| 10. Jornada | 29.08.1999 | Grasshopper Club Zürich | - | Servette FC | 4:2 |  |
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| 11. Jornada | 12.09.1999 | FC Luzern | - | Grasshopper Club Zürich | 2:0 | ||||
| 12. Jornada | 20.09.1999 | Lausanne Sports | - | Grasshopper Club Zürich | 3:3 | |
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| 13. Jornada | 25.09.1999 | Grasshopper Club Zürich | - | FC Zürich | 2:1 |  |
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| 14. Jornada | 03.10.1999 | FC Aarau | - | Grasshopper Club Zürich | 2:1 | |
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| 15. Jornada | 17.10.1999 | Grasshopper Club Zürich | - | Basilea | 1:1 | |
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| 16. Jornada | 24.10.1999 | Neuchâtel Xamax FC | - | Grasshopper Club Zürich | 0:1 | |
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| 17. Jornada | 31.10.1999 | Grasshopper Club Zürich | - | Yverdon Sport FC | 0:0 | ||||
| 18. Jornada | 07.11.1999 | FC Lugano | - | Grasshopper Club Zürich | 1:5 | |
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| 20. Jornada | 28.11.1999 | Grasshopper Club Zürich | - | SR Delémont | 4:0 | |
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| 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 | |
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| 22. Jornada | 12.12.1999 | Grasshopper Club Zürich | - | FC Luzern | 2:0 | |
Inglaterra