Head to Head
| 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 |
| 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 One | 2023/11/11 15:00 | Montrose v Annan Athletic | D | 1-1 |
| Scotland League One | 2023/11/04 15:00 | Annan Athletic v Kelty Hearts | D | 2-2 |
| Scotland League One | 2023/10/28 14:00 | FC Edinburgh v Annan Athletic | L | 3-2 |
| Scotland League One | 2023/10/21 14:00 | Annan Athletic v Queen of South | L | 0-1 |
| Scotland League One | 2023/10/07 14:00 | Cove Rangers v Annan Athletic | L | 3-2 |
| Scotland League One | 2023/09/29 18:45 | Hamilton v Annan Athletic | L | 5-0 |
| Scotland League One | 2023/09/23 14:00 | Annan Athletic v Alloa | D | 1-1 |
| Scotland League One | 2023/09/16 14:00 | Annan Athletic v Stirling | W | 3-0 |
Away History
| Scotland League Two | 2023/11/18 15:00 | Dumbarton v Elgin | W | 1-0 |
| Scotland League Two | 2023/11/11 15:00 | East Fife v Dumbarton | W | 0-1 |
| Scotland League Two | 2023/11/04 15:00 | Dumbarton v Bonnyrigg Rose | W | 4-0 |
| Scotland FA Cup | 2023/10/28 14:00 | Dumbarton v Banks O'Dee | W | 3-2 |
| Scotland League Two | 2023/10/21 14:00 | Spartans v Dumbarton | L | 2-0 |
| Scotland League Two | 2023/10/07 14:00 | Clyde v Dumbarton | W | 0-4 |
| Scotland League Two | 2023/09/30 14:00 | Dumbarton v Stranraer | W | 3-1 |
| Scotland League Two | 2023/09/23 14:00 | Dumbarton v Peterhead | L | 0-1 |