| League Cup | 18/08/18 | Livingston FC | - | Motherwell FC | 0:1 |  |
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| League Cup | 26/09/18 | Heart of Midlothian | - | Motherwell FC | 4:2 | ||||
| ScPS | 06/10/18 | Motherwell FC | - | Livingston FC | 1:1 |  |
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| ScPS | 08/12/18 | Heart of Midlothian | - | Motherwell FC | 1:0 | ||||
| ScPS | 26/01/19 | Dundee FC | - | Motherwell FC | 0:1 | ||||
| League Cup | 19/07/19 | Motherwell FC | - | Greenock Morton FC | 4:0 | ||||
| League Cup | 18/08/19 | Dundee FC | - | Aberdeen FC | 1:2 aet | |
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| Championship | 27/09/19 | Queen Of The South | - | Dundee FC | 1:1 |
England