| Date | R | Home v Away | - |
|---|---|---|---|
| 04/17 14:00 | - | Leeward Islands v Windward Islands | View |
| 04/10 14:00 | - | West Indies Academy v Windward Islands | View |
| 03/20 14:00 | - | Guyana v Windward Islands | View |
| 03/13 14:00 | - | Trinidad & Tobago v Windward Islands | View |
| 02/21 14:00 | - | Windward Islands v Combined Campuses & Colleges | View |
| 02/14 15:00 | - | Barbados v Windward Islands | View |
| 02/07 15:00 | - | Jamaica v Windward Islands | View |
| 03/29 14:00 | - | Barbados v Windward Islands | /()-/() |
| 03/22 14:00 | - | Leeward Islands v Windward Islands | /()-/() |
| 03/15 14:00 | - | Jamaica v Windward Islands | /()-/() |
| 02/08 14:00 | - | Windward Islands v Guyana | 294/10(80.5)-169/10(63.1) |