10. Round | 25/10/2019 | Ayr United | - | Dundee FC | 1:2 | ||||
11. Round | 29/10/2019 | Alloa Athletic | - | Dundee FC | 0:3 | ||||
12. Round | 01/11/2019 | Dundee FC | - | Greenock Morton FC | 2:1 | ||||
13. Round | 08/11/2019 | Dundee FC | - | Dundee United | 0:2 | ||||
14. Round | 23/11/2019 | Inverness CT | - | Dundee FC | 1:0 | ||||
23. Round | 01/02/2020 | Greenock Morton FC | - | Dundee FC | 1:1 | ||||
24. Round | 08/02/2020 | Dundee FC | - | Partick Thistle | 2:0 | ||||
25. Round | 22/02/2020 | Queen Of The South | - | Dundee FC | 0:1 | ||||
27. Round | 03/03/2020 | Dundee FC | - | Alloa Athletic | 0:0 | ||||
28. Round | 07/03/2020 | Ayr United | - | Dundee FC | 0:0 | ||||
21. Round | 10/03/2020 | Dundee FC | - | Ayr United | 2:0 |