1. Round | 04/08/2018 | Falkirk FC | - | Inverness CT | 0:1 | ||||
2. Round | 11/08/2018 | Inverness CT | - | Ayr United | 0:0 | ||||
3. Round | 25/08/2018 | Inverness CT | - | Alloa Athletic | 2:2 | ||||
4. Round | 01/09/2018 | Dunfermline Athletic | - | Inverness CT | 0:3 | ||||
5. Round | 15/09/2018 | Inverness CT | - | Partick Thistle | 3:2 | ||||
12. Round | 03/11/2018 | Inverness CT | - | Ross County FC | 2:2 | ||||
13. Round | 10/11/2018 | Partick Thistle | - | Inverness CT | 0:1 | ||||
14. Round | 17/11/2018 | Queen Of The South | - | Inverness CT | 3:3 | ||||
15. Round | 01/12/2018 | Inverness CT | - | Falkirk FC | 2:3 | ||||
17. Round | 15/12/2018 | Inverness CT | - | Dundee United | 1:1 | ||||
18. Round | 22/12/2018 | Greenock Morton FC | - | Inverness CT | 1:2 | ||||
22. Round | 26/01/2019 | Falkirk FC | - | Inverness CT | 2:2 | ||||
16. Round | 29/01/2019 | Ayr United | - | Inverness CT | 2:3 |