Stadium: Brian Lara Stadium
Referee: Michael Ragoonath Home Manager: Pubudu Dassanayake Away Manager: Ian Allen
| Plunket Shield | 2019/11/13 17:30 | Windward Islands v USA | 182/10(45.5)-225/9(50) |
| Plunket Shield | 2019/11/21 17:30 | Windward Islands v West Indies Academy | View |
| Plunket Shield | 2019/11/19 17:30 | Guyana v Windward Islands | 294/9(50)-272/8(50) |
| Plunket Shield | 2019/11/17 17:30 | Trinidad & Tobago v Windward Islands | 179/10(28.3)-177/10(28.3) |
| Plunket Shield | 2019/11/15 17:30 | Guyana v Windward Islands | 260/6(41.2)-258/5(42) |
| Plunket Shield | 2019/11/13 17:30 | Windward Islands v USA | 182/10(45.5)-225/9(50) |
| 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 | 2019/11/21 17:30 | Trinidad & Tobago v USA | 177/3(41.5)-176/9(45) |
| Plunket Shield | 2019/11/19 17:30 | West Indies Academy v USA | 216/9(50)-173/10(44.2) |
| Plunket Shield | 2019/11/15 17:30 | Trinidad & Tobago v USA | 244/4(30)-201/7(30) |
| Plunket Shield | 2019/11/13 17:30 | Windward Islands v USA | 182/10(45.5)-225/9(50) |
| 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 |