[7] Stirling 2-1 Annan Athletic [4] 2019-01-12 15:00
Weer: Gut Stadion: Forthbank Stadium Spielfeld: Gut Round: 20
Head to Head
| Schottland - League 2 | 2018/11/17 15:00 | Annan Athletic v Stirling | D | 2-2 |
| Schottland - League 2 | 2018/09/22 14:00 | Stirling v Annan Athletic | L | 1-2 |
| Schottland - League 2 | 2018/04/21 14:00 | Annan Athletic v Stirling | L | 3-1 |
| Schottland - League 2 | 2018/02/17 15:00 | Stirling v Annan Athletic | W | 3-0 |
| Schottland - League 2 | 2017/12/16 15:00 | Annan Athletic v Stirling | D | 1-1 |
| Schottland - League 2 | 2017/09/23 14:00 | Stirling v Annan Athletic | W | 3-2 |
| Schottland - League 2 | 2017/03/18 15:00 | Stirling v Annan Athletic | W | 1-0 |
| Schottland - League 2 | 2017/01/28 15:00 | Annan Athletic v Stirling | L | 4-1 |
Home History
| Schottland - League 2 | 2019/01/05 15:00 | FC Edinburgh v Stirling | W | 0-1 |
| Schottland - League 2 | 2018/12/29 15:00 | Stirling v Cowdenbeath | W | 2-1 |
| Schottland - League 2 | 2018/12/22 15:00 | Peterhead v Stirling | L | 4-1 |
| Schottland - League 2 | 2018/12/08 15:00 | Queen's Park v Stirling | D | 1-1 |
| Schottland - League 2 | 2018/12/01 15:00 | Stirling v Elgin | W | 5-2 |
| Schottland - League 2 | 2018/11/17 15:00 | Annan Athletic v Stirling | D | 2-2 |
| Schottland - League 2 | 2018/11/10 15:00 | Clyde v Stirling | D | 1-1 |
| Schottland - League 2 | 2018/11/03 15:00 | Stirling v Berwick Rangers | W | 3-0 |
Away History
| Schottland - League 2 | 2019/01/05 15:00 | Annan Athletic v Elgin | W | 2-0 |
| Schottland - League 2 | 2018/12/29 15:00 | Albion v Annan Athletic | D | 1-1 |
| Schottland - League 2 | 2018/12/22 15:00 | Annan Athletic v Berwick Rangers | W | 4-0 |
| Schottland - League 2 | 2018/12/15 15:00 | Clyde v Annan Athletic | L | 1-0 |
| Schottland - League 2 | 2018/12/08 15:00 | Annan Athletic v FC Edinburgh | L | 1-2 |
| Schottland - League 2 | 2018/12/01 15:00 | Peterhead v Annan Athletic | L | 2-1 |
| Schottland - FA Cup | 2018/11/27 19:45 | Annan Athletic v Montrose | L | 3-4 |
| Schottland - FA Cup | 2018/11/24 15:00 | Montrose v Annan Athletic | D | 0-0 |