| ScPS | 03/11/18 | Celtic FC | - | Heart of Midlothian | 5:0 |  |
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| ScPS | 22/12/18 | Aberdeen FC | - | Heart of Midlothian | 2:0 | ||||
| ScPS | 23/01/19 | Heart of Midlothian | - | Dundee FC | 1:2 | ||||
| ScPS | 30/03/19 | Heart of Midlothian | - | Aberdeen FC | 2:1 |  |
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| ScPS | 22/09/19 | Hibernian FC | - | Heart of Midlothian | 1:2 | ||||
| League Cup | 03/11/19 | Rangers FC | - | Heart of Midlothian | 3:0 | |
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| FA Cup | 08/02/20 | Falkirk FC | - | Heart of Midlothian | 0:1 | |
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England