[11] Montego Bay Utd 3-2 Portmore United [3] 2023-12-03 20:00
Stadion: Montego Bay Sports Complex Round: 8
Head to Head
| Jamaika - Premier League | 2023/02/12 20:15 | Montego Bay Utd v Portmore United | D | 1-1 |
| Jamaika - Premier League | 2022/10/23 18:00 | Portmore United v Montego Bay Utd | D | 1-1 |
| Jamaika - Premier League | 2022/05/23 22:00 | Portmore United v Montego Bay Utd | W | 0-1 |
| Jamaika - Premier League | 2022/03/07 20:15 | Montego Bay Utd v Portmore United | L | 0-1 |
| Jamaika - Premier League | 2019/03/17 20:30 | Montego Bay Utd v Portmore United | L | 1-5 |
| Jamaika - Premier League | 2019/01/16 20:00 | Portmore United v Montego Bay Utd | L | 1-0 |
| Jamaika - Premier League | 2018/11/11 20:00 | Portmore United v Montego Bay Utd | L | 1-0 |
| Jamaika - Premier League | 2018/03/18 21:00 | Montego Bay Utd v Portmore United | L | 1-2 |
Home History
| Jamaika - Premier League | 2023/11/27 20:00 | Montego Bay Utd v Mount Pleasant FA | L | 1-2 |
| Jamaika - Premier League | 2023/11/23 20:00 | Humble Lions v Montego Bay Utd | L | 3-2 |
| Jamaika - Premier League | 2023/11/20 00:00 | Montego Bay Utd v Arnett Gardens | L | 1-3 |
| Jamaika - Premier League | 2023/11/12 20:00 | Vere United v Montego Bay Utd | D | 1-1 |
| Jamaika - Premier League | 2023/11/05 20:00 | Montego Bay Utd v Cavalier | W | 1-0 |
| Jamaika - Premier League | 2023/10/31 00:30 | Waterhouse v Montego Bay Utd | L | 3-0 |
| Jamaika - Premier League | 2023/10/22 18:00 | Lime Hall v Montego Bay Utd | D | 0-0 |
| Jamaika - Premier League | 2023/05/07 20:15 | Montego Bay Utd v Cavalier | L | 1-2 |
Away History
| Jamaika - Premier League | 2023/11/28 00:30 | Portmore United v Tivoli Gardens | D | 0-0 |
| Jamaika - Premier League | 2023/11/22 22:30 | Harbour View FC v Portmore United | D | 1-1 |
| Jamaika - Premier League | 2023/11/19 20:00 | Portmore United v Molynes United FC | W | 2-0 |
| Jamaika - Premier League | 2023/11/12 20:00 | Dunbeholden FC v Portmore United | W | 0-2 |
| Jamaika - Premier League | 2023/11/05 20:00 | Portmore United v Treasure Beach FC | W | 3-1 |
| Jamaika - Premier League | 2023/10/22 20:30 | Mount Pleasant FA v Portmore United | L | 1-0 |
| Jamaika - Pokal | 2023/05/27 01:00 | Cavalier v Portmore United | W | 0-2 |
| Jamaika - Pokal | 2023/05/20 01:00 | Portmore United v Harbour View FC | W | 4-3 |