| ScPS | 10.11.18 | Heart of Midlothian | - | Kilmarnock FC | 0:1 | ||||
| ScPS | 26.12.18 | Heart of Midlothian | - | Hamilton Academical | 2:0 | ||||
| ScPS | 23.02.19 | Heart of Midlothian | - | St. Mirren FC | 1:1 | ||||
| FA Cup | 13.04.19 | Heart of Midlothian | - | Inverness CT | 3:0 |  |
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| ScPS | 04.08.19 | Aberdeen FC | - | Heart of Midlothian | 3:2 |  |
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| ScPS | 01.12.19 | Rangers FC | - | Heart of Midlothian | 5:0 | ||||
| ScPS | 26.12.19 | Heart of Midlothian | - | Hibernian FC | 0:2 | ||||
| FA Cup | 18.01.20 | Heart of Midlothian | - | Airdrieonians FC | 5:0 | |
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| ScPS | 07.03.20 | Heart of Midlothian | - | Motherwell FC | 1:1 |
Angleterre