| Kilmarnock FC v Dundee 23/11/1968 | View match | |
| Clyde v Kilmarnock FC 30/11/1968 | View match | |
| Airdrieonians (Old) v Kilmarnock FC 07/12/1968 | View match | |
| Kilmarnock FC v St Johnstone FC 14/12/1968 | View match | |
| Celtic (Glasgow) FC v Kilmarnock FC 21/12/1968 | View match | |
| Kilmarnock FC v Aberdeen FC 28/12/1968 | View match | |
| Kilmarnock FC v St Mirren FC 01/01/1969 | View match | |
| Morton FC v Kilmarnock FC 02/01/1969 | View match | |
| Kilmarnock FC v Rangers (Glasgow) FC 04/01/1969 | View match | |
| Dunfermline Athletic v Kilmarnock FC 11/01/1969 | View match | |
| Kilmarnock FC v Arbroath FC 18/01/1969 | View match | |
| Kilmarnock FC v Glasgow University 25/01/1969 | View match |