[7] Portmore United 1-0 Cavalier [7] 2017-09-25 22:45
Weather: Good Stadium: Ferdi Neita Sports Complex Pitch: Good Round: 1
Head to Head
| Jamaica Premier League | 2016/03/08 01:30 | Cavalier v Portmore United | W | 0-1 |
| Jamaica Premier League | 2015/12/09 22:00 | Cavalier v Portmore United | L | 2-1 |
| Jamaica Premier League | 2015/10/04 21:00 | Portmore United v Cavalier | W | 1-0 |
Home History
| CONCACAF League | 2017/08/10 00:00 | Plaza Amador v Portmore United | L | 6-4 |
| CONCACAF League | 2017/08/03 00:00 | Portmore United v Plaza Amador | W | 1-0 |
| Jamaica Play-Offs | 2017/06/06 01:30 | Arnett Gardens v Portmore United | L | 2-1 |
| Jamaica Premier League | 2017/05/28 20:00 | UWI FC v Portmore United | W | 0-2 |
| CFU Club Championship | 2017/05/18 21:36 | San Juan Jabloteh v Portmore United | D | 2-2 |
| CFU Club Championship | 2017/05/16 21:36 | Portmore United v Racing FC des Gonaives | W | 1-0 |
| Jamaica Premier League | 2017/05/07 20:00 | Portmore United v UWI FC | L | 1-2 |
| Jamaica Premier League | 2017/04/30 20:00 | Portmore United v Tivoli Gardens | W | 2-1 |
Away History
| Jamaica Play-Offs | 2017/06/21 20:34 | Cavalier v Rivoli United | D | 1-1 |
| Jamaica Super League | 2017/05/13 02:57 | Cavalier v Santos FC Kingston | W | 2-1 |
| Jamaica Super League | 2017/05/06 01:53 | Browns Town v Cavalier | D | 1-1 |
| Jamaica Cup | 2017/04/09 23:47 | Cavalier v Waterhouse | W | 2-1 |
| Jamaica Super League | 2017/04/01 01:01 | Cavalier v Browns Town | L | 0-1 |
| Jamaica Super League | 2017/03/25 20:04 | Cavalier v Real Mona | W | 5-0 |
| Jamaica Cup | 2017/03/08 20:43 | Cavalier v Rockfort FC | W | 1-0 |
| Jamaica Super League | 2017/02/18 21:46 | Barbican FC v Cavalier | D | 0-0 |