1. Round | 15/08/2009 | Kilmarnock FC | - | Hamilton Academical | 3:0 | ||||
2. Round | 22/08/2009 | Hamilton Academical | - | Aberdeen FC | 0:3 | ||||
3. Round | 29/08/2009 | Rangers FC | - | Hamilton Academical | 4:1 | ||||
4. Round | 13/09/2009 | Hamilton Academical | - | Hibernian FC | 2:0 | ||||
5. Round | 19/09/2009 | Hamilton Academical | - | Falkirk FC | 0:0 |