| League Cup | 16.07.16 | Montrose FC | - | Ross County FC | 0:1 |  |
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| League Cup | 15.07.17 | Hibernian FC | - | Montrose FC | 4:0 | |
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| League Cup | 13.07.19 | Ross County FC | - | Montrose FC | 4:1 | ||||
| League Cup | 23.07.22 | Partick Thistle | - | Montrose FC | 4:2 | ||||
| League Cup | 13.07.24 | Partick Thistle | - | Montrose FC | 3:2 | |
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