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| 15.10.2026 | ||||
| 02:05 | CFUCC Semifinal | Club Sando | 1-1 | Mount Pleasant |
| 14.10.2026 | ||||
| 02:05 | CFUCC Semifinal | Portmore United | 3-1 | Violette AC |
| 18.09.2026 | ||||
| 01:05 | CFUCC Group B | Cibao FC | 1-2 | Portmore United |
| 01:05 | CFUCC Group B | Mount Pleasant | 1-0 | Cavalier FC |
| 16.09.2026 | ||||
| 01:05 | CFUCC Group A | Delfines del Este | 3-1 | Defence Force |
| 01:05 | CFUCC Group A | Violette AC | 1-0 | Club Sando |
| 11.09.2026 | ||||
| 01:05 | CFUCC Group B | Salcedo FC | 1-1 | Cibao FC |
| 10.09.2026 | ||||
| 01:05 | CFUCC Group B | Portmore United | 0-1 | Mount Pleasant |
| 01:05 | CFUCC Group A | SV Broki | 1-2 | Violette AC |
| 09.09.2026 | ||||
| 01:05 | CFUCC Group A | Club Sando | 0-0 | Delfines del Este |
| 04.09.2026 | ||||
| 02:05 | CFUCC Group B | Cavalier FC | 0-2 | Portmore United |
| 03.09.2026 | ||||
| 02:05 | CFUCC Group B | Salcedo FC | 1-1 | Mount Pleasant |
| 21.10.2026 | |||||
| 01:05 | CFUCC Semifinal | Violette AC | - | Portmore United | |
| 23.10.2026 | |||||
| 01:05 | CFUCC Semifinal | Mount Pleasant | - | Club Sando | |
| 01.12.2026 | |||||
| 22:59 | CFUCC Third Place | Loser Semi-Final 1 | - | Loser Semi-Final 2 | |
| 22:59 | CFUCC Final | Winner Semi-Final 1 | - | Winner Semi-Final 2 | |
| 05.12.2026 | |||||
| 22:59 | CFUCC Third Place | Loser Semi-Final 2 | - | Loser Semi-Final 1 | |
| 22:59 | CFUCC Final | Winner Semi-Final 2 | - | Winner Semi-Final 1 | |