| Date | Winner | Won by | Venue |
| Sep 14,2022 | St Kitts & Nevis Patriots | 8 wickets | Queen's Park Oval, Trinidad |
| Sep 1, 2022 | Jamaica Tallawahs | 47 runs | Warner Park, Basseterre |
| Sept 8, 2021 | Jamaica Tallawahs | 22 runs | Warner Park Basseterre, St Kitts |
| Sept 2, 2021 | St Kitts & Nevis Patriots | 6 wickets | Warner Park Basseterre, St Kitts |
| August 29, 2020 | Jamaica Tallawahs | 37 runs | Queen's Park Oval, Trinidad |
| Sept 20, 2019 | St Kitts & Nevis Patriots | 20 runs | Sabina Park Kingston, Jamaica |
| Sept 11, 2019 | St Kitts & Nevis Patriots | 4 wickets | Warner Park Basseterre, St Kitts |
| Sept 13, 2018 | St Kitts & Nevis Patriots | 2 wickets | Providence Stadium Providence, Guyana |
| Sept 3, 2018 | St Kitts & Nevis Patriots | 7 wickets (D/L method) | Warner Park Basseterre, St Kitts |
| Aug 16, 2018 | Jamaica Tallawahs | 47 runs | Sabina Park Kingston, Jamaica |
| Aug 31, 2017 | Jamaica Tallawahs | 41 runs | Sabina Park Kingston, Jamaica |
| Aug 22, 2017 | St Kitts & Nevis Patriots | 37 runs | Warner Park Basseterre, St Kitts |
| Jul 16, 2016 | Jamaica Tallawahs | 108 runs | Sabina Park Kingston, Jamaica |
| Jul 2, 2016 | Jamaica Tallawahs | 5 runs | Warner Park Basseterre, St Kitts |
| Jul 4, 2015 | St Kitts & Nevis Patriots | 119 runs | Warner Park Basseterre, St Kitts |
| Jun 30, 2015 | Jamaica Tallawahs | 7 wickets | Warner Park Basseterre, St Kitts |
![Priyansh Arya clobbers Matheesha Pathirana for hat-trick of 6s and a 4 to reach maiden IPL ton off 39 balls in PBKS vs CSK IPL 2025 clash [Watch]](https://statico.sportskeeda.com/editor/2025/04/6dcb4-17441260771376-1920.jpg?h=166)
![MS Dhoni has a fun interaction with PBKS batter, who shares his birthday with the CSK legend, while giving autographs after IPL 2025 match [Watch]](https://statico.sportskeeda.com/editor/2025/04/50fc1-17442259298504-1920.jpg?h=166)
