Jamaica: Premier League - Play Offs |
| Final | Mount Pleasant | Cavalier | 1:2 PEN. (0:0, 1:1, 0:0, 3:4) | details | 20.05.2024 |
| Semi-finals - 2nd leg | Cavalier | Arnett Gardens | 3:1 (2:1, 1:0) | details | 13.05.2024 |
| Semi-finals - 1st leg | Arnett Gardens | Cavalier | 1:1 (1:1, 0:0) | details | 06.05.2024 |
Jamaica: Premier League - Main |
| 26. Round | Cavalier | Molynes | 6:0 (1:0, 5:0) | details | 07.04.2024 |
| 25. Round | Dunbeholden | Cavalier | 2:4 (1:1, 1:3) | details | 31.03.2024 |
North & Central America: CONCACAF Champions Cup - Main |
| 1/16-finals - 2nd leg | FC Cincinnati | Cavalier | 4:0 (2:0, 2:0) | details | 29.02.2024 |
| 1/16-finals - 1st leg | Cavalier | FC Cincinnati | 0:2 (0:1, 0:1) | details | 23.02.2024 |
North & Central America: CONCACAF Caribbean Cup - Play Offs |
| Final - 2nd leg | Cavalier | Robinhood | 0:2 (0:0, 0:2) | details | 07.12.2023 |
| Final - 1st leg | Robinhood | Cavalier | 1:0 (0:0, 1:0) | details | 01.12.2023 |
| Semi-finals - 2nd leg | Cavalier | Harbour View | 0:0 (0:0, 0:0) | details | 01.11.2023 |
| Semi-finals - 1st leg | Harbour View | Cavalier | 0:5 (0:2, 0:3) | details | 25.10.2023 |
North & Central America: CONCACAF Caribbean Cup - Main |
| Group A - 5. Round | Golden Lion | Cavalier | 2:5 (0:5, 2:0) | details | 05.10.2023 |