| Regional Super50 | 2023/10/29 17:00 | Jamaica v Windward Islands | 158-159 |
| West Indies Championship | 2023/03/15 14:00 | Jamaica v Windward Islands | /()-/() |
| Regional Super50 | 2021/02/16 17:30 | Windward Islands v Jamaica | 260-168 |
| Regional Super50 | 2023/11/04 17:00 | Jamaica v Guyana | 181-184 |
| Regional Super50 | 2023/10/29 17:00 | Jamaica v Windward Islands | 158-159 |
| Regional Super50 | 2023/10/27 13:00 | Jamaica v Combined Campuses & Colleges | 198-320 |
| Regional Super50 | 2023/10/25 13:00 | West Indies Academy v Jamaica | 227-263 |
| Regional Super50 | 2023/10/20 13:00 | Barbados v Jamaica | 258-211 |
| Regional Super50 | 2023/10/18 17:00 | Leeward Islands v Jamaica | 124-123 |
| West Indies Championship | 2023/03/29 14:00 | Trinidad & Tobago v Jamaica | /()-/() |
| West Indies Championship | 2023/03/22 14:00 | Guyana v Jamaica | /()-/() |
| Regional Super50 | 2023/10/31 13:00 | Windward Islands v Leeward Islands | 179-293 |
| Regional Super50 | 2023/10/29 17:00 | Jamaica v Windward Islands | 158-159 |
| Regional Super50 | 2023/10/25 13:00 | Windward Islands v Barbados | 241-148 |
| Regional Super50 | 2023/10/22 13:00 | Windward Islands v Combined Campuses & Colleges | 267-271 |
| Regional Super50 | 2023/10/19 13:00 | Trinidad & Tobago v Windward Islands | 255-254 |
| Regional Super50 | 2023/10/17 17:00 | Guyana v Windward Islands | 229/9(50)-219/10(46) |
| West Indies Championship | 2023/03/29 14:00 | Barbados v Windward Islands | /()-/() |
| West Indies Championship | 2023/03/22 14:00 | Leeward Islands v Windward Islands | /()-/() |