| Halifax City | 3 | @ | Halifax Dunbrack | 5 | F | Nov 21, 2018 | Details | 3 pts |
| Halifax Dunbrack | 3 | @ | South Shore | 2 | F | Nov 24, 2018 | Details | 3 pts |
| Suburban FC | 2 | @ | Halifax Dunbrack | 3 | F | Nov 28, 2018 | Details | 3 pts |
| Halifax Dunbrack | 1 | @ | Valley United | 1 | F | Dec 08, 2018 | Details | 1 pts |
| Halifax Dunbrack | 2 | @ | Halifax County | 1 | F | Dec 12, 2018 | Details | 3 pts |
| United DFC | 0 | @ | Halifax Dunbrack | 5 | F | Dec 19, 2018 | Details | 3 pts |
| Suburban FC | 2 | @ | Halifax Dunbrack | 2 | F | Jan 05, 2019 | Details | 1 pts |
| South Shore | 8 | @ | Halifax Dunbrack | 10 | F | Jan 12, 2019 | Details | 3 pts |
| Halifax Dunbrack | 3 | @ | Valley United | 1 | F | Jan 19, 2019 | Details | 3 pts |
| Halifax County | 3 | @ | Halifax Dunbrack | 2 | F | Jan 23, 2019 | Details | 0 pts |
| Valley United | 2 | @ | Halifax Dunbrack | 3 | F | Jan 27, 2019 | Details | 3 pts |
| Halifax Dunbrack | 0 | @ | Halifax City | 5 | F | Jan 30, 2019 | Details | 0 pts |
| United DFC | 2 | @ | Halifax Dunbrack | 2 | F | Feb 06, 2019 | Details | 1 pts |
| Halifax Dunbrack | 4 | @ | United DFC | 2 | F | Feb 20, 2019 | Details | 3 pts |
| Halifax Dunbrack | 4 | @ | South Shore | 2 | F | Mar 02, 2019 | Details | 3 pts |
| Halifax Dunbrack | 8 | @ | Halifax County | 4 | F | Mar 06, 2019 | Details | 3 pts |