| Cape Breton | 1 | @ | South Shore | 4 | F | Nov 17, 2018 | Details | 0 pts |
| South Shore | 5 | @ | Cape Breton | 7 | F | Nov 17, 2018 | Details | 3 pts |
| Cape Breton | 6 | @ | Halifax Dunbrack | 4 | F | Nov 18, 2018 | Details | 3 pts |
| United DFC | 4 | @ | Cape Breton | 5 | F | Nov 18, 2018 | Details | 3 pts |
| Cape Breton | 15 | @ | Halifax City | 1 | F | Dec 15, 2018 | Details | 3 pts |
| Cape Breton | 12 | @ | Central FC | 2 | F | Dec 15, 2018 | Details | 3 pts |
| Cape Breton | 9 | @ | Bedford | 2 | F | Dec 16, 2018 | Details | 3 pts |
| Halifax County | 1 | @ | Cape Breton | 4 | F | Dec 16, 2018 | Details | 3 pts |
| East Hants | 4 | @ | Cape Breton | 10 | F | Jan 12, 2019 | Details | 3 pts |
| Halifax Dunbrack | 5 | @ | Cape Breton | 4 | F | Jan 12, 2019 | Details | 0 pts |
| Storm | 3 | @ | Cape Breton | 9 | F | Jan 13, 2019 | Details | 3 pts |
| Central FC | 1 | @ | Cape Breton | 7 | F | Jan 13, 2019 | Details | 3 pts |
| Cape Breton | 4 | @ | East Hants | 2 | F | Feb 09, 2019 | Details | 3 pts |
| Cape Breton | 11 | @ | United DFC | 1 | F | Feb 09, 2019 | Details | 3 pts |
| Bedford | 2 | @ | Cape Breton | 5 | F | Feb 10, 2019 | Details | 3 pts |
| Cape Breton | 7 | @ | Halifax County | 0 | F | Feb 10, 2019 | Details | 3 pts |