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