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| 1st(1st leg) | Cuba | - | Haiti | 6:1 | ||
| 2nd (2nd leg) | Haiti | - | Cuba | 1:1 | ||
| 1st(1st leg): 10/06/1996 | 2nd (2nd leg): 30/06/1996 | Winner: Cuba | ||||
| 1st(1st leg) | Dom. Republic | - | Trinidad & Tobago | 1:4 | ||
| 2nd (2nd leg) | Trinidad & Tobago | - | Dom. Republic | 8:0 | ||
| 1st(1st leg): 15/06/1996 | 2nd (2nd leg): 23/06/1996 | Winner: Trinidad & Tobago | ||||
| 1st(1st leg) | Barbados | - | Jamaica | 0:1 | ||
| 2nd (2nd leg) | Jamaica | - | Barbados | 2:0 | ||
| 1st(1st leg): 23/06/1996 | 2nd (2nd leg): 30/06/1996 | Winner: Jamaica | ||||
| 1st(1st leg) | St. Kitts & Nevis | - | St. Vincent/Grenadines | 2:2 | ||
| 2nd (2nd leg) | St. Vincent/Grenadines | - | St. Kitts & Nevis | 0:0 | ||
| 1st(1st leg): 23/06/1996 | 2nd (2nd leg): 30/06/1996 | Winner: St. Vincent/Grenadines | ||||
