| Central FC | 2 | @ | South Shore White | 4 | F | Nov 04, 2018 | 0 pts |
| South Shore White | 4 | @ | Central FC | 3 | F | Nov 04, 2018 | 0 pts |
| South Shore White | 6 | @ | Bedford | 2 | F | Nov 17, 2018 | 0 pts |
| South Shore White | 4 | @ | Halifax City | 1 | F | Nov 17, 2018 | 0 pts |
| Valley United Red | 0 | @ | South Shore White | 0 | F | Dec 01, 2018 | 0 pts |
| South Shore White | 3 | @ | Halifax Dunbrack | 4 | F | Dec 15, 2018 | 0 pts |
| South Shore White | 5 | @ | United DFC McLeod | 3 | F | Dec 15, 2018 | 0 pts |
| South Shore White | 6 | @ | Valley United Red | 3 | F | Dec 23, 2018 | 0 pts |
| South Shore White | 5 | @ | CC Riders | 1 | F | Jan 12, 2019 | 0 pts |
| Halifax City | 1 | @ | South Shore White | 2 | F | Jan 12, 2019 | 0 pts |
| Halifax Dunbrack | 4 | @ | South Shore White | 2 | F | Jan 19, 2019 | 0 pts |
| United DFC Morgan | 0 | @ | South Shore White | 2 | F | Feb 09, 2019 | 0 pts |
| South Shore White | 2 | @ | United DFC Morgan | 3 | F | Feb 09, 2019 | 0 pts |
| Halifax County Saints | 3 | @ | South Shore White | 2 | F | Feb 23, 2019 | 0 pts |
| South Shore White | 6 | @ | Halifax County Saints | 4 | F | Feb 23, 2019 | 0 pts |
| Bedford | 2 | @ | South Shore White | 4 | F | Mar 02, 2019 | 0 pts |