| Championship | 03/11/18 | Falkirk FC | - | Ayr United | 0:1 |  |
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| ScPS | 31/08/19 | Heart of Midlothian | - | Hamilton Academical | 2:2 | ||||
| ScPS | 26/10/19 | Livingston FC | - | Heart of Midlothian | 0:0 | ||||
| ScPS | 04/12/19 | Heart of Midlothian | - | Livingston FC | 1:1 | ||||
| ScPS | 01/02/20 | St. Johnstone FC | - | Heart of Midlothian | 3:3 | |
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| Championship | 23/10/20 | Arbroath FC | - | Heart of Midlothian | 0:1 | ||||
| Championship | 05/12/20 | Greenock Morton FC | - | Heart of Midlothian | 0:2 |
Scotland