[1] Portmore United 2-0 Tivoli Gardens [3] 2017-12-21 20:00
Clima: Quente Estádio: Complexo Desportivo Ferdi Neita Relvado: Céu Limpo Round: 17
Head to Head
| Jamaica - Premier League | 2017/10/08 20:30 | Portmore United v Tivoli Gardens | D | 1-1 |
| Jamaica - Premier League | 2017/04/30 20:00 | Portmore United v Tivoli Gardens | W | 2-1 |
| Jamaica - Premier League | 2017/04/23 20:00 | Tivoli Gardens v Portmore United | D | 1-1 |
| Jamaica - Premier League | 2017/03/01 20:30 | Tivoli Gardens v Portmore United | L | 2-1 |
| Jamaica - Premier League | 2016/12/21 20:00 | Portmore United v Tivoli Gardens | W | 2-0 |
| Jamaica - Premier League | 2016/09/18 20:30 | Portmore United v Tivoli Gardens | L | 0-1 |
| Jamaica - Premier League | 2016/02/28 20:00 | Tivoli Gardens v Portmore United | L | 1-0 |
| Jamaica - Premier League | 2016/01/14 20:00 | Portmore United v Tivoli Gardens | W | 1-0 |
Home History
| Jamaica - Premier League | 2017/12/17 20:00 | Boys Town v Portmore United | W | 0-4 |
| Jamaica - Premier League | 2017/12/13 20:00 | Portmore United v Waterhouse | W | 2-1 |
| Jamaica - Premier League | 2017/12/10 20:00 | Sandals South Coast FC v Portmore United | W | 0-2 |
| Jamaica - Premier League | 2017/12/03 20:00 | Portmore United v Montego Bay Utd | W | 5-1 |
| Jamaica - Premier League | 2017/11/28 01:35 | Cavalier v Portmore United | D | 0-0 |
| Jamaica - Premier League | 2017/11/24 00:00 | Harbour View FC v Portmore United | W | 0-1 |
| Jamaica - Premier League | 2017/11/19 20:00 | Portmore United v Montego Bay Utd | D | 0-0 |
| Jamaica - Premier League | 2017/11/12 20:00 | Portmore United v Arnett Gardens | D | 0-0 |
Away History
| Jamaica - Premier League | 2017/12/17 20:00 | Tivoli Gardens v UWI FC | W | 3-2 |
| Jamaica - Premier League | 2017/12/13 20:00 | Tivoli Gardens v Boys Town | W | 3-0 |
| Jamaica - Premier League | 2017/12/11 00:30 | Waterhouse v Tivoli Gardens | D | 0-0 |
| Jamaica - Premier League | 2017/12/03 20:00 | Tivoli Gardens v Sandals South Coast FC | W | 1-0 |
| Jamaica - Premier League | 2017/11/27 00:00 | Montego Bay Utd v Tivoli Gardens | L | 2-1 |
| Jamaica - Premier League | 2017/11/22 20:00 | Tivoli Gardens v UWI FC | D | 0-0 |
| Jamaica - Premier League | 2017/11/19 20:00 | Boys Town v Tivoli Gardens | W | 2-4 |
| Jamaica - Premier League | 2017/11/12 20:00 | Tivoli Gardens v Humble Lions | W | 2-0 |