| Final, 13 Oct 2019, Sun - 2:30 AM Brian Lara Stadium | TRIDENTS 171/6 (20) GUYANA AMAZON WARRIORS 144/9 (20) | Tridents Won by 27 Runs | |
| Qualifier 2, 11 Oct 2019, Fri - 4:30 AM Brian Lara Stadium | TRIDENTS 160/6 (20) TRINBAGO KNIGHT RIDERS 148 (19.3) | Tridents Won by 12 Runs | |
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| 28th Match, 03 Oct 2019, Thu - 4:30 AM Queens Park Oval | TRINBAGO KNIGHT RIDERS 134/8 (20) TRIDENTS 135/3 (19.4) | Tridents Won by 7 Wkts | |
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| 26th Match, 30 Sep 2019, Mon - 3:30 AM Kensington Oval | TRIDENTS 141/6 (20) ST LUCIA STARS 117 (18.4) | Tridents Won by 24 Runs | |
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| 24th Match, 28 Sep 2019, Sat - 5:30 AM Daren Sammy National Cricket Stadium | JAMAICA TALLAWAHS 165/7 (20) ST LUCIA STARS 169/6 (19.1) | St Lucia Zouks Won by 4 Wkts | |
| 23rd Match, 27 Sep 2019, Fri - 3:30 AM Kensington Oval | TRIDENTS 192/5 (20) TRINBAGO KNIGHT RIDERS 129 (17.4) | Tridents Won by 63 Runs | |
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| 21st Match, 25 Sep 2019, Wed - 3:30 AM Daren Sammy National Cricket Stadium | ST LUCIA STARS 165/6 (20) ST KITTS & NEVIS PATRIOTS 145/9 (20) | St Lucia Zouks Won by 20 Runs | |
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| 18th Match, 22 Sep 2019, Sun - 5:30 AM Daren Sammy National Cricket Stadium | ST LUCIA STARS 99/4 (12.2) TRINBAGO KNIGHT RIDERS | No Result | |
| 17th Match, 21 Sep 2019, Sat - 5:30 AM Daren Sammy National Cricket Stadium | TRIDENTS 172/6 (20) ST LUCIA STARS 101/9 (14.5) | Tridents Won by 71 Runs | |
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| 8th Match, 12 Sep 2019, Thu - 3:30 AM Warner Park | TRIDENTS 186/2 (20) ST KITTS & NEVIS PATRIOTS 168/9 (20) | Tridents won by 18 runs | |
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