Home History
| Schotland - Lowland League | 2020/02/01 15:00 | East Kilbride v Gala Fairydean | D | 2-2 |
| Schotland - Lowland League | 2020/01/25 15:01 | Gala Fairydean v Gretna 2008 | W | 4-1 |
| Schotland - Lowland League | 2019/12/21 14:59 | Spartans v Gala Fairydean | L | 4-0 |
| Schotland - Lowland League | 2019/12/14 15:00 | Broomhill FC v Gala Fairydean | L | 4-0 |
| Schotland - Lowland League | 2019/12/07 14:58 | Gala Fairydean v Stirling University | W | 2-0 |
| Schotland - FA Cup | 2019/10/26 14:00 | Gala Fairydean v Formartine United | L | 1-2 |
| Schotland - FA Cup | 2019/10/19 14:00 | Formartine United v Gala Fairydean | D | 2-2 |
| Schotland - FA Cup | 2019/09/21 14:00 | Dalbeattie Star v Gala Fairydean | W | 1-3 |
Away History
| Schotland - League Two | 2020/12/22 19:45 | Brechin v Annan Athletic | D | 0-0 |
| Schotland - League Two | 2020/12/19 15:00 | Annan Athletic v Queen's Park | L | 1-2 |
| Schotland - League Two | 2020/12/05 15:00 | Elgin v Annan Athletic | L | 1-0 |
| Schotland - League Two | 2020/11/28 15:00 | Annan Athletic v FC Edinburgh | L | 0-4 |
| Schotland - League Two | 2020/11/21 15:00 | Stenhousemuir v Annan Athletic | W | 1-2 |
| Schotland - League Cup | 2020/11/10 19:45 | Albion v Annan Athletic | W | 1-5 |
| Schotland - League Two | 2020/11/07 15:00 | Annan Athletic v Albion | L | 2-3 |
| Schotland - League Two | 2020/10/31 15:00 | Stirling v Annan Athletic | L | 1-0 |