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Jamaica's overall record against each of their opponents during the 1999 season.
| Opposition | P | W | D | L | F | A |
|---|---|---|---|---|---|---|
| Antigua and Barbuda | 1 | 1 | 0 | 0 | 1 | 0 |
| Bolivia | 1 | 0 | 1 | 0 | 0 | 0 |
| Cayman Islands | 1 | 1 | 0 | 0 | 4 | 0 |
| Costa Rica | 2 | 0 | 1 | 1 | 1 | 10 |
| Cuba | 1 | 0 | 0 | 1 | 0 | 2 |
| Grenada | 1 | 1 | 0 | 0 | 2 | 1 |
| Guadeloupe | 1 | 1 | 0 | 0 | 5 | 1 |
| Guatemala | 1 | 1 | 0 | 0 | 4 | 2 |
| Haiti | 1 | 1 | 0 | 0 | 2 | 1 |
| Netherlands Antilles | 1 | 1 | 0 | 0 | 3 | 2 |
| Norway | 1 | 0 | 0 | 1 | 0 | 6 |
| Paraguay | 2 | 1 | 0 | 1 | 4 | 3 |
| South Africa | 1 | 0 | 1 | 0 | 1 | 1 |
| Sweden | 1 | 0 | 0 | 1 | 1 | 2 |
| Trinidad and Tobago | 3 | 1 | 0 | 2 | 2 | 4 |