[3] Stirling 3-0 Annan Athletic [6] 2017-11-24 15:00
Weather: Rainy Stadium: Forthbank Stadium Pitch: Good Round: 26
Head to Head
| Scotland League Two | 2017/09/23 14:00 | Stirling v Annan Athletic | W | 3-2 |
| Scotland League Two | 2017/03/18 15:00 | Stirling v Annan Athletic | W | 1-0 |
| Scotland League Two | 2017/01/28 15:00 | Annan Athletic v Stirling | L | 4-1 |
| Scotland League Two | 2016/12/17 15:00 | Stirling v Annan Athletic | W | 3-1 |
| Scotland League Two | 2016/08/06 14:00 | Annan Athletic v Stirling | L | 3-2 |
| Scotland League Two | 2016/04/23 14:00 | Stirling v Annan Athletic | W | 2-1 |
| Scotland League Two | 2016/02/27 15:00 | Annan Athletic v Stirling | D | 2-2 |
| Scotland League Two | 2015/12/19 15:00 | Stirling v Annan Athletic | W | 1-0 |
Home History
| Scotland League Two | 2017/11/11 15:00 | Clyde v Stirling | D | 1-1 |
| Scotland League Two | 2017/11/04 15:00 | FC Edinburgh v Stirling | W | 1-2 |
| Scotland League Two | 2017/10/28 14:00 | Stirling v Stenhousemuir | L | 1-2 |
| Scotland League Two | 2017/10/21 14:00 | Cowdenbeath v Stirling | W | 0-3 |
| Scotland FA Cup | 2017/10/14 14:00 | Stirling v Lothian Thistle | L | 3-5 |
| Scotland League Two | 2017/09/30 14:00 | Stirling v Elgin | D | 2-2 |
| Scotland League Two | 2017/09/23 14:00 | Stirling v Annan Athletic | W | 3-2 |
| Scotland League Two | 2017/09/16 14:00 | Montrose v Stirling | W | 1-3 |
Away History
| Scotland League Two | 2017/11/18 15:00 | Cowdenbeath v Annan Athletic | D | 1-1 |
| Scotland League Two | 2017/11/11 15:00 | Montrose v Annan Athletic | D | 1-1 |
| Scotland League Two | 2017/11/04 15:00 | Annan Athletic v Berwick Rangers | D | 0-0 |
| Scotland League Two | 2017/10/28 14:00 | Peterhead v Annan Athletic | L | 1-0 |
| Scotland League Two | 2017/10/21 14:00 | FC Edinburgh v Annan Athletic | W | 0-1 |
| Scotland FA Cup | 2017/10/14 14:00 | Berwick Rangers v Annan Athletic | L | 1-0 |
| Scotland League Two | 2017/09/30 14:00 | Annan Athletic v Cowdenbeath | W | 1-0 |
| Scotland League Two | 2017/09/23 14:00 | Stirling v Annan Athletic | L | 3-2 |