1. Round | 02/08/2019 | Dunfermline Athletic | - | Dundee FC | 2:2 | ||||
3. Round | 24/08/2019 | Dunfermline Athletic | - | Dundee United | 0:2 | ||||
19. Round | 28/12/2019 | Dunfermline Athletic | - | Alloa Athletic | 1:3 | ||||
20. Round | 04/01/2020 | Dunfermline Athletic | - | Ayr United | 0:1 | ||||
28. Round | 07/03/2020 | Dunfermline Athletic | - | Queen Of The South | 1:1 |