Home History
| Skotland - League One - Playoff | 2023/05/19 18:35 | Clyde v Annan Athletic | W | 1-2 |
| Skotland - League One - Playoff | 2023/05/16 18:35 | Annan Athletic v Clyde | W | 3-1 |
| Skotland - League One - Playoff | 2023/05/13 14:00 | Dumbarton v Annan Athletic | D | 0-0 |
| Skotland - League One - Playoff | 2023/05/09 18:45 | Annan Athletic v Dumbarton | W | 6-0 |
| Skotland - League Two | 2023/05/06 14:00 | Stenhousemuir v Annan Athletic | L | 2-1 |
| Skotland - League Two | 2023/04/29 14:00 | Annan Athletic v Bonnyrigg Rose | D | 0-0 |
| Skotland - League Two | 2023/04/22 14:00 | Stirling v Annan Athletic | L | 3-1 |
| Skotland - League Two | 2023/04/15 14:00 | Annan Athletic v Albion | W | 4-0 |
Away History
| England - League 2 | 2023/05/28 12:30 | Carlisle v Stockport | W | 6-5 |
| England - League 2 | 2023/05/20 14:00 | Carlisle v Bradford | W | 3-1 |
| England - League 2 | 2023/05/14 18:00 | Bradford v Carlisle | L | 1-0 |
| England - League 2 | 2023/05/08 11:30 | Sutton Utd v Carlisle | D | 1-1 |
| England - League 2 | 2023/04/29 14:00 | Carlisle v Salford City | L | 2-3 |
| England - League 2 | 2023/04/22 14:00 | Barrow v Carlisle | W | 0-1 |
| England - League 2 | 2023/04/18 18:45 | Carlisle v Stockport | D | 2-2 |
| England - League 2 | 2023/04/15 14:00 | Carlisle v Northampton | D | 0-0 |
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