[5] Cavalier 0-2 Portmore United [7] 2018-10-07 22:00
Weather: Good Stadium: Stadium East Field Pitch: Good Round: 4
Head to Head
| Jamaica Premier League | 2018/04/15 20:00 | Portmore United v Cavalier | L | 3-0 |
| Jamaica Premier League | 2018/04/08 23:00 | Cavalier v Portmore United | D | 0-0 |
| Jamaica Premier League | 2018/01/21 22:00 | Cavalier v Portmore United | W | 3-0 |
| Jamaica Premier League | 2017/11/28 01:35 | Cavalier v Portmore United | D | 0-0 |
| Jamaica Premier League | 2017/09/25 22:45 | Portmore United v Cavalier | L | 1-0 |
| Jamaica Premier League | 2016/03/08 01:30 | Cavalier v Portmore United | L | 0-1 |
| Jamaica Premier League | 2015/12/09 22:00 | Cavalier v Portmore United | W | 2-1 |
| Jamaica Premier League | 2015/10/04 21:00 | Portmore United v Cavalier | L | 1-0 |
Home History
| Jamaica Premier League | 2018/09/30 20:30 | UWI FC v Cavalier | L | 1-0 |
| Jamaica Premier League | 2018/09/23 22:00 | Cavalier v Arnett Gardens | W | 2-1 |
| Jamaica Premier League | 2018/09/16 20:30 | Reno FC v Cavalier | W | 0-2 |
| Jamaica Premier League | 2018/04/15 20:00 | Portmore United v Cavalier | L | 3-0 |
| Jamaica Premier League | 2018/04/08 23:00 | Cavalier v Portmore United | D | 0-0 |
| Jamaica Premier League | 2018/04/04 20:05 | Tivoli Gardens v Cavalier | W | 0-2 |
| Jamaica Premier League | 2018/04/01 23:00 | Cavalier v Tivoli Gardens | D | 0-0 |
| Jamaica Premier League | 2018/03/21 20:00 | Arnett Gardens v Cavalier | D | 0-0 |
Away History
| Jamaica Premier League | 2018/09/30 20:30 | Portmore United v Humble Lions | D | 0-0 |
| Jamaica Premier League | 2018/09/25 01:35 | Harbour View FC v Portmore United | W | 0-2 |
| Jamaica Premier League | 2018/09/16 20:30 | Portmore United v Mount Pleasant FA | L | 1-2 |
| CONCACAF League | 2018/08/31 02:00 | Portmore United v Motagua | L | 0-2 |
| CONCACAF League | 2018/08/24 02:00 | Motagua v Portmore United | L | 3-2 |
| CONCACAF League | 2018/08/09 23:30 | Portmore United v Santos de Guápiles | D | 8-8 |
| CONCACAF League | 2018/08/02 02:00 | Santos de Guápiles v Portmore United | W | 1-2 |
| CFU Club Championship | 2018/05/13 22:06 | Portmore United v Central FC | W | 2-1 |