| Sobota 2. oktober 2021 |
| |
Jamaican National Premier League - Playoffs - Finals | 2021 |
kvote 1x2 |
| Waterhouse FC | 1 - 2
pen
| Cavalier | 2.10 | 3.30 | 3.10 |
|
Jamaican National Premier League - Playoffs - Bronze | 2021 |
kvote 1x2 |
| Mount Pleasant Academy | 1 - 2
pen
| Tivoli Gardens | 2.58 | 2.85 | 2.77 |
| |
| Sreda 29. september 2021 |
| |
|
Jamaican National Premier League - Playoffs - 1/2 Finals | 2021 |
kvote 1x2 |
| Cavalier | 0 - 0
| Tivoli Gardens | | | |
| Waterhouse FC | 1 - 1
| Mount Pleasant Academy | | | |
| |
| Sobota 25. september 2021 |
| |
| Mount Pleasant Academy | 0 - 1
| Waterhouse FC | | | |
| Tivoli Gardens | 0 - 1
| Cavalier | | | |
| |
| Sreda 22. september 2021 |
| |
|
Jamaican National Premier League - Playoffs - 1/4 Finals | 2021 |
kvote 1x2 |
| Mount Pleasant Academy | 1 - 1
| Harbour View | | | |
| Tivoli Gardens | 4 - 0
| Vere United | | | |
| |
| Sobota 18. september 2021 |
| |
| Vere United | 0 - 0
| Tivoli Gardens | | | |
| Harbour View | 1 - 3
| Mount Pleasant Academy | | | |
| |
| Sobota 11. september 2021 |
| |
|
Jamaican National Premier League | 2021 |
kvote 1x2 |
| Vere United | 0 - 1
| Cavalier | | | |
| Tivoli Gardens | 1 - 1
| Molynes United | | | |
| |
| Petek 10. september 2021 |
| |
| Harbour View | 1 - 0
| Arnett Gardens | | | |
| Dunbeholden | 2 - 5
| Mount Pleasant Academy | | | |
| Portmore United | 0 - 1
| Waterhouse FC | | | |
| |
| Sobota 4. september 2021 |
| |
| Tivoli Gardens | 4 - 3
| Humble Lions | | | |
| Arnett Gardens | 1 - 1
| Dunbeholden | | | |
| |
| Petek 3. september 2021 |
| |
| Mount Pleasant Academy | 0 - 0
| Vere United | | | |
| Cavalier | 1 - 0
| Portmore United | | | |
| Molynes United | 1 - 4
| Waterhouse FC | | | |
| |
| Sobota 28. avgust 2021 |
| |
| Waterhouse FC | 4 - 1
| Arnett Gardens | | | |
| Vere United | 0 - 1
| Tivoli Gardens | | | |
| |
| Petek 27. avgust 2021 |
| |
| Cavalier | 2 - 3
| Mount Pleasant Academy | | | |
| Dunbeholden | 2 - 1
| Humble Lions | | | |
| Harbour View | 1 - 0
| Molynes United | | | |
| |
| Ponedeljek 16. avgust 2021 |
| |
| Tivoli Gardens | 1 - 1
| Dunbeholden | | | |
| Arnett Gardens | 3 - 1
| Portmore United | | | |
| |
| Nedelja 15. avgust 2021 |
| |
| Humble Lions | 2 - 0
| Harbour View | | | |
| |
| Sobota 14. avgust 2021 |
| |
| Mount Pleasant Academy | 0 - 2
| Waterhouse FC | | | |
| Molynes United | 1 - 3
| Cavalier | | | |
| |
| Ponedeljek 9. avgust 2021 |
| |
| Vere United | 1 - 0
| Arnett Gardens | | | |
| Waterhouse FC | 2 - 2
| Cavalier | | | |
| |
| Nedelja 8. avgust 2021 |
| |
| Portmore United | 0 - 1
| Mount Pleasant Academy | | | |
| |
| Sobota 7. avgust 2021 |
| |
| Humble Lions | 0 - 1
| Molynes United | | | |
| Harbour View | 1 - 3
| Tivoli Gardens | | | |
| |
| Ponedeljek 2. avgust 2021 |
| |
| Molynes United | 1 - 1
| Arnett Gardens | | | |
| |
| Nedelja 1. avgust 2021 |
| |
| Tivoli Gardens | 1 - 1
| Cavalier | | | |
| Dunbeholden | 2 - 1
| Vere United | | | |
| |
| Sobota 31. julij 2021 |
| |
| Harbour View | 1 - 1
| Portmore United | | | |
| Humble Lions | 2 - 1
| Waterhouse FC | | | |
| |
| Ponedeljek 26. julij 2021 |
| |
| Waterhouse FC | 1 - 1
| Tivoli Gardens | 2.03 | 3.36 | 3.33 |
| |
| Nedelja 25. julij 2021 |
| |
| Mount Pleasant Academy | 1 - 0
| Arnett Gardens | | | |
| Portmore United | 3 - 0
| Humble Lions | | | |
| |
| Sobota 24. julij 2021 |
| |
| Dunbeholden | 3 - 1
| Molynes United | | | |
| Vere United | 3 - 2
| Harbour View | | | |
| |
| Ponedeljek 19. julij 2021 |
| |
| Tivoli Gardens | 1 - 3
| Portmore United | | | |
| |
| Nedelja 18. julij 2021 |
| |
| Molynes United | 2 - 2
| Mount Pleasant Academy | | | |
| Humble Lions | 1 - 3
| Vere United | | | |
| |
| Sobota 17. julij 2021 |
| |
| Harbour View | 2 - 0
| Dunbeholden | | | |
| Arnett Gardens | 0 - 3
| Cavalier | | | |
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