Head to Head
| Jamaica Premier League | 2024/10/01 00:30 | Portmore United v Tivoli Gardens | L | 2-1 |
| Jamaica Premier League | 2024/02/25 21:00 | Tivoli Gardens v Portmore United | D | 0-0 |
| Jamaica Premier League | 2023/11/28 00:30 | Portmore United v Tivoli Gardens | D | 0-0 |
| Jamaica Premier League | 2023/04/09 21:00 | Portmore United v Tivoli Gardens | L | 2-1 |
| Jamaica Premier League | 2023/01/08 20:00 | Tivoli Gardens v Portmore United | D | 0-0 |
| 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 |
Home History
| Jamaica Premier League | 2024/12/22 20:00 | Molynes United FC v Tivoli Gardens | W | 0-2 |
| Jamaica Premier League | 2024/12/08 22:30 | Tivoli Gardens v Montego Bay Utd | L | 2-4 |
| Jamaica Premier League | 2024/12/01 20:00 | Chapelton Maroons FC v Tivoli Gardens | W | 2-3 |
| Jamaica Premier League | 2024/11/24 23:00 | Tivoli Gardens v Harbour View FC | W | 6-0 |
| Jamaica Premier League | 2024/11/21 20:00 | Dunbeholden FC v Tivoli Gardens | L | 2-1 |
| Jamaica Premier League | 2024/11/17 20:00 | Vere United v Tivoli Gardens | D | 2-2 |
| Jamaica Premier League | 2024/11/12 00:30 | Arnett Gardens v Tivoli Gardens | L | 2-1 |
| Jamaica Premier League | 2024/11/03 22:30 | Tivoli Gardens v Cavalier | D | 1-1 |
Away History
| Jamaica Premier League | 2024/12/22 20:00 | Mount Pleasant FA v Portmore United | L | 1-0 |
| Jamaica Premier League | 2024/12/08 20:00 | Portmore United v Racing United FC | D | 1-1 |
| Jamaica Premier League | 2024/12/01 20:00 | Dunbeholden FC v Portmore United | D | 3-3 |
| Jamaica Premier League | 2024/11/24 20:00 | Portmore United v Waterhouse | D | 0-0 |
| Jamaica Premier League | 2024/11/17 20:15 | Portmore United v Arnett Gardens | L | 0-1 |
| Jamaica Premier League | 2024/11/10 20:00 | Humble Lions v Portmore United | W | 0-1 |
| Jamaica Premier League | 2024/11/03 20:00 | Portmore United v Molynes United FC | W | 4-0 |
| Jamaica Premier League | 2024/10/27 22:30 | Montego Bay Utd v Portmore United | D | 0-0 |