[9] Montego Bay Utd 1-3 Arnett Gardens [5] 2023-11-20 00:00
Stadium: Montego Bay Sports Complex Round: 5
Head to Head
| Jamaica - Premier League | 2023/03/12 22:30 | Arnett Gardens v Montego Bay Utd | D | 1-1 |
| Jamaica - Premier League | 2022/11/20 20:15 | Montego Bay Utd v Arnett Gardens | W | 2-1 |
| Jamaica - Premier League | 2022/05/08 22:15 | Montego Bay Utd v Arnett Gardens | D | 2-2 |
| Jamaica - Premier League | 2022/02/19 20:15 | Arnett Gardens v Montego Bay Utd | L | 3-1 |
| Jamaica - Premier League | 2019/03/10 20:30 | Montego Bay Utd v Arnett Gardens | L | 1-2 |
| Jamaica - Premier League | 2018/11/26 00:00 | Arnett Gardens v Montego Bay Utd | L | 3-0 |
| Jamaica - Premier League | 2018/11/06 01:35 | Arnett Gardens v Montego Bay Utd | D | 0-0 |
| Jamaica - Premier League | 2018/03/04 20:30 | Montego Bay Utd v Arnett Gardens | D | 1-1 |
Home History
| Jamaica - Premier League | 2023/11/12 20:00 | Vere United v Montego Bay Utd | D | 1-1 |
| Jamaica - Premier League | 2023/11/05 20:00 | Montego Bay Utd v Cavalier | W | 1-0 |
| Jamaica - Premier League | 2023/10/31 00:30 | Waterhouse v Montego Bay Utd | L | 3-0 |
| Jamaica - Premier League | 2023/10/22 18:00 | Lime Hall v Montego Bay Utd | D | 0-0 |
| Jamaica - Premier League | 2023/05/07 20:15 | Montego Bay Utd v Cavalier | L | 1-2 |
| Jamaica - Premier League | 2023/04/30 20:00 | Tivoli Gardens v Montego Bay Utd | L | 5-2 |
| Jamaica - Premier League | 2023/04/23 22:30 | Montego Bay Utd v Harbour View FC | L | 0-1 |
| Jamaica - Premier League | 2023/04/16 20:00 | Montego Bay Utd v Faulkland FC | W | 2-1 |
Away History
| Jamaica - Premier League | 2023/11/12 23:00 | Arnett Gardens v Tivoli Gardens | L | 1-3 |
| Jamaica - Premier League | 2023/11/07 00:30 | Harbour View FC v Arnett Gardens | D | 2-2 |
| Jamaica - Premier League | 2023/10/30 22:00 | Molynes United FC v Arnett Gardens | W | 0-4 |
| Jamaica - Premier League | 2023/10/24 00:30 | Arnett Gardens v Dunbeholden FC | D | 0-0 |
| Jamaica - Playoff | 2023/06/11 20:00 | Arnett Gardens v Harbour View FC | W | 1-0 |
| Jamaica - Premier League | 2023/06/04 22:00 | Arnett Gardens v Mount Pleasant FA | L | 1-3 |
| Jamaica - Premier League | 2023/05/30 00:30 | Mount Pleasant FA v Arnett Gardens | D | 2-2 |
| Jamaica - Premier League | 2023/05/07 20:15 | Arnett Gardens v Tivoli Gardens | W | 4-1 |