| 1. Jornada | 02.08.2019 | Dunfermline Athletic | - | Dundee FC | 2:2 | ||||
| 2. Jornada | 10.08.2019 | Dundee FC | - | Ayr United | 1:0 | ||||
| 3. Jornada | 24.08.2019 | Dundee FC | - | Inverness CT | 0:0 | ||||
| 4. Jornada | 30.08.2019 | Dundee United | - | Dundee FC | 6:2 | ||||
| 5. Jornada | 14.09.2019 | Dundee FC | - | Alloa Athletic | 2:1 | ||||
| 6. Jornada | 21.09.2019 | Greenock Morton FC | - | Dundee FC | 1:0 | ||||
| 7. Jornada | 27.09.2019 | Queen Of The South | - | Dundee FC | 1:1 | ||||
| 8. Jornada | 05.10.2019 | Dundee FC | - | Arbroath FC | 2:0 | ||||
| 9. Jornada | 19.10.2019 | Dundee FC | - | Partick Thistle | 1:3 | ||||
| 10. Jornada | 25.10.2019 | Ayr United | - | Dundee FC | 1:2 | ||||
| 11. Jornada | 29.10.2019 | Alloa Athletic | - | Dundee FC | 0:3 | ||||
| 12. Jornada | 01.11.2019 | Dundee FC | - | Greenock Morton FC | 2:1 | ||||
| 17. Jornada | 14.12.2019 | Dundee FC | - | Dunfermline Athletic | 4:3 | ||||
| 18. Jornada | 21.12.2019 | Partick Thistle | - | Dundee FC | 0:1 | ||||
| 19. Jornada | 27.12.2019 | Dundee United | - | Dundee FC | 1:1 | ||||
| 20. Jornada | 04.01.2020 | Dundee FC | - | Inverness CT | 0:2 | ||||
| 22. Jornada | 24.01.2020 | Dunfermline Athletic | - | Dundee FC | 2:0 |
Inglaterra