| Cowdenbeath FC v Montrose FC 05/03/1960 | View match | |
| Falkirk FC v Montrose FC 12/03/1960 | View match | |
| Montrose FC v Dundee United FC 19/03/1960 | View match | |
| Montrose FC v Dumbarton 26/03/1960 | View match | |
| East Fife FC v Montrose FC 02/04/1960 | View match | |
| Morton FC v Montrose FC 16/04/1960 | View match | |
| Montrose FC v Stranraer 23/04/1960 | View match | |
| Montrose FC v Queen Of The South FC 27/04/1960 | View match | |
| Stenhousemuir FC v Montrose FC 30/04/1960 | View match | |
| Queens Park FC v Montrose FC 13/08/1960 | View match | |
| Montrose FC v Albion Rovers FC 17/08/1960 | View match | |
| Queen Of The South FC v Montrose FC 20/08/1960 | View match |