[4] Portmore United 0-1 Arnett Gardens [5] 2024-04-29 22:00
Stadium: Ferdi Neita Sports Complex Round: 3
Head to Head
| Jamaica - Premier League | 2024/04/23 00:30 | Arnett Gardens v Portmore United | D | 1-1 |
| Jamaica - Premier League | 2024/03/31 23:00 | Arnett Gardens v Portmore United | D | 1-1 |
| Jamaica - Premier League | 2023/12/31 20:00 | Portmore United v Arnett Gardens | W | 2-0 |
| Jamaica - Premier League | 2023/02/19 20:00 | Portmore United v Arnett Gardens | L | 1-2 |
| Jamaica - Premier League | 2022/11/17 20:15 | Arnett Gardens v Portmore United | D | 1-1 |
| Jamaica - Premier League | 2022/04/10 22:15 | Arnett Gardens v Portmore United | L | 2-1 |
| Jamaica - Premier League | 2022/01/25 18:00 | Portmore United v Arnett Gardens | L | 1-2 |
| Jamaica - Premier League | 2021/08/16 18:00 | Arnett Gardens v Portmore United | L | 3-1 |
| Jamaica - Premier League | 2020/01/12 20:00 | Portmore United v Arnett Gardens | W | 2-0 |
| Jamaica - Premier League | 2019/10/22 01:30 | Arnett Gardens v Portmore United | L | 1-0 |
| Jamaica - Premier League | 2019/02/24 20:00 | Portmore United v Arnett Gardens | W | 3-0 |
| Jamaica - Premier League | 2019/01/10 00:00 | Arnett Gardens v Portmore United | W | 0-1 |
| Jamaica - Premier League | 2018/10/21 22:00 | Arnett Gardens v Portmore United | W | 2-3 |
| Jamaica - Premier League | 2018/03/13 01:35 | Arnett Gardens v Portmore United | D | 2-2 |
| Jamaica - Premier League | 2018/01/07 20:00 | Portmore United v Arnett Gardens | W | 5-1 |
| Jamaica - Premier League | 2017/11/12 20:00 | Portmore United v Arnett Gardens | D | 0-0 |
| Jamaica - Playoff | 2017/06/06 01:30 | Arnett Gardens v Portmore United | L | 2-1 |
| Jamaica - Premier League | 2017/03/23 20:30 | Portmore United v Arnett Gardens | D | 2-2 |
| Jamaica - Premier League | 2017/01/29 20:00 | Portmore United v Arnett Gardens | W | 3-1 |
| Jamaica - Premier League | 2016/10/09 20:30 | Arnett Gardens v Portmore United | L | 2-0 |
| Jamaica - Premier League | 2016/04/03 20:30 | Portmore United v Arnett Gardens | L | 1-3 |
| Jamaica - Premier League | 2016/01/19 01:40 | Arnett Gardens v Portmore United | L | 2-1 |
| Jamaica - Premier League | 2015/11/08 20:00 | Portmore United v Arnett Gardens | W | 1-0 |
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