Head to Head
| Scotland League Two | 2023/02/11 15:00 | Dumbarton v Annan Athletic | L | 2-1 |
| Scotland League Two | 2022/10/29 14:00 | Annan Athletic v Dumbarton | L | 0-1 |
| Scotland League Two | 2022/08/13 14:00 | Dumbarton v Annan Athletic | L | 4-0 |
| Scotland League Cup | 2019/07/13 14:00 | Annan Athletic v Dumbarton | L | 0-1 |
| Scotland League Cup | 2017/07/25 18:45 | Dumbarton v Annan Athletic | W | 3-4 |
Home History
| Scotland League Two | 2023/04/01 14:00 | East Fife v Annan Athletic | W | 0-1 |
| Scotland League Two | 2023/03/25 15:00 | Annan Athletic v Stranraer | D | 0-0 |
| Scotland League Two | 2023/03/18 15:00 | Forfar v Annan Athletic | L | 2-1 |
| Scotland League Two | 2023/03/11 15:00 | Annan Athletic v Elgin | W | 4-1 |
| Scotland League Two | 2023/03/04 15:00 | Annan Athletic v Stenhousemuir | L | 2-3 |
| Scotland League Two | 2023/02/25 15:00 | Albion v Annan Athletic | W | 0-2 |
| Scotland League Two | 2023/02/18 15:00 | Annan Athletic v Stirling | D | 2-2 |
| Scotland League Two | 2023/02/11 15:00 | Dumbarton v Annan Athletic | L | 2-1 |
Away History
| Scotland League Two | 2023/04/01 14:00 | Dumbarton v Stenhousemuir | L | 1-2 |
| Scotland League Two | 2023/03/29 18:45 | Dumbarton v Forfar | L | 0-1 |
| Scotland League Two | 2023/03/25 15:00 | Stirling v Dumbarton | D | 2-2 |
| Scotland League Two | 2023/03/18 15:00 | Dumbarton v Albion | L | 1-5 |
| Scotland League Two | 2023/03/04 15:00 | Stranraer v Dumbarton | W | 0-2 |
| Scotland League Two | 2023/02/28 19:45 | Dumbarton v Stenhousemuir | W | 1-0 |
| Scotland League Two | 2023/02/25 15:00 | Dumbarton v Elgin | L | 1-2 |
| Scotland League Two | 2023/02/18 15:00 | East Fife v Dumbarton | L | 2-0 |