| Date | R | Home v Away | - |
|---|---|---|---|
| 11/11 17:00 | 1 | Trinidad & Tobago v Leeward Islands | 141/3(23.4)-135/10(41.5) |
| 11/09 17:00 | 2 | Leeward Islands v Barbados | 290/10(49.4)-135/10(30.2) |
| 11/04 13:00 | - | Combined Campuses & Colleges v Leeward Islands | Cancelled |
| 11/02 17:00 | - | Leeward Islands v Barbados | 192/6(40.1)-196/10(41.2) |
| 10/31 13:00 | - | Windward Islands v Leeward Islands | 179/10(42.3)-293/10(50) |
| 10/26 17:00 | - | Trinidad & Tobago v Leeward Islands | 199/7(45.4)-198/10(37.2) |
| 10/23 13:00 | - | Guyana v Leeward Islands | 248/6(47.3)-244/6(50) |
| 10/21 13:00 | - | Leeward Islands v West Indies Academy | 239/10(48.5)-173/10(40) |
| 10/18 17:00 | - | Leeward Islands v Jamaica | 124/2(14)-123/10(32.5) |
| 11/13 18:00 | - | Barbados v Leeward Islands | 271-273 |
| 11/11 13:00 | - | Jamaica v Leeward Islands | 182-207 |
| 11/09 18:00 | - | Leeward Islands v West Indies Emerging Team | 213-211 |
| 11/06 18:00 | - | Barbados v Leeward Islands | ,243/8 |
| 11/01 17:00 | - | Leeward Islands v Jamaica | 270-202 |
| 10/29 17:00 | - | Leeward Islands v West Indies Emerging Team | 191-190 |
| 02/26 13:00 | 31 | Barbados v Leeward Islands | 265-270 |
| 02/19 13:00 | - | Leeward Islands v Jamaica | 187-220 |
| 02/17 17:30 | - | Leeward Islands v Trinidad & Tobago | 129-130 |
| 02/12 17:30 | - | Leeward Islands v Guyana | 244-245 |
| 02/10 17:30 | - | Leeward Islands v Barbados | 305-301 |
| 02/07 13:00 | - | Leeward Islands v Windward Islands | 253-284 |