| League Cup | 29/07/18 | Heart of Midlothian | - | Inverness CT | 5:0 |  |
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| ScPS | 25/08/18 | Kilmarnock FC | - | Heart of Midlothian | 0:1 | ||||
| League Cup | 26/09/18 | Heart of Midlothian | - | Motherwell FC | 4:2 | ||||
| League Cup | 28/10/18 | Heart of Midlothian | - | Celtic FC | 0:3 | ||||
| ScPS | 08/12/18 | Heart of Midlothian | - | Motherwell FC | 1:0 | ||||
| FA Cup | 20/01/19 | Heart of Midlothian | - | Livingston FC | 1:0 | ||||
| ScPS | 16/03/19 | Hamilton Academical | - | Heart of Midlothian | 1:0 | ||||
| ScPS | 12/02/20 | Celtic FC | - | Heart of Midlothian | 5:0 |
Australia