| Hibernian FC v Kilmarnock FC 27/12/1958 | View match | |
| Heart Of Midlothian (Hearts) v Hibernian FC 01/01/1959 | View match | |
| Hibernian FC v Motherwell FC 03/01/1959 | View match | |
| Queen Of The South FC v Hibernian FC 10/01/1959 | View match | |
| Hibernian FC v Raith Rovers FC 21/01/1959 | View match | |
| Falkirk FC v Hibernian FC 24/01/1959 | View match | |
| Raith Rovers FC v Hibernian FC 31/01/1959 | View match | |
| Clyde v Hibernian FC 07/02/1959 | View match | |
| Hibernian FC v Raith Rovers FC 09/02/1959 | View match | |
| Hibernian FC v Falkirk FC 14/02/1959 | View match | |
| Hibernian FC v Aberdeen FC 18/02/1959 | View match | |
| Airdrieonians (Old) v Hibernian FC 21/02/1959 | View match |