| 1 | Sat 21 Sep 2019 | 1-2 v Ross CountyMotherwell 1-2 Ross County | Ladbrokes Premiership |
| 2 | Sat 23 Nov 2019 | 1-3 v HibernianHibernian 3-1 Motherwell | Ladbrokes Premiership |
| 3 | Sat 30 Nov 2019 | 4-0 v St JohnstoneMotherwell 4-0 St Johnstone | Ladbrokes Premiership |
| 4 | Wed 4 Dec 2019 | 3-0 v St MirrenSt Mirren 0-3 Motherwell | Ladbrokes Premiership |
| 5 | Sat 7 Dec 2019 | 1-0 v Heart of MidlothianMotherwell 1-0 Heart of Midlothian | Ladbrokes Premiership |
| 6 | Sun 15 Dec 2019 | 0-2 v RangersMotherwell 0-2 Rangers | Ladbrokes Premiership |
| 7 | Sat 21 Dec 2019 | 1-0 v KilmarnockKilmarnock 0-1 Motherwell | Ladbrokes Premiership |
| 8 | Thu 26 Dec 2019 | 2-1 v Ross CountyRoss County 1-2 Motherwell | Ladbrokes Premiership |
| 9 | Sun 29 Dec 2019 | 1-2 v Hamilton AcademicalMotherwell 1-2 Hamilton Academical | Ladbrokes Premiership |
| 10 | Sat 18 Jan 2020 | 3-0 v DundeeDundee 0-3 Motherwell | William Hill Scottish Cup Fourth Round |
| 11 | Wed 22 Jan 2020 | 1-0 v AberdeenAberdeen 0-1 Motherwell | Ladbrokes Premiership |
| 12 | Sat 1 Feb 2020 | 0-1 v LivingstonLivingston 1-0 Motherwell | Ladbrokes Premiership |
| 13 | Sat 8 Feb 2020 | 1-1 v St MirrenSt Mirren 1-1 Motherwell | William Hill Scottish Cup Fifth Round |
| 14 | Wed 12 Feb 2020 | 1-2 v St JohnstoneSt Johnstone 2-1 Motherwell | Ladbrokes Premiership |
| 15 | Sat 22 Feb 2020 | 0-0 v Hamilton AcademicalHamilton Academical 0-0 Motherwell | Ladbrokes Premiership |
| 16 | Tue 25 Feb 2020 | 1-2 v St MirrenMotherwell 1-2 St Mirren | Ladbrokes Premiership |
| 17 | Wed 4 Mar 2020 | 4-1 v Ross CountyMotherwell 4-1 Ross County | Ladbrokes Premiership |
| 18 | Sat 7 Mar 2020 | 1-1 v Heart of MidlothianHeart of Midlothian 1-1 Motherwell | Ladbrokes Premiership |
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