| 1. Jornada | 03.08.2019 | Alloa Athletic | - | Partick Thistle | 1:1 | ||||
| 2. Jornada | 10.08.2019 | Greenock Morton FC | - | Alloa Athletic | 4:1 |  |
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| 4. Jornada | 31.08.2019 | Queen Of The South | - | Alloa Athletic | 0:1 | ||||
| 5. Jornada | 14.09.2019 | Dundee FC | - | Alloa Athletic | 2:1 | ||||
| 6. Jornada | 21.09.2019 | Alloa Athletic | - | Ayr United | 1:4 | ||||
| 7. Jornada | 28.09.2019 | Dunfermline Athletic | - | Alloa Athletic | 1:1 | ||||
| 8. Jornada | 04.10.2019 | Alloa Athletic | - | Dundee United | 1:0 | ||||
| 9. Jornada | 19.10.2019 | Inverness CT | - | Alloa Athletic | 2:2 | ||||
| 10. Jornada | 26.10.2019 | Alloa Athletic | - | Queen Of The South | 2:2 |  |
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| 11. Jornada | 29.10.2019 | Alloa Athletic | - | Dundee FC | 0:3 | ||||
| 12. Jornada | 02.11.2019 | Arbroath FC | - | Alloa Athletic | 2:1 | ||||
| 13. Jornada | 09.11.2019 | Alloa Athletic | - | Dunfermline Athletic | 2:1 | ||||
| 14. Jornada | 26.11.2019 | Partick Thistle | - | Alloa Athletic | 1:1 | |
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| 15. Jornada | 30.11.2019 | Alloa Athletic | - | Inverness CT | 0:2 | ||||
| 16. Jornada | 07.12.2019 | Dundee United | - | Alloa Athletic | 2:1 | ||||
| 17. Jornada | 14.12.2019 | Ayr United | - | Alloa Athletic | 2:1 | ||||
| 18. Jornada | 21.12.2019 | Alloa Athletic | - | Greenock Morton FC | 0:2 |
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