| League Two | Matches | W | D | L |  |
 |
 |
| home | 2 | - | - | 2 | 4 | - | - |
| away | 1 | - | - | 1 | 2 | - | - |
| overall | 3 | - | - | 3 | 6 | - | - |
| League Cup | Matches | W | D | L | |
|
|
| home | 2 | 1 | - | 1 | 2 | - | - |
| away | 1 | - | - | 1 | 3 | - | - |
| overall | 3 | 1 | - | 2 | 5 | - | - |
| Playoffs | Matches | W | D | L | |
|
|
| home | - | - | - | - | - | - | - |
| away | 1 | - | 1 | - | 2 | - | - |
| overall | 1 | - | 1 | - | 2 | - | - |
| League Two | Home | - | Guest | |
|
|
Results |
| 16/10/21 | Forfar Athletic | - | Annan Athletic | 2 | - | - | 2:0 |
| 20/08/22 | Annan Athletic | - | Stirling Albion FC | 3 | - | - | 1:2 |
| 07/01/23 | Annan Athletic | - | Forfar Athletic | 1 | - | - | 0:2 |
| League Cup | Home | - | Guest | |
|
|
Results |
| 16/07/22 | Annan Athletic | - | Elgin City | 1 | - | - | 4:0 |
| 22/07/23 | Annan Athletic | - | Albion Rovers | 1 | - | - | 1:2 |
| 23/07/24 | Dundee FC | - | Annan Athletic | 3 | - | - | 3:1 |
| Playoffs | Home | - | Guest | |
|
|
Results |
| 13/05/23 | Dumbarton FC | - | Annan Athletic | 2 | - | - | 0:0 |
Scotland