Head to Head
| Jamaica Premier League | 2019/10/06 20:30 | Tivoli Gardens v Portmore United | D | 1-1 |
| Jamaica Premier League | 2019/03/11 00:00 | Tivoli Gardens v Portmore United | W | 3-2 |
| Jamaica Premier League | 2018/11/28 20:00 | Portmore United v Tivoli Gardens | L | 2-0 |
| Jamaica Premier League | 2018/11/04 20:00 | Portmore United v Tivoli Gardens | W | 0-1 |
| Jamaica Premier League | 2018/01/31 20:00 | Tivoli Gardens v Portmore United | L | 1-2 |
| Jamaica Premier League | 2017/12/21 20:00 | Portmore United v Tivoli Gardens | L | 2-0 |
| 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 | L | 2-1 |
Home History
| Jamaica Premier League | 2019/11/10 20:00 | Tivoli Gardens v Molynes United FC | D | 1-1 |
| Jamaica Premier League | 2019/11/03 20:00 | Tivoli Gardens v Humble Lions | L | 1-2 |
| Jamaica Premier League | 2019/10/28 00:00 | Harbour View FC v Tivoli Gardens | L | 1-0 |
| Jamaica Premier League | 2019/10/20 20:00 | Tivoli Gardens v Dunbeholden FC | W | 1-0 |
| Jamaica Premier League | 2019/10/13 20:30 | Vere United v Tivoli Gardens | D | 1-1 |
| Jamaica Premier League | 2019/10/11 00:00 | Waterhouse v Tivoli Gardens | L | 2-1 |
| Jamaica Premier League | 2019/10/06 20:30 | Tivoli Gardens v Portmore United | D | 1-1 |
| Jamaica Premier League | 2019/09/22 20:30 | Tivoli Gardens v Cavalier | W | 2-0 |
Away History
| Jamaica Premier League | 2019/11/10 20:00 | Portmore United v Waterhouse | D | 1-1 |
| Jamaica Premier League | 2019/11/03 22:00 | Cavalier v Portmore United | D | 0-0 |
| Jamaica Premier League | 2019/10/30 20:00 | Portmore United v Mount Pleasant FA | L | 0-2 |
| Jamaica Premier League | 2019/10/22 01:30 | Arnett Gardens v Portmore United | L | 1-0 |
| Jamaica Premier League | 2019/10/13 20:30 | Portmore United v UWI FC | W | 2-1 |
| Jamaica Premier League | 2019/10/06 20:30 | Tivoli Gardens v Portmore United | D | 1-1 |
| Jamaica Premier League | 2019/09/29 20:30 | Portmore United v Humble Lions | W | 2-0 |
| Jamaica Premier League | 2019/09/23 00:00 | Harbour View FC v Portmore United | W | 1-2 |