Home History
| Jamaica Premier League | 2018/10/21 20:00 | Humble Lions v Dunbeholden FC | W | 3-4 |
| Jamaica Premier League | 2018/10/14 20:30 | Dunbeholden FC v Harbour View FC | L | 0-1 |
| Jamaica Premier League | 2018/10/07 20:30 | Mount Pleasant FA v Dunbeholden FC | W | 0-1 |
| Jamaica Premier League | 2018/09/30 20:30 | Tivoli Gardens v Dunbeholden FC | L | 1-0 |
| Jamaica Premier League | 2018/09/23 20:30 | Dunbeholden FC v Montego Bay Utd | L | 0-1 |
| Jamaica Premier League | 2018/09/18 01:35 | Waterhouse v Dunbeholden FC | L | 1-0 |
| Jamaica Super League | 2018/06/06 21:01 | Barbican FC v Dunbeholden FC | D | 0-0 |
Away History
| Jamaica Premier League | 2018/10/21 22:00 | Cavalier v Montego Bay Utd | W | 5-1 |
| Jamaica Premier League | 2018/10/16 01:35 | Waterhouse v Cavalier | D | 2-2 |
| Jamaica Premier League | 2018/10/07 22:00 | Cavalier v Portmore United | L | 0-2 |
| Jamaica Premier League | 2018/09/30 20:30 | UWI FC v Cavalier | L | 1-0 |
| Jamaica Premier League | 2018/09/23 22:00 | Cavalier v Arnett Gardens | W | 2-1 |
| Jamaica Premier League | 2018/09/16 20:30 | Reno FC v Cavalier | W | 0-2 |
| Jamaica Premier League | 2018/04/15 20:00 | Portmore United v Cavalier | L | 3-0 |
| Jamaica Premier League | 2018/04/08 23:00 | Cavalier v Portmore United | D | 0-0 |