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| Date | Match | Score |
|---|---|---|
| 01.02.2026 | Harbour View - Tivoli Gardens | 2 : 2 |
| 12.10.2025 | Tivoli Gardens - Harbour View | 2 : 1 |
| 20.04.2025 | Tivoli Gardens - Harbour View | 2 : 1 |
| 23.02.2025 | Harbour View - Tivoli Gardens | 2 : 2 |
| 24.11.2024 | Tivoli Gardens - Harbour View | 6 : 0 |
| 26.03.2024 | Tivoli Gardens - Harbour View | 1 : 0 |
| 27.12.2023 | Harbour View - Tivoli Gardens | 0 : 3 |
| 19.03.2023 | Harbour View - Tivoli Gardens | 2 : 2 |
| 22.12.2022 | Tivoli Gardens - Harbour View | 1 : 1 |
| 17.04.2022 | Harbour View - Tivoli Gardens | 3 : 2 |
| Date | Match | Score | Res |
|---|---|---|---|
| 06.05.2026 | Cavalier - Harbour View | 2 - 1 | L |
| 03.05.2026 | Molynes United - Harbour View | 0 - 1 | W |
| 26.04.2026 | Harbour View - Montego Bay United | 4 - 3 | W |
| 23.04.2026 | Dunbeholden - Harbour View | 4 - 0 | L |
| 19.04.2026 | Harbour View - Waterhouse | 0 - 1 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 06.05.2026 | Portmore United - Tivoli Gardens | 3 - 0 | L |
| 03.05.2026 | Tivoli Gardens - Cavalier | 0 - 2 | L |
| 30.04.2026 | Treasure Beach - Tivoli Gardens | 4 - 2 | L |
| 27.04.2026 | Molynes United - Tivoli Gardens | 2 - 0 | L |
| 22.04.2026 | Montego Bay United - Tivoli Gardens | 5 - 1 | L |