| Hibernian FC v HSV Hamburg 15/01/1969 | View match | |
| Airdrieonians (Old) v Hibernian FC 18/01/1969 | View match | |
| Rangers (Glasgow) FC v Hibernian FC 25/01/1969 | View match | |
| Hibernian FC v Clyde 01/02/1969 | View match | |
| Kilmarnock FC v Hibernian FC 19/02/1969 | View match | |
| Hibernian FC v St Mirren FC 01/03/1969 | View match | |
| Hibernian FC v Rangers (Glasgow) FC 05/03/1969 | View match | |
| Morton FC v Hibernian FC 08/03/1969 | View match | |
| Hibernian FC v Arbroath FC 15/03/1969 | View match | |
| Celtic (Glasgow) FC v Hibernian FC 24/03/1969 | View match | |
| Hibernian FC v Aberdeen FC 29/03/1969 | View match | |
| Dundee United FC v Hibernian FC 31/03/1969 | View match |