| League Cup | 20.07.19 | Hibernian FC | - | Alloa Athletic | 2:0 |  |
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| ScPS | 14.09.19 | Kilmarnock FC | - | Hibernian FC | 2:0 | ||||
| ScPS | 28.09.19 | Hibernian FC | - | Celtic FC | 1:1 | ||||
| ScPS | 30.11.19 | Hibernian FC | - | Kilmarnock FC | 2:2 | |
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| FA Cup | 19.01.20 | Dundee United | - | Hibernian FC | 2:2 | |
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| FA Cup | 28.01.20 | Hibernian FC | - | Dundee United | 4:2 | |
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| ScPS | 03.03.20 | Hibernian FC | - | Heart of Midlothian | 1:3 | ||||
| ScPS | 24.11.20 | Hibernian FC | - | St. Johnstone FC | 2:2 | ||||
| ScPS | 12.12.20 | Hamilton Academical | - | Hibernian FC | 0:4 | |
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| ScPS | 27.01.21 | Hibernian FC | - | Rangers FC | 0:1 | ||||
| League Cup | 21.11.21 | Rangers FC | - | Hibernian FC | 1:3 | ||||
| ScPS | 11.12.21 | St. Mirren FC | - | Hibernian FC | 1:1 | ||||
| ScPS | 27.02.22 | Hibernian FC | - | Celtic FC | 0:0 | ||||
| League Cup | 12.07.22 | Falkirk FC | - | Hibernian FC | 1:0 | ||||
| ScPS | 01.10.22 | Aberdeen FC | - | Kilmarnock FC | 4:1 | ||||
| League Cup | 18.10.22 | Kilmarnock FC | - | Dundee United | 2:1 |  |
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| ScPS | 18.01.23 | Kilmarnock FC | - | Rangers FC | 2:3 | ||||
| ScPS | 06.05.23 | Motherwell FC | - | Kilmarnock FC | 2:0 | |
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| ScPS | 28.05.23 | Kilmarnock FC | - | Ross County FC | 3:1 | ||||
| ScPS | 23.09.23 | Hibernian FC | - | St. Johnstone FC | 2:0 |
Gales