1. Round | 03/08/2019 | Dundee United | - | Inverness CT | 4:1 | ||||
13. Round | 09/11/2019 | Arbroath FC | - | Inverness CT | 3:0 | ||||
14. Round | 23/11/2019 | Inverness CT | - | Dundee FC | 1:0 | ||||
20. Round | 04/01/2020 | Dundee FC | - | Inverness CT | 0:2 | ||||
22. Round | 25/01/2020 | Ayr United | - | Inverness CT | 1:0 | ||||
23. Round | 01/02/2020 | Inverness CT | - | Alloa Athletic | 1:1 | ||||
25. Round | 21/02/2020 | Dundee United | - | Inverness CT | 2:1 | ||||
24. Round | 25/02/2020 | Dunfermline Athletic | - | Inverness CT | 1:2 | ||||
28. Round | 07/03/2020 | Alloa Athletic | - | Inverness CT | 2:0 |