| 22. Round | 26/01/2008 | US Grosseto FC | - | Modena FC | 0:2 |  |
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| 30. Round | 15/03/2008 | FC Messina | - | US Grosseto FC | 1:1 | ||||
| 31. Round | 18/03/2008 | US Grosseto FC | - | AC Mantova | 1:0 | ||||
| 36. Round | 19/04/2008 | Ascoli Calcio | - | US Grosseto FC | 3:5 | ||||
| 38. Round | 14/05/2008 | Treviso FBC | - | US Grosseto FC | abor. |  |
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| 41. Round | 25/05/2008 | US Grosseto FC | - | Chievo Verona | 1:1 |
Italy