| Arbroath FC v Montrose FC 05/11/2005 | View match | |
| Montrose FC v Cowdenbeath FC 12/11/2005 | View match | |
| Stenhousemuir FC v Montrose FC 26/11/2005 | View match | |
| Queens Park FC v Montrose FC 03/12/2005 | View match | |
| Alloa Athletic FC v Montrose FC 10/12/2005 | View match | |
| Elgin City FC v Montrose FC 26/12/2005 | View match | |
| Montrose FC v East Fife FC 31/12/2005 | View match | |
| Montrose FC v Arbroath FC 02/01/2006 | View match | |
| Montrose FC v Berwick Rangers FC 07/01/2006 | View match | |
| East Stirlingshire FC v Montrose FC 14/01/2006 | View match | |
| Cowdenbeath FC v Montrose FC 21/01/2006 | View match | |
| Montrose FC v Stenhousemuir FC 28/01/2006 | View match |