Head to Head
| Scotland FA Cup | 2020/12/26 15:00 | Gala Fairydean v Annan Athletic | L | 1-2 |
Home History
| Scotland FA Cup | 2021/10/23 14:00 | Cuthbert v Gala Fairydean | W | 1-3 |
| Scotland Lowland League | 2021/10/06 18:45 | Gretna 2008 v Gala Fairydean | W | 0-3 |
| Scotland FA Cup | 2021/09/18 14:00 | Spartans v Gala Fairydean | W | 0-1 |
| Scotland Lowland League | 2021/09/08 18:45 | Celtic B v Gala Fairydean | L | 2-0 |
| Scotland Lowland League | 2021/08/17 18:45 | Gala Fairydean v Dalbeattie Star | L | 0-2 |
| Scotland Lowland League | 2021/07/21 18:45 | Bo'ness United FC v Gala Fairydean | D | 2-2 |
| Scotland FA Cup | 2020/12/26 15:00 | Gala Fairydean v Annan Athletic | L | 1-2 |
| Scotland Lowland League | 2020/02/01 15:00 | East Kilbride v Gala Fairydean | D | 2-2 |
Away History
| Scotland League Two | 2021/11/20 15:00 | Annan Athletic v Albion | D | 1-1 |
| Scotland League Two | 2021/11/13 15:00 | Stenhousemuir v Annan Athletic | L | 2-0 |
| Scotland League Two | 2021/11/06 15:00 | Annan Athletic v Stranraer | D | 2-2 |
| Scotland League Two | 2021/10/30 14:00 | Annan Athletic v Cowdenbeath | W | 1-0 |
| Scotland FA Cup | 2021/10/23 14:00 | Annan Athletic v Jeanfield Swifts | W | 3-1 |
| Scotland League Two | 2021/10/16 14:00 | Forfar v Annan Athletic | L | 2-0 |
| Scotland League Two | 2021/10/02 14:00 | Kelty Hearts v Annan Athletic | L | 2-1 |
| Scotland League Two | 2021/09/25 14:00 | Annan Athletic v FC Edinburgh | L | 1-3 |