| League One | 13.08.22 | Dunfermline Athletic | - | Montrose FC | 1:0 | ||||
| League One | 22.10.22 | Montrose FC | - | Dunfermline Athletic | 2:0 | ||||
| League One | 04.02.23 | Dunfermline Athletic | - | Montrose FC | 2:0 |  |
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| League One | 05.10.24 | Annan Athletic | - | Montrose FC | 1:0 | |
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| League One | 23.11.24 | Montrose FC | - | Annan Athletic | 2:1 | ||||
| League One | 25.01.25 | Annan Athletic | - | Montrose FC | 2:2 |
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