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| Played | Won by SKN | Won by JT | Tie | No Result |
| 15 | 7 | 7 | 0 | 1 |
| Date | Winner | Won by | Venue |
| 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 |
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