| League One | 07/10/23 | Cove Rangers | - | Annan Athletic | 3:2 |  |
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| League One | 09/12/23 | Annan Athletic | - | Cove Rangers | 1:3 | ||||
| League One | 24/02/24 | Cove Rangers | - | Annan Athletic | 2:1 | |
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| League One | 13/04/24 | Annan Athletic | - | Cove Rangers | 4:2 | ||||
| League One | 03/08/24 | Cove Rangers | - | Annan Athletic | 1:3 | ||||
| League One | 07/12/24 | Annan Athletic | - | Cove Rangers | 1:1 | ||||
| League One | 15/02/25 | Cove Rangers | - | Annan Athletic | 3:1 | |
Scotland