| 1 | 4/8/2019 | 62-3 v AberdeenAberdeen 3-2 Heart of Midlothian | Ladbrokes Premiership |
| 2 | 10/8/2019 | 60-0 v Ross CountyHeart of Midlothian 0-0 Ross County | Ladbrokes Premiership |
| 3 | 16/8/2019 | 62-1 v MotherwellMotherwell 1-2 Heart of Midlothian | Betfred Cup Second Round |
| 4 | 25/8/2019 | 61-3 v CelticCeltic 3-1 Heart of Midlothian | Ladbrokes Premiership |
| 5 | 31/8/2019 | 6 2-2 v Hamilton AcademicalHeart of Midlothian 2-2 Hamilton Academical | Ladbrokes Premiership |
| 6 | 14/9/2019 | 6 2-3 v MotherwellHeart of Midlothian 2-3 Motherwell | Ladbrokes Premiership |
| 7 | 22/9/2019 | 62-1 v HibernianHibernian 1-2 Heart of Midlothian | Ladbrokes Premiership |
| 8 | 25/9/2019 | 62-2 v AberdeenHeart of Midlothian 2-2 Aberdeen | Betfred Cup Quarter Final |
| 9 | 28/9/2019 | 60-0 v St MirrenSt Mirren 0-0 Heart of Midlothian | Ladbrokes Premiership |
| 10 | 5/10/2019 | 60-1 v KilmarnockHeart of Midlothian 0-1 Kilmarnock | Ladbrokes Premiership |
| 11 | 20/10/2019 | 61-1 v RangersHeart of Midlothian 1-1 Rangers | Ladbrokes Premiership |
| 12 | 26/10/2019 | 6 0-0 v LivingstonLivingston 0-0 Heart of Midlothian | Ladbrokes Premiership |
| 13 | 3/11/2019 | 60-3 v RangersRangers 3-0 Heart of Midlothian | Betfred Cup Semi Final |
| 14 | 9/11/2019 | 65-2 v St MirrenHeart of Midlothian 5-2 St Mirren | Ladbrokes Premiership |
| 15 | 23/11/2019 | 60-3 v KilmarnockKilmarnock 3-0 Heart of Midlothian | Ladbrokes Premiership |
| 16 | 1/12/2019 | 6 0-5 v RangersRangers 5-0 Heart of Midlothian | Ladbrokes Premiership |
| 17 | 4/12/2019 | 61-1 v LivingstonHeart of Midlothian 1-1 Livingston | Ladbrokes Premiership |
| 18 | 7/12/2019 | 6 0-1 v MotherwellMotherwell 1-0 Heart of Midlothian | Ladbrokes Premiership |
| 19 | 14/12/2019 | 60-1 v St JohnstoneHeart of Midlothian 0-1 St Johnstone | Ladbrokes Premiership |
| 20 | 26/12/2019 | 60-2 v HibernianHeart of Midlothian 0-2 Hibernian | Ladbrokes Premiership |
| 21 | 29/12/2019 | 61-1 v AberdeenHeart of Midlothian 1-1 Aberdeen | Ladbrokes Premiership |
