| 1 | Thu 11 Jul 2019 | 52-1 v Connah's Quay NomadsConnah's Quay Nomads 1-2 Kilmarnock | Europa League First Qualifying Round |
| 2 | Sun 4 Aug 2019 | 51-2 v RangersKilmarnock 1-2 Rangers | Ladbrokes Premiership |
| 3 | Sat 10 Aug 2019 | 50-2 v Hamilton AcademicalHamilton Academical 2-0 Kilmarnock | Ladbrokes Premiership |
| 4 | Sat 17 Aug 2019 | 51-0 v Hamilton AcademicalKilmarnock 1-0 Hamilton Academical | Betfred Cup Second Round |
| 5 | Sat 24 Aug 2019 | 50-0 v AberdeenKilmarnock 0-0 Aberdeen | Ladbrokes Premiership |
| 6 | Sat 21 Sep 2019 | 0-0 v Hamilton AcademicalSt Mirren 0-0 Hamilton Academical | Ladbrokes Premiership |
| 7 | Sat 28 Sep 2019 | 0-0 v Heart of MidlothianSt Mirren 0-0 Heart of Midlothian | Ladbrokes Premiership |
| 8 | Sat 5 Oct 2019 | 0-2 v MotherwellMotherwell 2-0 St Mirren | Ladbrokes Premiership |
| 9 | Sat 19 Oct 2019 | 2-0 v St JohnstoneSt Mirren 2-0 St Johnstone | Ladbrokes Premiership |
| 10 | Sat 26 Oct 2019 | 0-1 v KilmarnockKilmarnock 1-0 St Mirren | Ladbrokes Premiership |
| 11 | Sat 9 Nov 2019 | 2-5 v Heart of MidlothianHeart of Midlothian 5-2 St Mirren | Ladbrokes Premiership |
| 12 | Sat 1 Feb 2020 | 3-1 v Ross CountyKilmarnock 3-1 Ross County | Ladbrokes Premiership |
| 13 | Sat 8 Feb 2020 | 0-0 v AberdeenAberdeen 0-0 Kilmarnock | William Hill Scottish Cup Fifth Round |
| 14 | Sun 16 Feb 2020 | 1-2 v HibernianKilmarnock 1-2 Hibernian | Ladbrokes Premiership |
| 15 | Wed 19 Feb 2020 | 3-4 v AberdeenKilmarnock 3-4 Aberdeen | William Hill Scottish Cup Fifth Round Replay |
| 16 | Sun 23 Feb 2020 | 1-3 v CelticCeltic 3-1 Kilmarnock | Ladbrokes Premiership |
| 17 | Wed 4 Mar 2020 | 2-2 v AberdeenKilmarnock 2-2 Aberdeen | Ladbrokes Premiership |
| 18 | Sat 7 Mar 2020 | 0-1 v Hamilton AcademicalHamilton Academical 1-0 Kilmarnock | Ladbrokes Premiership |
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