[5] Cavalier 0-2 Portmore United [7] 2018-08-08 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 | 2018/04/15 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 |
| Jamaica Premier League | 2018/03/18 21:00 | Cavalier v Reno FC | W | 4-0 |
| Jamaica Premier League | 2018/03/11 20:00 | UWI FC v Cavalier | L | 2-1 |
| Jamaica Premier League | 2018/03/06 01:35 | Cavalier v Boys Town | D | 1-1 |
Away History
| 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 |
| Jamaica Premier League | 2018/04/24 01:35 | Portmore United v Waterhouse | W | 4-3 |
| Jamaica Premier League | 2018/04/15 20:00 | Portmore United v Cavalier | W | 3-0 |
| Jamaica Premier League | 2018/04/08 23:00 | Cavalier v Portmore United | D | 0-0 |
| Jamaica Premier League | 2018/03/21 20:00 | Portmore United v Harbour View FC | L | 0-1 |
| Jamaica Premier League | 2018/03/18 21:00 | Montego Bay Utd v Portmore United | W | 1-2 |
| Jamaica Premier League | 2018/03/13 01:35 | Arnett Gardens v Portmore United | D | 2-2 |