4. Round | 01/09/2018 | Alloa Athletic | - | Dundee United | 1:1 | ||||
5. Round | 15/09/2018 | Dunfermline Athletic | - | Alloa Athletic | 0:0 | ||||
6. Round | 22/09/2018 | Alloa Athletic | - | Ayr United | 0:2 | ||||
7. Round | 29/09/2018 | Alloa Athletic | - | Falkirk FC | 0:2 | ||||
8. Round | 06/10/2018 | Queen Of The South | - | Alloa Athletic | 3:3 | ||||
9. Round | 20/10/2018 | Alloa Athletic | - | Partick Thistle | 1:0 | ||||
10. Round | 27/10/2018 | Alloa Athletic | - | Inverness CT | 0:0 | ||||
11. Round | 30/10/2018 | Ayr United | - | Alloa Athletic | 3:0 | ||||
14. Round | 20/11/2018 | Dundee United | - | Alloa Athletic | 4:2 | ||||
15. Round | 01/12/2018 | Alloa Athletic | - | Ross County FC | 0:1 | ||||
16. Round | 08/12/2018 | Falkirk FC | - | Alloa Athletic | 2:2 | ||||
17. Round | 15/12/2018 | Partick Thistle | - | Alloa Athletic | 2:2 | ||||
19. Round | 29/12/2018 | Alloa Athletic | - | Dundee United | 2:1 | ||||
20. Round | 05/01/2019 | Dunfermline Athletic | - | Alloa Athletic | 2:2 |