4. Round | 31/08/2019 | Queen Of The South | - | Alloa Athletic | 0:1 | ||||
12. Round | 02/11/2019 | Arbroath FC | - | Alloa Athletic | 2:1 | ||||
13. Round | 09/11/2019 | Alloa Athletic | - | Dunfermline Athletic | 2:1 | ||||
16. Round | 07/12/2019 | Dundee United | - | Alloa Athletic | 2:1 | ||||
17. Round | 14/12/2019 | Ayr United | - | Alloa Athletic | 2:1 | ||||
20. Round | 04/01/2020 | Alloa Athletic | - | Partick Thistle | 1:1 | ||||
21. Round | 21/01/2020 | Alloa Athletic | - | Arbroath FC | 2:0 | ||||
22. Round | 25/01/2020 | Queen Of The South | - | Alloa Athletic | 2:3 | ||||
24. Round | 14/02/2020 | Alloa Athletic | - | Dundee United | 0:0 | ||||
26. Round | 29/02/2020 | Alloa Athletic | - | Ayr United | 0:2 |