| Cowdenbeath FC v Greenock Morton 15/01/1964 | View match | |
| Cowdenbeath FC v Hamilton Academicals 18/01/1964 | View match | |
| Stranraer v Cowdenbeath FC 01/02/1964 | View match | |
| Cowdenbeath FC v Arbroath FC 08/02/1964 | View match | |
| Cowdenbeath FC v Brechin City FC 29/02/1964 | View match | |
| Montrose FC v Cowdenbeath FC 07/03/1964 | View match | |
| Albion Rovers FC v Cowdenbeath FC 14/03/1964 | View match | |
| Clyde v Cowdenbeath FC 21/03/1964 | View match | |
| Dumbarton v Cowdenbeath FC 28/03/1964 | View match | |
| Cowdenbeath FC v Raith Rovers FC 04/04/1964 | View match | |
| Cowdenbeath FC v Morton FC 18/04/1964 | View match | |
| Cowdenbeath FC v Queens Park FC 20/04/1964 | View match |