1. Round | 03/08/2019 | Alloa Athletic | - | Partick Thistle | 1:1 | ||||
2. Round | 10/08/2019 | Greenock Morton FC | - | Alloa Athletic | 4:1 | ||||
4. Round | 31/08/2019 | Queen Of The South | - | Alloa Athletic | 0:1 | ||||
5. Round | 14/09/2019 | Dundee FC | - | Alloa Athletic | 2:1 | ||||
6. Round | 21/09/2019 | Alloa Athletic | - | Ayr United | 1:4 | ||||
7. Round | 28/09/2019 | Dunfermline Athletic | - | Alloa Athletic | 1:1 | ||||
8. Round | 04/10/2019 | Alloa Athletic | - | Dundee United | 1:0 | ||||
9. Round | 19/10/2019 | Inverness CT | - | Alloa Athletic | 2:2 | ||||
10. Round | 26/10/2019 | Alloa Athletic | - | Queen Of The South | 2:2 | ||||
11. Round | 29/10/2019 | Alloa Athletic | - | Dundee FC | 0:3 | ||||
12. Round | 02/11/2019 | Arbroath FC | - | Alloa Athletic | 2:1 | ||||
13. Round | 09/11/2019 | Alloa Athletic | - | Dunfermline Athletic | 2:1 | ||||
14. Round | 26/11/2019 | Partick Thistle | - | Alloa Athletic | 1:1 | ||||
15. Round | 30/11/2019 | Alloa Athletic | - | Inverness CT | 0:2 | ||||
16. Round | 07/12/2019 | Dundee United | - | Alloa Athletic | 2:1 | ||||
17. Round | 14/12/2019 | Ayr United | - | Alloa Athletic | 2:1 | ||||
18. Round | 21/12/2019 | Alloa Athletic | - | Greenock Morton FC | 0:2 |