| St Mirren FC v Clyde 13/09/1969 | View match | |
| Airdrieonians (Old) v St Mirren FC 20/09/1969 | View match | |
| St Mirren FC v Kilmarnock FC 27/09/1969 | View match | |
| St Mirren FC v Heart Of Midlothian (Hearts) 04/10/1969 | View match | |
| Raith Rovers FC v St Mirren FC 11/10/1969 | View match | |
| Dundee United FC v St Mirren FC 25/10/1969 | View match | |
| Motherwell FC v St Mirren FC 01/11/1969 | View match | |
| St Mirren FC v Aberdeen FC 05/11/1969 | View match | |
| St Mirren FC v Ayr United FC 08/11/1969 | View match | |
| St Mirren FC v Partick Thistle FC 15/11/1969 | View match | |
| Dundee v St Mirren FC 29/11/1969 | View match | |
| Celtic (Glasgow) FC v St Mirren FC 01/12/1969 | View match |