Home History
| CONCACAF 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 |
| Caribbean Club Shield | 2023/08/04 23:45 | Universidad O&M v Robin Hood FC | W | 1-2 |
| CONCACAF League | 2019/08/28 00:00 | CA Independiente de la Chorrera v Robin Hood FC | L | 2-1 |
| CONCACAF League | 2019/08/21 00:00 | Robin Hood FC v CA Independiente de la Chorrera | D | 1-1 |
| CONCACAF League | 2019/08/08 00:00 | AS Capoise v Robin Hood FC | D | 1-1 |
| CONCACAF League | 2019/08/01 00:00 | Robin Hood FC v AS Capoise | D | 0-0 |
Away History
| CFU Club Championship | 2023/08/31 22:06 | Cavalier v AC Port Of Spain | W | 2-1 |
| CONCACAF Caribbean Cup | 2023/08/25 00:06 | Defence Force FC v Cavalier | D | 1-1 |
| Jamaica Premier League | 2023/06/12 00:00 | Mount Pleasant FA v Cavalier | L | 2-1 |
| Jamaica Premier League | 2023/06/05 01:00 | Cavalier v Harbour View FC | W | 2-0 |
| Jamaica Premier League | 2023/05/29 22:00 | Harbour View FC v Cavalier | W | 0-1 |
| Jamaica Cup | 2023/05/27 01:00 | Cavalier v Portmore United | L | 0-2 |
| Jamaica Cup | 2023/05/19 22:00 | Dunbeholden FC v Cavalier | W | 0-3 |
| Jamaica Cup | 2023/05/13 01:00 | Cavalier v Dunbeholden FC | W | 1-0 |