1. Round | 04/08/2018 | Falkirk FC | - | Inverness CT | 0:1 | ||||
2. Round | 11/08/2018 | Inverness CT | - | Ayr United | 0:0 | ||||
6. Round | 22/09/2018 | Ross County FC | - | Inverness CT | 0:0 | ||||
7. Round | 29/09/2018 | Inverness CT | - | Queen Of The South | 0:0 | ||||
8. Round | 06/10/2018 | Inverness CT | - | Greenock Morton FC | 1:1 | ||||
9. Round | 20/10/2018 | Dundee United | - | Inverness CT | 1:1 | ||||
10. Round | 27/10/2018 | Alloa Athletic | - | Inverness CT | 0:0 | ||||
11. Round | 30/10/2018 | Inverness CT | - | Dunfermline Athletic | 2:2 | ||||
12. Round | 03/11/2018 | Inverness CT | - | Ross County FC | 2:2 | ||||
19. Round | 29/12/2018 | Ross County FC | - | Inverness CT | 2:1 | ||||
21. Round | 12/01/2019 | Inverness CT | - | Ayr United | 1:0 | ||||
26. Round | 26/02/2019 | Dundee United | - | Inverness CT | 1:0 |