| ScPS | 11/08/18 | Motherwell FC | - | Hamilton Academical | 0:1 | ||||
| ScPS | 22/09/18 | Aberdeen FC | - | Motherwell FC | 1:0 | ||||
| ScPS | 29/12/18 | Hamilton Academical | - | Motherwell FC | 1:2 | ||||
| ScPS | 06/02/19 | St. Mirren FC | - | Motherwell FC | 1:2 | ||||
| ScPS | 17/02/19 | Motherwell FC | - | Heart of Midlothian | 2:1 | ||||
| League Cup | 28/07/19 | Dundee FC | - | Inverness CT | 1:0 |  |
England