| 1. Jornada | 04.08.2018 | Falkirk FC | - | Inverness CT | 0:1 |  |
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| 2. Jornada | 11.08.2018 | Inverness CT | - | Ayr United | 0:0 | ||||
| 3. Jornada | 25.08.2018 | Inverness CT | - | Alloa Athletic | 2:2 |  |
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| 4. Jornada | 01.09.2018 | Dunfermline Athletic | - | Inverness CT | 0:3 | |
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| 5. Jornada | 15.09.2018 | Inverness CT | - | Partick Thistle | 3:2 | ||||
| 12. Jornada | 03.11.2018 | Inverness CT | - | Ross County FC | 2:2 | |
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| 13. Jornada | 10.11.2018 | Partick Thistle | - | Inverness CT | 0:1 | ||||
| 14. Jornada | 17.11.2018 | Queen Of The South | - | Inverness CT | 3:3 | ||||
| 15. Jornada | 01.12.2018 | Inverness CT | - | Falkirk FC | 2:3 | |
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| 17. Jornada | 15.12.2018 | Inverness CT | - | Dundee United | 1:1 | ||||
| 18. Jornada | 22.12.2018 | Greenock Morton FC | - | Inverness CT | 1:2 | |
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| 22. Jornada | 26.01.2019 | Falkirk FC | - | Inverness CT | 2:2 | ||||
| 16. Jornada | 29.01.2019 | Ayr United | - | Inverness CT | 2:3 | |
Inglaterra