| Date | Team VS Team | Venue | Winner |
| 05 Aug | 1. St Lucia Stars VS Trinbago Knight Riders | Gros Islet | Trinbago |
| 05 Aug | 2. Guyana Amazon Warriors VS St Kitts & Nevis Patriots | Florida | St Kitts & Nevis |
| 05 Aug | 3. Barbados Tridents vs Jamaica Tallawahs | Florida | Barbados |
| 06 Aug | 4. St Kitts & Nevis Patriots vs Guyana Amazon Warriors | Florida | St Kitts & Nevis |
| 06 Aug | 5. Jamaica Tallawahs vs Barbados Tridents | Florida | Jamaica |
| 07 Aug | 6. Trinbago Knight Riders vs St Lucia Stars | Port of Spain | Trinbago |
| 09 Aug | 7. Trinbago Knight Riders vs Jamaica Tallawahs | Port of Spain | Jamaica |
| 10 Aug | 8. St Lucia Stars vs Barbados Tridents | Gros Islet | Barbados |
| 11 Aug | 9. Trinbago Knight Riders vs Guyana Amazon Warriors | Port of Spain | Trinbago |
| 12 Aug | 10. St Lucia Stars vs St Kitts & Nevis Patriots | Port of Spain | Trinbago |
| 12 Aug | 11. Trinbago Knight Riders vs Barbados Tridents | Gros Islet | St Kitts & Nevis |
| 13 Aug | 12. St Lucia Stars vs Guyana Amazon Warriors | Gros Islet | Guyana |
| 14 Aug | 13. Trinbago Knight Riders vs St Kitts & Nevis Patriots | Port of Spain | Trinbago |
| 15 Aug | 14. St Lucia Stars vs Jamaica Tallawahs | Gros Islet | Jamaica |
| 17 Aug | 15. Guyana Amazon Warriors vs Jamaica Tallawahs | Guyana | Jamaica |
| 18 Aug | 16. St Kitts & Nevis Patriots vs Barbados Tridents | St Kitts | St Kitts & Nevis |
| 19 Aug | 17. Guyana Amazon Warriors vs Trinbago Knight Riders | Guyana | Trinbago |
| 19 Aug | 18. St Kitts & Nevis Patriots vs St Lucia Stars | St Kitts | No Result |
| 20 Aug | 19. Guyana Amazon Warriors vs Barbados Tridents | Guyana | Guyana |
| 21 Aug | 20. St Kitts & Nevis Patriots vs Jamaica Tallawahs | St Kitts | St Kitts & Nevis |
| 22 Aug | 21. Guyana Amazon Warriors vs St Lucia Stars | Guyana | Guyana |
| 23 Aug | 22. St Kitts & Nevis Patriots vs Trinbago Knight Riders | St Kitts | Trinbago |
| 25 Aug | 23. Jamaica Tallawahs vs St Lucia Stars | Jamaica | Jamaica |
| 26 Aug | 24. Jamaica Tallawahs vs Trinbago Knight Riders | Jamaica | Trinbago |
| 29 Aug | 25. Barbados Tridents vs Guyana Amazon Warriors | Barbados | Guyana |
| 30 Aug | 26. Jamaica Tallawahs vs St Kitts & Nevis Patriots | Jamaica | Jamaica |
| 31 Aug | 27. Barbados Tridents vs St Lucia Stars | Barbados | Barbados |
| 01 Sep | 28. Jamaica Tallawahs vs Guyana Amazon Warriors | Jamaica | Guyana |
| 02 Sep | 29. Barbados Tridents vs Trinbago Knight Riders | Barbados | Barbados |
| 03 Sep | 30. Barbados Tridents vs St Kitts & Nevis Patriots | Barbados | St Kitts & Nevis |
| 05 Sep | Q1, Trinbago Knight Riders vs St Kitts & Nevis Patriots | Tarouba | St Kitts & Nevis |
| 06 Sep | E, Jamaica Tallawahs vs Guyana Amazon Warriors | Tarouba | Guyana |
| 07 Sep | Q2, Trinbago Knight Riders vs Guyana Amazon Warriors | Tarouba | Trinbago |
| 09 Sep | F, St Kitts & Nevis Patriots vs Trinbago Knight Riders | Tarouba | Trinbago |
