| 1 | Tue 17 Jul 2018 | 4-2 v ArbroathAlloa Athletic 4-2 Arbroath | Betfred Cup Group A |
| 2 | Sat 21 Jul 2018 | 1-1 v Dundee UnitedDundee United 1-1 Alloa Athletic | Betfred Cup Group A |
| 3 | Tue 24 Jul 2018 | 3-0 v Elgin CityElgin City 0-3 Alloa Athletic | Betfred Cup Group A |
| 4 | Sat 28 Jul 2018 | 0-2 v Ross CountyAlloa Athletic 0-2 Ross County | Betfred Cup Group A |
| 5 | Sat 4 Aug 2018 | 150-1 v Ross CountyRoss County 1-0 Alloa Athletic | Ladbrokes Championship |
| 6 | Sat 11 Aug 2018 | 150-2 v Greenock MortonAlloa Athletic 0-2 Greenock Morton | Ladbrokes Championship |
| 7 | Sat 25 Aug 2018 | 2-2 v Inverness Caledonian ThistleInverness Caledonian Thistle 2-2 Alloa Athletic | Ladbrokes Championship |
| 8 | Sat 1 Sep 2018 | 151-1 v Dundee UnitedAlloa Athletic 1-1 Dundee United | Ladbrokes Championship |
| 9 | Sat 15 Sep 2018 | 150-0 v Dunfermline AthleticDunfermline Athletic 0-0 Alloa Athletic | Ladbrokes Championship |
| 10 | Sat 22 Sep 2018 | 150-2 v Ayr UnitedAlloa Athletic 0-2 Ayr United | Ladbrokes Championship |
| 11 | Sat 29 Sep 2018 | 150-2 v FalkirkAlloa Athletic 0-2 Falkirk | Ladbrokes Championship |
| 12 | Sat 6 Oct 2018 | 153-3 v Queen of the SouthQueen of the South 3-3 Alloa Athletic | Ladbrokes Championship |
| 13 | Sat 27 Oct 2018 | 15 0-0 v Inverness Caledonian ThistleAlloa Athletic 0-0 Inverness Caledonian Thistle | Ladbrokes Championship |
| 14 | Tue 30 Oct 2018 | 15 0-3 v Ayr UnitedAyr United 3-0 Alloa Athletic | Ladbrokes Championship |
| 15 | Sat 3 Nov 2018 | 150-1 v Dunfermline AthleticAlloa Athletic 0-1 Dunfermline Athletic | Ladbrokes Championship |
| 16 | Sat 10 Nov 2018 | 152-0 v Greenock MortonGreenock Morton 0-2 Alloa Athletic | Ladbrokes Championship |
| 17 | Tue 20 Nov 2018 | 2-4 v Dundee UnitedDundee United 4-2 Alloa Athletic | Ladbrokes Championship |
| 18 | Sat 1 Dec 2018 | 150-1 v Ross CountyAlloa Athletic 0-1 Ross County | Ladbrokes Championship |
| 19 | Sat 8 Dec 2018 | 152-2 v FalkirkFalkirk 2-2 Alloa Athletic | Ladbrokes Championship |
| 20 | Sat 15 Dec 2018 | 152-2 v Partick ThistlePartick Thistle 2-2 Alloa Athletic | Ladbrokes Championship |
| 21 | Sat 22 Dec 2018 | 152-0 v Queen of the SouthAlloa Athletic 2-0 Queen of the South | Ladbrokes Championship |
| 22 | Sat 29 Dec 2018 | 152-1 v Dundee UnitedAlloa Athletic 2-1 Dundee United | Ladbrokes Championship |
| 23 | Wed 23 Jan 2019 | 1-0 v HibernianMotherwell 1-0 Hibernian | Ladbrokes Premiership |
| 24 | Sat 26 Jan 2019 | 1-0 v DundeeDundee 0-1 Motherwell | Ladbrokes Premiership |
| 25 | Sat 2 Feb 2019 | 3-0 v LivingstonMotherwell 3-0 Livingston | Ladbrokes Premiership |
| 26 | Wed 6 Feb 2019 | 2-1 v St MirrenSt Mirren 1-2 Motherwell | Ladbrokes Premiership |
| 27 | Sun 17 Feb 2019 | 2-1 v Heart of MidlothianMotherwell 2-1 Heart of Midlothian | Ladbrokes Premiership |
| 28 | Sun 24 Feb 2019 | 1-4 v CelticCeltic 4-1 Motherwell | Ladbrokes Premiership |
| 29 | Sat 2 Mar 2019 | 0-0 v KilmarnockKilmarnock 0-0 Motherwell | Ladbrokes Premiership |
| 30 | Sat 9 Mar 2019 | 3-0 v Hamilton AcademicalMotherwell 3-0 Hamilton Academical | Ladbrokes Premiership |
| 31 | Sat 16 Mar 2019 | 0-2 v HibernianHibernian 2-0 Motherwell | Ladbrokes Premiership |
| 32 | Sat 30 Mar 2019 | 3-0 v St JohnstoneMotherwell 3-0 St Johnstone | Ladbrokes Premiership |
| 33 | Wed 3 Apr 2019 | 1-3 v AberdeenAberdeen 3-1 Motherwell | Ladbrokes Premiership |
| 34 | Sun 7 Apr 2019 | 0-3 v RangersMotherwell 0-3 Rangers | Ladbrokes Premiership |
| 35 | Sat 20 Apr 2019 | 1-1 v Hamilton AcademicalHamilton Academical 1-1 Motherwell | Ladbrokes Premiership |
| 36 | Sat 11 May 2019 | 0-2 v St JohnstoneSt Johnstone 2-0 Motherwell | Ladbrokes Premiership |
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