| 1 | Tue 17 Jul 2018 | 281-0 v Grimsby TownGrimsby Town 0-1 Sunderland | Friendly |
| 2 | Tue 9 Oct 2018 | 213-1 v Carlisle UnitedSunderland 3-1 Carlisle United | Checkatrade Trophy Northern Group A |
| 3 | Sat 2 Feb 2019 | 1-1 v Hamilton AcademicalHamilton Academical 1-1 Dundee | Ladbrokes Premiership |
| 4 | Fri 22 Feb 2019 | 2-4 v HibernianDundee 2-4 Hibernian | Ladbrokes Premiership |
| 5 | Wed 27 Feb 2019 | 0-4 v RangersRangers 4-0 Dundee | Ladbrokes Premiership |
| 6 | Sat 9 Mar 2019 | 0-1 v Heart of MidlothianDundee 0-1 Heart of Midlothian | Ladbrokes Premiership |
| 7 | Sun 17 Mar 2019 | 0-1 v CelticDundee 0-1 Celtic | Ladbrokes Premiership |
| 8 | Sat 30 Mar 2019 | 1-2 v St MirrenSt Mirren 2-1 Dundee | Ladbrokes Premiership |
| 9 | Wed 3 Apr 2019 | 0-2 v St JohnstoneSt Johnstone 2-0 Dundee | Ladbrokes Premiership |
| 10 | Sat 6 Apr 2019 | 0-2 v AberdeenDundee 0-2 Aberdeen | Ladbrokes Premiership |
| 11 | Sat 20 Apr 2019 | 0-2 v St JohnstoneSt Johnstone 2-0 Dundee | Ladbrokes Premiership |
| 12 | Sat 27 Apr 2019 | 3-4 v MotherwellMotherwell 4-3 Dundee | Ladbrokes Premiership |
| 13 | Sat 4 May 2019 | 0-1 v Hamilton AcademicalDundee 0-1 Hamilton Academical | Ladbrokes Premiership |
| 14 | Sat 11 May 2019 | 1-0 v LivingstonLivingston 0-1 Dundee | Ladbrokes Premiership |
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