Head to Head
| Scotland League One | 2024/12/14 15:00 | Dumbarton v Annan Athletic | W | 1-5 |
| Scotland League One | 2024/09/14 14:00 | Annan Athletic v Dumbarton | D | 1-1 |
| Scotland FA Cup | 2023/11/25 15:00 | Annan Athletic v Dumbarton | L | 4-5 |
| Scotland League One Play-Offs | 2023/05/13 14:00 | Dumbarton v Annan Athletic | D | 0-0 |
| Scotland League One Play-Offs | 2023/05/09 18:45 | Annan Athletic v Dumbarton | W | 6-0 |
| Scotland League Two | 2023/04/08 14:00 | Annan Athletic v Dumbarton | W | 3-1 |
| 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 |
Home History
| Scotland League One | 2025/02/01 15:00 | Kelty Hearts v Annan Athletic | W | 1-3 |
| Scotland League One | 2025/01/25 16:00 | Annan Athletic v Montrose | D | 2-2 |
| Scotland League One | 2025/01/18 15:00 | Annan Athletic v Inverness CT | L | 0-3 |
| Scotland League One | 2025/01/04 15:00 | Stenhousemuir v Annan Athletic | D | 1-1 |
| Scotland League One | 2024/12/28 15:00 | Queen of South v Annan Athletic | D | 1-1 |
| Scotland League One | 2024/12/21 15:00 | Annan Athletic v Arbroath | L | 0-4 |
| Scotland League One | 2024/12/14 15:00 | Dumbarton v Annan Athletic | W | 1-5 |
| Scotland League One | 2024/12/07 15:00 | Annan Athletic v Cove Rangers | D | 1-1 |
Away History
| Scotland League One | 2025/02/01 15:00 | Dumbarton v Alloa | D | 1-1 |
| Scotland League One | 2025/01/25 15:00 | Queen of South v Dumbarton | L | 3-1 |
| Scotland FA Cup | 2025/01/18 15:00 | Dumbarton v Airdrieonians | L | 1-5 |
| Scotland League One | 2025/01/04 15:00 | Inverness CT v Dumbarton | L | 2-0 |
| Scotland League One | 2024/12/28 15:00 | Dumbarton v Kelty Hearts | W | 2-0 |
| Scotland League One | 2024/12/21 15:00 | Montrose v Dumbarton | W | 1-2 |
| Scotland League One | 2024/12/14 15:00 | Dumbarton v Annan Athletic | L | 1-5 |
| Scotland League One | 2024/12/07 15:00 | Stenhousemuir v Dumbarton | L | 4-0 |