| 1996-09-01 |  Trinidad and Tobagov Costa RicaFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 1996-06-23 | Trinidad and Tobagov Dominican RepublicFIFA World Cup qualification | 8–0 | FIFA World Cup qualification |
| 1996-06-15 | Dominican RepublicvTrinidad and TobagoFIFA World Cup qualification | 1–4 | FIFA World Cup qualification |
| 1992-08-16 |  JamaicavTrinidad and TobagoFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 1992-07-05 | Trinidad and TobagovJamaicaFIFA World Cup qualification | 1–2 | FIFA World Cup qualification |
| 1992-05-31 | Trinidad and Tobagov BarbadosFIFA World Cup qualification | 3–0 | FIFA World Cup qualification |
| 1992-04-19 | BarbadosvTrinidad and TobagoFIFA World Cup qualification | 1–2 | FIFA World Cup qualification |
| 1968-11-25 |  HaitivTrinidad and TobagoFIFA World Cup qualification | 2–4 | FIFA World Cup qualification |
| 1968-11-23 | HaitivTrinidad and TobagoFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 1968-11-20 |  GuatemalavTrinidad and TobagoFIFA World Cup qualification | 0–0 | FIFA World Cup qualification |
| 1968-11-17 | GuatemalavTrinidad and TobagoFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 1965-03-14 |  Surinameplayed as Dutch GuyanavTrinidad and TobagoFIFA World Cup qualification | 6–1 | FIFA World Cup qualification |
| 1965-03-07 | Trinidad and TobagovCosta RicaFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 1965-02-21 | Costa RicavTrinidad and TobagoFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 1965-02-07 | Trinidad and TobagovSurinameplayed as Dutch GuyanaFIFA World Cup qualification | 4–1 | FIFA World Cup qualification |