| 1 | 29/1/2019 | 3-2 v Ayr UnitedAyr United 2-3 Inverness Caledonian Thistle | Ladbrokes Championship |
| 2 | 2/2/2019 | 1-2 v Partick ThistleInverness Caledonian Thistle 1-2 Partick Thistle | Ladbrokes Championship |
| 3 | 11/2/2019 | 2-2 v Ross CountyRoss County 2-2 Inverness Caledonian Thistle | William Hill Scottish Cup Fifth Round |
| 4 | 16/2/2019 | 0-1 v Dunfermline AthleticDunfermline Athletic 1-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 5 | 19/2/2019 | 2-2 v Ross CountyInverness Caledonian Thistle 2-2 Ross County | William Hill Scottish Cup Fifth Round Replay |
| 6 | 23/2/2019 | 1-0 v Greenock MortonInverness Caledonian Thistle 1-0 Greenock Morton | Ladbrokes Championship |
| 7 | 26/2/2019 | 0-1 v Dundee UnitedDundee United 1-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 8 | 9/3/2019 | 2-0 v Queen of the SouthQueen of the South 0-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 9 | 26/3/2019 | 3-2 v Alloa AthleticInverness Caledonian Thistle 3-2 Alloa Athletic | Ladbrokes Championship |
| 10 | 6/4/2019 | 1-0 v Ayr UnitedAyr United 0-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 11 | 13/4/2019 | 0-3 v Heart of MidlothianHeart of Midlothian 3-0 Inverness Caledonian Thistle | William Hill Scottish Cup Semi Final |
| 12 | 16/4/2019 | 2-2 v Greenock MortonGreenock Morton 2-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 13 | 20/4/2019 | 0-2 v Dundee UnitedInverness Caledonian Thistle 0-2 Dundee United | Ladbrokes Championship |
| 14 | 27/4/2019 | 2-1 v Alloa AthleticAlloa Athletic 1-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 15 | 4/5/2019 | 1-0 v Dunfermline AthleticInverness Caledonian Thistle 1-0 Dunfermline Athletic | Ladbrokes Championship |
