| 1 | Sat 3 Aug 2019 | 0-0 v MotherwellLivingston 0-0 Motherwell | Ladbrokes Premiership |
| 2 | Sat 10 Aug 2019 | 2-2 v St JohnstoneSt Johnstone 2-2 Livingston | Ladbrokes Premiership |
| 3 | Sat 24 Aug 2019 | 4-1 v Ross CountyRoss County 1-4 Livingston | Ladbrokes Premiership |
| 4 | Sat 31 Aug 2019 | 2-1 v St MirrenLivingston 2-1 St Mirren | Ladbrokes Premiership |
| 5 | Sat 14 Sep 2019 | 1-3 v RangersRangers 3-1 Livingston | Ladbrokes Premiership |
| 6 | Sat 21 Sep 2019 | 0-2 v AberdeenLivingston 0-2 Aberdeen | Ladbrokes Premiership |
| 7 | Wed 25 Sep 2019 | 0-1 v RangersLivingston 0-1 Rangers | Betfred Cup Quarter Final |
| 8 | Sat 28 Sep 2019 | 1-2 v Hamilton AcademicalHamilton Academical 2-1 Livingston | Ladbrokes Premiership |
| 9 | Sun 6 Oct 2019 | 2-0 v CelticLivingston 2-0 Celtic | Ladbrokes Premiership |
| 10 | Sat 19 Oct 2019 | 1-2 v KilmarnockKilmarnock 2-1 Livingston | Ladbrokes Premiership |
| 11 | Sat 26 Oct 2019 | 0-0 v Heart of MidlothianLivingston 0-0 Heart of Midlothian | Ladbrokes Premiership |
| 12 | Sat 2 Nov 2019 | 1-2 v MotherwellMotherwell 2-1 Livingston | Ladbrokes Premiership |
| 13 | Sun 10 Nov 2019 | 0-2 v RangersLivingston 0-2 Rangers | Ladbrokes Premiership |
| 14 | Sat 23 Nov 2019 | 0-4 v CelticCeltic 4-0 Livingston | Ladbrokes Premiership |
| 15 | Sat 30 Nov 2019 | 0-0 v Hamilton AcademicalLivingston 0-0 Hamilton Academical | Ladbrokes Premiership |
| 16 | Wed 4 Dec 2019 | 1-1 v Heart of MidlothianHeart of Midlothian 1-1 Livingston | Ladbrokes Premiership |
| 17 | Sat 7 Dec 2019 | 3-0 v KilmarnockLivingston 3-0 Kilmarnock | Ladbrokes Premiership |
| 18 | Sat 14 Dec 2019 | 3-3 v St MirrenSt Mirren 3-3 Livingston | Ladbrokes Premiership |
| 19 | Sat 21 Dec 2019 | 4-0 v Ross CountyLivingston 4-0 Ross County | Ladbrokes Premiership |
| 20 | Thu 26 Dec 2019 | 1-2 v AberdeenAberdeen 2-1 Livingston | Ladbrokes Premiership |
| 21 | Sun 29 Dec 2019 | 2-0 v HibernianLivingston 2-0 Hibernian | Ladbrokes Premiership |
| 22 | Sat 18 Jan 2020 | 3-1 v Raith RoversLivingston 3-1 Raith Rovers | William Hill Scottish Cup Fourth Round |
| 23 | Sat 25 Jan 2020 | 4-2 v Hamilton AcademicalHamilton Academical 2-4 Livingston | Ladbrokes Premiership |
| 24 | Sat 1 Feb 2020 | 1-0 v MotherwellLivingston 1-0 Motherwell | Ladbrokes Premiership |
| 25 | Wed 5 Feb 2020 | 0-2 v Ross CountyRoss County 2-0 Livingston | Ladbrokes Premiership |
| 26 | Sat 8 Feb 2020 | 0-1 v Inverness Caledonian ThistleInverness Caledonian Thistle 1-0 Livingston | William Hill Scottish Cup Fifth Round |
| 27 | Wed 12 Feb 2020 | 2-1 v St MirrenLivingston 2-1 St Mirren | Ladbrokes Premiership |
| 28 | Wed 4 Mar 2020 | 2-2 v CelticLivingston 2-2 Celtic | Ladbrokes Premiership |
| 29 | Sat 7 Mar 2020 | 0-1 v St JohnstoneSt Johnstone 1-0 Livingston | Ladbrokes Premiership |
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