| Cricket Matches | 05/18 14:30 | - | Windward Islands vs Nepal | View |
| Cricket Matches | 05/16 14:30 | - | Windward Islands v Nepal | 130-179 | |
| Cricket Matches | 05/14 14:30 | - | Windward Islands v Nepal | 196-197 | |
| West Indies Championship | 04/17 14:00 | - | Leeward Islands v Windward Islands | View | |
| West Indies Championship | 04/10 14:00 | - | West Indies Academy v Windward Islands | View | |
| West Indies Championship | 03/20 14:00 | - | Guyana v Windward Islands | View | |
| West Indies Championship | 03/13 14:00 | - | Trinidad und Tobago v Windward Islands | View | |
| West Indies Championship | 02/21 14:00 | - | Windward Islands v Combined Campuses & Colleges | View | |
| West Indies Championship | 02/14 15:00 | - | Barbados v Windward Islands | View | |
| West Indies Championship | 02/07 15:00 | - | Jamaika v Windward Islands | View | |
| Regional Super50 | 11/03 13:00 | - | West Indies Academy v Windward Islands | CANC | |
| Regional Super50 | 10/31 13:00 | - | Windward Islands v Leeward Islands | 179/10(42.3)-293/10(50) | |
| Regional Super50 | 10/29 17:00 | - | Jamaika v Windward Islands | 158/10(42.2)-159/6(36.2) |