| Ayr United FC v Montrose FC 21/11/1964 | View match | |
| Montrose FC v Stenhousemuir FC 28/11/1964 | View match | |
| Montrose FC v Queen Of The South FC 05/12/1964 | View match | |
| Berwick Rangers FC v Montrose FC 12/12/1964 | View match | |
| Albion Rovers FC v Montrose FC 19/12/1964 | View match | |
| East Fife FC v Montrose FC 26/12/1964 | View match | |
| Montrose FC v Brechin City FC 01/01/1965 | View match | |
| Arbroath FC v Montrose FC 02/01/1965 | View match | |
| Raith Rovers FC v Montrose FC 09/01/1965 | View match | |
| Montrose FC v Stranraer 16/01/1965 | View match | |
| Airdrieonians (Old) v Montrose FC 10/02/1965 | View match | |
| Montrose FC v Forfar Athletic FC 13/02/1965 | View match |