| 1 | Sat 14 Jul 2018 | 2-0 v Cove RangersInverness Caledonian Thistle 2-0 Cove Rangers | Betfred Cup Group C |
| 2 | Tue 17 Jul 2018 | 25-2 v CowdenbeathCowdenbeath 2-5 Inverness Caledonian Thistle | Betfred Cup Group C |
| 3 | Tue 24 Jul 2018 | 22-1 v Raith RoversInverness Caledonian Thistle 2-1 Raith Rovers | Betfred Cup Group C |
| 4 | Sun 29 Jul 2018 | 20-5 v Heart of MidlothianHeart of Midlothian 5-0 Inverness Caledonian Thistle | Betfred Cup Group C |
| 5 | Sat 4 Aug 2018 | 2 1-0 v FalkirkFalkirk 0-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 6 | Sat 11 Aug 2018 | 2 0-0 v Ayr UnitedInverness Caledonian Thistle 0-0 Ayr United | Ladbrokes Championship |
| 7 | Tue 14 Aug 2018 | 21-2 v Dunfermline AthleticInverness Caledonian Thistle 1-2 Dunfermline Athletic | IRN-BRU Cup First Round |
| 8 | Sat 25 Aug 2018 | 22-2 v Alloa AthleticInverness Caledonian Thistle 2-2 Alloa Athletic | Ladbrokes Championship |
| 9 | Sat 1 Sep 2018 | 23-0 v Dunfermline AthleticDunfermline Athletic 0-3 Inverness Caledonian Thistle | Ladbrokes Championship |
| 10 | Sat 15 Sep 2018 | 23-2 v Partick ThistleInverness Caledonian Thistle 3-2 Partick Thistle | Ladbrokes Championship |
| 11 | Sat 22 Sep 2018 | 20-0 v Ross CountyRoss County 0-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 12 | Sat 29 Sep 2018 | 20-0 v Queen of the SouthInverness Caledonian Thistle 0-0 Queen of the South | Ladbrokes Championship |
| 13 | Sat 6 Oct 2018 | 2 1-1 v Greenock MortonInverness Caledonian Thistle 1-1 Greenock Morton | Ladbrokes Championship |
| 14 | Sat 20 Oct 2018 | 2 1-1 v Dundee UnitedDundee United 1-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 15 | Tue 30 Oct 2018 | 2 2-2 v Dunfermline AthleticInverness Caledonian Thistle 2-2 Dunfermline Athletic | Ladbrokes Championship |
| 16 | Sat 3 Nov 2018 | 22-2 v Ross CountyInverness Caledonian Thistle 2-2 Ross County | Ladbrokes Championship |
| 17 | Sun 25 Nov 2018 | 21-1 v Edinburgh CityEdinburgh City 1-1 Inverness Caledonian Thistle | William Hill Scottish Cup Third Round |
| 18 | Sat 1 Dec 2018 | 22-3 v FalkirkInverness Caledonian Thistle 2-3 Falkirk | Ladbrokes Championship |
| 19 | Tue 4 Dec 2018 | 26-1 v Edinburgh CityInverness Caledonian Thistle 6-1 Edinburgh City | William Hill Scottish Cup Third Round Replay |
| 20 | Sat 15 Dec 2018 | 21-1 v Dundee UnitedInverness Caledonian Thistle 1-1 Dundee United | Ladbrokes Championship |
| 21 | Sat 22 Dec 2018 | 2 2-1 v Greenock MortonGreenock Morton 1-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 22 | Sat 29 Dec 2018 | 2 1-2 v Ross CountyRoss County 2-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 23 | Sat 19 Jan 2019 | 24-0 v East KilbrideInverness Caledonian Thistle 4-0 East Kilbride | William Hill Scottish Cup Fourth Round |
| 24 | Sat 26 Jan 2019 | 2 2-2 v FalkirkFalkirk 2-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 25 | Tue 29 Jan 2019 | 23-2 v Ayr UnitedAyr United 2-3 Inverness Caledonian Thistle | Ladbrokes Championship |
| 26 | Sat 2 Feb 2019 | 21-2 v Partick ThistleInverness Caledonian Thistle 1-2 Partick Thistle | Ladbrokes Championship |
| 27 | Mon 11 Feb 2019 | 22-2 v Ross CountyRoss County 2-2 Inverness Caledonian Thistle | William Hill Scottish Cup Fifth Round |
| 28 | Sat 16 Feb 2019 | 2 0-1 v Dunfermline AthleticDunfermline Athletic 1-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 29 | Sat 23 Feb 2019 | 21-0 v Greenock MortonInverness Caledonian Thistle 1-0 Greenock Morton | Ladbrokes Championship |
| 30 | Tue 26 Feb 2019 | 2 0-1 v Dundee UnitedDundee United 1-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 31 | Sun 3 Mar 2019 | 2 2-1 v Dundee UnitedDundee United 1-2 Inverness Caledonian Thistle | William Hill Scottish Cup Quarter Final |
| 32 | Sat 9 Mar 2019 | 22-0 v Queen of the SouthQueen of the South 0-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 33 | Fri 22 Mar 2019 | 22-1 v Partick ThistlePartick Thistle 1-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 34 | Tue 26 Mar 2019 | 23-2 v Alloa AthleticInverness Caledonian Thistle 3-2 Alloa Athletic | Ladbrokes Championship |
| 35 | Tue 2 Apr 2019 | 2 1-2 v Ross CountyInverness Caledonian Thistle 1-2 Ross County | Ladbrokes Championship |
| 36 | Sat 6 Apr 2019 | 2 1-0 v Ayr UnitedAyr United 0-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 37 | Sat 13 Apr 2019 | 2 0-3 v Heart of MidlothianHeart of Midlothian 3-0 Inverness Caledonian Thistle | William Hill Scottish Cup Semi Final |
| 38 | Tue 16 Apr 2019 | 22-2 v Greenock MortonGreenock Morton 2-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 39 | Sat 20 Apr 2019 | 20-2 v Dundee UnitedInverness Caledonian Thistle 0-2 Dundee United | Ladbrokes Championship |
| 40 | Sat 27 Apr 2019 | 22-1 v Alloa AthleticAlloa Athletic 1-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 41 | Sat 4 May 2019 | 21-0 v Dunfermline AthleticInverness Caledonian Thistle 1-0 Dunfermline Athletic | Ladbrokes Championship |
| 42 | Sat 11 May 2019 | 21-1 v Ayr UnitedInverness Caledonian Thistle 1-1 Ayr United | Ladbrokes Championship Play-off |
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