| League One | 12.08.23 | Annan Athletic | - | Montrose FC | 1:3 | ||||
| League One | 11.11.23 | Montrose FC | - | Annan Athletic | 1:1 | ||||
| League One | 06.01.24 | Annan Athletic | - | Montrose FC | 2:2 | ||||
| League One | 16.03.24 | Montrose FC | - | Annan Athletic | 1:1 | ||||
| League One | 24.08.24 | Montrose FC | - | Queen Of The South | 1:0 | ||||
| League One | 02.11.24 | Queen Of The South | - | Montrose FC | 1:0 | ||||
| League One | 12.04.25 | Queen Of The South | - | Montrose FC | 2:1 |
Guadeloupe