League Two | 21/01/23 | Annan Athletic | - | Bonnyrigg Rose Athletic | 4:0 | ||||
League Two | 04/02/23 | Bonnyrigg Rose Athletic | - | Annan Athletic | 1:2 | ||||
League Two | 29/04/23 | Annan Athletic | - | Bonnyrigg Rose Athletic | 0:0 | ||||
League Cup | 29/07/23 | Annan Athletic | - | Raith Rovers | 2:3 |