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| Played | Trinbago Knight Riders Won | St Kitts & Nevis Patriots Won | Tie | No Result |
| 16 | 12 | 4 | 0 | 0 |
| Date | Winner | Won By | Venue |
| 6 September 2020 | Trinbago Knight Riders | 9 wickets | Tarouba |
| 2 September 2020 | Trinbago Knight Riders | 59 runs | Tarouba |
| 6 October 2019 | Trinbago Knight Riders | 6 wickets | Providence |
| 17 September 2019 | St Kitts & Nevis Patriots | Super Over | Bassetere |
| 4 September 2019 | Trinbago Knight Riders | 11 runs | Port of Spain |
| 14 September 2018 | Trinbago Knight Riders | 20 runs | Tarouba |
| 1 September 2018 | Trinbago Knight Riders | 46 runs | Basseterre |
| 11 August 2018 | St Kitts & Nevis Patriots | 42 runs | Port of Spain |
| 9 September 2017 | Trinbago Knight Riders | 3 wickets | Tarouba |
| 5 September 2017 | St Kitts & Nevis Patriots | 38 runs | Tarouba |
| 23 August 2017 | Trinbago Knight Riders | 8 wickets | Basseterre |
| 14 August 2017 | Trinbago Knight Riders | 4 wickets | Port of Spain |
| 31 July 2016 | Trinbago Knight Riders | 8 wickets | Lauderhill |
| 29 July 2016 | St Kitts & Nevis Patriots | 34 runs | Lauderhill |
| 18 July 2015 | Trinbago Knight Riders | 18 runs | Port of Spain |
| 11 July 2015 | Trinbago Knight Riders | 6 wickets | Basseterre |
*Last updated after CPL 2020
