Home History
| CFU Caribbean Cup | 2023/11/03 00:00 | Robin Hood FC v Moca FC | W | 4-2 |
| CFU Caribbean Cup | 2023/10/25 22:00 | Moca FC v Robin Hood FC | L | 1-0 |
| CFU Caribbean Cup | 2023/10/06 00:06 | Robin Hood FC v Atletico Pantoja | W | 3-1 |
| CFU Caribbean Cup | 2023/09/28 00:06 | Harbour View FC v Robin Hood FC | L | 3-2 |
| CFU Caribbean Cup | 2023/09/22 00:06 | Dunbeholden FC v Robin Hood FC | W | 0-2 |
| CFU Caribbean Cup | 2023/09/01 00:06 | Robin Hood FC v Cibao FC | W | 1-0 |
| Caribbean Club Shield | 2023/08/13 23:00 | Robin Hood FC v Golden Lion | W | 5-1 |
| Caribbean Club Shield | 2023/08/11 20:00 | Robin Hood FC v Metropolitan FA | W | 5-0 |
Away History
| Jamaicai Premier Liga | 2023/11/23 20:00 | Vere United v Cavalier | W | 1-3 |
| Jamaicai Premier Liga | 2023/11/19 18:00 | Lime Hall v Cavalier | D | 1-1 |
| Jamaicai Premier Liga | 2023/11/14 00:30 | Cavalier v Waterhouse | D | 1-1 |
| Jamaicai Premier Liga | 2023/11/09 20:00 | Harbour View FC v Cavalier | W | 1-3 |
| Jamaicai Premier Liga | 2023/11/05 20:00 | Montego Bay Utd v Cavalier | L | 1-0 |
| CFU Caribbean Cup | 2023/11/01 00:00 | Cavalier v Harbour View FC | D | 0-0 |
| CFU Caribbean Cup | 2023/10/25 00:00 | Harbour View FC v Cavalier | W | 0-5 |
| Amerikai barátságos mérkőzések | 2023/10/15 23:00 | Mount Pleasant FA v Cavalier | L | 3-1 |