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FOURTH ROUND |
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| Where | When | HOME TEAMS | AWAY TEAMS | VENUE | Results |
| Away | Apr 23 | WATERHOUSE FC | HARBOUR VIEW FC | Drewsland Stadium | 1 - 1 |
| Away | Apr 27 | PORTMORE UNITED | HARBOUR VIEW FC | Ferdie Neita Park | 1 - 1 |
| Away | Apr 30 | TIVOLI GARDENS FC | HARBOUR VIEW FC | Edward Seaga Stadium | 2 - 0 |
| Home | May 07 | HARBOUR VIEW FC | BOYS TOWN FC | HARBOUR VIEW STADIUM | 0 - 0 |
| Home | May 11 | SPORTING CENTRAL ACDMY | HARBOUR VIEW FC | Brancourt | 1 - 1 |
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THIRD ROUND |
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| Where | When | HOME TEAMS | AWAY TEAMS | VENUE | Results |
| Home | Feb 20 | HARBOUR VIEW FC | ST. GEORGES SC | HARBOUR VIEW STADIUM | 0 - 2 |
| Away | Feb 24 | RENO FC | HARBOUR VIEW FC | STETHS | 2 - 2 |
| Home | Feb 27 | HARBOUR VIEW FC | VILLAGE UNITED | HARBOUR VIEW STADIUM | 1 - 2 |
| Home | Mar 02 | HARBOUR VIEW FC | SPORTING CENTRAL ACADEMY | HARBOUR VIEW STADIUM | 3 - 0 |
| Away | Mar 09 | AUGUST TOWN FC | HARBOUR VIEW FC | U.W.I. | 2 - 2 |
| Home | Mar 12 | HARBOUR VIEW FC | DC UNITED FC | HARBOUR VIEW STADIUM | 1 - 1 |
| Home | Mar 16 | HARBOUR VIEW FC | WATERHOUSE FC | HARBOUR VIEW STADIUM | 1 - 0 |
| Away | Mar 23 | SEBA UNITED FC | HARBOUR VIEW FC | JARRETT PARK | 0 - 0 |
| Away | Mar 30 | BOYS TOWN FC | HARBOUR VIEW FC | COLLIE SMITH DRIVE | 1 - 1 |
| Home | Apr 06 | HARBOUR VIEW FC | PORTMORE UNITED | HARBOUR VIEW STADIUM | 1 - 1 |
| Home | Apr 13 | HARBOUR VIEW FC | TIVOLI GARDENS FC | HARBOUR VIEW STADIUM | 1 - 0 |
| Away | Apr 16 | ARNETT GARDEN FC | HARBOUR VIEW FC | ANTHONY SPAULDING COMPLEX | 1 - 0 |
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SECOND ROUND |
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| Where | When | HOME TEAMS | AWAY TEAMS | VENUE | Results |
| Away | Dec 19 | ST. GEORGES SC | HARBOUR VIEW FC | LYNCH PARK | 2 - 0 |
| Home | Dec 23 | HARBOUR VIEW FC | RENO FC | HARBOUR VIEW STADIUM | 1 - 0 |
| Away | Dec 30 | VILLAGE UNITED | HARBOUR VIEW FC | Elliston Wakeland Center | 1 - 1 |
| Away | Jan 02 | SPORTING CENTRAL ACADEMY | HARBOUR VIEW FC | Brancourt | 0 - 3 |
| Home | Jan 06 | HARBOUR VIEW FC | AUGUST TOWN FC | HARBOUR VIEW STADIUM | 1 - 0 |
| Away | Jan 09 | WATERHOUSE FC | HARBOUR VIEW FC | Drewsland Stadium | 1 - 1 |
| Home | Jan 13 | HARBOUR VIEW FC | SEBA UNITED FC | HARBOUR VIEW STADIUM | 4 - 2 |
| Home | Jan 20 | HARBOUR VIEW FC | BOYS TOWN FC | HARBOUR VIEW STADIUM | 0 - 0 |
| Away | Jan 23 | PORTMORE UNITED | HARBOUR VIEW FC | Ferdie Neita Park | 0 - 0 |
| Away | Jan 27 | TIVOLI GARDENS FC | HARBOUR VIEW FC | Edward Seaga Stadium | 2 - 1 |
| Home | Jan 30 | HARBOUR VIEW FC | ARNETT GARDEN FC | HARBOUR VIEW STADIUM | 1 - 1 |
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FIRST ROUND |
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| Where | When | HOME TEAMS | AWAY TEAMS | VENUE | Results |
| Home | Sep 30 | HARBOUR VIEW FC | ST. GEORGES SC | HARBOUR VIEW STADIUM | 0 - 0 |
| Away | Oct 07 | RENO FC | HARBOUR VIEW FC | STETHS | 1 - 1 |
| Home | Oct 14 | HARBOUR VIEW FC | VILLAGE UNITED | HARBOUR VIEW STADIUM | 3 - 0 |
| Home | Oct 21 | HARBOUR VIEW FC | SPORTING CENTRAL ACADEMY | HARBOUR VIEW STADIUM | 2 - 2 |