1. Round | 22/08/2009 | AC Siena | - | AC Milan | 1:2 | ||||
2. Round | 29/08/2009 | AC Milan | - | Inter | 0:4 | ||||
3. Round | 12/09/2009 | AS Livorno | - | AC Milan | 0:0 | ||||
4. Round | 20/09/2009 | AC Milan | - | Bologna FC | 1:0 | ||||
5. Round | 23/09/2009 | Udinese Calcio | - | AC Milan | 1:0 | ||||
6. Round | 27/09/2009 | AC Milan | - | AS Bari | 0:0 | ||||
7. Round | 04/10/2009 | Atalanta | - | AC Milan | 1:1 |