| 1 | Sat 14 Jul 2018 | 282-0 v Cove RangersInverness Caledonian Thistle 2-0 Cove Rangers | Betfred Cup Group C |
| 2 | Tue 17 Jul 2018 | 15-2 v CowdenbeathCowdenbeath 2-5 Inverness Caledonian Thistle | Betfred Cup Group C |
| 3 | Tue 24 Jul 2018 | 12-1 v Raith RoversInverness Caledonian Thistle 2-1 Raith Rovers | Betfred Cup Group C |
| 4 | Sun 29 Jul 2018 | 10-5 v Heart of MidlothianHeart of Midlothian 5-0 Inverness Caledonian Thistle | Betfred Cup Group C |
| 5 | Sat 4 Aug 2018 | 11-0 v FalkirkFalkirk 0-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 6 | Sat 11 Aug 2018 | 10-0 v Ayr UnitedInverness Caledonian Thistle 0-0 Ayr United | Ladbrokes Championship |
| 7 | Sat 15 Sep 2018 | 13-2 v Partick ThistleInverness Caledonian Thistle 3-2 Partick Thistle | Ladbrokes Championship |
| 8 | Sat 22 Sep 2018 | 10-0 v Ross CountyRoss County 0-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 9 | Sat 29 Sep 2018 | 10-0 v Queen of the SouthInverness Caledonian Thistle 0-0 Queen of the South | Ladbrokes Championship |
| 10 | Sat 6 Oct 2018 | 11-1 v Greenock MortonInverness Caledonian Thistle 1-1 Greenock Morton | Ladbrokes Championship |
| 11 | Sat 20 Oct 2018 | 11-1 v Dundee UnitedDundee United 1-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 12 | Tue 30 Oct 2018 | 12-2 v Dunfermline AthleticInverness Caledonian Thistle 2-2 Dunfermline Athletic | Ladbrokes Championship |
| 13 | Sat 3 Nov 2018 | 12-2 v Ross CountyInverness Caledonian Thistle 2-2 Ross County | Ladbrokes Championship |
| 14 | Sat 10 Nov 2018 | 11-0 v Partick ThistlePartick Thistle 0-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 15 | Sat 17 Nov 2018 | 13-3 v Queen of the SouthQueen of the South 3-3 Inverness Caledonian Thistle | Ladbrokes Championship |
| 16 | Sun 25 Nov 2018 | 11-1 v Edinburgh CityEdinburgh City 1-1 Inverness Caledonian Thistle | William Hill Scottish Cup Third Round |
| 17 | Sat 1 Dec 2018 | 12-3 v FalkirkInverness Caledonian Thistle 2-3 Falkirk | Ladbrokes Championship |
| 18 | Tue 4 Dec 2018 | 16-1 v Edinburgh CityInverness Caledonian Thistle 6-1 Edinburgh City | William Hill Scottish Cup Third Round Replay |
| 19 | Sat 15 Dec 2018 | 11-1 v Dundee UnitedInverness Caledonian Thistle 1-1 Dundee United | Ladbrokes Championship |
| 20 | Sat 22 Dec 2018 | 12-1 v Greenock MortonGreenock Morton 1-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 21 | Sat 29 Dec 2018 | 11-2 v Ross CountyRoss County 2-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 22 | Sat 5 Jan 2019 | 11-2 v Queen of the SouthInverness Caledonian Thistle 1-2 Queen of the South | Ladbrokes Championship |
| 23 | Sat 12 Jan 2019 | 11-0 v Ayr UnitedInverness Caledonian Thistle 1-0 Ayr United | Ladbrokes Championship |
| 24 | Sat 19 Jan 2019 | 14-0 v East KilbrideInverness Caledonian Thistle 4-0 East Kilbride | William Hill Scottish Cup Fourth Round |
| 25 | Mon 11 Feb 2019 | 12-2 v Ross CountyRoss County 2-2 Inverness Caledonian Thistle | William Hill Scottish Cup Fifth Round |
| 26 | Sat 16 Feb 2019 | 10-1 v Dunfermline AthleticDunfermline Athletic 1-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 27 | Tue 19 Feb 2019 | 12-2 v Ross CountyInverness Caledonian Thistle 2-2 Ross County | William Hill Scottish Cup Fifth Round Replay |
| 28 | Sat 23 Feb 2019 | 11-0 v Greenock MortonInverness Caledonian Thistle 1-0 Greenock Morton | Ladbrokes Championship |
| 29 | Tue 26 Feb 2019 | 10-1 v Dundee UnitedDundee United 1-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 30 | Sun 3 Mar 2019 | 12-1 v Dundee UnitedDundee United 1-2 Inverness Caledonian Thistle | William Hill Scottish Cup Quarter Final |
| 31 | Sat 9 Mar 2019 | 12-0 v Queen of the SouthQueen of the South 0-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 32 | Fri 22 Mar 2019 | 12-1 v Partick ThistlePartick Thistle 1-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 33 | Tue 26 Mar 2019 | 13-2 v Alloa AthleticInverness Caledonian Thistle 3-2 Alloa Athletic | Ladbrokes Championship |
| 34 | Sat 30 Mar 2019 | 10-0 v FalkirkInverness Caledonian Thistle 0-0 Falkirk | Ladbrokes Championship |
| 35 | Tue 2 Apr 2019 | 11-2 v Ross CountyInverness Caledonian Thistle 1-2 Ross County | Ladbrokes Championship |
| 36 | Sat 6 Apr 2019 | 11-0 v Ayr UnitedAyr United 0-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 37 | Sat 13 Apr 2019 | 10-3 v Heart of MidlothianHeart of Midlothian 3-0 Inverness Caledonian Thistle | William Hill Scottish Cup Semi Final |
| 38 | Sat 4 May 2019 | 11-0 v Dunfermline AthleticInverness Caledonian Thistle 1-0 Dunfermline Athletic | Ladbrokes Championship |
| 39 | Sat 11 May 2019 | 11-1 v Ayr UnitedInverness Caledonian Thistle 1-1 Ayr United | Ladbrokes Championship Play-off |
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