[3] Cavalier 2-1 Portmore United [1] 2018-12-23 22:00
Weather: Good Stadium: Stadium East Field Pitch: Excellent Round: 19
Head to Head
| Jamaica Premier League | 2018/10/07 22:00 | Cavalier v Portmore United | L | 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 | 2018/01/21 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 |