Head to Head
| Jamaica Premier League | 2024/12/29 20:00 | Portmore United v Cavalier | D | 1-1 |
| Jamaica Premier League | 2024/09/22 22:30 | Cavalier v Portmore United | W | 2-1 |
| Jamaica Premier League | 2024/03/18 22:00 | Cavalier v Portmore United | L | 0-1 |
| Jamaica Premier League | 2023/12/17 20:00 | Portmore United v Cavalier | L | 1-0 |
| Jamaica Cup | 2023/05/27 01:00 | Cavalier v Portmore United | L | 0-2 |
| Jamaica Premier League | 2023/04/16 20:00 | Cavalier v Portmore United | W | 2-0 |
| Jamaica Premier League | 2023/01/15 20:00 | Portmore United v Cavalier | W | 1-2 |
| Jamaica Premier League | 2022/04/17 20:00 | Portmore United v Cavalier | D | 0-0 |
Home History
| Jamaica Premier League | 2025/01/12 20:00 | Dunbeholden FC v Cavalier | W | 0-2 |
| Jamaica Premier League | 2025/01/07 00:45 | Cavalier v Waterhouse | D | 2-2 |
| Jamaica Premier League | 2024/12/29 20:00 | Portmore United v Cavalier | D | 1-1 |
| Jamaica Premier League | 2024/12/22 22:30 | Cavalier v Humble Lions | W | 3-1 |
| Jamaica Premier League | 2024/12/19 00:30 | Montego Bay Utd v Cavalier | D | 1-1 |
| Jamaica Premier League | 2024/12/15 21:00 | Cavalier v Chapelton Maroons FC | L | 1-3 |
| Jamaica Premier League | 2024/12/13 00:00 | Arnett Gardens v Cavalier | W | 1-2 |
| Jamaica Premier League | 2024/12/08 21:00 | Cavalier v Molynes United FC | W | 5-1 |
Away History
| Jamaica Premier League | 2025/01/12 20:00 | Vere United v Portmore United | W | 0-2 |
| Jamaica Premier League | 2025/01/06 22:00 | Tivoli Gardens v Portmore United | D | 1-1 |
| Jamaica Premier League | 2024/12/29 20:00 | Portmore United v Cavalier | D | 1-1 |
| Jamaica Premier League | 2024/12/22 20:00 | Mount Pleasant FA v Portmore United | L | 1-0 |
| Jamaica Premier League | 2024/12/08 20:00 | Portmore United v Racing United FC | D | 1-1 |
| Jamaica Premier League | 2024/12/01 20:00 | Dunbeholden FC v Portmore United | D | 3-3 |
| Jamaica Premier League | 2024/11/24 20:00 | Portmore United v Waterhouse | D | 0-0 |
| Jamaica Premier League | 2024/11/17 20:15 | Portmore United v Arnett Gardens | L | 0-1 |
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