1. Round | 03/08/2019 | Alloa Athletic | - | Partick Thistle | 1:1 | ||||
2. Round | 10/08/2019 | Greenock Morton FC | - | Alloa Athletic | 4:1 | ||||
3. Round | 24/08/2019 | Alloa Athletic | - | Arbroath FC | 0:1 | ||||
4. Round | 31/08/2019 | Queen Of The South | - | Alloa Athletic | 0:1 | ||||
27. Round | 03/03/2020 | Dundee FC | - | Alloa Athletic | 0:0 | ||||
28. Round | 07/03/2020 | Alloa Athletic | - | Inverness CT | 2:0 |