| 23 Jul 26 | r32        | DublancDublanc | 1 - 3 | St. John's SportsSt. John's Sp |
| 23 Jul 26 | r32        | SWA SharksSWA Sharks | 0 - 4 | SlingerzSlingerz |
| 23 Jul 26 | r32        | La CleryLa Clery | 2 - 1 | Roaring LionsRoaring Lions |
| 24 Jul 26 | r32        | North Leeward PredatorsNorth Leeward | 3 - 1 | Eagles MaléEagles Malé |
| 24 Jul 26 | r32        | St. Paul's UnitedSt. Paul's Un | 0 - 3 | HelenitesHelenites |
| |
| 25 Jul 26 | r16        | Prison ServicePrison Servic | 3 - 4 | SlingerzSlingerz |
| 25 Jul 26 | r16        | BritanniaBritannia | 1 - 1 (3) | Weymouth WalesWeymouth Wale |
| 25 Jul 26 | r16        | Mount PleasantMount Pleasan | 0 - 0 | All Saints UnitedAll Saints Un |
| 25 Jul 26 | r16        | RobinhoodRobinhood | 2 - 0 | La CleryLa Clery |
| 26 Jul 26 | r16        | BaltimoreBaltimore | 0 - 0 | HelenitesHelenites |
| 26 Jul 26 | r16        | Inter WillemstadInter Willems | 5 - 2 | St. John's SportsSt. John's Sp |
| 26 Jul 26 | r16        | Metropolitan FAMetropolitan | 4 - 0 | North Leeward PredatorsNorth Leeward |
| |
| 28 Jul 26 | r00        | Mount PleasantMount Pleasan | 1 - 0 | Weymouth WalesWeymouth Wale |
| 28 Jul 26 | r00        | HelenitesHelenites | 1 - 2 | Metropolitan FAMetropolitan |
| 28 Jul 26 | r00        | Inter WillemstadInter Willems | 1 (5) - 1 (6) | Delfines del EsteDelfines del |
| 28 Jul 26 | r00        | SlingerzSlingerz | 0 - 4 | RobinhoodRobinhood |
| 31 Jul 26 | r00        | Mount PleasantMount Pleasan | 3 - 1 | RobinhoodRobinhood |
| 31 Jul 26 | r00        | Metropolitan FAMetropolitan | 0 (9) - 0 (10) | Delfines del EsteDelfines del |
| 02 Aug 26 | r00        | Mount PleasantMount Pleasan | 1 - 0 | Delfines del EsteDelfines del |