CFU Caribbean Cup qualification · qualification
5 Feb 1999 – 9 May 1999 · ← CFU Caribbean Cup qualification 1998 · CFU Caribbean Cup qualification 2001 →
| Barbados | — | 4 | 3 | 1 | 0 | 9 | 3 | +6 | — |
| British Virgin Islands | — | 5 | 3 | 1 | 1 | 11 | 7 | +4 | — |
| Haiti | — | 3 | 3 | 0 | 0 | 12 | 0 | +12 | — |
| Cuba | — | 3 | 3 | 0 | 0 | 13 | 2 | +11 | — |
| Bermuda | — | 3 | 2 | 0 | 1 | 11 | 3 | +8 | — |
| Saint Kitts and Nevis | — | 2 | 2 | 0 | 0 | 8 | 6 | +2 | — |
| Grenada | — | 2 | 1 | 1 | 0 | 3 | 1 | +2 | — |
| Dominican Republic | — | 3 | 1 | 1 | 1 | 2 | 4 | -2 | — |
| Bahamas | — | 5 | 1 | 1 | 3 | 4 | 17 | -13 | — |
| Cayman Islands | — | 3 | 1 | 0 | 2 | 6 | 9 | -3 | — |
| United States Virgin Islands | — | 2 | 0 | 2 | 0 | 2 | 2 | 0 | — |
| Suriname | — | 2 | 0 | 2 | 0 | 1 | 1 | 0 | — |
| Saint Vincent and the Grenadines | — | 2 | 0 | 1 | 1 | 5 | 6 | -1 | — |
| Saint Lucia | — | 2 | 0 | 1 | 1 | 5 | 6 | -1 | — |
| Guyana | — | 2 | 0 | 1 | 1 | 2 | 4 | -2 | — |
| Antigua and Barbuda | — | 2 | 0 | 1 | 1 | 1 | 3 | -2 | — |
0% of the goals have a recorded scorer.
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Tallest: 7 · Goals in the match