Olympic Games 1988, Qualifying tournament, CONCACAF, Second round, group 1 |
 | 29.05.1988 |  | Trinidad and Tobago | – | El Salvador |  | -:- |
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Olympic Games 1988, Qualifying tournament, CONCACAF, Second round, group 1 |
| 15.05.1988 | | El Salvador | – | Trinidad and Tobago | | 0:1 |
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Olympic Games 1988, Qualifying tournament, CONCACAF, Second round, group 1 |
| 20.09.1987 | | Trinidad and Tobago | – | USA |  | 0:1 |
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Olympic Games 1988, Qualifying tournament, CONCACAF, Second round, group 1 |
| 05.09.1987 | | USA | – | Trinidad and Tobago | | 4:1 |
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Olympic Games 1988, Qualifying tournament, CONCACAF, First Round |
| 24.05.1987 |  | Barbados | – | Trinidad and Tobago | | 1:1 |
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Olympic Games 1988, Qualifying tournament, CONCACAF, First Round |
| 10.05.1987 | | Trinidad and Tobago | – | Barbados | | 2:0 |
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Olympic Games 1984, Qualifying tournament, CONCACAF, First Round |
| | | Trinidad and Tobago | – | Netherlands Antilles |  | 1:0 |
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Olympic Games 1984, Qualifying tournament, CONCACAF, First Round |
| | | Netherlands Antilles | – | Trinidad and Tobago | | 0:0 |
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Olympic Games 1984, Qualifying tournament, CONCACAF, Second round |
| |  | Cuba | – | Trinidad and Tobago | | 2:0 |
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Olympic Games 1984, Qualifying tournament, CONCACAF, Second round |
| | | Trinidad and Tobago | – | Cuba | | 2:0 |
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Olympic Games 1984, Qualifying tournament, CONCACAF, Second round |
| | | Cuba | – | Trinidad and Tobago | | 1:0 * |
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Olympic Games 1988, Qualifying tournament, CONCACAF, Preliminary Round |
| | | Trinidad and Tobago | – | Suriname |  | +:- |
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Olympic Games 1980, Qualifying tournament, CONCACAF, First Round |
| | | Netherlands Antilles | – | Trinidad and Tobago | | 2:3 |
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Olympic Games 1980, Qualifying tournament, CONCACAF, First Round |
| | | Trinidad and Tobago | – | Netherlands Antilles | | 6:1 |
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Olympic Games 1980, Qualifying tournament, CONCACAF, Second round |
| | | Trinidad and Tobago | – | Suriname | | 2:0 |
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Olympic Games 1980, Qualifying tournament, CONCACAF, Second round |
| | | Suriname | – | Trinidad and Tobago | | 3:1 |
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Olympic Games 1980, Qualifying tournament, CONCACAF, Second round |
| | | Trinidad and Tobago | – | Suriname | | 0:2 * |
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Olympic Games 1976, Qualifying tournament, CONCACAF, Preliminary Round |
| | | Barbados | – | Trinidad and Tobago | | 1:1 |
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Olympic Games 1976, Qualifying tournament, CONCACAF, Preliminary Round |
| | | Trinidad and Tobago | – | Barbados | | 0:0 |
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Olympic Games 1976, Qualifying tournament, CONCACAF, Preliminary Round |
| | | Barbados | – | Trinidad and Tobago | | 1:3 * |
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Olympic Games 1976, Qualifying tournament, CONCACAF, First Round |
| | | Suriname | – | Trinidad and Tobago | | 2:0 |
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Olympic Games 1976, Qualifying tournament, CONCACAF, First Round |
| | | Trinidad and Tobago | – | Suriname | | 1:1 |
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Olympic Games 1968, Qualifying tournament, CONCACAF, Group 2, Round 1 |
| | | Trinidad and Tobago | – | Suriname | | 1:0 |
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Olympic Games 1968, Qualifying tournament, CONCACAF, Group 2, Round 1 |
| | | Suriname | – | Trinidad and Tobago | | 5:2 |
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Olympic Games 1968, Qualifying tournament, CONCACAF, Group 2, Round 2 |
| | | Trinidad and Tobago | – | Netherlands Antilles | | 4:0 |
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Olympic Games 1968, Qualifying tournament, CONCACAF, Group 2, Round 2 |
| | | Netherlands Antilles | – | Trinidad and Tobago | | 3:0 |
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Olympic Games 1968, Qualifying tournament, CONCACAF, Group 2, final |
| | | El Salvador | – | Trinidad and Tobago | | 2:0 |
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Olympic Games 1968, Qualifying tournament, CONCACAF, Group 2, final |
| | | Trinidad and Tobago | – | El Salvador | | 1:2 |
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