Head to Head
| Jamaica - Premier League | 2019/10/20 20:00 | Tivoli Gardens v Dunbeholden FC | L | 1-0 |
| Jamaica - Premier League | 2019/02/03 20:00 | Dunbeholden FC v Tivoli Gardens | D | 1-1 |
| Jamaica - Premier League | 2019/01/13 20:00 | Dunbeholden FC v Tivoli Gardens | W | 2-1 |
| Jamaica - Premier League | 2018/09/30 20:30 | Tivoli Gardens v Dunbeholden FC | L | 1-0 |
Home History
| Jamaica - Premier League | 2019/12/01 20:00 | Portmore United v Dunbeholden FC | W | 1-2 |
| Jamaica - Premier League | 2019/11/27 20:00 | Dunbeholden FC v Humble Lions | D | 1-1 |
| Jamaica - Premier League | 2019/11/25 00:00 | Harbour View FC v Dunbeholden FC | W | 1-2 |
| Jamaica - Premier League | 2019/11/17 20:00 | Dunbeholden FC v Vere United | W | 2-1 |
| Jamaica - Premier League | 2019/11/10 20:00 | Dunbeholden FC v Mount Pleasant FA | L | 0-1 |
| Jamaica - Premier League | 2019/11/05 01:00 | Arnett Gardens v Dunbeholden FC | D | 2-2 |
| Jamaica - Premier League | 2019/10/27 20:30 | Dunbeholden FC v UWI FC | W | 1-0 |
| Jamaica - Premier League | 2019/10/20 20:00 | Tivoli Gardens v Dunbeholden FC | L | 1-0 |
Away History
| Jamaica - Premier League | 2019/11/28 20:00 | Mount Pleasant FA v Tivoli Gardens | L | 4-0 |
| Jamaica - Premier League | 2019/11/26 01:00 | Arnett Gardens v Tivoli Gardens | W | 1-3 |
| Jamaica - Premier League | 2019/11/17 20:00 | Tivoli Gardens v Portmore United | L | 0-1 |
| 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 |