Group E | 13/07/2019 | Annan Athletic | - | Dumbarton FC | 0:1 | ||||
Group E | 16/07/2019 | Queen Of The South | - | Annan Athletic | 5:4 pso | ||||
Group E | 23/07/2019 | Annan Athletic | - | Greenock Morton FC | 0:5 | ||||
Group E | 27/07/2019 | Motherwell FC | - | Annan Athletic | 4:0 |