| 3. Round | 30/07/2008 | Grasshopper Club Zürich | - | FC Sion | 3:1 | ||||
| 4. Round | 03/08/2008 | FC Vaduz | - | Grasshopper Club Zürich | 1:1 | ||||
| 16. Round | 29/11/2008 | FC Luzern | - | Grasshopper Club Zürich | 0:3 | ||||
| 17. Round | 07/12/2008 | Grasshopper Club Zürich | - | BSC Young Boys | 0:1 |  |
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| 19. Round | 08/02/2009 | Grasshopper Club Zürich | - | FC Zürich | 2:2 | ||||
| 20. Round | 15/02/2009 | FC Basel 1893 | - | Grasshopper Club Zürich | 0:0 | ||||
| 21. Round | 22/02/2009 | Grasshopper Club Zürich | - | FC Luzern | 1:0 | ||||
| 22. Round | 28/02/2009 | FC Aarau | - | Grasshopper Club Zürich | 0:3 | |
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| 23. Round | 07/03/2009 | Grasshopper Club Zürich | - | FC Sion | 0:2 | |
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| 18. Round | 11/03/2009 | FC Aarau | - | Grasshopper Club Zürich | 1:0 | |
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| 25. Round | 22/03/2009 | Grasshopper Club Zürich | - | Neuchâtel Xamax FC | 1:1 | ||||
| 26. Round | 04/04/2009 | FC Vaduz | - | Grasshopper Club Zürich | 2:2 | ||||
| 27. Round | 11/04/2009 | Grasshopper Club Zürich | - | BSC Young Boys | 3:3 | ||||
| 32. Round | 10/05/2009 | FC Sion | - | Grasshopper Club Zürich | 1:4 | |
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| 34. Round | 17/05/2009 | FC Luzern | - | Grasshopper Club Zürich | 1:1 | ||||
| 35. Round | 24/05/2009 | Grasshopper Club Zürich | - | FC Basel 1893 | 4:1 |
Switzerland
Italy