| Saturday 5th October 2019 |
| Ayr | 0 - 2 | ICT | |
| Dundee | 2 - 0 | Arbroath | |
| Morton | 1 - 1 | Dunfermline | |
| Partick | 0 - 1 | QOS | 2910 |
| Friday 4th October 2019 |
| Alloa | 1 - 0 | Dundee Utd | |
| Saturday 28th September 2019 |
| Arbroath | 0 - 3 | Ayr | |
| Dundee Utd | 6 - 0 | Morton | |
| Dunfermline | 1 - 1 | Alloa | |
| ICT | 1 - 3 | Partick | |
| Friday 27th September 2019 |
| QOS | 1 - 1 | Dundee | 1249 |
| Saturday 21st September 2019 |
| Alloa | 1 - 4 | Ayr | |
| Dundee Utd | 2 - 1 | Arbroath | |
| ICT | 2 - 0 | QOS | 1960 |
| Morton | 1 - 0 | Dundee | |
| Partick | 0 - 3 | Dunfermline | |
| Saturday 14th September 2019 |
| Ayr | 2 - 0 | Dundee Utd | |
| Dundee | 2 - 1 | Alloa | |
| Dunfermline | 0 - 1 | ICT | |
| QOS | 1 - 0 | Morton | 1302 |
| Friday 13th September 2019 |
| Arbroath | 1 - 1 | Partick | |
| Saturday 31st August 2019 |
| Arbroath | 1 - 0 | Dunfermline | |
| Partick | 2 - 3 | Ayr | |
| QOS | 0 - 1 | Alloa | 1294 |
| Friday 30th August 2019 |
| Dundee Utd | 6 - 2 | Dundee | |
| ICT | 5 - 0 | Morton | |
| Saturday 24th August 2019 |
| Alloa | 0 - 1 | Arbroath | |
| Ayr | 1 - 0 | QOS | 2005 |
| Dundee | 0 - 0 | ICT | |
| Dunfermline | 0 - 2 | Dundee Utd | |
| Friday 23rd August 2019 |
| Morton | 3 - 2 | Partick | |
| Saturday 10th August 2019 |
| Dundee | 1 - 0 | Ayr | |
| ICT | 2 - 1 | Arbroath | |
| Morton | 4 - 1 | Alloa | |
| QOS | 1 - 1 | Dunfermline | 1562 |
| Friday 9th August 2019 |
| Partick | 1 - 2 | Dundee Utd | |
| Saturday 3rd August 2019 |
| Alloa | 1 - 1 | Partick | |
| Arbroath | 0 - 0 | QOS | 1100 |
| Ayr | 4 - 2 | Morton | |
| Dundee Utd | 4 - 1 | ICT | |
| Friday 2nd August 2019 |
| Dunfermline | 2 - 2 | Dundee | |