| League Two | 11/02/23 | Dumbarton FC | - | Annan Athletic | 2:1 | ||||
| League Two | 26/08/23 | Stenhousemuir FC | - | Dumbarton FC | 2:4 | ||||
| League Two | 04/11/23 | Dumbarton FC | - | Bonnyrigg Rose Athletic | 4:0 | ||||
| League Two | 09/12/23 | Dumbarton FC | - | Stenhousemuir FC | 0:1 | ||||
| League Two | 06/01/24 | Dumbarton FC | - | East Fife FC | 1:2 |
Scotland