| 1 | Sat 28 Jul 2018 | 2-0 v Berwick RangersLivingston 2-0 Berwick Rangers | Betfred Cup Group F |
| 2 | Sat 4 Aug 2018 | 1-3 v CelticCeltic 3-1 Livingston | Ladbrokes Premiership |
| 3 | Sat 11 Aug 2018 | 0-0 v KilmarnockLivingston 0-0 Kilmarnock | Ladbrokes Premiership |
| 4 | Sat 25 Aug 2018 | 2-0 v St MirrenSt Mirren 0-2 Livingston | Ladbrokes Premiership |
| 5 | Sat 1 Sep 2018 | 2-1 v HibernianLivingston 2-1 Hibernian | Ladbrokes Premiership |
| 6 | Sat 22 Sep 2018 | 0-0 v Heart of MidlothianHeart of Midlothian 0-0 Livingston | Ladbrokes Premiership |
| 7 | Sat 6 Oct 2018 | 1-1 v MotherwellMotherwell 1-1 Livingston | Ladbrokes Premiership |
| 8 | Sat 24 Nov 2018 | 0-3 v RangersRangers 3-0 Livingston | Ladbrokes Premiership |
| 9 | Sat 1 Dec 2018 | 2-0 v MotherwellLivingston 2-0 Motherwell | Ladbrokes Premiership |
| 10 | Tue 11 Dec 2018 | 2-3 v AberdeenAberdeen 3-2 Livingston | Ladbrokes Premiership |
| 11 | Fri 14 Dec 2018 | 5-0 v Heart of MidlothianLivingston 5-0 Heart of Midlothian | Ladbrokes Premiership |
| 12 | Wed 26 Dec 2018 | 0-0 v DundeeDundee 0-0 Livingston | Ladbrokes Premiership |
| 13 | Sat 29 Dec 2018 | 1-2 v AberdeenLivingston 1-2 Aberdeen | Ladbrokes Premiership |
| 14 | Sat 16 Feb 2019 | 0-2 v Partick ThistleAlloa Athletic 0-2 Partick Thistle | Ladbrokes Championship |
| 15 | Sat 23 Feb 2019 | 2-1 v Queen of the SouthQueen of the South 1-2 Alloa Athletic | Ladbrokes Championship |
| 16 | Sat 9 Mar 2019 | 0-1 v Dunfermline AthleticAlloa Athletic 0-1 Dunfermline Athletic | Ladbrokes Championship |
| 17 | Sat 23 Mar 2019 | 1-2 v Dundee UnitedDundee United 2-1 Alloa Athletic | Ladbrokes Championship |
| 18 | Tue 26 Mar 2019 | 2-3 v Inverness Caledonian ThistleInverness Caledonian Thistle 3-2 Alloa Athletic | Ladbrokes Championship |
| 19 | Tue 9 Apr 2019 | 2-1 v Greenock MortonGreenock Morton 1-2 Alloa Athletic | Ladbrokes Championship |
| 20 | Sat 20 Apr 2019 | 1-2 v Partick ThistlePartick Thistle 2-1 Alloa Athletic | Ladbrokes Championship |
| 21 | Sat 27 Apr 2019 | 1-2 v Inverness Caledonian ThistleAlloa Athletic 1-2 Inverness Caledonian Thistle | Ladbrokes Championship |
| 22 | Sat 4 May 2019 | 1-1 v Ayr UnitedAyr United 1-1 Alloa Athletic | Ladbrokes Championship |
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