| 1 | Sat 21 Jul 2018 | 24-2 v DumbartonDumbarton 2-4 Kilmarnock | Betfred Cup Group H |
| 2 | Sat 28 Jul 2018 | 22-0 v Queens ParkKilmarnock 2-0 Queens Park | Betfred Cup Group H |
| 3 | Sat 4 Aug 2018 | 22-0 v St JohnstoneKilmarnock 2-0 St Johnstone | Ladbrokes Premiership |
| 4 | Sat 11 Aug 2018 | 20-0 v LivingstonLivingston 0-0 Kilmarnock | Ladbrokes Premiership |
| 5 | Sun 19 Aug 2018 | 21-3 v RangersKilmarnock 1-3 Rangers | Betfred Cup Second Round |
| 6 | Sat 25 Aug 2018 | 20-1 v Heart of MidlothianKilmarnock 0-1 Heart of Midlothian | Ladbrokes Premiership |
| 7 | Sat 1 Sep 2018 | 22-0 v AberdeenAberdeen 0-2 Kilmarnock | Ladbrokes Premiership |
| 8 | Sat 15 Sep 2018 | 22-3 v HibernianHibernian 3-2 Kilmarnock | Ladbrokes Premiership |
| 9 | Sun 23 Sep 2018 | 22-1 v CelticKilmarnock 2-1 Celtic | Ladbrokes Premiership |
| 10 | Sat 29 Sep 2018 | 23-1 v MotherwellKilmarnock 3-1 Motherwell | Ladbrokes Premiership |
| 11 | Sat 6 Oct 2018 | 22-1 v DundeeDundee 1-2 Kilmarnock | Ladbrokes Premiership |
| 12 | Sat 20 Oct 2018 | 2 2-1 v St MirrenSt Mirren 1-2 Kilmarnock | Ladbrokes Premiership |
| 13 | Sat 27 Oct 2018 | 21-1 v Hamilton AcademicalKilmarnock 1-1 Hamilton Academical | Ladbrokes Premiership |
| 14 | Wed 31 Oct 2018 | 2 1-1 v RangersRangers 1-1 Kilmarnock | Ladbrokes Premiership |
| 15 | Sun 4 Nov 2018 | 21-2 v AberdeenKilmarnock 1-2 Aberdeen | Ladbrokes Premiership |
| 16 | Sat 24 Nov 2018 | 20-0 v St JohnstoneSt Johnstone 0-0 Kilmarnock | Ladbrokes Premiership |
| 17 | Sat 1 Dec 2018 | 23-0 v HibernianKilmarnock 3-0 Hibernian | Ladbrokes Premiership |
| 18 | Wed 5 Dec 2018 | 22-0 v LivingstonKilmarnock 2-0 Livingston | Ladbrokes Premiership |
| 19 | Sat 8 Dec 2018 | 2 1-5 v CelticCeltic 5-1 Kilmarnock | Ladbrokes Premiership |
| 20 | Sat 15 Dec 2018 | 23-1 v DundeeKilmarnock 3-1 Dundee | Ladbrokes Premiership |
| 21 | Sat 22 Dec 2018 | 21-1 v Hamilton AcademicalHamilton Academical 1-1 Kilmarnock | Ladbrokes Premiership |
| 22 | Wed 26 Dec 2018 | 21-0 v MotherwellMotherwell 0-1 Kilmarnock | Ladbrokes Premiership |
| 23 | Sat 29 Dec 2018 | 22-1 v St MirrenKilmarnock 2-1 St Mirren | Ladbrokes Premiership |
| 24 | Wed 23 Jan 2019 | 22-1 v RangersKilmarnock 2-1 Rangers | Ladbrokes Premiership |
| 25 | Sat 26 Jan 2019 | 20-0 v AberdeenAberdeen 0-0 Kilmarnock | Ladbrokes Premiership |
| 26 | Fri 1 Feb 2019 | 21-2 v Heart of MidlothianKilmarnock 1-2 Heart of Midlothian | Ladbrokes Premiership |
| 27 | Wed 6 Feb 2019 | 22-2 v DundeeDundee 2-2 Kilmarnock | Ladbrokes Premiership |
| 28 | Sun 17 Feb 2019 | 20-1 v CelticKilmarnock 0-1 Celtic | Ladbrokes Premiership |
| 29 | Wed 20 Feb 2019 | 20-5 v RangersRangers 5-0 Kilmarnock | William Hill Scottish Cup Fifth Round Replay |
| 30 | Sat 23 Feb 2019 | 20-1 v LivingstonLivingston 1-0 Kilmarnock | Ladbrokes Premiership |
| 31 | Sat 2 Mar 2019 | 20-0 v MotherwellKilmarnock 0-0 Motherwell | Ladbrokes Premiership |
| 32 | Mon 11 Mar 2019 | 21-0 v St MirrenSt Mirren 0-1 Kilmarnock | Ladbrokes Premiership |
| 33 | Sat 16 Mar 2019 | 2 1-1 v RangersRangers 1-1 Kilmarnock | Ladbrokes Premiership |
| 34 | Sat 30 Mar 2019 | 25-0 v Hamilton AcademicalKilmarnock 5-0 Hamilton Academical | Ladbrokes Premiership |
| 35 | Wed 3 Apr 2019 | 20-0 v HibernianHibernian 0-0 Kilmarnock | Ladbrokes Premiership |
| 36 | Sat 6 Apr 2019 | 22-0 v St JohnstoneKilmarnock 2-0 St Johnstone | Ladbrokes Premiership |
| 37 | Sat 20 Apr 2019 | 20-1 v AberdeenKilmarnock 0-1 Aberdeen | Ladbrokes Premiership |
| 38 | Sat 27 Apr 2019 | 20-1 v CelticCeltic 1-0 Kilmarnock | Ladbrokes Premiership |
| 39 | Sat 4 May 2019 | 2 1-0 v Heart of MidlothianHeart of Midlothian 0-1 Kilmarnock | Ladbrokes Premiership |
| 40 | Sat 11 May 2019 | 21-0 v HibernianKilmarnock 1-0 Hibernian | Ladbrokes Premiership |
| 41 | Sun 19 May 2019 | 2 2-1 v RangersKilmarnock 2-1 Rangers | Ladbrokes Premiership |
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