| Time | Status | Match | FT | H1 | Stats | |
| 12/10/2018 20:35 |
(FT) | Arbroath[SCO L1-1] Edinburgh City[SCO L2-1] |
1 4 |
1 1 |
MF | ME | |
| 13/10/2018 16:00 |
(FT) | Dunfermline[SCO CH-5] Alloa Athletic[SCO CH-9] |
2 2 |
1 1 |
MF | ME | |
| 90 minutes[2-2], Penalty Kicks[4-5] | ||||||
| 13/10/2018 16:00 |
(FT) | East Fife[SCO L1-3] Queen of South[SCO CH-6] |
2 0 |
1 0 |
MF | ME | |
| 13/10/2018 16:00 |
(FT) | Ross County[SCO CH-2] Montrose[SCO L1-10] |
3 1 |
2 1 |
MF | ME | |
| 13/10/2018 16:00 |
(FT) | Bohemians[IRE PR-6] Sutton United[ENG Conf-9] |
0 0 |
0 0 |
MF | ME | |
| 90 minutes[0-0], Penalty Kicks[4-3] | ||||||
| 13/10/2018 16:00 |
(FT) | Saint Mirren U21 Queens Park |
2 4 |
1 0 |
MF | ME | |
| 13/10/2018 16:00 |
(FT) | Motherwell Fc U21 Sligo Rovers |
2 0 |
1 0 |
MF | ME | |
| 13/10/2018 20:30 |
(FT) | Connah's QN[WAL PR-1] Coleraine[NIR D1-5] |
2 0 |
0 0 |
MF | ME | |