| Home Team | Away Team | Match Date & Time | Venue |
| Trinidad and Tobago Red Force | Combined Campuses And Colleges | 17-10-2023 13:00:00GMT | Queen's Park Oval |
| Guyana Harpy Eagles | Windward Islands Volcanoes | 17-10-2023 17:00:00GMT | Trinidad |
| Leeward Islands | Jamaica Scorpions | 18-10-2023 17:00:00GMT | Queen's Park Oval |
| Trinidad and Tobago Red Force | Windward Islands Volcanoes | 19-10-2023 13:00:00GMT | Queen's Park Oval |
| Combined Campuses And Colleges | West Indies Academy | 19-10-2023 17:00:00GMT | Trinidad |
| Barbados Pride | Jamaica Scorpions | 20-10-2023 13:00:00GMT | Trinidad |
| Trinidad and Tobago Red Force | Guyana Harpy Eagles | 21-10-2023 17:00:00GMT | Trinidad |
| Leeward Islands | West Indies Academy | 21-10-2023 13:00:00GMT | Queen's Park Oval |
| Windward Islands Volcanoes | Combined Campuses And Colleges | 22-10-2023 13:00:00GMT | Trinidad |
| Guyana Harpy Eagles | Leeward Islands | 23-10-2023 13:00:00GMT | Queen's Park Oval |
| Barbados Pride | West Indies Academy | 23-10-2023 13:00:00GMT | Trinidad |
| Windward Islands Volcanoes | Barbados Pride | 25-10-2023 13:00:00GMT | Trinidad |
| West Indies Academy | Jamaica Scorpions | 25-10-2023 13:00:00GMT | Trinidad |
| Guyana Harpy Eagles | Combined Campuses And Colleges | 25-10-2023 13:00:00GMT | Trinidad |
| Trinidad and Tobago Red Force | Leeward Islands | 26-10-2023 17:00:00GMT | Trinidad |
| Jamaica Scorpions | Combined Campuses And Colleges | 27-10-2023 13:00:00GMT | Trinidad |
| Trinidad and Tobago Red Force | West Indies Academy | 28-10-2023 13:00:00GMT | Queen's Park Oval |
| Barbados Pride | Guyana Harpy Eagles | 29-10-2023 13:00:00GMT | Trinidad |
| Jamaica Scorpions | Windward Islands Volcanoes | 29-10-2023 17:00:00GMT | Trinidad |
| Windward Islands Volcanoes | Leeward Islands | 31-10-2023 13:00:00GMT | Queen's Park Oval |
| Combined Campuses And Colleges | Barbados Pride | 31-10-2023 13:00:00GMT | Trinidad |
| West Indies Academy | Guyana Harpy Eagles | 01-11-2023 13:00:00GMT | Trinidad |
| Leeward Islands | Barbados Pride | 02-11-2023 17:00:00GMT | Trinidad |
| Trinidad and Tobago Red Force | Jamaica Scorpions | 02-11-2023 13:00:00GMT | Queen's Park Oval |
| West Indies Academy | Windward Islands Volcanoes | 03-11-2023 13:00:00GMT | Trinidad |
| Combined Campuses And Colleges | Leeward Islands | 04-11-2023 13:00:00GMT | Queen's Park Oval |
| Jamaica Scorpions | Guyana Harpy Eagles | 04-11-2023 17:00:00GMT | Trinidad |
| Trinidad and Tobago Red Force | Barbados Pride | 05-11-2023 17:00:00GMT | Trinidad |
| Trinidad and Tobago Red Force | Guyana Harpy Eagles | 08-11-2023 17:00:00GMT | Trinidad |
| Leeward Islands | Barbados Pride | 09-11-2023 17:00:00GMT | Trinidad |
| Trinidad and Tobago Red Force | Leeward Islands | 11-11-2023 17:00:00GMT | Trinidad |
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