| Cowdenbeath FC v Berwick Rangers FC 02/01/1988 | View match | |
| Alloa Athletic FC v Cowdenbeath FC 10/01/1988 | View match | |
| Cowdenbeath FC v Montrose FC 16/01/1988 | View match | |
| Queens Park FC v Cowdenbeath FC 23/01/1988 | View match | |
| Clyde v Cowdenbeath FC 30/01/1988 | View match | |
| Cowdenbeath FC v Clyde 03/02/1988 | View match | |
| Cowdenbeath FC v Stenhousemuir FC 06/02/1988 | View match | |
| Arbroath FC v Cowdenbeath FC 09/02/1988 | View match | |
| Cowdenbeath FC v St Johnstone FC 20/02/1988 | View match | |
| Stranraer v Cowdenbeath FC 24/02/1988 | View match | |
| Cowdenbeath FC v Stirling Albion FC 27/02/1988 | View match | |
| Ayr United FC v Cowdenbeath FC 05/03/1988 | View match |