| 1 | Sat 12 Jan 2019 | 1-0 v Ayr UnitedInverness Caledonian Thistle 1-0 Ayr United | Ladbrokes Championship |
| 2 | Sat 2 Feb 2019 | 1-2 v Partick ThistleInverness Caledonian Thistle 1-2 Partick Thistle | Ladbrokes Championship |
| 3 | Tue 26 Feb 2019 | 0-1 v Dundee UnitedDundee United 1-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 4 | Tue 26 Mar 2019 | 3-2 v Alloa AthleticInverness Caledonian Thistle 3-2 Alloa Athletic | Ladbrokes Championship |
| 5 | Sat 30 Mar 2019 | 0-0 v FalkirkInverness Caledonian Thistle 0-0 Falkirk | Ladbrokes Championship |
| 6 | Sat 6 Apr 2019 | 1-0 v Ayr UnitedAyr United 0-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 7 | Sat 13 Apr 2019 | 0-3 v Heart of MidlothianHeart of Midlothian 3-0 Inverness Caledonian Thistle | William Hill Scottish Cup Semi Final |
| 8 | Tue 16 Apr 2019 | 2-2 v Greenock MortonGreenock Morton 2-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 9 | Sat 20 Apr 2019 | 0-2 v Dundee UnitedInverness Caledonian Thistle 0-2 Dundee United | Ladbrokes Championship |
| 10 | Sat 4 May 2019 | 1-0 v Dunfermline AthleticInverness Caledonian Thistle 1-0 Dunfermline Athletic | Ladbrokes Championship |
| 11 | Sat 11 May 2019 | 1-1 v Ayr UnitedInverness Caledonian Thistle 1-1 Ayr United | Ladbrokes Championship Play-off |
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