[12] Tivoli Gardens 1-1 Portmore United [8] 2019-10-06 20:30
Stadium: Edward Seaga Sports Complex Round: 6
Head to Head
| 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 |
| Jamaica Premier League | 2017/04/23 20:00 | Tivoli Gardens v Portmore United | D | 1-1 |
Home History
| Jamaica Premier League | 2019/09/22 20:30 | Tivoli Gardens v Cavalier | W | 2-0 |
| Jamaica Premier League | 2019/09/15 21:00 | Mount Pleasant FA v Tivoli Gardens | L | 1-0 |
| Jamaica Premier League | 2019/09/08 20:30 | Tivoli Gardens v Arnett Gardens | L | 0-1 |
| Jamaica Premier League | 2019/09/01 20:30 | UWI FC v Tivoli Gardens | L | 4-0 |
| Jamaica Premier League | 2019/03/20 20:30 | Cavalier v Tivoli Gardens | L | 3-0 |
| Jamaica Premier League | 2019/03/17 20:30 | Tivoli Gardens v Waterhouse | L | 2-4 |
| Jamaica Premier League | 2019/03/14 20:30 | Humble Lions v Tivoli Gardens | L | 2-0 |
| Jamaica Premier League | 2019/03/11 00:00 | Tivoli Gardens v Portmore United | W | 3-2 |
Away History
| 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 |
| Jamaica Premier League | 2019/09/15 20:30 | Portmore United v Dunbeholden FC | L | 0-1 |
| Jamaica Premier League | 2019/09/08 20:30 | Vere United v Portmore United | L | 2-0 |
| Jamaica Premier League | 2019/09/03 01:30 | Portmore United v Molynes United FC | L | 0-3 |
| CFU Club Championship | 2019/05/17 01:00 | Portmore United v Waterhouse | D | 1-1 |
| CFU Club Championship | 2019/05/15 01:00 | Portmore United v AS Capoise | W | 1-0 |
| CFU Club Championship | 2019/05/12 22:30 | Portmore United v Real Hope FA | W | 1-0 |