L | 2018-11-27 | Annan Athletic | 3-4 | Montrose | 3R | ||||
D | 2018-11-24 | Montrose | 0-0 | Annan Athletic | 3R | ||||
W | 2018-10-20 | Rothes | 0-1 | Annan Athletic | 2R |
L | 2019-01-19 | Montrose | 0-4 | Dundee United | 4R | ||||
W | 2018-11-27 | Annan Athletic | 3-4 | Montrose | 3R | ||||
D | 2018-11-24 | Montrose | 0-0 | Annan Athletic | 3R |