[12] Tivoli Gardens 0-0 Portmore United [5] 2023-01-08 20:00
Estádio: Complexo Desportivo Edward Seaga Round: 9
Head to Head
| Jamaica - Premier League | 2022/04/04 22:00 | Portmore United v Tivoli Gardens | D | 1-1 |
| Jamaica - Premier League | 2022/01/17 20:15 | Tivoli Gardens v Portmore United | D | 1-1 |
| Jamaica - Premier League | 2021/07/19 20:30 | Tivoli Gardens v Portmore United | L | 1-3 |
| Jamaica - Premier League | 2020/03/01 20:30 | Portmore United v Tivoli Gardens | W | 0-1 |
| Jamaica - Premier League | 2019/11/17 20:00 | Tivoli Gardens v Portmore United | L | 0-1 |
| 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 |
Home History
| Jamaica - Premier League | 2023/01/01 20:00 | Cavalier v Tivoli Gardens | L | 3-0 |
| Jamaica - Premier League | 2022/12/28 20:00 | Humble Lions v Tivoli Gardens | L | 1-0 |
| Jamaica - Premier League | 2022/12/22 00:30 | Tivoli Gardens v Harbour View FC | D | 1-1 |
| Jamaica - Premier League | 2022/12/04 22:00 | Tivoli Gardens v Dunbeholden FC | L | 0-2 |
| Jamaica - Premier League | 2022/11/30 20:00 | Mount Pleasant FA v Tivoli Gardens | L | 3-1 |
| Jamaica - Premier League | 2022/11/20 18:00 | Faulkland FC v Tivoli Gardens | D | 2-2 |
| Jamaica - Premier League | 2022/10/30 22:30 | Tivoli Gardens v Chapelton Maroons FC | W | 3-0 |
| Jamaica - Premier League | 2022/10/23 20:00 | Vere United v Tivoli Gardens | D | 1-1 |
Away History
| Jamaica - Premier League | 2023/01/03 00:30 | Portmore United v Harbour View FC | W | 1-0 |
| Jamaica - Premier League | 2022/12/28 18:00 | Faulkland FC v Portmore United | W | 1-3 |
| Jamaica - Premier League | 2022/12/21 22:15 | Portmore United v Dunbeholden FC | D | 0-0 |
| Jamaica - Premier League | 2022/12/05 22:00 | Chapelton Maroons FC v Portmore United | W | 0-1 |
| Jamaica - Premier League | 2022/11/22 00:30 | Mount Pleasant FA v Portmore United | D | 0-0 |
| Jamaica - Premier League | 2022/11/17 20:15 | Arnett Gardens v Portmore United | D | 1-1 |
| Jamaica - Premier League | 2022/11/08 00:30 | Portmore United v Vere United | D | 0-0 |
| Jamaica - Premier League | 2022/10/23 18:00 | Portmore United v Montego Bay Utd | D | 1-1 |