| 1 | 14/7/2018 | 24-0 v Stirling AlbionStirling Albion 0-4 Dundee | Betfred Cup Group D |
| 2 | 22/7/2018 | 20-1 v Dunfermline AthleticDundee 0-1 Dunfermline Athletic | Betfred Cup Group D |
| 3 | 25/7/2018 | 22-0 v PeterheadPeterhead 0-2 Dundee | Betfred Cup Group D |
| 4 | 28/7/2018 | 22-0 v Brechin CityDundee 2-0 Brechin City | Betfred Cup Group D |
| 5 | 4/8/2018 | 21-2 v St MirrenSt Mirren 2-1 Dundee | Ladbrokes Premiership |
| 6 | 11/8/2018 | 20-1 v AberdeenDundee 0-1 Aberdeen | Ladbrokes Premiership |
| 7 | 1/9/2018 | 21-3 v MotherwellDundee 1-3 Motherwell | Ladbrokes Premiership |
| 8 | 15/9/2018 | 2 0-4 v RangersRangers 4-0 Dundee | Ladbrokes Premiership |
| 9 | 22/9/2018 | 20-3 v HibernianDundee 0-3 Hibernian | Ladbrokes Premiership |
| 10 | 29/9/2018 | 22-0 v Hamilton AcademicalHamilton Academical 0-2 Dundee | Ladbrokes Premiership |
| 11 | 6/10/2018 | 2 1-2 v KilmarnockDundee 1-2 Kilmarnock | Ladbrokes Premiership |
| 12 | 20/10/2018 | 20-4 v LivingstonLivingston 4-0 Dundee | Ladbrokes Premiership |
| 13 | 23/10/2018 | 2 0-3 v Heart of MidlothianDundee 0-3 Heart of Midlothian | Ladbrokes Premiership |
| 14 | 31/10/2018 | 20-5 v CelticDundee 0-5 Celtic | Ladbrokes Premiership |
| 15 | 3/11/2018 | 2 0-1 v MotherwellMotherwell 1-0 Dundee | Ladbrokes Premiership |
| 16 | 10/11/2018 | 21-1 v St MirrenDundee 1-1 St Mirren | Ladbrokes Premiership |
| 17 | 24/11/2018 | 22-2 v HibernianHibernian 2-2 Dundee | Ladbrokes Premiership |
| 18 | 5/12/2018 | 24-0 v Hamilton AcademicalDundee 4-0 Hamilton Academical | Ladbrokes Premiership |
| 19 | 9/12/2018 | 21-1 v RangersDundee 1-1 Rangers | Ladbrokes Premiership |
| 20 | 15/12/2018 | 21-3 v KilmarnockKilmarnock 3-1 Dundee | Ladbrokes Premiership |
| 21 | 18/12/2018 | 21-5 v AberdeenAberdeen 5-1 Dundee | Ladbrokes Premiership |
| 22 | 22/12/2018 | 20-3 v CelticCeltic 3-0 Dundee | Ladbrokes Premiership |
| 23 | 26/12/2018 | 20-0 v LivingstonDundee 0-0 Livingston | Ladbrokes Premiership |
| 24 | 29/12/2018 | 20-2 v St JohnstoneDundee 0-2 St Johnstone | Ladbrokes Premiership |
| 25 | 26/1/2019 | 20-1 v MotherwellDundee 0-1 Motherwell | Ladbrokes Premiership |
| 26 | 29/1/2019 | 20-3 v Queen of the SouthQueen of the South 3-0 Dundee | William Hill Scottish Cup Fourth Round Replay |
| 27 | 6/4/2019 | 20-2 v AberdeenDundee 0-2 Aberdeen | Ladbrokes Premiership |
| 28 | 20/4/2019 | 20-2 v St JohnstoneSt Johnstone 2-0 Dundee | Ladbrokes Premiership |
| 29 | 27/4/2019 | 23-4 v MotherwellMotherwell 4-3 Dundee | Ladbrokes Premiership |
| 30 | 4/5/2019 | 20-1 v Hamilton AcademicalDundee 0-1 Hamilton Academical | Ladbrokes Premiership |
| 31 | 11/5/2019 | 21-0 v LivingstonLivingston 0-1 Dundee | Ladbrokes Premiership |
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