| Alloa Athletic FC v Montrose FC 14/01/1964 | View match | |
| Raith Rovers FC v Montrose FC 18/01/1964 | View match | |
| Montrose FC v Queens Park FC 01/02/1964 | View match | |
| Morton FC v Montrose FC 08/02/1964 | View match | |
| Montrose FC v Alloa Athletic FC 15/02/1964 | View match | |
| Dumbarton v Montrose FC 22/02/1964 | View match | |
| Montrose FC v Cowdenbeath FC 07/03/1964 | View match | |
| Montrose FC v Stenhousemuir FC 14/03/1964 | View match | |
| Stirling Albion FC v Montrose FC 21/03/1964 | View match | |
| Montrose FC v Forfar Athletic FC 28/03/1964 | View match | |
| Berwick Rangers FC v Montrose FC 01/04/1964 | View match | |
| Clyde v Montrose FC 04/04/1964 | View match |