| Date | R | Home v Away | - |
|---|---|---|---|
| 11/21 17:00 | 2 | Jamaica v Leeward Islands | 352-245 |
| 11/17 13:00 | - | Combined Campuses & Colleges v Leeward Islands | 151-154 |
| 11/15 17:00 | - | Leeward Islands v Jamaica | 182-264 |
| 11/08 13:00 | - | Leeward Islands v Windward Islands | 180-96 |
| 11/05 17:00 | - | Leeward Islands v Guyana | 139-141 |
| 11/03 17:00 | - | Trinidad & Tobago v Leeward Islands | 291-292 |
| 11/01 13:00 | - | Barbados v Leeward Islands | 285-284 |
| 10/30 13:00 | - | West Indies Academy v Leeward Islands | 94-236 |
| 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 | 192-196 |
| 10/31 13:00 | - | Windward Islands v Leeward Islands | 179-293 |
| 10/26 17:00 | - | Trinidad & Tobago v Leeward Islands | 199-198 |
| 10/23 13:00 | - | Guyana v Leeward Islands | 248-244 |
| 10/21 13:00 | - | Leeward Islands v West Indies Academy | 239-173 |
| 10/18 17:00 | - | Leeward Islands v Jamaica | 124-123 |
| 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 |