| League Cup | 21/07/18 | Raith Rovers | - | Heart of Midlothian | 2:4 pso | ||||
| ScPS | 22/09/18 | Heart of Midlothian | - | Livingston FC | 0:0 | ||||
| ScPS | 10/11/18 | Heart of Midlothian | - | Kilmarnock FC | 0:1 |  |
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| ScPS | 26/12/18 | Heart of Midlothian | - | Hamilton Academical | 2:0 | |
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| FA Cup | 18/01/20 | Heart of Midlothian | - | Airdrieonians FC | 5:0 |
Australia