| 1 | Sat 26 Jan 2019 | 0-1 v MotherwellDundee 0-1 Motherwell | Ladbrokes Premiership |
| 2 | Tue 29 Jan 2019 | 0-3 v Queen of the SouthQueen of the South 3-0 Dundee | William Hill Scottish Cup Fourth Round Replay |
| 3 | Sat 2 Feb 2019 | 1-1 v Hamilton AcademicalHamilton Academical 1-1 Dundee | Ladbrokes Premiership |
| 4 | Wed 6 Feb 2019 | 2-2 v KilmarnockDundee 2-2 Kilmarnock | Ladbrokes Premiership |
| 5 | Sat 16 Feb 2019 | 2-1 v LivingstonLivingston 1-2 Dundee | Ladbrokes Premiership |
| 6 | Fri 22 Feb 2019 | 2-4 v HibernianDundee 2-4 Hibernian | Ladbrokes Premiership |
| 7 | Sat 9 Mar 2019 | 0-1 v Heart of MidlothianDundee 0-1 Heart of Midlothian | Ladbrokes Premiership |
| 8 | Sun 17 Mar 2019 | 0-1 v CelticDundee 0-1 Celtic | Ladbrokes Premiership |
| 9 | Sat 30 Mar 2019 | 1-2 v St MirrenSt Mirren 2-1 Dundee | Ladbrokes Premiership |
| 10 | Wed 3 Apr 2019 | 0-2 v St JohnstoneSt Johnstone 2-0 Dundee | Ladbrokes Premiership |
| 11 | Sat 6 Apr 2019 | 0-2 v AberdeenDundee 0-2 Aberdeen | Ladbrokes Premiership |
| 12 | Sat 20 Apr 2019 | 0-2 v St JohnstoneSt Johnstone 2-0 Dundee | Ladbrokes Premiership |
| 13 | Sat 27 Apr 2019 | 3-4 v MotherwellMotherwell 4-3 Dundee | Ladbrokes Premiership |
| 14 | Sat 4 May 2019 | 0-1 v Hamilton AcademicalDundee 0-1 Hamilton Academical | Ladbrokes Premiership |
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