Head to Head
| Regional Super50 | 2023/10/31 13:00 | Windward Islands v Leeward Islands | 179-293 |
| West Indies Championship | 2023/03/22 14:00 | Leeward Islands v Windward Islands | /()-/() |
| Regional Super50 | 2021/02/07 13:00 | Leeward Islands v Windward Islands | 253-284 |
| Plunket Shield | 2017/02/08 22:05 | Leeward Islands v Windward Islands | 293/6,293/8 |
Home History
| Regional Super50 | 2023/11/11 17:00 | Trinidad & Tobago v Leeward Islands | 141/3(23.4)-135/10(41.5) |
| Regional Super50 | 2023/11/09 17:00 | Leeward Islands v Barbados | 290/10(49.4)-135/10(30.2) |
| Regional Super50 | 2023/11/02 17:00 | Leeward Islands v Barbados | 192-196 |
| Regional Super50 | 2023/10/31 13:00 | Windward Islands v Leeward Islands | 179-293 |
| Regional Super50 | 2023/10/26 17:00 | Trinidad & Tobago v Leeward Islands | 199-198 |
| Regional Super50 | 2023/10/23 13:00 | Guyana v Leeward Islands | 248-244 |
| Regional Super50 | 2023/10/21 13:00 | Leeward Islands v West Indies Academy | 239/10(48.5)-173/10(40) |
| Regional Super50 | 2023/10/18 17:00 | Leeward Islands v Jamaica | 124/2(14)-123/10(32.5) |
Away History
| 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 | 255/4(48)-254/9(50) |
| 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 | /()-/() |