| 1 | Sat 1 Sep 2018 | 1-3 v MotherwellDundee 1-3 Motherwell | Ladbrokes Premiership |
| 2 | Sat 15 Sep 2018 | 170-4 v RangersRangers 4-0 Dundee | Ladbrokes Premiership |
| 3 | Sat 22 Sep 2018 | 17 0-3 v HibernianDundee 0-3 Hibernian | Ladbrokes Premiership |
| 4 | Sat 29 Sep 2018 | 172-0 v Hamilton AcademicalHamilton Academical 0-2 Dundee | Ladbrokes Premiership |
| 5 | Sat 6 Oct 2018 | 171-2 v KilmarnockDundee 1-2 Kilmarnock | Ladbrokes Premiership |
| 6 | Sat 20 Oct 2018 | 170-4 v LivingstonLivingston 4-0 Dundee | Ladbrokes Premiership |
| 7 | Tue 23 Oct 2018 | 170-3 v Heart of MidlothianDundee 0-3 Heart of Midlothian | Ladbrokes Premiership |
| 8 | Sat 3 Nov 2018 | 170-1 v MotherwellMotherwell 1-0 Dundee | Ladbrokes Premiership |
| 9 | Sat 10 Nov 2018 | 171-1 v St MirrenDundee 1-1 St Mirren | Ladbrokes Premiership |
| 10 | Sat 24 Nov 2018 | 172-2 v HibernianHibernian 2-2 Dundee | Ladbrokes Premiership |
| 11 | Wed 5 Dec 2018 | 174-0 v Hamilton AcademicalDundee 4-0 Hamilton Academical | Ladbrokes Premiership |
| 12 | Sun 9 Dec 2018 | 171-1 v RangersDundee 1-1 Rangers | Ladbrokes Premiership |
| 13 | Sat 15 Dec 2018 | 171-3 v KilmarnockKilmarnock 3-1 Dundee | Ladbrokes Premiership |
| 14 | Tue 18 Dec 2018 | 171-5 v AberdeenAberdeen 5-1 Dundee | Ladbrokes Premiership |
| 15 | Wed 26 Dec 2018 | 170-0 v LivingstonDundee 0-0 Livingston | Ladbrokes Premiership |
| 16 | Sat 29 Dec 2018 | 170-2 v St JohnstoneDundee 0-2 St Johnstone | Ladbrokes Premiership |
| 17 | Sat 2 Feb 2019 | 3-1 v Alloa AthleticAlloa Athletic 1-3 Ayr United | Ladbrokes Championship |
| 18 | Sat 16 Feb 2019 | 0-0 v Greenock MortonGreenock Morton 0-0 Ayr United | Ladbrokes Championship |
| 19 | Sat 23 Feb 2019 | 0-1 v Dunfermline AthleticAyr United 0-1 Dunfermline Athletic | Ladbrokes Championship |
| 20 | Tue 26 Feb 2019 | 2-3 v Ross CountyRoss County 3-2 Ayr United | Ladbrokes Championship |
| 21 | Fri 8 Mar 2019 | 0-2 v FalkirkFalkirk 2-0 Ayr United | Ladbrokes Championship |
| 22 | Fri 29 Mar 2019 | 1-0 v Dunfermline AthleticDunfermline Athletic 0-1 Ayr United | Ladbrokes Championship |
| 23 | Sat 6 Apr 2019 | 0-1 v Inverness Caledonian ThistleAyr United 0-1 Inverness Caledonian Thistle | Ladbrokes Championship |
| 24 | Tue 9 Apr 2019 | 1-0 v Queen of the SouthAyr United 1-0 Queen of the South | Ladbrokes Championship |
| 25 | Fri 12 Apr 2019 | 1-2 v Dundee UnitedDundee United 2-1 Ayr United | Ladbrokes Championship |
| 26 | Fri 19 Apr 2019 | 1-3 v Ross CountyAyr United 1-3 Ross County | Ladbrokes Championship |
| 27 | Tue 23 Apr 2019 | 0-1 v Partick ThistleAyr United 0-1 Partick Thistle | Ladbrokes Championship |
| 28 | Sat 27 Apr 2019 | 2-1 v Partick ThistlePartick Thistle 1-2 Ayr United | Ladbrokes Championship |
| 29 | Sat 4 May 2019 | 1-1 v Alloa AthleticAyr United 1-1 Alloa Athletic | Ladbrokes Championship |
| 30 | Sat 11 May 2019 | 1-1 v Inverness Caledonian ThistleInverness Caledonian Thistle 1-1 Ayr United | Ladbrokes Championship Play-off |
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