornada | 21.07.1999 | Basilea | - | Grasshopper Club Zürich | 1:1 | ||||
| 7. Jornada | 08.08.1999 | Grasshopper Club Zürich | - | FC Lugano | 2:1 | ||||
| 8. Jornada | 15.08.1999 | Grasshopper Club Zürich | - | FC St. Gallen | 2:2 | ||||
| 9. Jornada | 22.08.1999 | SR Delémont | - | Grasshopper Club Zürich | 2:1 | ||||
| 10. Jornada | 29.08.1999 | Grasshopper Club Zürich | - | Servette FC | 4:2 | ||||
| 11. Jornada | 12.09.1999 | FC Luzern | - | Grasshopper Club Zürich | 2:0 | ||||
| 12. Jornada | 20.09.1999 | Lausanne Sports | - | Grasshopper Club Zürich | 3:3 | ||||
| 14. Jornada | 03.10.1999 | FC Aarau | - | Grasshopper Club Zürich | 2:1 | ||||
| 19. Jornada | 01.12.1999 | FC St. Gallen | - | Grasshopper Club Zürich | 2:1 | ||||
| 21. Jornada | 05.12.1999 | Servette FC | - | Grasshopper Club Zürich | 2:1 | ||||
| 22. Jornada | 12.12.1999 | Grasshopper Club Zürich | - | FC Luzern | 2:0 |
Suiza