[5] Annan Athletic 1-1 Stirling [3] 2017-12-16 15:00
Clima: Frío Estadio: Galabank Campo: Césped artificial Round: 16
Head to Head
| Escocia - League Two | 2017/09/23 14:00 | Stirling v Annan Athletic | L | 3-2 |
| Escocia - League Two | 2017/03/18 15:00 | Stirling v Annan Athletic | L | 1-0 |
| Escocia - League Two | 2017/01/28 15:00 | Annan Athletic v Stirling | W | 4-1 |
| Escocia - League Two | 2016/12/17 15:00 | Stirling v Annan Athletic | L | 3-1 |
| Escocia - League Two | 2016/08/06 14:00 | Annan Athletic v Stirling | W | 3-2 |
| Escocia - League Two | 2016/04/23 14:00 | Stirling v Annan Athletic | L | 2-1 |
| Escocia - League Two | 2016/02/27 15:00 | Annan Athletic v Stirling | D | 2-2 |
| Escocia - League Two | 2015/12/19 15:00 | Stirling v Annan Athletic | L | 1-0 |
Home History
| Escocia - League Two | 2017/12/09 15:00 | Stenhousemuir v Annan Athletic | W | 1-3 |
| Escocia - League Two | 2017/12/02 15:00 | Annan Athletic v Elgin | W | 2-0 |
| Escocia - League Two | 2017/11/25 15:00 | Annan Athletic v Clyde | D | 0-0 |
| Escocia - League Two | 2017/11/18 15:00 | Cowdenbeath v Annan Athletic | D | 1-1 |
| Escocia - League Two | 2017/11/11 15:00 | Montrose v Annan Athletic | D | 1-1 |
| Escocia - League Two | 2017/11/04 15:00 | Annan Athletic v Berwick Rangers | D | 0-0 |
| Escocia - League Two | 2017/10/28 14:00 | Peterhead v Annan Athletic | L | 1-0 |
| Escocia - League Two | 2017/10/21 14:00 | F.C. Edinburgh v Annan Athletic | W | 0-1 |
Away History
| Escocia - League Two | 2017/12/05 19:45 | Stirling v Peterhead | L | 0-1 |
| Escocia - League Two | 2017/12/02 15:00 | Berwick Rangers v Stirling | L | 1-0 |
| Escocia - League Two | 2017/11/11 15:00 | Clyde v Stirling | D | 1-1 |
| Escocia - League Two | 2017/11/04 15:00 | F.C. Edinburgh v Stirling | W | 1-2 |
| Escocia - League Two | 2017/10/28 14:00 | Stirling v Stenhousemuir | L | 1-2 |
| Escocia - League Two | 2017/10/21 14:00 | Cowdenbeath v Stirling | W | 0-3 |
| Escocia - FA Cup | 2017/10/14 14:00 | Stirling v Lothian Thistle | L | 3-5 |
| Escocia - League Two | 2017/09/30 14:00 | Stirling v Elgin | D | 2-2 |