Head to Head
| 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 |
| Jamaica Premier League | 2022/01/30 20:15 | Cavalier v Portmore United | L | 0-1 |
| Jamaica Premier League | 2021/09/03 18:00 | Cavalier v Portmore United | W | 1-0 |
| Jamaica Premier League | 2019/12/12 20:00 | Portmore United v Cavalier | L | 2-1 |
| Jamaica Premier League | 2019/11/03 22:00 | Cavalier v Portmore United | D | 0-0 |
| Jamaica Premier League | 2019/02/10 20:00 | Portmore United v Cavalier | L | 1-0 |
| Jamaica Premier League | 2018/12/23 22:00 | Cavalier v Portmore United | W | 2-1 |
Home History
| Jamaica Premier League | 2023/02/21 00:30 | Cavalier v Vere United | W | 1-0 |
| Jamaica Premier League | 2023/02/12 22:30 | Arnett Gardens v Cavalier | L | 2-1 |
| Jamaica Premier League | 2023/02/05 20:00 | Cavalier v Montego Bay Utd | D | 0-0 |
| Jamaica Premier League | 2023/01/30 22:00 | Molynes United FC v Cavalier | W | 0-2 |
| Jamaica Premier League | 2023/01/22 22:30 | Cavalier v Waterhouse | L | 0-1 |
| Jamaica Premier League | 2023/01/15 20:00 | Portmore United v Cavalier | W | 1-2 |
| Jamaica Premier League | 2023/01/09 22:00 | Humble Lions v Cavalier | W | 1-2 |
| Jamaica Premier League | 2023/01/01 20:00 | Cavalier v Tivoli Gardens | W | 3-0 |
Away History
| Jamaica Premier League | 2023/02/19 20:00 | Portmore United v Arnett Gardens | L | 1-2 |
| Jamaica Premier League | 2023/02/12 20:15 | Montego Bay Utd v Portmore United | D | 1-1 |
| Jamaica Premier League | 2023/02/06 22:00 | Portmore United v Molynes United FC | D | 1-1 |
| Jamaica Premier League | 2023/01/29 21:00 | Waterhouse v Portmore United | D | 1-1 |
| Jamaica Premier League | 2023/01/22 20:00 | Humble Lions v Portmore United | L | 1-0 |
| Jamaica Premier League | 2023/01/15 20:00 | Portmore United v Cavalier | L | 1-2 |
| Jamaica Premier League | 2023/01/08 20:00 | Tivoli Gardens v Portmore United | D | 0-0 |
| Jamaica Premier League | 2023/01/03 00:30 | Portmore United v Harbour View FC | W | 1-0 |