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| H | Trinidad & Tobago | - | Haiti | 3:1 | ||
| R | Haiti | - | Trinidad & Tobago | 1:1 | ||
| H: 07.05.2000 | R: 19.05.2000 | Sieger: Trinidad & Tobago | ||||
| H | Antigua & Barbuda | - | St. Vincent/Grenadines | 2:1 | ||
| R | St. Vincent/Grenadines | - | Antigua & Barbuda | 4:0 | ||
| H: 07.05.2000 | R: 21.05.2000 | Sieger: St. Vincent/Grenadines | ||||
| H | Kuba | - | Barbados | 1:1 | ||
| R | Barbados | - | Kuba | 5:4 i.E. | ||
| H: 07.05.2000 | R: 21.05.2000 | Sieger: Barbados | ||||
