Stadium: Brian Lara Stadium
Referee: Adrian Griffith Home Manager: Pubudu Dassanayake Away Manager: Ian Allen
| Plunket Shield | 2019/11/11 17:30 | West Indies Academy v Windward Islands | 261/3(50)-154/10(38) |
| Plunket Shield | 2019/11/07 17:30 | Trinidad & Tobago v Windward Islands | 239/2(42.5)-238/8(50) |
| Plunket Shield | 2018/10/19 15:30 | Guyana v Windward Islands | 1/0 |
| Plunket Shield | 2018/10/17 18:00 | Windward Islands v Trinidad & Tobago | 78 All Out,83/3 |
| Plunket Shield | 2018/10/15 18:00 | West Indies B v Windward Islands | 225/7,227/9 |
| Plunket Shield | 2018/10/13 15:30 | Windward Islands v Canada | 188 All Out,206/9 |
| Plunket Shield | 2018/02/24 18:00 | Barbados v Windward Islands | 232/9,232/7 |
| Plunket Shield | 2018/02/22 18:00 | Guyana v Windward Islands | 231 All Out,286/7 |
| Plunket Shield | 2019/11/11 17:30 | Guyana v USA | 226/10(50)-213/9(50) |
| Plunket Shield | 2019/11/09 17:30 | West Indies Academy v USA | 109/10(19.4)-110/4(17.4) |
| Plunket Shield | 2018/10/22 13:00 | Jamaica v USA | 166 All Out,240/9 |
| Plunket Shield | 2018/10/20 13:00 | Combined Campuses & Colleges v USA | View |
| Plunket Shield | 2018/10/18 13:00 | Leeward Islands v USA | 248/7,130/7 |
| Plunket Shield | 2018/10/16 13:00 | Barbados v USA | 211/6,212/8 |
| Plunket Shield | 2018/10/12 18:00 | Barbados v USA | 200-194 |
| Plunket Shield | 2018/10/10 18:00 | Leeward Islands v USA | 109-197 |