| League One | 23.10.21 | Montrose FC | - | East Fife FC | 4:1 | ||||
| League One | 22.12.21 | Montrose FC | - | Peterhead FC | 2:0 | ||||
| League One | 09.04.22 | Montrose FC | - | Airdrieonians FC | 2:2 | ||||
| Playoffs | 03.05.22 | Montrose FC | - | Airdrieonians FC | 1:0 | ||||
| League One | 21.09.24 | Dumbarton FC | - | Montrose FC | 0:1 | ||||
| League One | 28.12.24 | Arbroath FC | - | Montrose FC | 3:0 |
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