| League Two | 13.11.21 | Kelty Hearts | - | Forfar Athletic | 1:0 | ||||
| League Two | 05.03.22 | Annan Athletic | - | Stranraer FC | 4:1 | ||||
| League Cup | 09.07.22 | Queen Of The South | - | Annan Athletic | 2:3 | ||||
| League Two | 06.08.22 | Annan Athletic | - | Stenhousemuir FC | 2:1 | ||||
| League Two | 28.01.23 | Annan Athletic | - | East Fife FC | 3:0 | ||||
| League Two | 22.04.23 | Stirling Albion FC | - | Annan Athletic | 3:1 |  |
Schottland