| Date | R | Home v Away | - |
|---|---|---|---|
| 11/17 13:00 | - | West Indies Academy v Windward Islands | 69-278 |
| 11/13 17:00 | - | Combined Campuses & Colleges v Windward Islands | 213-307 |
| 11/11 13:00 | - | Barbados v Windward Islands | 239-237 |
| 11/08 13:00 | - | Leeward Islands v Windward Islands | 180/10(48.4)-96/10(21) |
| 11/05 13:00 | - | Jamaica v Windward Islands | 155/4(30.1)-186/10(29.3) |
| 11/01 17:00 | - | Trinidad & Tobago v Windward Islands | 186/3(38)-182/10(45) |
| 10/29 17:00 | - | Guyana v Windward Islands | 274-277 |
| 11/03 13:00 | - | West Indies Academy v Windward Islands | Cancelled |
| 10/31 13:00 | - | Windward Islands v Leeward Islands | 179-293 |
| 10/29 17:00 | - | Jamaica v Windward Islands | 158-159 |
| 10/25 13:00 | - | Windward Islands v Barbados | 241/8(50)-148/2(14.5) |
| 10/22 13:00 | - | Windward Islands v Combined Campuses & Colleges | 267/8(50)-271/8(50) |
| 10/19 13:00 | - | Trinidad & Tobago v Windward Islands | 255/4(48)-254/9(50) |
| 10/17 17:00 | - | Guyana v Windward Islands | 229/9(50)-219/10(46) |
| 11/12 18:00 | - | Trinidad & Tobago v Windward Islands | 249/3(39)-201/4(40) |
| 11/09 18:00 | - | Combined Campuses & Colleges v Windward Islands | 180/9(50)-277/10(49.4) |
| 11/07 18:00 | - | Guyana v Windward Islands | 190/10(43)-129/10(38) |
| 11/05 13:00 | - | Trinidad & Tobago v Windward Islands | 195/3(43)-189/10(47) |
| 11/02 13:00 | - | Combined Campuses & Colleges v Windward Islands | 109/4(23)-300/4(50) |
| 10/31 13:00 | - | Windward Islands v Guyana | 296/4(50)-268/10(46.4) |
| 02/25 17:30 | 2 | Guyana v Windward Islands | 305-210 |
| 02/22 13:00 | - | Windward Islands v Guyana | 153-155 |
| 02/18 13:00 | - | Windward Islands v Barbados | 113-286 |
| 02/16 17:30 | - | Windward Islands v Jamaica | 260-168 |
| 02/13 17:30 | - | Windward Islands v Trinidad & Tobago | 227-228 |
| 02/07 13:00 | - | Leeward Islands v Windward Islands | 253-284 |